Rock the Block Live Concerts at Hillsdale Shopping Center

There’s nothing quite like strolling from Bay Meadows for an evening of food, friends, and live music. Rock the Block is back at Hillsdale Shopping Center, and it’s your September weekend ritual waiting to happen. Free concerts every Friday from 6-8pm at the North Block Plaza make for the perfect way to wind down and connect.

Starting Friday, September 4 through September 25, gather under the open sky with your neighbors and enjoy some of the best local music around. Here’s who’s playing in September 2026:

September 4: Mike Annuzzi

September 11: UFO UFO

September 18: Top Secret

September 25: K-Pop DJ

Since Bay Meadows is just a short walk from Hillsdale, these concerts are more than an event—they’re a chance to make the neighborhood feel more like home. Here are some ways to make the most of the nights:

Stop by Bahche Mezzehouse & Wine Bar in Bay Meadows’ Town Square after work before a concert for Mediterranean Mezzes paired with your favorite glass or wine or beer or get a Souvlaki to-go. Bring a blanket and picnic under the stars, or grab food and drink to go from Hillsdale. Some great spots on North Block to check out are Shake Shack, Jamba Juice, Palette Tea Garden, Pinstripes, Mikiya Wagyu Shabu House, and The Refuge. If you’re up for exploring more, the Dining Terrace offers several options so you can mix and match.

Picture this: post-work walk from Bay Meadows, find a good picnic spot, listen to live music, maybe grab some souvlaki, a burger, or a bubble tea, and enjoy time with friends or family under the evening sky. It’s the kind of fall moment we live for.

And the best part…it’s free and open to all.

Rock the Block Hillsdale
Photo Credits: Hillsdale Shopping Center

Conveniently located between San Francisco and Palo Alto in San Mateo, Bay Meadows offers housing within walking distance of Caltrain. Ease of transportation is only one reason you’ll fall in love with Bay Meadows. Smartly-designed, high-quality new homes and The Bay Meadows Apartment Collection sit among 18 acres of open space, which includes parks, a community garden, public art, ball fields, bocce and basketball courts and a new playground. All this just a walk from Hillsdale Shopping Center, Whole Foods, Sidewalk Juice, Blue Bottle Coffee, The Breakfast Club at Midtown San Mateo, Bahche Mezzehouse & Wine Bar, LFBA Studios, Basecamp San Mateo, Clayroom San Mateo, Fieldwork Brewing Co. and more. Learn more about what Midurban life offers by joining us on Instagram.

 

Bay Meadows September Agenda

September brings a fresh energy to the Peninsula, with the last days of summer blending into the first signs of fall. From outdoor movies and live music to farmers markets, community festivals, creative workshops, and seasonal celebrations, there are plenty of reasons to get out and explore close to home.

Spend an evening under the stars, shop ceramics at Art in the Meadows, stroll Downtown San Mateo for local art and entertainment, celebrate Oktoberfest in Redwood City, or enjoy a weekend hike through Belmont’s open spaces. With family-friendly activities, outdoor gatherings, and local favorites happening throughout the month, September is the perfect time to enjoy the community, culture, and easygoing Peninsula lifestyle surrounding Bay Meadows.

It’s transit month, and we’re celebrating at Bay Meadows Transit Oriented Village! When you live just steps from Caltrain, getting from here to there is easy and car-free. Grab the Hillsdale Caltrain schedule and dive into our monthly event roundup to discover all the ways to celebrate, create, explore, and connect throughout the month ahead.

Bay Meadows Run Club with Basecamp San Mateo. Join this free fun run Wednesday evenings at 6pm and Saturday mornings at 8am. Meet at 3050 S. Delaware for a 2-, 3-, 4- or 6-mile loop (something for everyone) to get moving. Run, jog, or walk. Happening weekly – rain or shine. All paces and people are welcome. Members often gather in Town Square for a Blue Bottle coffee or at Fieldwork Brewing Beer Garden after each run. Plus, there’s no fee! You heard right – membership is not required. This is a community building fun run, compliments of our neighbors at Basecamp Bay Meadows.

Sunday Downtown San Mateo Farmers Market. West Coast Farmer’s market runs year-round at 222 East 4th Avenue Sundays from 9am to 2pm in Downtown San Mateo. The farmer’s market has a curated selection of fresh fruits, veggies, and a couple of tasty food trucks to fuel your morning stroll.

College of San Mateo Farmers’ Market. Shop seasonally and fresh each Saturday from 9am to 1pm (year-round) at San Mateo’s largest farmer’s market located at 1700 West Hillsdale Boulevard.

The 25th Avenue in San Mateo Farmers’ Market. May through October 20 on Tuesdays from 3pm to 7 pm, this farmers market is an easy walk or bike ride from Bay Meadows (~0.8 mi), bringing the best Peninsula produce and makers moments from your door.

Thru September 3, Summer Nights. Chase the sunset at Filoli. Summer Nights brings a softer, more laid-back vibe than Summer Stage. Think of it as the more chill little brother. Held every Wednesday and Thursday, it is all about golden-hour garden strolls, drinks, bites, and live acoustic music in a relaxed midweek atmosphere.

September 3, Movies on the Square. Expect an energetic, captivating ambiance, and arrive early to claim your space or spread a blanket, then enjoy tasty take-out from nearby restaurants in Redwood City.

