Summer Days 2026: A Weekend of Fun Just Minutes from Bay Meadows

Summer is still in full swing, and one of the Peninsula’s favorite community celebrations is returning to Foster City. 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. Now in its fourth year, the festival is an easy summer outing from Bay Meadows, with Leo J. Ryan Park just a short drive or bike ride from the neighborhood.

Friday evening kicks things off with a classic car show along Shell Boulevard from 4–7 p.m., followed by carnival rides and games from 5–10:30 p.m. Food trucks and beverage booths will be open from 5–8 p.m., and Mercy and the Heartbeats takes the stage at the Leo J. Ryan Park Amphitheater from 6–8 p.m. On Saturday, the festival expands with carnival rides from 11 a.m.–11 p.m., a craft vendor marketplace, food and beer and wine booths, live entertainment, and ice cream from Softee NorCal. Families can also try a floral vase painting workshop, explore the Outdoor Kitten Lounge, or take part in the Rubber Ducky Scavenger Hunt.

Sunday keeps the summer fun going with carnival rides from 11 a.m.–7 p.m., a craft marketplace, food and beverage booths, live entertainment, and more ice cream. The floral vase painting workshop and Outdoor Kitten Lounge return, while the final Rubber Ducky Scavenger Hunt runs from 10–11:30 a.m. Admission to Summer Days is free, and the event is dog-friendly as long as pups remain leashed. Carnival ride tickets can be purchased in advance or onsite, while the floral painting workshop and kitten lounge have separate fees. Event parking is available for $10 at Parkside Towers and the Century Lot on East Hillsdale Boulevard, with accessible parking at the Foster City Library.

For Bay Meadows residents, Summer Days is another example of how much there is to discover just beyond the neighborhood. With convenient connections throughout San Mateo and the Peninsula, it’s easy to spend the afternoon exploring Foster City’s parks and waterfront before heading home to Bay Meadows for dinner, drinks, or a relaxing evening outdoors. From our own 18 acres of parks and open space to nearby destinations like Leo J. Ryan Park, year round adventures are never far from home.

Visit fostercity.org/summerdays for the complete schedule, event updates, and carnival ticket information.

Big Adventures Are Just Minutes from Bay Meadows

One of the many reasons families love calling Bay Meadows home is that there’s always something new to discover nearby. As recently reported by Wilson Leung, Coyote Point Recreation Area is preparing for an exciting new chapter with one of the Bay Area’s most ambitious playground transformations. Following overwhelming community support, San Mateo County selected a new playground concept called “Magical Adventure in a Seaside Land,” with 78% of residents voting in favor of the imaginative design. Construction is expected to begin this August on the $3.8 million project, bringing exciting new play experiences to one of the Peninsula’s most beloved waterfront parks.

The redesigned playground promises endless opportunities for adventure, including a thrilling 50-foot zip line, imaginative climbing structures, interactive water play features, and ocean-inspired play elements that celebrate Coyote Point’s spectacular bayside setting. Already a favorite destination for Bay Meadows residents thanks to its scenic walking trails, picnic areas, marina, beach access, and sweeping views of the San Francisco Bay, the new playground will make family outings even more memorable. Located just a short drive—or bike ride—from Bay Meadows, Coyote Point continues to be one of the Peninsula’s premier destinations for outdoor recreation.

While you’re visiting Coyote Point, don’t miss neighboring Curiodyssey, the region’s beloved hands-on science and wildlife center overlooking the Inner Bay. Designed to spark curiosity through nature, science, and play, Curiodyssey features interactive exhibits, native California animals, and an engaging outdoor Nature Play area where children can climb, build, splash, and explore while enjoying panoramic bay views. It’s an ideal destination for young adventurers and lifelong learners alike. Families who visit often appreciate that Curiodyssey memberships include free parking, making spontaneous weekend trips even easier throughout the year.

Back at home, Bay Meadows was thoughtfully designed with families in mind. More than 18 acres of parks and open space are woven throughout the neighborhood, creating opportunities for outdoor play every day of the week. Paddock Park remains a favorite gathering place for younger children, while Bay Meadows Park offers expansive lawns for soccer, picnics, and community events. Landing Green Park provides a peaceful place to unwind, and Persimmon Park brings neighbors with leasable plots together through its community garden, reservable outdoor dining area, and barbecue space. Add in playgrounds, bocce courts, ping pong tables, walking and biking trails that connect directly to the San Francisco Bay Trail, and a vibrant Town Square filled with family-friendly dining and neighborhood events, and it’s easy to see why Bay Meadows continues to be one of the Peninsula’s most welcoming places to call home. With exciting new destinations like the future Coyote Point playground just minutes away, family adventures are never far from your front door.

