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.

One More Reason to Leave the Car Behind: The Free Hillsdale Caltrain Commuter Shuttle

Living or working at Bay Meadows means having more choices for how you get around the Peninsula. Already home to walkable streets, dedicated bike paths, and easy access to Hillsdale Caltrain, the neighborhood is also served by the free Hillsdale Caltrain Commuter (HCC) Shuttle from Commute.org. Whether you’re commuting into San Francisco, heading south to Silicon Valley, or simply making your way home from the office, this complimentary shuttle helps make the journey even easier. It’s just another example of how Bay Meadows was thoughtfully planned to support a connected, transit-oriented lifestyle.

The Hillsdale Caltrain Commuter Shuttle operates Monday through Friday with morning service from 7:00–10:00 a.m. and afternoon service from 3:00–6:30 p.m., arriving approximately every 30–45 minutes. The shuttle is fully wheelchair accessible and equipped with a bike rack, making it easy to combine walking, biking, and rail travel into one seamless commute. Bay Meadows residents can enjoy a quick connection to Hillsdale Caltrain, while employees working throughout Bay Meadows Station—including teams at Roblox, Freshworks, and Upstart—can take advantage of an easy connection between work and local stops.

The Hillsdale Caltrain Commuter Shuttle serves the following stops:

Hillsdale Caltrain Station
Saratoga Drive & Park Place (morning service only)
Saratoga Drive & Yates Way (afternoon service only)
1400 Fashion Island Boulevard
Mariners Island Boulevard & Fashion Island Boulevard
Mariners Island Boulevard & Armada Way
2207 Bridgepointe Parkway

Whether you’re looking to simplify your weekday commute, reduce time behind the wheel, or embrace a more sustainable way to travel, the Hillsdale Caltrain Commuter Shuttle makes getting around San Mateo easier than ever. If you’re considering making Bay Meadows your next home, this is one more reason to explore The Apartment Collection at Bay Meadows.

With five distinctive apartment communities, walkable access to neighborhood shops and restaurants, and convenient transit connections just outside your door, it’s a lifestyle designed to keep you connected to everything the Peninsula has to offer. To view the shuttle route and schedule, visit HERE. For real-time service alerts, text HCCALERTS to (833) 426-6688.

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.

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.

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.

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.

Out to Lunch: The Best Spots for a Blanket and a Bite

One of the many joys of life at Bay Meadows is that you don’t have to travel far to find the perfect picnic spot. Whether you’re picking up a Mediterranean spread from Bahche Mezzehouse & Wine Bar, grabbing a smoothie and your favorite toast creation from Sidewalk Juice, or packing picnic spread to take from home, the neighborhood is filled with inviting outdoor spaces designed to help you slow down and enjoy the moment. From expansive lawns to tucked-away gathering spots, Bay Meadows makes it easy to turn an ordinary lunch break or lazy weekend afternoon into an outdoor occasion.

At the heart of the neighborhood is Bay Meadows Park, the community’s largest park and a favorite destination for families, lawn games, and blanket-style picnics. Nearby, Landing Green Park offers a quieter setting with open grass and comfortable seating areas perfect for quiet conversation and catching up with friends. Persimmon Park, home to the beloved community garden, features a reservable grill and large outdoor dining table where residents can gather for everything from birthday celebrations to casual weeknight dinners. For something more intimate, Paddock Park offers a pocket-sized retreat tucked into the neighborhood fabric, while the Town Square commons provide benches, lounge seating, and easy access to coffee, snacks, and people-watching. Don’t forget the iconic Bay Meadows Front Porch, complete with porch swings, this is one of the neighborhood’s most charming spots to enjoy a sandwich, a book, or a sunny afternoon.

Beyond the picnic blanket, Bay Meadows encourages outdoor living in countless ways. The neighborhood is dotted with bocce courts, ping pong tables, walking trails, playgrounds, and open gathering spaces that naturally invite neighbors outdoors. Miles of walking and biking routes connect directly to the Bay Trail, making it easy to turn a picnic into a bike ride, a stroll, or an afternoon adventure. Whether you’re meeting coworkers for lunch, gathering with family, or enjoying a solo escape between meetings, there’s always a nearby spot waiting.