September 4, 11, 18 + 25, Movies in the Park. Enjoy FREE movie nights in the park under the stars in San Mateo. Every Friday in September. Bring your own blanket and chair. Mobile Rec games and crafts start at 6 p.m. Movies start at dusk, around 7:30 p.m.

September 4, 11, 18 + 25, Rock the Block. Rock into September with Hillsdale’s Rock The Block Concert Series! Every Friday evening in September from 6–8 PM for free live music, great dining, and unforgettable summer nights in the outdoor North Block Plaza.

September 4, First Friday Nights. On the first Friday of every month, from 5 PM until 8 PM, parents and kids celebrate together at CuriOdyssey in San Mateo. Dance to some of your favorite hits, while enjoying animal presentations and science activities.

September 4, Music on the Square. Grab food from acclaimed nearby restaurants, bring a lawn chair or blanket, and enjoy the show; it’s the Peninsula’s go-to Friday night tradition in Redwood City.

September 4, San Mateo County History Museum FREE First Fridays. Visit the SMCHM every Friday for free First Friday events, where children enjoy special programs including crafts and story time, and adults can join a docent-led tour of the museum.

September 6, Paint-A-Plane. Join the excitement with special activities just for kids!  Paint the Cessna Cardinal, check out in an airplane or helicopter, and more at the Hiller in San Carlos.

September 10 + 17, September Nights on B Street. Enjoy free music and entertainment for the whole family in San Mateo. Join the fun between 1st and 3rd avenues from 6–8pm.

September 12, Art in the Meadows.  On Saturday, September 12 from 11 am to 4 pm, Clayroom San Mateo is hosting Art in the Meadows, a late Summer Sale + Art Market in collaboration with Caltrain, inviting the community to shop local handmade ceramics and art. 

September 12, Hops and Props. What could be better than microbrew beer, live music and cool airplanes under the warm September sky? The Hiller Aviation Museum presents Hops & Props Beer Fest in San Carlos.

September 13, Brunch & Burn. Start your day with an energizing outdoor yoga session at the Hillsdale Shopping Center in San Mateo, followed by a refreshing mimosa and a delicious brunch at Pinstripes. The yoga class will take place in the North Block Plaza, with brunch hosted inside Pinstripes immediately after.

September 17, Hiptwist Fitness San Mateo Grand Opening. Reserve your spot! Join Hiptwist Fitness from 4-7PM to celebrate the opening with Pilates, a ribbon cutting, bites, drinks and community at 740 Polhemus Rd in San Mateo.

September 18 + 25, Movies in the Park. Lights! Camera! Action! Head to Belmont for Movies in the Park. Movies begin at sundown. Come early to save your spot with blankets or camping chairs.

September 18-27, Oktoberfest Downtown Redwood City. Experience traditional cuisine, lively entertainment, and a festive atmosphere as Downtown Redwood City celebrates one of fall’s favorite traditions. 

September 19, HEAD WEST Marketplace. Spend the day exploring Downtown San Mateo’s B Street during the HEAD WEST Marketplace, where you can shop handcrafted goods from local makers and artists while enjoying the neighborhood’s vibrant retail shops and dining scene.

September 23, Community Hike. Take a hike in Belmont’s beautiful open spaces! Hikes will be led by recreation staff and they will provide brochures on Belmont trails and wildflowers.

September 25, Royal Icing Cookie Decorating. This San Mateo class covers all the necessary fundamentals you will need to recreate the cookies you have seen in magazines and social media. Halloween and winter theme. 

September 26, Belmont Water Dog Run 2026. The annual Belmont Water Dog Run returns on September 26. The 5k, 10k, 1 mi kids, and 1 mi Fido runs have a bit of something for everyone.

September 26, September Arts & Culture Fest. Head to the heart of Downtown San Mateo for a fun day-long celebration of art, music, dance, poetry, food, and culture. From live bands and dazzling cultural performances to interactive kids’ activities, LIVE mural painting competitions, artists selling original handcrafted artworks, and poetry open mic, the September Arts & Culture Fest has something for everyone.

Sep-Oct Sessions at Clayroom. When signing up for 6-week classes, one signs up by selecting (signing up for) the 1st class. Classes 2-6 will occur on a weekly cadence during the same day of the week and timeslot. 6-week in-studio classes for pottery.

Discount Tuesday (at Cinemark Century San Mateo 12). There’s never been a better time to turn up on a weekday, because every Tuesday at Cinemark is Discount Tuesday—cheap movie tickets are always within reach.

Bel Mateo Bowl Friday, Saturday and Sundays in San Mateo.
Karoake – Fridays from 7:30 – 11:30pm hit the mic with friends for some Karaoke.
Planet Bowling – Bowl in the dark under black lights on Fridays from 9:30 – 11:30pm and Saturdays from 8- 11:30pm.
Incredibowl – Fridays 9:30 – 11:30pm and Saturdays from 8 – 11:30pm interactive graphics elevate your bowling game with Incredibowl.
Family Pizza Night – Sundays from 5-8pm Family Pizza Nights and all you can bowl 8-10pm!
All You Can Bowl – Sundays enjoy unlimited bowling for 2 hours 8- 10pm! 

Bicycle Sundays. From 9am – 3pm, a 3.8-mile segment of Cañada Road along Crystal Springs Regional Trail is closed between the Filoli entrance and Highway 92 allowing for non-motorized activities including jogging, bicycling, hiking, roller-skating, and walking. Cañada Road between Edgewood Road to the Filoli entrance will remain open to vehicles. Check for holiday closures.

