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Discover the Best Sidewalk Sales and Festivals in and around Fairfield County This Weekend!

Fairfield County, CT, is buzzing with excitement this weekend as it hosts an array of sidewalk sales, street festivals, and arts and crafts fairs. Whether you’re a shopping enthusiast, an art lover, or just looking for a fun day out, there’s something for everyone. Here’s your guide to the must-visit events happening this weekend: 


Bethel Summer Shop & Stroll 🎈🛍️ 


📅Saturday, July 20th 

🕙 11am-4pm 
 📍Downtown Bethel – Greenwood Avenue, Bethel, CT
Kick off your weekend with the Bethel Summer Shop & Stroll! Enjoy great deals from local shops, delicious food from street vendors, and live music that will make you want to dance in the streets. It’s a perfect family-friendly event to start your weekend. 



Fairfield Sidewalk Sale & Street Fair 🎈🛍️ 


📅Saturday, July 20th 

🕙 10am-4pm 
📍Downtown Fairfield at Sherman Green – 1451 Post Road, Fairfield, CT
The Fairfield Sidewalk Sale & Street Fair is a beloved annual event that brings together the best of shopping, dining, and entertainment. Stroll through downtown Fairfield and discover bargains, enjoy street performances, and indulge in tasty treats from local vendors. 



New Canaan Village Fair & Sidewalk Sale 🎈🛍️ ️


📅Saturday, July 20th 

🕙 9am-4pm 
📍Downtown New Canaan – Elm, Main, and Forest Streets, New Canaan, CT
Head to New Canaan for their Village Fair & Sidewalk Sale, where the streets come alive with vibrant stalls, games, and entertainment. It’s a perfect spot to find unique items, enjoy live performances, and savor the local flavor. 



Wilton Street Fair & Sidewalk Sale 🎈🛍️

📅 Sat, July 20

🕙 Time: 10am – 3pm

📍 Where: Wilton Center – CT-107 & US-7, Wilton, CT

Join us for a fun-filled day with shopping, dining, music, and family activities! Enjoy live performances, "Touch-a-Truck" displays, a book sale, face-painting, and more! 


Guilford Craft Expo 🎨


📅Friday, July 19th - Sunday, July 21st 

🕙 Fri, Sat. & Sun - 10am-6pm 
📍Guilford Green – 33 Whitfield Street, Guilford, CT
If you love handmade arts and crafts, the Guilford Craft Expo is a must-visit. Featuring over 180 artists, this expo showcases a diverse range of crafts, from jewelry to ceramics to textiles. It’s a great place to find one-of-a-kind pieces and meet the artists behind them. 

 


Litchfield County Artisans Festival 🎨


📅Saturday, July 20th  

🕙 10am-5pm 
📍New Milford Green – 10 Main St., New Milford, CT
The Litchfield County Artisans Festival brings together talented artisans from across the region. Explore a variety of handcrafted goods, from pottery to paintings, while enjoying the scenic beauty of New Milford. 



Arts Festival at Harbor Point Boardwalk 🎨


📅Saturday, July 20 and Sunday July 21 

🕙 10am-5pm 

📍 Harbor Point Boardwalk, 1 Harbor Point Rd, Stamford
Finish your weekend with a visit to the Arts Festival at Harbor Point Boardwalk in Stamford. Enjoy beautiful waterfront views while browsing through stalls filled with artistic creations. This festival features local artists, live music, and great food, making it a perfect Sunday outing. 


Plan Your Weekend Adventure! 

With so many exciting events happening, Fairfield County is the place to be this weekend. Grab your friends and family, and get ready to explore the best sidewalk sales, street fairs, and arts and crafts festivals.    Happy Exploring! 🎉✨ 

Discover the Best Sidewalk Sales and Festivals in and around Fairfield County This Weekend!

Fairfield County Weekend Guide: Pure Fun, Live Music, and Comedy Without the Holiday Overload

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Holiday Happenings: Holiday Festivals, Sip & Strolls, Shows and More!

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Discover Fairfield County’s top holiday events, including Newtown’s Holiday Festival, sip & shops, tree lightings, festive shows, and Repeal Day celebrations.

Julia Cole Takes Over The Palace Theatre Stamford – December 6.

By Cathy Ithier • December 2, 2025
Country fans, mark your calendars — Julia Cole is coming to The Palace Theatre Stamford on December 6, 2025, and this is one high-energy show you won’t want to miss. Please note: the originally scheduled September 27 & 28 performances have been rescheduled to December 6 , and all tickets from those dates will be honored. The show has also moved from the UpStage to the Mainstage and will remain general admission . Nashville recording artist Julia Cole continues her rapid rise as one of country music’s most empowering and influential new voices. With over 500 million streams , more than 2 million social followers , and a debut on the Grand Ole Opry , Julia’s star power is undeniable. She’s been named a CMT Next Woman of Country and featured on CMT, SiriusXM, Circle TV, CBS, The CW, and more. Blending authentic country storytelling with real-life moments, Julia’s musical journey began singing the national anthem at her high school volleyball games—eventually performing for NFL, MLB, MLS, NASCAR, and ESPN crowds of 75,000. She’s toured internationally, opening for major acts like Dierks Bentley, Dan + Shay, Jon Pardi, Carrie Underwood, Kenny Chesney, Kane Brown, The Chainsmokers, Lee Brice and more. 🎟️ Tickets are on sale now! Purchase here: palacestamford.org Don’t miss Julia Cole live at The Palace Theatre Stamford’s Mainstage!

Step Into the Roaring Twenties at SONO 1420’s Great Gatsby Party on Friday, December 5.

By Cathy Ithier • December 2, 2025
Celebrate Repeal Day at SONO 1420 with a Great Gatsby Party featuring Prohibition cocktails, a Land & Sea menu, and live jazz from DTHREE Music.

Warm Up Your December with Aquila's December Jazz Fest: Three Days of Smooth Jazz, Great Food, and Fine Wine

By Aquila's Nest Vineyards • November 30, 2025
Enjoy five live jazz performances, gourmet food trucks, and cozy vibes at Aquila’s December Jazz Fest in Newtown, CT. Tickets just $20 for the full weekend.
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