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Whether you consider Memorial Day weekend or the solstice to be the start of summertime, get in the spirit of the season with traditional festivities like art and music festivals, the San Mateo County Fair, outdoor movie nights and more.
Here’s our running guide to Peninsula events through the rest of May and June. Check back at the end of May for a separate Pride Month events roundup. Events are free unless otherwise noted.
Festivals, fairs and celebrations
San Mateo County Fair, San Mateo: The county fair returns with the Bayside 101 Music Festival May 30-31 with performances by Better Than Ezra, Everclear, Hoobastank and more. Drone shows will also be held at 9:15 p.m. on festival days. The fair continues with more concerts, carnival food and rides, exhibits and much more.
May 30, 4-10 p.m.; May 31, June 1 & 4-8, 11 a.m. to 10 p.m. at the San Mateo Event Center, 1346 Saratoga Drive, San Mateo. Admission and ride prices vary; parking is $18 for credit cards, $20 cash. sanmateocountyfair.com.
PV Palooza Summer Music Festival: The free all-day music festival features 20 local bands on three stages (including a showcase stage for youth acts and smaller bands), local art exhibitors and kids’ activities. Food, wine and beer will also be available for purchase.
May 31, 10:30 a.m. to 8:30 p.m. at the Portola Valley Town Center, 765 Portola Road, Portola Valley. pvpalooza.com.
Dragon Boat Festival, Saratoga: This celebration honors a traditional Chinese holiday with live music and dancing, food and family-friendly activities.
May 31, 11 a.m. to 3 p.m. at the West Valley College Parking Lot #2, 14000 Fruitvale Ave., Saratoga. saratoga.ca.us/Calendar.aspxEID=2410&utm_source=substack&utm_medium=email.
Children’s Day Celebration, Daly City: The Daly City Chinese Youth Committee hosts a day of performances, activities and family fun. Food will also be available on a first come, first served basis.
June 7, 11 a.m. to 2 p.m. at Gellert Park, 50 Wembley Drive, Daly City. instagram.com/dalycitygov.
Juneteenth Celebration, San Bruno: The cities of San Bruno and Millbrae are hosting this celebration, featuring live music, dancing, storytelling, crafts and lunch catered by Hip Hop BBQ Shack (while supplies last).
June 7, 11 a.m. to 3 p.m. at San Bruno City Park (near the gazebo), 251 City Park Way, San Bruno. sanbruno.ca.gov/873/Juneteenth.
La Honda Fair: The annual music and art festival will feature local acts such as Banana Slug String Band, Pathetic Honey, Skalonda and more.
June 7-8, 11 a.m. to 6 p.m. outside La Honda Country Market, 8865 La Honda Road, La Honda. facebook.com/p/La-Honda-Fair-Music-Festival-100081783999718.
Sunnyvale Art & Wine Festival: The annual celebration includes over 100 artists and makers, live music, wine and beer tastings, food from local vendors and family-friendly activities.
June 7, 10 a.m. to 7 p.m. and June 8, 10 a.m. to 5 p.m. at 330 S. Murphy Ave., Sunnyvale. eventbrite.com/e/sunnyvale-art-wine-festival-tickets-1329216966729.
Summer Puppetry Festival, Menlo Park: The Menlo Park Library kicks off its eighth annual festival with the authors of “A Century of California Puppetry: How the West was Strung” on June 9. On June 24, stop by for a screening of the documentary “I Am Big Bird: The Caroll Spinney Story.” And on June 29, The Puppet Company will tell the story of “The Sorcerer’s Apprentice” at the Belle Haven Library. The festival runs through August; go online for the full schedule.
June 9, 6-7 p.m. and June 24, 6-7:30 p.m. at the Menlo Park Library, 800 Alma St., Menlo Park; and June 29, 11-11:45 a.m. at the Belle Haven Library, 100 Terminal Ave., Menlo Park. menlopark.gov/Government/Departments/Library-and-Community-Services/Events.
Juneteenth Community Festival, Los Altos: The sixth annual festival will include a family relay race, music and dancing, vendors, food and drinks, art and more.
June 14, 11:30 a.m. to 5 p.m. at the Los Altos Community Center, 97 Hillview Ave., Los Altos. eventbrite.com/e/6th-annual-juneteenth-community-festival-tickets-1145063077489.
Juneteenth Celebration, Menlo Park: Planned activities include live music and entertainment, family-friendly activities, a local tribute and a community basketball game for ages 13 and over. Food will also be available for purchase.
June 14, noon to 3 p.m. at Kelly Park, 100 Terminal Ave., Menlo Park. menlopark.gov/Citywide-calendar/Community-events/20250614-Juneteenth-Celebration-observed.