Experience Midurban life. Bay Meadows is a family-friendly neighborhood with lots of open space to enjoy all-year long. Whether it’s growing your own vegetables in an organic community garden, playing a game of pick-up basketball after work, team building over bocce in the beer garden, picnicking with family on warm summer nights or with a run around the park, there’s no shortage of green space to explore. Check out life out and about at Bay Meadows by following us on Instagram.

Bay Meadows August Agenda

August is your last chance to soak in the best of Peninsula summer before the season winds down. Camp out, say “Hello Kitty”, HEAD WEST, hit Hillsdale for outdoor yoga, and get ready for Coyote Point Summerfest. From outdoor concerts and neighborhood festivals to family campouts, artisan markets, and scenic adventures, the month is filled with opportunities to get outside, connect with the community, and create lasting memories close to home.

Whether you’re spending an evening enjoying live music in the park, exploring local makers and restaurants, hiking through Filoli’s natural landscapes, or discovering hands-on experiences for all ages, there’s something happening nearly every day. Before fall arrives, make the most of the warm evenings, vibrant community events, and unforgettable summer traditions waiting just minutes from Bay Meadows.

When you live just steps from Caltrain, getting from here to there is easy and car-free. Grab the Hillsdale Caltrain schedule and dive into our monthly event roundup to discover all the ways to celebrate, create, explore, and connect throughout the month ahead.

Bay Meadows Run Club with Basecamp San Mateo. Join this free fun run Wednesday evenings at 6pm and Saturday mornings at 8am. Meet at 3050 S. Delaware for a 2-, 3-, 4- or 6-mile loop (something for everyone) to get moving. Run, jog, or walk. Happening weekly – rain or shine. All paces and people are welcome. Members often gather in Town Square for a Blue Bottle coffee or at Fieldwork Brewing Beer Garden after each run. Plus, there’s no fee! You heard right – membership is not required. This is a community building fun run, compliments of our neighbors at Basecamp Bay Meadows.

Sunday Downtown San Mateo Farmers Market. West Coast Farmer’s market runs year-round at 222 East 4th Avenue Sundays from 9am to 2pm in Downtown San Mateo. The farmer’s market has a curated selection of fresh fruits, veggies, and a couple of tasty food trucks to fuel your morning stroll.

College of San Mateo Farmers’ Market. Shop seasonally and fresh each Saturday from 9am to 1pm (year-round) at San Mateo’s largest farmer’s market located at 1700 West Hillsdale Boulevard.

The 25th Avenue in San Mateo Farmers’ Market. May through October 20 on Tuesdays from 3pm to 7 pm, this farmers market is an easy walk or bike ride from Bay Meadows (~0.8 mi), bringing the best Peninsula produce and makers moments from your door.

August 1 + 29, Pub in the Park. Enjoy a day in Redwood City with music, drinks, and a welcoming community atmosphere in an inflatable British-style pub.

August 2, Paint-A-Plane. Join the excitement with special activities just for kids!  Paint the Cessna Cardinal, check out in an airplane or helicopter, and more at the Hiller in San Carlos.

August 4, National Night Out. If you are not going to a registered block party, head to the Martin Luther King Jr Center from 5:30 – 8:00 pm for music, McGruff the Crime Dog, resources, raffles, goodies, and more. Strengthen your community by knowing your neighbors, watching out for each other, and working together for a safe community. This event is open to all residents and blocks in the City of San Mateo.

August 6, Central Park Music Series. Enjoy summer evenings at Central Park in San Mateo featuring live music, local food vendors, family-friendly activities, and plenty of sunshine every Thursday through August.

August 6, Sunset Hikes. Wander through Filoli’s in Woodsides natural lands in search of mushrooms, fungi, lichen, and mosses. Guided by experts, you’ll explore both familiar trails and quieter corners where these treasures await.

August 7, First Friday Nights. On the first Friday of every month, from 5 PM until 8 PM, parents and kids celebrate together at CuriOdyssey in San Mateo. Dance to some of your favorite hits, while enjoying animal presentations and science activities.

August 7, San Mateo County History Museum FREE First Fridays. Visit the SMCHM every Friday for free First Friday events, where children enjoy special programs including crafts and storytime, and adults can join a docent-led tour of the museum.

August 7-8, Family Campout. Pitch a tent and camp under the stars in Burton Park in San Carlos! This is a great way to gather with friends and enjoy a variety of activities, including crafts, field games, s’more roasting, and a movie at dusk.

August 8, Sounds of the Shores. Enjoy live music in the scenic surroundings of Redwood Shores across three Saturdays. Held at Marlin Park.

August 9, Brunch & Burn. Start your day with an energizing outdoor yoga session at the Hillsdale Shopping Center in San Mateo, followed by a refreshing mimosa and a delicious brunch at Pinstripes. The yoga class will take place in the North Block Plaza, with brunch hosted inside Pinstripes immediately after.

August 14 + 21, Music in the Park Concert Series.Spend your summer evenings at Burton Park in San Carlos during the free 2026 Music in the Park Concert Series, where live music, picnic-friendly vibes, and community fun come together every Friday from June through August.

Thru August 14, Summer Concert Series. Spend your Fridays nights from 6-8pm in the Leo Ryan Amphitheater for free live music in Foster City.