Looking to venture beyond Bay Meadows? Here are five other favorite picnic destinations around San Mateo:

Central Park

50 E. 5th Avenue, Downtown San Mateo
The city’s signature park offers expansive lawns, picnic areas, gorgeous gardens and playgrounds. One local reviewer described it as “an absolute gem” thanks to its beautiful gardens and family-friendly atmosphere. “A peaceful and beautiful park with a free Japanese garden you can visit and a rose garden. Parking is good because they have a garage and you can pay on an app. Park also has a plant shop that is open on weekends.”- Jillian Maree B. on Yelp

Coyote Point Recreation Area

1701 Coyote Point Drive
A Peninsula classic featuring waterfront picnic areas, barbecue stations, walking trails, marina views, beaches, and the famous Magic Mountain Playground. Visitors consistently praise its abundance of picnic tables, scenic Bay views, and variety of outdoor activities. “Good place for a picnic. Fun to watch all the planes landing at SFO. Lots of parking. BBQ pits. Bathrooms are nice and clean.” – Dave S. on Yelp

Seal Point Park

1901 J. Hart Clinton Drive
Known for sweeping Bay views, wide-open lawns, and direct access to the Bay Trail, Seal Point is a favorite among walkers, cyclists, and picnic-goers seeking waterfront scenery. It’s frequently recommended by locals as one of San Mateo’s best outdoor destinations. “What a special place with a tall hill to go up then you’re treated to a calming bay view. An expansive view. Trail for biking and walking. Plenty of parking. Exercise or soul searching, you can do it all. Good time!” – Becky V. on Yelp

Beresford Park

2720 Alameda de las Pulgas
A neighborhood favorite featuring large grassy areas, mature shade trees, sports courts, and plenty of room to spread out with family and friends. Local residents regularly rank it among San Mateo’s top picnic spots. “It’s a nice park. I mean, you have nice parks and then you have Beresford Park that seems to have a small skatepark, tennis courts, basketball courts, fancy jungle gym that makes you want to be a kid again… seriously, what can’t you do here? No complaints. There’s parking lots around the park and street parking available, as well.” – Venus L. on Yelp

Laurie Meadows Park

111 Laurie Meadows Drive
A peaceful community park offering rolling lawns, mature landscaping, and a quieter atmosphere for those looking to escape the crowds. Frequently recommended by San Mateo locals as an ideal picnic destination. “Nice, clean little park. Has 2 sections. 1 for Littles 5 and under and then another for 5+. No bathrooms but they have grass area and picnic tables. If sunny not a lot of shade, but lately it’s been a little overcast so it’s perfect.” – Karen M on Yelp

Whether you’re enjoying lunch on a Bay Meadows porch swing, gathering around the grill at Persimmon Park, or heading out for a waterfront picnic at Coyote Point, one thing is clear: life tastes a little better outdoors. Pack a blanket, grab your favorite takeout, and enjoy one of the many places to picnic close to home. This is Bay Meadows Life.

Thursday Evening Summer Sounds Return: The 2026 Central Park Music Series

Summer evenings are about to get even better in San Mateo. Beginning Thursday, June 18, the beloved Central Park Music Series returns with free live music, community gatherings, and plenty of opportunities to enjoy the season outdoors. Held at Fitzgerald Field in Central Park, the annual concert series brings together residents from across the Peninsula every Thursday evening through August 6, creating the perfect backdrop for unwinding after work, gathering with friends, or enjoying a family night under the trees.

One of the many perks of living at Bay Meadows is being just minutes from downtown San Mateo and all the community events that make the city special. Before heading to the park, swing by Town Square and grab dinner to go from neighborhood favorites like Bahche Mezzehouse & Wine Bar or a smoothie from Sidewalk Juice. Pack a picnic blanket, pick up a few shareable bites, and settle in on the lawn while the music gets underway. It’s an easy way to turn an ordinary Thursday into a memorable summer evening.

This year’s Thursday night lineup offers something for everyone. The series kicks off June 18 with Pop Fiction’s crowd-pleasing Top 40 and party hits, followed by Fast Time 80’s on June 25. A special Independence Day celebration takes place Saturday, July 4, featuring Vybe Society from 11am to 2pm. The summer continues with Electric Rodeo (Country) on July 9, Julio Bravo (Latin) on July 16, Native Elements (Reggae) on July 23, Mercy and the Heartbeats (Dance Mix) on July 30, and concludes August 6 with the timeless sounds of Bud E. Luv Orchestra performing Big Band and Swing favorites. Along with live music, guests can enjoy community booths, food and beverage vendors, raffles, and activities designed for all ages.

Whether you’re meeting neighbors, enjoying a date night, or simply looking for a relaxing way to end the workday, the Central Park Music Series is one of San Mateo’s favorite summer traditions. With Bay Meadows’ convenient location, it’s easy to bike, or take a quick ride downtown and join the festivities. Mark your calendar, grab your picnic essentials, and get ready to enjoy eight weeks of music, community, and summer fun. For additional event information and updates, visit www.cityofsanmateo.org/specialevents.

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!