Greenwich, New Canaan and Westport Sidewalk Sales

Greenwich, New Canaan and Westport Sidewalk Sales 2022

Sidewalk sale season is here! Almost every town in Fairfield County has a sidewalk sale. However, if you want to hit the bigger sales, don’t miss the Greenwich, New Canaan, and Westport sidewalk sales. The Greenwich, New Canaan and Westport sidewalk sales feature big brands like Lilly Pulitzer, Vineyard Vines, Vince, Lululemon, Theory, Tory Burch, etc.

You can score great deals at these popular Fairfield County sidewalk sales- so save the date and get ready to shop! Below are the details for the 2022 Greenwich, New Canaan and Westport sidewalk sales.

Greenwich Sidewalk Sale

When: July 14-17, 2022

Where: Greenwich Avenue and surrounding streets, Greenwich CT

The Greenwich Sidewalk Sale is a popular annual event, featuring over 60 retail stores and vendors. It attracts hundreds of shoppers to Greenwich Avenue and the nearby streets in downtown Greenwich. Shoppers at the Greenwich Sidewalk Sale will find incredible bargains and savings on clothing, jewelry, accessories, gifts and more from participating retailers, restaurants and businesses. The Greenwich Sidewalk Sale is the largest outdoor sales event in all of Connecticut, encompassing four full consecutive days of bargains. Check out our Complete Guide to the Greenwich Sidewalk Sale.

Greenwich, New Canaan and Westport Sidewalk Sales
Greenwich Sidewalk Sale

Old Greenwich Sidewalk Sale

When: June 23-26, 2022

Where: Sound Beach Avenue, Old Greenwich, CT

The Old Greenwich Sidewalk Sale is a beloved annual event. Enjoy the small-town feel of the charming and quaint Old Greenwich as you shop at the mom and pop stores on Sound Beach Avenue. You will feel good supporting local businesses during the Old Greenwich Sidewalk Sale. There will be live entertainment and refreshments at the Old Greenwich Sidewalk Sale.

The Westport Sidewalk Sale

When: August 20, 2022 from 10am-5pm

Where: Main street, Post Road and surrounding streets in Westport, CT

The much-anticipated annual Westport Sidewalk Sale returns! Savvy shoppers can find amazing sales throughout Main Street, Post Road and areas surrounding downtown Westport. Shops bring merchandise to the sidewalks and offer incredible bargains. Times will vary by store but shop early for the best selection! Downtown Westport Main street will close to vehicular traffic during the Westport Sidewalk Sale. There will also be an onsite food truck, pop up bar and live music at the Westport Sidewalk Sale. Check out our Guide to the Westport Sidewalk Sale.

Greenwich, New Canaan and Westport Sidewalk Sales
Lilly Pulitzer Sidewalk Sale

New Canaan Village Fair and Sidewalk Sale

When: July 22 and July 23, 2022

Where: Main St, Elm St. and surrounding streets in New Canaan, CT

New Canaan Sidewalk Sale is an annual shopping event and fair offering local residents and regional visitors an action-packed, bargain-filled, entertaining, and delicious way to spend a summer day in one of the most charming towns in Connecticut. The event always offers many family-friendly activities, with merchants showcasing an amazing array of products and services. In recent years the Event has expanded to include a “Pre-Sale” day on Friday for New Canaan’s local merchants to put all of their merchandise out on the Sidewalk.

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