August 14-16 Foster City Summer Days 2026 takes over beautiful Leo J. Ryan Park, 650 Shell Boulevard, August 14–16 for a free, family-friendly weekend filled with live music, carnival rides, local vendors, food, and plenty of reasons to get outside. 

August 15, Coyote Point Summerfest: A Community Celebration. The annual event features giant kite displays, live cultural performances, kiddie train rides, arts and crafts, community resource booths, and food trucks.

August 15, HEAD WEST Marketplace. Spend the day exploring Downtown San Mateo’s B Street during the HEAD WEST Marketplace, where you can shop handcrafted goods from local makers and artists while enjoying the neighborhood’s vibrant retail shops and dining scene.

Thru August 19, Music in the Park. Spend your summer evenings at Stafford Park in Redwood City with free live music! The 2026 lineup kicks off with the vibrant Brazilian jazz sounds of Masha Campagne, followed by a dynamic blend of funk, soul, Latin rock, and beyond. It’s an ideal setting to socialize with friends and family in a relaxed outdoor atmosphere.

August 22, Hello Kitty Café Truck. North Block Plaza at the roundabout near Cinepolis and Flores at Hillsdale Shopping Center in San Mateo. The truck will feature Hello Kitty merchandise which will be available for purchase to the public.

August 30, Chocolate Babka.This irresistible loaf cake can go from a morning brunch to the perfect way to end an evening meal. Students at Baking Arts in San Mateo will make tender, buttery brioche dough from scratch and our deliciously fudge-y chocolate filling.

Thru September 3, Summer Nights. Chase the sunset at Filoli. Summer Nights brings a softer, more laid-back vibe than Summer Stage. Think of it as the more chill little brother. Held every Wednesday and Thursday, it is all about golden-hour garden strolls, drinks, bites, and live acoustic music in a relaxed midweek atmosphere.

Thru September 4, Music on the Square. Downtown Redwood City’s Music on the Square offers something for all ages. Featuring the best of rock, reggae, funk, Latin, and soul on Friday nights. Grab food from acclaimed nearby restaurants, bring a lawn chair or blanket, and enjoy the show; it’s the Peninsula’s go-to Friday night tradition!

June-Aug Sessions at Clayroom. When signing up for 6-week classes, one signs up by selecting (signing up for) the 1st class. Classes 2-6 will occur on a weekly cadence during the same day of the week and timeslot. 6-week in-studio classes for pottery.

Discount Tuesday (at Cinemark Century San Mateo 12). There’s never been a better time to turn up on a weekday, because every Tuesday at Cinemark is Discount Tuesday—cheap movie tickets are always within reach.

Bel Mateo Bowl Friday, Saturday and Sundays in San Mateo.
Karoake – Fridays from 7:30 – 11:30pm hit the mic with friends for some Karaoke.
Planet Bowling – Bowl in the dark under black lights on Fridays from 9:30 – 11:30pm and Saturdays from 8- 11:30pm.
Incredibowl – Fridays 9:30 – 11:30pm and Saturdays from 8 – 11:30pm interactive graphics elevate your bowling game with Incredibowl.
Family Pizza Night – Sundays from 5-8pm Family Pizza Nights and all you can bowl 8-10pm!
All You Can Bowl – Sundays enjoy unlimited bowling for 2 hours 8- 10pm! 

Bicycle Sundays. From 9am – 3pm, a 3.8-mile segment of Cañada Road along Crystal Springs Regional Trail is closed between the Filoli entrance and Highway 92 allowing for non-motorized activities including jogging, bicycling, hiking, roller-skating, and walking. Cañada Road between Edgewood Road to the Filoli entrance will remain open to vehicles. Check for holiday closures.

Experience Midurban life. Bay Meadows is a family-friendly neighborhood with lots of open space to enjoy all-year long. Whether it’s growing your own vegetables in an organic community garden, playing a game of pick-up basketball after work, team building over bocce in the beer garden, picnicking with family on warm summer nights or with a run around the park, there’s no shortage of green space to explore. Check out life out and about at Bay Meadows by following us on Instagram.

Bay Meadows June Agenda

June in the Bay Meadows area is packed with summer energy, bringing together festivals, live music, cultural celebrations, and hands-on community experiences across San Mateo and the surrounding Peninsula. From family-friendly events at CuriOdyssey and the San Mateo County History Museum to major seasonal highlights like the San Mateo County Fair and the Bayside 101 Music Festival, the month is filled with opportunities to get outside and connect.

When you live just steps from Caltrain, getting from here to there is easy—and car-free. Grab the Hillsdale Caltrain schedule and dive into our monthly event roundup to discover all the ways to celebrate, create, explore, and connect throughout the month ahead.

Bay Meadows Run Club with Basecamp San Mateo. Join this free fun run Wednesday evenings at 6pm and Saturday mornings at 8am. Meet at 3050 S. Delaware for a 2-, 3-, 4- or 6-mile loop (something for everyone) to get moving. Run, jog, or walk. Happening weekly – rain or shine. All paces and people are welcome. Members often gather in Town Square for a Blue Bottle coffee or at Fieldwork Brewing Beer Garden after each run. Plus, there’s no fee! You heard right – membership is not required. This is a community building fun run, compliments of our neighbors at Basecamp Bay Meadows.