Around the World, Sunnyvale: This new family-friendly event celebrating the region’s multiculturalism will feature live performances, food trucks and over 40 vendors.
June 21, 3-8 p.m. at Cityline Redwood Square (intersection of Murphy and W. McKinley avenues), Sunnyvale. eventbrite.com/e/around-the-world-in-collaboration-with-vibes-smiles-tickets-1320724104349.
Food and drink events
Pub in the Park, Redwood City: Red Morton Park will host four monthly Saturday events through September (excluding June) with inflatable pubs selling craft beer and cider, food trucks and live bluegrass music. Wildcat Mountain Ramblers will kick off the series.
May 31, 11 a.m. to 4 p.m. at Red Morton Park, 1455 Madison Ave., Redwood City. redwoodcity.org/residents/redwood-city-events/music/pub-in-the-park.
Puppies & Pints, Santa Clara: Taplands Taproom & Brewery in Santa Clara is hosting an afternoon adoption event with Cal Paws K9 Rescue. A portion of the day’s proceeds will be donated to the organization.
May 31, 1-5 p.m. at Taplands Taproom & Brewery, 1171 Homestead Road #110, Santa Clara. instagram.com/taplandssantaclara.
Silicon Valley Whisk(e)y Festival, San Carlos: Domenico Winery hosts the third annual festival devoted to whiskies and cocktails. There will also be live music and food from Domenico Osteria available for purchase (General admission tickets include a 15% discount coupon for food.)
June 8, 3-6 p.m at Domenico Winery, 1697 Industrial Road, San Carlos. Tickets are $55.20 each for designated driver, $135.23 each for general admission and $215.26 each for VIP access. eventbrite.com.
Taste of Mountain View Food, Wine & Beer Walk: Enjoy bites and drinks from local businesses along with live music at this family-friendly event. Food-only tickets and tickets for food and drinks are available. Participants will receive swag bags plus event wine glasses for food and drink ticketholders.
June 11, 4-8 p.m. in downtown Mountain View. Food-only tickets are $44.52, food and drink tickets are $76.54. eventbrite.com/e/taste-of-mountain-view-food-beer-wine-walk-on-castro-street-tickets-1222379262279?aff=erelexpmlt.
Blues and Brews Downtown Stroll, Pacifica: Enjoy local bluegrass bands at a free Civic Center concert and buy a ticket to participate in a beer and food stroll in downtown Pacifica. Expect beer samples from Rockaway Brewery and bites from Shampa’s Pies, Chit Chat Cafe and more. All proceeds benefit HOPE (Healing, Overdose Prevention and Education).
June 21, noon to 5 p.m. at the Civic Center Campus, 170 Santa Maria Ave., Pacifica. Beer and food stroll tickets are $30 through June 18, $50 on June 21. eventbrite.com/e/blues-and-brews-downtown-stroll-tickets-1383143311879.
Bark n’ Brewfest, Burlingame: Bring your canine companions to this annual fundraiser for Peninsula Humane Society at West Washington Park. Ticket holders will receive unlimited 3-ounce pours of beer and cider in a commemorative glass. Participating breweries include Barebottle Brewing Company, Ghostwood, Laughing Monk Brewing and many more. There will also be treats for dogs plus food from Sunset 29 BBQ available for purchase.
June 28, 2-5 p.m. at West Washington Park, 850 Burlingame Ave., Burlingame. Tickets are $55.09 through May 26, $65.75 from May 27-June 27 and $76.41 online and at the door June 28. phs-spca.org/beer.
Summer concert series
Ye Olde Towne Band, Los Altos: On the last Sunday of the month May 25 through Sept. 28, Ye Olde Towne Band will perform in Shoup Park, with music ranging from marches to musicals. Attendees are encouraged to bring a picnic lunch. A playground is available for kids.
Last Sunday of the month May-September starting at 1:30 p.m. at Shoup Park, 400 University Ave., Los Altos. windband.org/oldtowne.
Music on the Square 2025, Redwood City: The Friday night summer music series returns with Santana tribute Carnaval! May 30; Groove Ride playing dance favorites June 6; Neon Velvet playing modern rock dance hits June 13; cumbia and world music band La Gente SF June 20; and Foreigner Unauthorized June 27. A pre-show party will be held from 4-6 p.m. May 30 with bites from downtown restaurants, a cash bar and live music by Sound Union; a $25 donation is suggested at the door. A separate Classical on the Square event with Redwood Symphony is scheduled for June 21.
