Home » **Annual Event**, Community, Eating & Drinking, In Person, Kids & Families, Live Music, Outdoors

20th Annual “Music on the Square” Free Concerts Every Friday (Redwood City)

Every Friday Through September 4th.
Friday, June 19, 2026 - 6:00 pm to 8:00 pm | Cost: FREE*
*FREE! ALL AGES!

Courthouse Square | 2200 Broadway, Redwood City, CA

Event Details

20th Annual “Music on the Square” Free Concerts Every Friday (Redwood City)

20 years ago, we said it was gonna be big. Turns out… we were just getting started.

From Music on the Square to Shakespeare under the stars, Redwood City Events became more than a series. It’s the soundtrack of this city. And 20 seasons later? Yep… we’ve still got it!

Marking these 20 years of live music and community celebration, 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 from May 29 through September 4, this fourteen-week series of free concerts delivers powerhouse performances that keep Courthouse Square buzzing from 6 to 8pm.

Summer 2026 Schedule – shows from 6pm – 8pm
May 29 – Carnaval!
June 5 – Boys of Summer
June 12 – Shades of Blue
June 19 – Patton Leatha
June 26 – Bululú
July 3 – NO SHOW
July 10 – Sounds of Skynyrd
July 17 – Native Elements
July 24 – Careless Whisper
July 31 – Mercy and the Heartbeats
August 7 – Aja Vu
August 14 Cisco Kid
August 21 – Foreverland
August – 28 Starman SF
September 4 – Pride & Joy

Presenting outstanding talent from across the Bay and beyond, the season launches with the high-voltage Santana Tribute of Carnaval and finishes with the irresistible pop and soul of Pride & Joy. With its lively atmosphere and ideal summer setting, Music on the Square invites you to gather, connect, and celebrate.

Enjoy appetizing fare from nearby restaurants, bring a lawn chair or blanket, and let the rhythm move you; it’s the Peninsula’s go-to Friday night tradition!
https://www.redwoodcity.org/musiconthesquare
Check out our Music on the Square Video: https://www.youtube.com/watch?v=GUIDcCw12RA&t=1s

Along with Music on the Square, other exciting FREE events in Redwood City include: Music in the Park on Wednesdays; Movies on the Square on Thursdays; Pub in the Park and Kids Rock! Music Series on Saturdays; Classical on the Square with Redwood Symphony; Shakespeare in the Park on Weekends in August; plus special outdoor exhibits featuring ART on the Square complementing 4 dates of Music on the Square.
More info at https://www.RedwoodCityEvents.com

Redwood City’s Music on the Square is brought to you by Redwood City Parks, Recreation and Community Services, and is proud to be supported by Community Partners: Mark Zuckerberg & Priscilla Chan, Redwood City Parks & Arts Foundation – Supporting Sponsors: Embarc Redwood City, Monterra, Kaiser
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Disclaimer: Please double check event information with the event organizer as events can be canceled, details can change after they are added to our calendar, and errors do occur.


Cost: FREE*
*FREE! ALL AGES!
Categories: **Annual Event**, Community, Eating & Drinking, In Person, Kids & Families, Live Music, Outdoors
Address: 2200 Broadway, Redwood City, CA

Friday, June 19, 2026

9:00 am   Japanese Tea Garden’s Free Admission Hour (Golden Gate Park)  FREE*
*Free from 9-10am on Monday, Wednesday and Friday; otherwise non-resident admission is $12 - $16 depending on the season. San Francisco residents are always free with valid ID
11:00 am   “Chelle! & Friends” (Kids’ Show) at Yerba Buena Gardens Festival 2026  FREE
11:00 am   “Pay-What-You-Can” Taco Day at SF’s Tato (Every Friday)  FREE*
*Every Friday pay anywhere from $0 up to $10. When a customer pays the full price of $10, TATO will give a free meal to someone in need in The City. Please note promotion might end at any time
5:00 pm   Castro Night Market 2026 (March – Sept)  FREE
5:00 pm   “Friday Nights at OMCA with Off the Grid” Block Party + DJs (Oakland)  FREE*
*Most outdoor activities and entertainment is free and open to the public from 5-9pm. Regular Museum applies to enter the galleries
5:00 pm   “Off the Grid” Fort Mason: Friday Night Market w/ 110+ Vendors (2026)  FREE*
*Free to attend, but food/drink for purchase
5:00 pm   Pleasant Hill Night Market: Food, Music & Performances  FREE
5:00 pm   $1 Drink Fridays: “Battle of the Decades” DJ Party (North Beach)  FREE*
*Free admission with RSVP on Eventbrite
7:00 pm   “Rush Hour Comedy Night” w/ SFs Best Black & Asian Comedians (The Function)  FREE*
*RSVP Required
7:00 pm   SF’s HellaSecret “Crazy Funny Asians” Friday Night Comedy Showcase (7p + 9p)  FREE*
*Free tickets, but RSVP Required. Donations ($5-$10) greatly appreciated. Otherwise, $15 adv / $20 door tickets also available
7:00 pm   “Golden Gate Comedy Night” SF’s Most Intimate Comedy Club  FREE*
*Free with RSVP. 21+
7:00 pm   “HellaSecret” Speakeasy Comedy Show & Cocktail Night (Oakland)  FREE*
*Limited free tickets with code FUNCHEAP (donations appreciated). Otherwise use code FUNCHEAP5 for $5 off early bird and general admission tickets
7:30 pm   SF Comedy Legends “The Sklar Brothers” Live at Cobb’s Comedy Club (June 19–20)  $34.05*
*Starts at $34.05 General Admission – 18+ 2 drink min valid ID
8:00 pm   San Jose Bike Party  FREE*
*Meet at 7:30 pm, roll at 8 pm.
8:00 pm   “The Stoner Comedy Jam” Friday Nights (SF)  FREE*
*Free with RSVP (21+ with Valid ID) - One item minimum purchase per person required
8:00 pm   $5 Off: “The Confessional” SF’s Wild “Sins & Secrets” Improv Comedy Show  $11.94*
*$5 off with secret code FUNCHEAP (normally $17.12) No added ticketing fees. No Drink Minimum
8:00 pm   SF Neo-Futurists’ “Blackest Wrench” (30 Plays in 60 Minutes)  $28.03*
*$28.03 - General Admission (fees incld.)
9:00 pm   $5 Off: “Your Fucked Up Relationship” Live in SF (Every Friday & Saturday)  $16.37*
*$5 off with secret code FUNCHEAP (normally $21.49) No added ticketing fees. No Drink Minimum
10:00 pm   Secret Guest List: Cobb’s Free Comedy Nights (Kinfolk Comedy)  FREE*
*Free with RSVP. Must arrive 30 minutes early for guaranteed entry. All shows are 18 & over with valid photo ID. Like most comedy clubs, there is a two drink minimum.
10:15 pm   $5 Off: “The Ritual” Comedy Show in The Mission (SF)  $12.16*
*FUNCHEAP discount code for $5 off
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