Sunday Downtown San Mateo Farmers Market. West Coast Farmer’s market runs year-round at 222 East 4th Avenue Sundays from 9am to 2pm in Downtown San Mateo. The farmer’s market has a curated selection of fresh fruits, veggies, and a couple of tasty food trucks to fuel your morning stroll.

College of San Mateo Farmers’ Market. Shop seasonally and fresh each Saturday from 9am to 1pm (year-round) at San Mateo’s largest farmer’s market located at 1700 West Hillsdale Boulevard.

The 25th Avenue in San Mateo Farmers’ Market. Back through October 20 on Tuesdays from 3pm to 7 pm, this farmers market is an easy walk or bike ride from Bay Meadows (~0.8 mi), bringing the best Peninsula produce and makers moments from your door.

June 5, First Friday Nights. On the first Friday of every month parents and kids celebrate together at CuriOdyssey in San Mateo. Swing into the weekend with music, food trucks, animals, and fun!

June 5, San Mateo County History Museum FREE First Fridays. Visit the SMCHM every Friday for free First Friday events, where children enjoy special programs including crafts and storytime, and adults can join a docent-led tour of the museum.

June 5-6, Bayside 101 Music Festival. Experience two nights of live music and festival fun at the Bayside 101 Music Festival, taking place during the San Mateo County Fair and included with general admission.

June 5-June 14, San Mateo County Fair. Celebrate summer at the San Mateo County Fair, where carnival rides, live entertainment, concerts, exhibits, fair food, games, and family-friendly fun come together for one of the Peninsula’s favorite annual traditions.

June 6, Jazz on the Hill. Celebrate 20 years of world-class music at Jazz on the Hill 2026 at College of San Mateo, a free all-day festival featuring acclaimed jazz artists, emerging young talent, and a vibrant community atmosphere on the hillside campus.

June 6, World Cup Event. Celebrate the excitement of the World Cup at Hillsdale Shopping Center in San Mateo with a family-friendly soccer celebration featuring interactive games, photo ops, vintage jerseys, custom duffle bag making, raffles, giveaways, and more.

June 6-July 25, Camp Pinstripes. Make the most of summer Saturdays at Camp Pinstripes in San Mateo, where kids can enjoy free hands-on activities like tie-dye, friendship bracelets, magic shows, princess visits, and more, plus complimentary brunch every week in June and July.

June 13, Pride in the Park. Celebrate inclusivity and show support for our LGBTQIA+ community with music, resources, performances, and group art projects in San Carlos.

June 13, Biggest Little Air Show.RC aircraft, drones, and flight demonstrations at the Hiller in San Carlos. This is one of the best little airshows in California.

June 14, Matcha Strawberry Roll Cake.Join an intimate, hands-on baking class in San Mateo where you’ll learn to create a stunning matcha strawberry roll cake with a light “no crack” chiffon sponge and fresh whipped cream filling and leave with your own party-sized dessert to take home.

June 18-August 6, Central Park Music Series. Enjoy summer evenings at Central Park in San Mateo featuring live music, local food vendors, family-friendly activities, and plenty of sunshine every Thursday through August.

June 20, Barbie Truck. The Barbie Truck is rolling into Hillsdale Shopping Center in San Mateo, bringing exclusive Barbie merchandise and photo-worthy fun to the North Block Plaza near Cinepolis and Flores.

June 20, HEAD WEST Marketplace. Spend the day exploring Downtown San Mateo’s B Street during the HEAD WEST Marketplace, where you can shop handcrafted goods from local makers and artists while enjoying the neighborhood’s vibrant retail shops and dining scene.

June 20-21, Clay as Canvas with Shanna Fliegel. This immersive two-day workshop at Clayroom in San Mateo invites participants to explore clay as both form and canvas for personal expression.

June 24, Community Hike. Enjoy a guided hike through the beautiful open spaces of Hidden Canyon Park in Belmont, where recreation staff will lead the way while sharing brochures featuring local trails and seasonal wildflowers.

June – August, Music in the Park Concert Series.Spend your summer evenings at Burton Park in San Carlos during the free 2026 Music in the Park Concert Series, where live music, picnic-friendly vibes, and community fun come together every Friday from June through August.

June-Aug Sessions at Clayroom. When signing up for 6-week classes, one signs up by selecting (signing up for) the 1st class. Classes 2-6 will occur on a weekly cadence during the same day of the week and timeslot. 6-week in-studio classes for pottery.

Discount Tuesday (at Cinemark Century San Mateo 12). There’s never been a better time to turn up on a weekday, because every Tuesday at Cinemark is Discount Tuesday—cheap movie tickets are always within reach.

Bel Mateo Bowl Friday, Saturday and Sundays in San Mateo.
Karoake – Fridays from 7:30 – 11:30pm hit the mic with friends for some Karaoke.
Planet Bowling – Bowl in the dark under black lights on Fridays from 9:30 – 11:30pm and Saturdays from 8- 11:30pm.
Incredibowl – Fridays 9:30 – 11:30pm and Saturdays from 8 – 11:30pm interactive graphics elevate your bowling game with Incredibowl.
Family Pizza Night – Sundays from 5-8pm Family Pizza Nights and all you can bowl 8-10pm!
All You Can Bowl – Sundays enjoy unlimited bowling for 2 hours 8- 10pm! 