Fridays May 30 through Aug. 29, 6-8 p.m. (Classical on the Square is June 21, 7 p.m.) at Courthouse Square, 2200 Broadway, Redwood City. redwoodcity.org/residents/redwood-city-events/music/music-on-the-square.
Mission College Summer Concert Series, Santa Clara: Bring blankets and chairs for concerts in Central Plaza June 4-Aug. 6. The June lineup includes Tony Lindsay of Santana fame June 4 (jazz and R&B) and Edgardo & Candela June 18 (salsa). Food trucks will be on hand for concerts.
June 4-Aug. 6 (dates vary) starting at 6:30 p.m. at Central Plaza, Mission College, 3000 Mission College Blvd., Santa Clara. missioncollege.edu.
Concerts on the Plaza, Mountain View: The annual summer concert series returns for 18 live shows from June through September. June performances include Vybe Society June 6 (pop, rock and R&B); Livewire June 13 (’70s and ’80s rock and dance hits); The Real Thang June 20 (’60s through ’80s rock and funk); and classic rock band Misspent Youth June 27.
Friday nights June 6-Sept. 26 (no show on July 4) from 6-7:30 p.m. at Mountain View Civic Center Plaza, 500 Castro St., Mountain View. mountainview.gov/our-city/departments/community-services/special-events/concerts-on-the-plaza.
Concerts in the Park, Santa Clara: The June concert lineup includes The Houserockers (rock and soul music) June 13 and Chrome Deluxe (R&B, blues and swing) June 27. Participating food trucks include Luv’s Brownies, Cousin’s Maine Lobster, Saigon Street Foods and more.
Select Fridays June 13-Aug. 15 from 6:30-8 p.m. at Central Park (Aug. 15 concert at Live Oak Park), 909 Kiely Blvd., Santa Clara. santaclaraca.gov.
Music in the Park, San Carlos: Catch live music over 10 Fridays from June through August starting June 13 with dance band Mercy & The Heartbeats, followed by Native Elements June 20 (reggae) and Groove Ride June 27 (dance music).
Friday nights June 13-Aug. 29 (no show July 4) from 6-8 p.m. at Burton Park, 900 Chestnut St., San Carlos. cityofsancarlos.org/business_detail_T10_R27.php.
Music in the Park, Redwood City: Stafford Park will host 10 weeks of live music every Wednesday starting June 18. Performances in June will include San Benito County Line (country) June 18 and Celtic rock band Tempest June 25. The Optimist Club of Redwood City will serve hot dogs, hamburgers, chips and drinks. All proceeds benefit the Save the Music program in Redwood City schools.
Wednesdays June 18-Aug. 20, 6-8 p.m. (5:30-7:30 p.m. starting Aug. 13) at Stafford Park (corner of King Street and Hopkins Avenue), Redwood City. redwoodcity.org/residents/redwood-city-events/music/music-in-the-park.
Central Park Music Series, San Mateo: The first concert is June 26, performer to be announced. The music series will be held Thursday nights from 6-8 p.m. until Aug. 14 (with a special daytime show Friday, July 4).
Thursdays June 26-Aug. 14 from 6-8 p.m. (no show July 3) at Central Park, 50 E. 5th Ave., San Mateo. cityofsanmateo.org/1367/Central-Park-Music-Series.
Summer Nights Concert Series, San Carlos: Devil’s Canyon Brewing Company hosts a night of live music, food trucks, limited-release beers and local vendors the last Friday of the month June through September. The first concert on June 27 is country-themed.
The last Friday of the month June-September starting June 27, 4-10 p.m. at Devil’s Canyon Brewing Company, 935 Washington St., San Carlos. devilscanyon.com/summer-nights-2025.html.
Kids Rock!, Redwood City: The kid-centric music series returns for the summer with Andy Z and the Andyland Band June 28.
June 28, 10 a.m. to noon at Courthouse Square, 2200 Broadway, Redwood City. redwoodcity.org/residents/redwood-city-events/music/kids-rock.
Sounds of the Shores 2025, Redwood Shores: Listen to music by the lagoon and grab a bite from a food truck as part of this special monthly summer concert series. The first concert will feature The Cocktail Monkeys (rock, R&B and soul music) plus food from Melina’s Kitchen.
June 28, 5-7 p.m. at Marlin Park, Neptune and Cringle drives, Redwood Shores. redwoodcity.org/residents/redwood-city-events/music/sounds-of-the-shores.
Movie nights
Movies on the Square 2025, Redwood City: Catch free movies for all ages every Thursday for 12 weeks beginning June 5 with “Twisters.” The rest of the month features “Mean Girls” (the musical, main feature) and “Despicable Me 4” June 12; a Juneteenth celebration and “Bob Marley: One Love” June 19; and “Dune Part 2” June 26. View the complete schedule online.
