2025 Sidewalk Sale Guide:
Info on all the upcoming sidewalk sales in Fairfield County.
WESTPORT
The WESTPORT Sidewalk Sale runs from June 27th-29th during normal business hours. From Lululemon’s “We Made Too Much” markdown section to up to 75% off at Kerri Rosenthal and 40% off at Jenni Kayne, to the entire store dedicated to the sale at Great Stuff (we previewed and it’s GREAT) to chic and deep discounts at Unsubscribed our pro tip is to go to Westport Downtown Official and download the vendor map.
GREENWICH
GREENWICH runs July 10th-13th from 9:30am-7pm (Thur-Sat) and 10am-5pm (Sunday). Known as THE BIGGEST SHOPPING EXTRAVAGANZA OF THE YEAR the Greenwich Chamber of Commerce annual outdoor shopping event includes almost 100 retailers. Visit GreenwichChamber.com to make plans in advance for parking and a full vendor list.
DAIREN
DARIEN is hosting theirs July 10th-12th from 10am-5pm. There will be 3-day pop up vendors in DARIEN’s The Corbin District along the Post Road and Grove Street Plaza and one-day pop up vendors at Darien Commons on Saturday only, July 12. The Youth Entrepreneurial tent will be set up Saturday, July 12th at Bankwell. See updates at Darien Chamber of Commerce.
NEW CANAAN
The NEW CANAAN Village Fair & Sidewalk Sale is Friday July 18th for Local Stores on the Sidewalk 10am-4pm and Saturday July 19th on Elm, Main, and Forest Streets 9am-4pm. The addition of the pre-sale on Friday is the best part in our opinion! Good work New Canaan Chamber of Commerce!
WILTON
The 13th Annual WILTON Street Fair and Sidewalk Sales is Saturday, July 19th from 10am-3pm the Wilton Center transforms into a vibrant hub of activity and entertainment. This is a fantastic opportunity to enjoy a day filled with bargains, fun, and delicious treats.
FAIRFIELD
FAIRFIELD is Saturday, July 19th from 10am-4pm. Special deals and discounts will be offered at participating shops and in booths set up on Sherman Green. Fairfield’s local merchants truly show up for this one! Visit Fairfield Chamber of Commerce for more.​
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