2nd on 2nd, Upland CA

2nd on 2nd, Upland CA Outdoor dining and Cocktails to go, a new downtown tradition!

Stroll 2nd Avenue in Historic Downtown Upland the 2nd weekend of the month and enjoy live entertainment, vendors, and support local businesses

Dinner, drinks, live music… all on 2nd Ave. 🍻✨Second on 2nd returns September 12 from 5PM–12AM.Come hungry and stay awhi...
08/21/2026

Dinner, drinks, live music… all on 2nd Ave. 🍻✨

Second on 2nd returns September 12 from 5PM–12AM.

Come hungry and stay awhile!

Summer may be ending, but 2nd on 2nd is just getting started 🍻 Mark your calendar for our next event:🗓️ Sept. 12 | 5PM–...
08/19/2026

Summer may be ending, but 2nd on 2nd is just getting started 🍻

Mark your calendar for our next event:

🗓️ Sept. 12 | 5PM–12AM
📍 Historic Downtown Upland

Save this so you don't forget!

2nd on 2nd returns on September 12th from 5 PM to midnight! Join us in Historic Downtown Upland for an evening of live m...
08/15/2026

2nd on 2nd returns on September 12th from 5 PM to midnight! Join us in Historic Downtown Upland for an evening of live music, drinks to go, karaoke, fun activities, and entertainment for the whole family.

Photo credit: Kings Brewing Company

08/13/2026

2nd on 2nd is back! September 12th!

Mark your calendars for the next 2nd on 2nd on September 12th! Come enjoy an evening of great food, refreshing drinks, l...
08/13/2026

Mark your calendars for the next 2nd on 2nd on September 12th! Come enjoy an evening of great food, refreshing drinks, live music, shopping, games, and fun in Historic Downtown Upland.

Next 2nd on 2nd is September 12. Link to vendor application.
08/13/2026

Next 2nd on 2nd is September 12. Link to vendor application.

Thank you for your interest in participating in the 2nd on 2nd Outdoor Market & Entertainment Zone in Historic Downtown Upland, California! We're seeking talented makers, artists, craftspeople, and distinctive food and beverage vendors who take pride in offering high-quality, original products. We e...

08/04/2026
08/01/2026

Get ready, Downtown Upland! 🎉

2nd on 2nd returns on Saturday, August 8, from 5:00 PM – 12:00 AM for an evening packed with local shopping, live entertainment, delicious food, and cocktails to go!

Stroll through dozens of unique vendors, discover handmade goods and local businesses, enjoy live music throughout the night, and experience the vibrant atmosphere that makes Historic Downtown Upland the place to be.

📍 Historic Downtown Upland
🗓 Saturday, August 8
🕔 5:00 PM – 12:00 AM

Bring your friends, bring your family, and spend your Saturday night supporting local businesses while enjoying everything Downtown Upland has to offer.

Admission is free. We can’t wait to see you there!
Video cred to

07/23/2026

POV: You have a new favorite tradition in Downtown Upland

2nd on 2nd is back on August 8th! ☀️

📍 Browse handmade items from local vendors
📍 Catch live performances throughout the evening
📍 Grab a bite and a cocktail to go from our favorite downtown spots

Tag someone you want to bring!

Address

215 N 2nd Avenue
Upland, CA

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