June 5, 8:30 p.m.; June 12 & 19, 6 p.m. kids’ feature and 8:30 p.m. main feature; June 26, 8:30 p.m. at Courthouse Square, 2200 Broadway, Redwood City. redwoodcity.org/residents/redwood-city-events/movies.
Summer Family Movie Night Series, Palo Alto: Bring blankets, lawn chairs and snacks and watch “Inside Out 2” June 6 and “Despicable Me 4” June 20 at Mitchell Park’s athletic fields. The movie night series runs through August; check online for the complete lineup.
June 6 and June 20, sunset (seating begins at 7 p.m.) at Mitchell Park athletic fields, 600 E. Meadow Drive, Palo Alto. paloalto.gov/Events-Directory/Community-Services/Family-Movie-Night-Series.
Free Outdoor Movie Night, Foster City: “Moana 2” will be screened in the Leo J. Ryan Park meadow. Lawn games and concessions will be available until the movie starts. Attendees should bring chairs and blankets.
June 12, 7-10:30 p.m. (movie begins at 8:30 p.m.) at the Leo J. Ryan Park meadow, 650 Shell Blvd., Foster City. fostercity.org/parksrec/page/free-outdoor-movie-night.
Flick and Float, San Bruno: Watch “Moana 2” from a provided inflatable in the outdoor pool. Refreshments will be provided.
June 13, 7-9 p.m. at the Recreation & Aquatic Center, 251 City Park Way, San Bruno. $5 for RAC members, $10 for residents, $15 for nonresidents. Children under 14 must have an adult present. Register online at secure.rec1.com/CA/san-bruno-ca/catalog.
Summer Kick Off Movie Night, Colma: The Colma Community Center will host an all-ages viewing of “Barbie,” plus “Barbie”-themed activities and snacks. Attendees are encouraged to dress up in “Barbie”-inspired outfits.
June 20, 6-9 p.m. Children 13 and younger must be accompanied by an adult. Registration is encouraged at colma.ca.gov/event/summer-kick-off-movie-night-barbie.
Outdoor recreation
Historic Downtown Campbell Car Show: The third annual car show will include cars of all kinds, with awards for best in show, best muscle car, best hot rod and more. Attendees can buy beer and wine to go from participating restaurants.
June 7, 9 a.m. to 3:30 p.m. at E. Campbell Avenue and N. 1st Street, Campbell. downtowncampbell.com/carshow.
Biggest Little Air Show, San Carlos: The Sukhoi West Demo Team will headline the air show and be joined by demonstrations of radio-controlled model aircraft, including aerobatic helicopters, quadrotors, drones and more. Find the complete schedule of events online.
June 14, 10:30 a.m. to noon at Hiller Aviation Museum, 601 Skyway Road, San Carlos. Admission is $25 for adults, $17 for seniors 65 and up and youth 5-17, free for children 4 and under. Additional service fees apply. Tickets will not be sold at the door. hiller.org/event/biggest-little-air-show
Dads & Dogs 2025 – Father’s Day Family Ride, Mountain View: Silicon Valley Bicycle Coalition is hosting a free group bike ride from Red Rock Coffee to Cuesta Park, where there will be therapy dogs, frisbee, soccer, hacky sack and bubbles. Meet at 9:30 a.m. for bike light giveaways, helmet fittings, light bike adjustments and snacks before the ride at 10 a.m.
June 15, 9:30 a.m. to noon. Meet at Red Rock Coffee, 201 Castro St., Mountain View. eventbrite.com/e/dads-dogs-2025-fathers-day-family-ride-tickets-1355598725279.
ART on the Square, Redwood City: Shop fine arts and crafts in downtown Redwood City with the first of four summer markets June 20. Cumbia and world music band La Gente SF will perform.
June 20, 5-8:30 p.m. on Hamilton Avenue at Courthouse Square, 2200 Broadway, Redwood City. artonthesquarerwc.com.
Circus Bella: HOOPLA!, San Bruno: Circus Bella is stopping in San Bruno as part of its free Circus in the Parks series. The circus troupe includes acrobats, aerialists, jugglers and clowns. Audience members are invited to bring picnic blankets and small folding chairs, as seating isn’t provided. There will also be food vendors, face painters and balloon twisters. Midpeninsula residents, mark your calendars for the troupe’s July 4 show at Burgess Park in Menlo Park.
June 28, 11 a.m. and 1 p.m. (performances are 60 minutes) at San Bruno City Park, 251 City Park Way, San Bruno. Suggested donation $20. circusbella.org.