Bicycle Sundays. From 9am – 3pm, a 3.8-mile segment of Cañada Road along Crystal Springs Regional Trail is closed between the Filoli entrance and Highway 92 allowing for non-motorized activities including jogging, bicycling, hiking, roller-skating, and walking. Cañada Road between Edgewood Road to the Filoli entrance will remain open to vehicles. Check for holiday closures.

All month long, residents can explore everything from outdoor concerts at Central Park, San Mateo and Burton Park to creative workshops, community hikes, Pride celebrations, and pop-up markets throughout San Mateo, San Carlos, Belmont, and beyond. Whether you’re looking for live entertainment, local makers, or family activities, June offers something happening nearly every weekend just minutes from home.

Experience Midurban life. Bay Meadows is a family-friendly neighborhood with lots of open space to enjoy all-year long. Whether it’s growing your own vegetables in an organic community garden, playing a game of pick-up basketball after work, team building over bocce in the beer garden, picnicking with family on warm summer nights or with a run around the park, there’s no shortage of green space to explore. Check out life out and about at Bay Meadows by following us on Instagram.

Bay Meadows March Agenda

March has arrived, bringing fresh energy and plenty of reasons to get out and explore around Bay Meadows and the Peninsula. From early spring garden inspiration and cultural celebrations to live music, family-friendly outings, fitness classes, and hands-on creative fun, this month is packed with ways to connect close to home. Whether you’re walking over, biking through the neighborhood, or hopping on Caltrain, these March events make it easy to enjoy the season and your community.

When you live just steps from Caltrain, getting from here to there is easy—and car-free. Grab the Hillsdale Caltrain schedule and dive into our monthly event roundup to discover all the ways to celebrate, create, explore, and connect throughout the month ahead.

Bay Meadows Run Club with Basecamp San Mateo. Join this free fun run Wednesday evenings at 6pm and Saturday mornings at 8am. Meet at 3050 S. Delaware for a 2-, 3-, 4- or 6-mile loop (something for everyone) to get moving. Run, jog, or walk. Happening weekly – rain or shine. All paces and people are welcome. Members often gather in Town Square for a Blue Bottle coffee or at Fieldwork Brewing Beer Garden after each run. Plus, there’s no fee! You heard right – membership is not required. This is a community building fun run, compliments of our neighbors at Basecamp Bay Meadows.

Sunday Downtown San Mateo Farmers Market. West Coast Farmer’s market runs year-round at 222 East 4th Avenue Sundays from 9am to 2pm in Downtown San Mateo. The farmer’s market has a curated selection of fresh fruits, veggies, and a couple of tasty food trucks to fuel your morning stroll.

College of San Mateo Farmers’ Market. Shop seasonally and fresh each Saturday from 9am to 1pm (year-round) at San Mateo’s largest farmer’s market located at 1700 West Hillsdale Boulevard.

March 1, Camellias at San Mateo Arboretum Society. Camellias are easy to grow and a wonderful addition to your garden, patio and the front entrance to your home or apartment. They make great cut flowers and their beauty can be enjoyed inside.

March 1, Gratitude Meditation. Whether you are a seasoned meditator or a beginner, this gathering at Chill Spot Rendezvous in San Mateo will provide valuable connection, calming peace, and positivity. Tickets include a free scoop of our ultra-premium gourmet ice cream or specialty drink.

March 1-3, ALS Network Donation Drive. This Belmont donation drive is for care packages supporting caregivers of ALS patients. The drive runs from through March 3 and donations will be accepted at the Belmont Parks and Recreation Office and Belmont Library.

March 1-April 10, AARP Tax Aide Help. Get your taxes done for free by AARP. Volunteers will assist with simple tax returns every Friday. Appointment times are 9:30 am – 4:00 pm.

March 6, First Friday Nights. On the first Friday of every month parents and kids celebrate together at CuriOdyssey in San Mateo. Swing into the weekend with music, food trucks, animals, and fun!

March 6, Irish Soda Bread Brewery Breadmaking Class, San Carlos. Join Grainbakers at Devil’s Canyon Brewing Companyfor an Irish soda bread class with brewer’s barley, sweet Irish cream drizzle, and proper pints in hand.

March 6, San Mateo County History Museum FREE First Fridays. Visit the SMCHM every Friday for free First Friday events, where children enjoy special programs including crafts and storytime, and adults can join a docent-led tour of the museum.

March 7, Yoga, Pilates & Planes. Head to the iconic Hiller Aviation Museum in San Carlos for Yoga, Pilates & Planes, a signature fusion class where strength meets stretch beneath the wings of historic aircraft.

March 7, Silly Sensory Science. Fizz, pop, ooze! Get fully immersed in exploring tactile science and sensory stations in Redwood City. Be prepared to get wet and messy. Get ready for an exploration like no other!

March 8, Burlingame Reflections — A Cameras & Coffee Photo Walk. Walking, shooting, and talking with other photographers sharpens how you see, while pausing over coffee creates space to reflect, ask questions, and learn from one another.

March 8, Public Safety Fair. Learn important information about preparing for a disaster while exploring a variety of public safety equipment like firetrucks and patrol cars in nearby San Carlos.

March 12–14, Irish Night with Devil’s Orchard in Woodside. Celebrate Filoli’s Irish connections with a live performance. Intertwined in Filoli’s history are enduring tales of Ireland. As Devil’s Orchard takes the stage, the room comes alive with music, history, and the timeless landscapes that inspired generations.

