The Bay Meadows August Agenda

Enjoy some summer sunshine this August! We’ve rounded up an agenda that includes summer music concerts and movies in the park, festivals, carnivals, chili cookoffs and much, much more at Bay Meadows and beyond. When you live just steps from Caltrain it’s easy to get from here to ‘there’ car-free! Get the Hillsdale Caltrain schedule here. Explore our roundup and map out your month.

August 1, National Night Out 2023. 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 1-10, Central Park Music Series. Central Park Music Series is a signature summer event that brings you eight evenings of free live music every Thursday evening in San Mateo.

August 1-23, Music in the Park. Free music throughout the summer in Redwood City each Wednesday. All proceeds benefit the Save the Music program in Redwood City Schools.

August 1-31, Movies on the Square. Head to Downtown Redwood City for a one-of-a-kind cinematic experience with two showings of family-friendly, independent, and feature films, alternating each week.

August 1, 8, 15, 22 and 29 — 25th Avenue San Mateo Farmers Market is back Tuesdays 3-7pm running through October 24th 2023. Greet the growers and find summer greens, summer squash, corn, peaches, and berries. Find prepared foods, baked goods, and more, too!

August 2, lululemon Hillsdale Run Club. Run, jog, or walk with lululemon Hillsdale Mall in San Mateo. Come ready to connect and get sweaty with your surrounding community!

August 3 + 10, Central Park Music Series. Enjoy free concerts from 6:00-8:00pm in San Mateo.
— August 3: Department of Rock (Rock Party Band)
— August 10: Bud E. Luv Orchestra (Swing/Big Band/Party Mix)

August 3, Summer Nights. Wander and wonder on Thursday nights at Filoli in Woodside.

August 4, First Friday Nights. Swing into the weekend with music, science, animals and fun! On the first Friday of every month parents and kids celebrate together at CuriOdyssey in San Mateo.

August 4, Free First Friday. Admission is free at the SMC History Museum in Redwood City. Online, preschoolers can listen to a story and make a craft.

August 4-September 1, Music on the Square. Celebrate the summer on Friday evenings at Redwood City’s Courthouse Square with top-quality local and national musical performers.

August 5, Pause, Sip, and Explore! Sip and sample your way through Central Italy in San Mateo.

August 5, Pub In the Park. Imagine a leisurely summer afternoon in Redwood City lounging in a park, while listening to bluegrass music, sipping delicious local brews and enjoying lawn games.

Aug 5, 12, 19, 26 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. Summer produce is here! Keep an eye out for peaches, tomatoes, summer squash, onions, leafy greens, local honey, citrus, and so much more!

August 6, Moss Wall Workshop. Bring nature into your spaces with this relaxing and fun moss wall art workshop in San Mateo.

August 6, Master Gardener Plant Clinic in San Mateo. Learn how to identify weeds and deal with them in a safe and eco-friendly way using herbicides only as a last resort!

August 6, Walking Tour: San Mateo. Explore the fascinating architecture of San Mateo’s National Register-eligible Downtown Historic District in a tour led by the San Mateo Heritage Alliance.

August 7, Pilates Mat Classes. Motions Art Center in San Mateo invites you to strengthen your core, improve flexibility, and enhance your overall fitness.

August 9, Happy Birds. This elite team of parrots, macaws and cockatoos takes wing for a dazzling performance featuring wild and trained behaviors of all sorts at the Hiller Aviation Museum in San Carlos.

August 12, Bay Area Aloha Festival. Hula your way next door to the San Mateo County Event Center. The Aloha Festival by @pica_sf returns Aug 12 from 10am-5pm for a tropical celebration filled with laughter, music and good vibes. 🌺🌴 Admission is FREE, and parking is $18 per vehicle. *Lucky for Bay Meadows residents, no car is necessary!

August 12, Planes, Trains & Cool Cars! Check out unique aircraft, steam trains and Lionel O scale model trains and cool cars at the Hiller in San Carlos.

August 12-27, Shakespeare in the Park. Free Shakespeare in the Park is celebrating 41 years of free, in-person outdoor theater performances in Redwood City.

August 19, Neapolitan Style Pizza. A new class from Baking Arts in San Mateo featuring classic pizza made with hand stretched dough in the Neapolitan style.

AUG 21 – ROAM Artisan Burgers introduces an all new BREAKFAST MENU to Bay Meadows! Be a part of the Breakfast Club and try one of four new tasty made-to-order sandwich + sides such as tots, chicken apple sausage and applewood smoked bacon from 8:30am to noon, daily.

August 25, Movies in the Parks. Head to Belmont for an evening of movies under the stars.

August 25, International Gem & Jewelry Show. Shop from rows and rows of quality jewelry, gemstone, bead, jewelry supply and accessory dealers at the San Mateo Event Center.

August 25, ART on the Square. Treat yourself to unique and original creations by our fabulous local artists in Redwood City.

August 26, Coyote Point Summerfest: A Community Celebration. Enjoy giant kites from the Kite Man of Martinez, kids + bike rides, live performances, resource booths and food trucks in San Mateo.

August 26, Kokedama Workshop. If creating a hanging garden sounds too fancy for your plant skills, you’ll learn how easy it is to create in this kokedama making class in San Mateo.

August 26, San Mateo Firefighters Association’s Chili Cook Off. Enjoy a taste of each Chili, a Car Show, Jump House for the kids, and live music in San Mateo.

August 27, Kids Carnival. Aircraft checkouts, cockpit exploration, glider and helicopter construction and more are just some of the activities available at the Hiller Aviation Museum in San Carlos.

Bicycle Sundays. 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.


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.