The Apartment Collection at Bay Meadows is designed to grow with you! Don’t miss Bay Meadows’ 2- and 3-bedroom, plus townhouse style floor plans. View the latest availability and schedule your personal tour by contacting our leasing team here.

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 July Agenda

July brings the best of summer to the Peninsula, with outdoor concerts, community celebrations, family-friendly festivals, and unforgettable evenings under the stars. From Fourth of July festivities and live music in local parks to garden strolls at Filoli and hands-on activities for kids, there are countless ways to make the most of the season just minutes from Bay Meadows.

This month’s lineup features beloved traditions like Music on the Square, Music in the Park, and the Central Park Music Series, alongside unique experiences including outdoor yoga and brunch, model train and aviation exhibits, artisan marketplaces, and culinary classes. Whether you’re looking for a relaxing evening of live music, a fun family outing, or a new local adventure, July offers something for every age and interest across San Mateo and the surrounding Peninsula.

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.

July 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.

July 1-25, 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.

July 3, 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.

July 4, 4th of July in the Park. Celebrate red, white, and blue with a special concert on Saturday, July 4, 2026 from 11 a.m. – 2 p.m. in Central Park in San Mateo.

July 4, Celebrate July 4th in Redwood City. Enjoy a full day of patriotic fun to celebrate America’s 250th anniversary with family-friendly activities, community traditions, and the exciting return of fireworks.

July 4, Fourth of July Celebration. Foster City’s hosts an annual Fourth of July celebration! Festivities include breakfast, lunch, live entertainment, family games, and bike, family, and dog parade.  

July 9-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.

July 10-August 14, Summer Concert Series. Spend your Fridays nights from 6-8pm in the Leo Ryan Amphitheater for free live music in Foster City.

July 10-August 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.

July 11, Pub in the Park. Enjoy a day in Redwood City with music, drinks, and a welcoming community atmosphere in an inflatable British-style pub.

July 11-12, Trains & Planes Eurowest Expo. Come and see both Planes and Trains, in a skillfully crafted display of HO scale model trains featuring the scenery and villages of Europe at the Hiller Aviation Museum in San Carlos.

July 12, 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.

July 18, 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.

July 18, Sounds of the Shores. Enjoy live music in the scenic surroundings of Redwood Shores across three Saturdays. Held at Marlin Park.

July 19, 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.

July 26, Neapolitan Style Pizza. Learn how to make a classic pizza made with hand stretched dough in the Neapolitan style at Baking Arts in San Mateo. Each student will make their own pizza dough from scratch that will be taken home.

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.

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.

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.

World Cup Watch Parties Are Better at Fieldwork Brewing San Mateo

The world’s biggest soccer tournament deserves an equally unforgettable place to watch, and at Bay Meadows, we’ve got just the spot. This season, the beer garden at Fieldwork Brewing San Mateo is transforming into World Cup headquarters, where neighbors, friends, families, and soccer fans can gather to cheer on their favorite teams in a lively, open-air setting. With a giant screen, great food, and drinks, and plenty of room to celebrate every goal, it’s the perfect place to experience matchday excitement right here in the heart of San Mateo.

For the ultimate matchday experience, Fieldwork is offering reserved table packages for groups of three to eight guests. Each reservation includes a dedicated table for the entire match, a 64-ounce growler of Fieldwork beer to share, discounted growler refills throughout the game, and a bowl of the brewery’s house-made Chex Mix. Best of all, reserving ahead means no scrambling for seats—you can settle in, relax, and focus on the action from the opening whistle to the final goal.

Whether you’re rallying coworkers after the office, gathering neighbors from around Bay Meadows, or planning a family-friendly outing, Fieldwork Brewing San Mateo is ready to be your World Cup home base. Grab your jersey, bring your cheering section, and reserve your table today. Visit HERE to secure your spot and get ready to experience every thrilling moment of the World Cup from the best beer garden in San Mateo.

What makes Fieldwork such a favorite? It starts with the atmosphere. The spacious outdoor beer garden welcomes everyone, from die-hard soccer supporters to casual fans looking for a fun afternoon with friends. Families can spread out and enjoy the fresh air, four-legged companions are welcome to join the action, and groups can challenge one another to a game of bocce before kickoff. Add in comfortable seating, community energy, and one of the Peninsula’s best outdoor gathering spaces, and you’ve got a watch party destination that feels distinctly Bay Meadows.

Perfectly positioned between San Francisco and Silicon Valley on the Caltrain line, Bay Meadows brings good times to life. Make Bay Meadows home. Explore the latest availability at the Apartment Collection at Bay Meadows today!

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.