★ Local's pick
Trail
San Francisco Bay Trail (Coyote Point to the Bridge)
Bayfront · Free
The San Mateo stretch of the Bay Trail runs the shoreline from Coyote Point south to the San Mateo Bridge and on toward Foster City, with jets dropping into SFO across the water, sailboats and kiteboarders on the bay, and wide-open views the whole way. Walk it, run it, bike it, or fish along it.
★ Local's pick
Park
Seal Point Park
Bayfront · Free
The old San Mateo landfill, reborn as a grassy hill with 360-degree bay views, public art, a 3-acre dog park, and a windsurf and kite launch. Climb the mound near sunset for the best free view in town.
Park
Coyote Point Recreation Area
Bayfront · Parking fee
A 670-acre bayfront county park with a eucalyptus-shaded shoreline, a beach and marina, picnic groves, the CuriOdyssey science and wildlife museum, and the steady summer winds that make it a top Bay Area kiteboarding spot.
★ Local's pick
Activity
The Kite School (Tony Parsons)
Bayfront · $$$
Kiteboarding lessons run by Tony Parsons, with 20-plus years on the water, teaching beginners through advanced riders on San Mateo's reliable summer bay winds.
Park
Central Park & Japanese Garden
Downtown · Free
A sixteen-acre downtown park with a 1960s Japanese tea garden and koi ponds, a kids' playground, tennis courts, and a miniature train running since 1948.
Museum
CuriOdyssey
Bayfront · $$
A hands-on science and wildlife museum at Coyote Point with live native animals, an outdoor zoo, and interactive exhibits built for curious kids.
Trail
Laurelwood Park & Sugarloaf
Laurelwood · Free
A creekside neighborhood park whose dirt trails climb Sugarloaf Mountain for ridge-top views over the Peninsula.
Park
Ryder Park
Bayfront · Free
A bayfront park with a nautical-themed playground, a marsh boardwalk for birdwatching, and direct Bay Trail access.
Park
Beresford Park
Beresford · Free
A big recreation park with a skate park, tennis and bocce courts, ball fields, and shaded picnic areas.
Park
Shoreview Park
Shoreview · Free
An east-side neighborhood park with a skate park, playground, and picnic facilities.
Park
Lakeshore Park
Lakeshore · Free
A park on the banks of Marina Lagoon with a playground, courts, and beach access for kayaks and small boats.
Park
Bay Meadows Community Park
Bay Meadows · Free
A modern park in the Bay Meadows village with a full-size soccer field, a wildlife pond, and a looping walking path.
Trail
Sawyer Camp Trail
West San Mateo · Free
A flat, paved six-mile trail along Crystal Springs Reservoir, a Peninsula favorite for walking, running, and cycling (no dogs allowed).
Entertainment
Bel Mateo Bowl
Borel · $$
A 24-lane neighborhood bowling alley with a bar and bistro, weekly leagues, and open play.
Entertainment
Red Door Escape Room
Hillsdale · $$
Themed, story-driven escape rooms at Hillsdale for small groups.
Family
Kiddo Adventure Indoor Playground
Downtown · $$
A downtown indoor playground for kids up to about ten, with slides, a zipline, and obstacle courses.
Attraction
San Mateo Public Library (Main)
Downtown · Free
The city's main library branch with a big children's area, story times, and free community programs near downtown.
Venue
San Mateo Performing Arts Center
San Mateo Park · $$
A 1,540-seat theater next to San Mateo High, billed as the largest stage between San Francisco and San Jose, hosting concerts and shows.
Venue
San Mateo County Event Center
Saratoga / Fairgrounds · Varies
The county fairgrounds and event complex, home of the San Mateo County Fair and a year-round calendar of expos, festivals, shows, and markets.
★ Local's pick
Event
Central Park Music Series
Downtown · Free
Free outdoor concerts in Central Park on summer evenings, a San Mateo tradition of blankets, picnics, and live bands under the trees.
Chain
Entertainment
Cinemark Century San Mateo 12
Downtown · $$
A twelve-screen downtown movie theater within walking distance of B Street's restaurants and parking garages.
Chain
Entertainment
Cinépolis Luxury Cinemas
Hillsdale · $$$
A dine-in luxury cinema at Hillsdale with reclining seats and full food-and-drink service to your seat.
Chain
Entertainment
Pinstripes San Mateo
Hillsdale · $$$
A combined bowling-and-bocce venue with an Italian-American bistro and an outdoor fire-pit patio at Hillsdale.
★ Local's pick
Family
Safari Run
North Central · $$
A jungle-themed indoor play structure with slides, climbing, arcade games, open-play sessions, and birthday party rooms for young kids.
Family
Imagination City
Hillsdale · $$
A child-sized pretend-play town at Hillsdale where kids ages two to seven take on roles like grocer, firefighter, and doctor.
Chain
Classes
Color Me Mine San Mateo
Downtown · $$
A walk-in paint-your-own-pottery studio where families pick bisque pieces and glaze them for kiln firing.
Classes
Clay Life Art Studios
West San Mateo · $$
A community pottery studio offering wheel-throwing, hand-building, and sculpture classes plus memberships.
Chain
Classes
The Marvegos Fine Art School
Laurelwood · $$
A fine-art school teaching kids and teens drawing, painting, sculpting, and mixed media through structured projects.
Classes
Art Academia
Downtown · $$
A European-style art school teaching academic drawing, painting, and ceramics to kids and adults.
Classes
Peninsula Gymnastics
West San Mateo · $$
A gymnastics and tumbling center with preschool, recreational, and competitive classes from age two and up.
Chain
Classes
Gymboree Play & Music
Hillsdale · $$
Parent-and-child play, music, and art classes for babies through preschoolers, plus open gym and party space.
Family
San Mateo Children's Musical Theater
North Central · $$
A youth musical theater program staging full productions for performers ages five to eighteen.