March 13, Latin Night Dance Party (at Motion Arts Center). Enjoy a weekly Latin Night Dance Party filled with Salsa, Bachata, and Cumbia music in San Mateo. Bring your friends and get ready for an unforgettable night of dancing and fun on the dance floor.

March 14, Pinstripes Kids Club – San Mateo. Pinstripes Kids Club is a monthly family-friendly experience designed to bring creativity, fun, and connection together. Held on the second Saturday of each month, Kids Club features engaging activities for children in a welcoming Pinstripes setting, perfect for a memorable weekend outing.

March 15, Mid-Peninsula Camp & School Fair. The 8 FREE Bay Area Camp & School Fairs sponsored by Stanford Medicine Children’s Health provide families with a one-stop shopping experience as they plan their spring break and summer activities.

March 15, St. Patrick’s Celebration! The Luck o’ the Irish meets the Hiller Aviation Museum in San Carlos for a special aerial celebration in honor of St. Patrick himself!

March 15, Bike Skills 101 — Fundamental Bike Handling Skills. This 4-hour co-ed clinic in Redwood City is the foundation of everything else you’ll learn on the bike.

March 17, St. Patricks Day Paint and Sip. Get ready to celebrate St. Patrick’s Day with a splash of creativity and some tasty sips! This in-person event at Pinstripes San Mateo is the perfect way to unwind, paint something fun, and enjoy great company.

March 17–19, Opera San José. Opera San José brings the power and passion of their world-class artistry to Fioli’s historic stage in Woodside. This unforgettable evening offers an exclusive preview of Opera San José’s 2026–2027 season, along with stirring highlights from their upcoming production of the iconic classic, La Traviata. 

March 18, March Speed Puzzle Competition at Alpha Acid Brewery. Enjoy a fun-filled event in Belmont where teams of two will race against the clock to complete a challenging yet-to-be-released wooden jigsaw puzzle from Artifact Puzzles. Whether you’re a puzzle pro or just enjoy a good brain teaser, this contest is perfect for all levels.

March 27, 16th Annual San Francisco Salsa Festival. A weekend of world-class performances, dancing, competition and workshops with top salsa and Bachata instructors in Burlingame.

March 29, Financiers & Madeleines in San Mateo. Enjoy a delightful hands-on baking class where we explore two elegant French treats perfect for tea time and special occasions.

February/March Sessions at Clayroom. When signing up for 6-week classes, one signs up by selecting (signing up for) the 1st class. Classes 2-6 will occur on a weekly cadence during the same day of the week and timeslot. 6-week in-studio classes for pottery.

Discount Tuesday (at Cinemark Century San Mateo 12). There’s never been a better time to turn up on a weekday, because every Tuesday at Cinemark is Discount Tuesday—cheap movie tickets are always within reach.

Bel Mateo Bowl Friday, Saturday and Sundays in San Mateo.
Karoake – Fridays from 7:30 – 11:30pm hit the mic with friends for some Karaoke.
Planet Bowling – Bowl in the dark under black lights on Fridays from 9:30 – 11:30pm and Saturdays from 8- 11:30pm.
Incredibowl – Fridays 9:30 – 11:30pm and Saturdays from 8 – 11:30pm interactive graphics elevate your bowling game with Incredibowl.
Family Pizza Night – Sundays from 5-8pm Family Pizza Nights and all you can bowl 8-10pm!
All You Can Bowl – Sundays enjoy unlimited bowling for 2 hours 8- 10pm! 

Bicycle Sundays. From 9am – 3pm, a 3.8-mile segment of Cañada Road along Crystal Springs Regional Trail is closed between the Filoli entrance and Highway 92 allowing for non-motorized activities including jogging, bicycling, hiking, roller-skating, and walking. Cañada Road between Edgewood Road to the Filoli entrance will remain open to vehicles. Check for holiday closures.

Experience Midurban life. Bay Meadows is a family-friendly neighborhood with lots of open space to enjoy all-year long. Whether it’s growing your own vegetables in an organic community garden, playing a game of pick-up basketball after work, team building over bocce in the beer garden, picnicking with family on warm summer nights or with a run around the park, there’s no shortage of green space to explore. Check out life out and about at Bay Meadows by following us on Instagram.

Bay Meadows February Agenda

February is here, and life around Bay Meadows and the Peninsula is buzzing with ways to get out and enjoy the season. This month is full of community gatherings, family-friendly fun, cultural celebrations, live music, fitness, and creative experiences—all just a short walk or train ride away.

When you live just steps from Caltrain, getting from here to there is easy—and car-free. Grab the Hillsdale Caltrain schedule and dive into our February event roundup to discover all the ways to celebrate, create, explore, and connect throughout the month ahead.

Bay Meadows Run Club with Basecamp San Mateo. Join this free fun run Wednesday evenings at 6pm and Saturday mornings at 8am. Meet at 3050 S. Delaware for a 2-, 3-, 4- or 6-mile loop (something for everyone) to get moving. Run, jog, or walk. Happening weekly – rain or shine. All paces and people are welcome. Members often gather in Town Square for a Blue Bottle coffee or at Fieldwork Brewing Beer Garden after each run. Plus, there’s no fee! You heard right – membership is not required. This is a community building fun run, compliments of our neighbors at Basecamp Bay Meadows.

