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Downtown New Canaan 

Mark your calendar for New Canaan’s biggest weekend of the summer !
Friday the 17th kicks things off with the sidewalk sale. Local stores set up right outside their doors with once-a-year deals on some of their best inventory. Get there early and you’ll have first pick.
Saturday the 18th is the main event — three streets turned into a pedestrian mall packed with bargains, food, live music, and enough kids’ activities to wear out even the most energetic five-year-old.
Here’s what’s waiting for you downtown.
Shop the Sale
Storefronts up and down Elm, Main, and Forest put out their best deals of the year for the sidewalk sale. Bring a bag and budget more time than you think you’ll need — this isn’t a quick stop.
Meet Your Favorite Nonprofits
Local nonprofit groups will have tables set up throughout the fair. Stop by, say hello, and hear what they’re working on. It’s a good excuse to learn what’s happening in town beyond the shopping.
The YMCA Family Fun Area
Head to Main and Elm for the YMCA’s Family Fun Area, the go-to spot for kids all weekend. On deck: bungee jumping, airbrush tattoos, a family photo booth, arts and crafts, and prizes.
More Entertainment for Kids (and Adults Who Act Like Kids)
Fan favorite Gary Sirico returns with his balloon animals — a fair tradition that always draws a crowd. A face painter will be on hand for anyone who wants a new look for the day, and a psychic will be reading for anyone curious what’s next.
Eat and Drink Your Way Through Town
Food is everywhere this weekend, but here’s where to find some of the highlights:
Taco Tequila Truck — Elm and Park New Canaan Butcher — Main and East Gelatissimo, Good Day Tap Company, and LemonNates — cool refreshments to beat the July heat
Music All Day, All Over Downtown
Local musicians take over the fair from morning to night:
Celina Savage, followed by the New Canaan Town Band and School of Rock, at South and Elm INtersetion New Canaan Music playing all day on Main Street
Parking Is Free
Every legal parking space downtown is free for the weekend, including the train station and commuter lots. Park anywhere legal and walk in.
Save the Date
Sidewalk Sale: Friday, July 17, 2026 Village Fair: Saturday, July 18, 2026 Elm, Main, and Forest Streets, New Canaan

Local Event: New Canaan Village Fair & Sidewalk Sale 

New Canaan Village Fair & Sidewalk Sale 

Mark your calendar for New Canaan’s biggest weekend of the summer !
Friday the 17th kicks things off with the sidewalk sale....

Six years after the passing of Congressman John Lewis, we're gathering in Ridgefield to protect voting rights, carry his torch forward, and continue his legacy for the next generation.
Join us for a march and rally in his honor. We'll begin at the First Congregational Church (FCC), 103 Main St, and march to Ballard Park, where we'll hear from speakers including Josh Elliott, Noel Casler, and Aimee Berger-Girvalo.Sign up here: https://mobilize.us/s/VJzVxt
If you're able, we encourage you to join us at FCC for the start of the march. You're also welcome to join along the route — at Jesse Lee United Methodist Church or St. Stephen's Church, for example. If you do join along the way, please get there at 2:00 if possible, so we can have a presence all along the route from FCC to Ballard Park.
Come one, come all. Bring your signs, bring your energy. Protect voting rights. Protect democracy.

Local Event: Ridgefield Good Trouble Lives On

Ridgefield Good Trouble Lives On

Six years after the passing of Congressman John Lewis, we're gathering in Ridgefield to protect voting rights, carry his torch...

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New Canaan Village Fair & Sidewalk Sale

Ridgefield Good Trouble Lives On