Summer Sidewalk Sale in NJ, CT and Westchester

On your mark, get set, GO! Sidewalk Sale season is here!  These sidewalk sales are serious events with amazing deals to be had.  You can score great buys at unbelievable outlet-like prices.  I suggest you save the date and make sure you clear your calendar and book a sitter.  Oh and parking can get crazy and difficult, either carpool, take an uber or go first thing in the morning before the crowd arrives.

Fairfield County, CT

Greenwich Sidewalk Sale

When: July 12-15, 2018

Where: Greenwich Avenue and Surrounding streets, Greenwich CT

This popular annual event, featuring over 110 retail stores, attracts hundreds of shoppers to Greenwich Avenue and the nearby streets in downtown Greenwich to find savings and values on clothing, jewelry, accessories, gifts and more from participating retailers, restaurants and businesses. Sidewalk Sales is the largest outdoor sales event in all of Connecticut, encompassing four full consecutive days of bargains.

Old Greenwich Sidewalk Sale

When: June 28-30, 2018

Where: Sound Beach Avenue, Old Greenwich, CT

Stop by and browse at the annual Old Greenwich Sidewalk Sale.

The Westport Sidewalk Sale

When: July 6-8, 2018

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

The much-anticipated annual Westport Sidewalk Sale allows savvy shoppers to find amazing sales throughout Main Street, Post Road and areas surrounding downtown. Shops bring merchandise to the sidewalks and offer incredible bargains. Times will vary by store, but shop early for the best selection!

Darien Sidewalk Sale and Family Fun Day

When: July 12-14, 2018

Where: Post Road and surrounding streets in Darien, CT

Stop by to score great deals at the Darien Sidewalk Sales.  There will also be car show, lots of kids activities such as face painting, balloon creations and a treasure hunt.

New Canaan Village Fair and Sidewalk Sale

When: July 13 and July 14, 2018

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

The annual fair offers 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.

Stamford Downtown Sidewalk Sale Weekend

When: July 15-17, 2018

Where: Bedford St., Summer St., Spring St., Atlantic St. and Columbus Park Stamford, CT

Come stop by and shop at Stamford’s Downtown sidewalk sale.  There are 17 participating stores.

Fairfield Sidewalk Sale and Street Fair

When: July 21, 2018

Where: Post Road from the Heritage Square Shopping Center to the Promenade at the Brick Walk, Fairfield, CT

The Town of Fairfield and Fairfield Chamber of Commerce are pleased to co-present the Annual Sidewalk Sale & Street Fair to be held, rain or shine, in downtown Fairfield. More than fifty Fairfield businesses are expected to participate in this year’s event.  Select merchants will offer advance sales of discount merchandise beginning on Thursday, July 19th.  Sherman Green will feature activities for children and families, where an inflatable bounce house, face-painting and balloon artist are all planned. This year’s event will also feature live musical entertainment at multiple venues scatter throughout the downtown.  From the latest fashion apparel and jewelry to sporting goods and best-selling books, there’s something for everyone!  

Wilton Street Fair and Sidewalk Sale

When: July 15, 2018

Where: Old Ridgefield Road, Wilton CT

On July 15th, Old Ridgefield Road, Wilton’s main street will be closed to traffic and filled with interesting vendors, fun activities, entertainment and delicious treats and drinks. The emphasis is on family fun for all and their dogs!

Ridgefield Summerfest 2018

When: July 21, 2018

Where: Main Street, Ridgefield

SummerFest is a celebration of old fashion fun! Shops all around Ridgefield will celebrate with sidewalk sales while Main Street will be closed to traffic from Prospect Street to Governor Street (Bailey Avenue is closed to traffic too) to host Kids Zone, Farm Stands, Music and over 50 Vendors. New this year is a touch-a-truck area where kids can explore a variety of vehicles.

Westchester County, NY

Rye Sidewalk Sale

When: July 26-28, 2018

Where: Purchase Street and surrounding streets in Rye, NY

Bargain hunters have a lot to choose from during Rye’s Annual Sidewalk Sale. Chamber of Commerce members throughout the city, offer discounts as high as 75%.

Larchmont Sidewalk Sale

When: July 19-21, 2018

Where: Palmer Avenue and Chatsworth Avenue, Larchmont NY

Stop by and support local businesses in the Village of Larchmont at their annual sidewalk sale.

Chappaqua Summer Sidewalk Sale

When: July 19 to July 21, 2018

Where: King Street, Chappaqua NY

More than 40 Chappaqua merchants will be participating in this year’s Chappaqua Summer Sidewalk Sale. Featuring everything from jewelry and handbags to apparel and art, the event is a perfect opportunity for both residents and visitors to buy quality merchandise at incredible prices.  Rounding out the event will be cuisine served by local restaurants, activities for kids of all ages and music.

Scarsdale Sidewalk Sale

When: July 26-28, 2018

Where: Downtown Scarsdale, NY (East Parkway, Spencer Place and surrounding streets)

Come stop by and shop the Scarsdale Sidewalk Sale!  Amazing deals and plenty of shopping for all!

Bergen County, NJ

Cityplace Aloha Sidewalk Sale

When: July 19-21, 2018

Where: City Place at the Promenade, River Road, Edgewater, NJ

Say aloha to the best deals of the season at our sidewalk sale happening this Thursday through Saturday!

Englewood Summer-Fest and Sidewalk Sale

When: July 26-28, 2018

Where: East Palisade Ave and a portion of West Palisade Avenue, Englewood, NJ

Downtown Englewood will be transformed into the ultimate shopping destination with over 80 participating stores, non-profits and restaurants. Enjoy special savings! Participating stores will have racks and tables with merchandise on the sidewalk. Stop by and play at the Kids Zone in Veterans Park on Saturday with bounce houses, face painting, carnival games and more.

Ridgewood Summer Sidewalk Sale Days

When: August 2-4, 2018

Where: Ridgewood Business District, E. Ridgewood Ave and Side Streets, Ridgewood, NJ

Sizzle into Summer…Ridgewood’s Famous Summer Sidewalk Sale Days are fast approaching…do not miss this one!