Sunday Downtown San Mateo Farmers Market. West Coast Farmer’s market runs year-round at 222 East 4th Avenue Sundays from 9am to 2pm in Downtown San Mateo. The farmer’s market has a curated selection of fresh fruits, veggies, and a couple of tasty food trucks to fuel your morning stroll.

College of San Mateo Farmers’ Market. Shop seasonally and fresh each Saturday from 9am to 1pm (year-round) at San Mateo’s largest farmer’s market located at 1700 West Hillsdale Boulevard.

February 1, Master Gardener Plant Clinic in San Mateo. Join UC Master Gardeners Rich Busacker, Susan Houston and Debra Skorupka and get your hands dirty while learning how to make “soil blocks” – a method of starting seeds in cubes of compressed soil. This seed starting method eliminates the use of plastic pots and reduces the disruption of plant roots when transplanting.

February 6, First Friday Nights. On the first Friday of every month, from 5 PM until 8 PM, parents and kids celebrate together at CuriOdyssey in San Mateo. Dance to some of your favorite hits, while enjoying animal presentations and science activities.

February 6, San Mateo County History Museum FREE First Fridays. Visit the SMCHM every Friday for free First Friday events, where children enjoy special programs including crafts and storytime, and adults can join a docent-led tour of the museum.

February 7, Sweetheart Dance in Redwood City. Enjoy music, dancing, festive photo booth, crafts, and tasty refreshments. Dress up in semi-formal attire and make magical moments with your little ones.

February 8, Lunar New Year Celebration in Belmont. The City of Belmont and Belmont Library is hosting an afternoon filled with dance, music, crafts, and more! This celebration is free and open to all ages.

February 8, Bot Bowl and Flying Football Fun Fest in San Carlos. Take a turn commanding programmable robots to run plays in the Hiller Aviation’s own robotic stadium! Fly a drone through football uprights, and explore gridiron aerodynamics while folding, flicking and flying a paper football!

February 12-14, Valentine’s Day Jazz with Stella Cole at Fioli in Woodside. Let love take center stage this Valentine’s Day with an enchanting evening in the Ballroom, featuring the captivating Stella Cole. Immerse yourself in an unforgettable concert experience with your valentine—where timeless tunes and an intimate ambiance weave a spell of romance.

February 15, Financiers & Madeleines in San Mateo. Enjoy a delightful hands-on baking class where Baking Arts San Mateo invites you to explore two elegant French treats perfect for tea time and special occasions.

February 18, Sunset Trivia (at O’Neills). Unearth your team’s potential at O’Neills Irish Pub in San Mateo! This vibrant spot, perfect for continuing your evening, hosts exhilarating trivia every Wednesday at 7:15 PM.

February 20, Latin Night Dance Party (at Motion Arts Center). Enjoy weekly Latin Night Dance Party filled with Salsa, Bachata, and Cumbia music in San Mateo. Bring neighbors and get ready for an unforgettable night of dancing and fun on the dance floor.

February 27, Karaoke (at Chill Spot Rendezvous). This San Mateo cafe offers a wonderful space to relax, feel good, and community activity and events to enjoy: music, karaoke, spoken word, open mic and more.

February 28, 14th Annual Lunar New Year Celebration in Redwood City. Featuring lion dancers, martial artists, taiko drummers, other live performances, and kids arts and crafts for this vibrant celebration of the Year of the Horse.

February 28, Lunar New Year Family Day at Fioli. Immerse yourself in the vibrant spirit of Lunar New Year with dazzling Lion Dance performances, festive games, and engaging activities hosted by local community partners in Woodside.

February/March Sessions at Clayroom. When signing up for 6-week classes, one signs up by selecting (signing up for) the 1st class. Classes 2-6 will occur on a weekly cadence during the same day of the week and timeslot. 6-week in-studio classes for pottery.

Discount Tuesday (at Cinemark Century San Mateo 12). There’s never been a better time to turn up on a weekday, because every Tuesday at Cinemark is Discount Tuesday—cheap movie tickets are always within reach.

Bel Mateo Bowl Friday, Saturday and Sundays in San Mateo.
Karoake – Fridays from 7:30 – 11:30pm hit the mic with friends for some Karaoke.
Planet Bowling – Bowl in the dark under black lights on Fridays from 9:30 – 11:30pm and Saturdays from 8- 11:30pm.
Incredibowl – Fridays 9:30 – 11:30pm and Saturdays from 8 – 11:30pm interactive graphics elevate your bowling game with Incredibowl.
Family Pizza Night – Sundays from 5-8pm Family Pizza Nights and all you can bowl 8-10pm!
All You Can Bowl – Sundays enjoy unlimited bowling for 2 hours 8- 10pm!

Bicycle Sundays. From 9am – 3pm, a 3.8-mile segment of Cañada Road along Crystal Springs Regional Trail is closed between the Filoli entrance and Highway 92 allowing for non-motorized activities including jogging, bicycling, hiking, roller-skating, and walking. Cañada Road between Edgewood Road to the Filoli entrance will remain open to vehicles. Check for holiday closures.

 

Experience Midurban life. Bay Meadows is a family-friendly neighborhood with lots of open space to enjoy all-year long. Whether it’s growing your own vegetables in an organic community garden, playing a game of pick-up basketball after work, team building over bocce in the beer garden, picnicking with family on warm summer nights or with a run around the park, there’s no shortage of green space to explore. Check out life out and about at Bay Meadows by following us on Instagram.