Summer Fun in Westchester: Sidewalk Sales and Outdoor Shopping

What’s more fun than strolling some of our charming downtown streets, scoring super deals, and sampling fresh goodies—and all that fresh air? Sidewalk and other summer sales are a fantastic way to support local Main Street shops while getting great discounts, enjoying refreshments from local eateries, and, in some cases, taking part in special events like live music and kids’ activities.

June 2—Bronxville Sidewalk Sale
In addition to plenty of shopping opportunities, you’ll find alfresco entertainment, food, and kid-friendly activities. For more information: bronxvillechamber.com.

June 7—Briarcliff Manor’s First Thursday Night Lights: Texas BBQ
The first Thursday of each month, Briarcliff Manor’s stores stay open until 8 pm and offer discounts, food tastings, demonstrations, and special gifts in the spirit of the given theme. For more information: holbrookcottage.com.

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June 7, 8, 9—Larchmont’s Shop Local Sidewalk Sale
Larchmont’s merchants take to the streets—and bring bargain prices with them. For more information: larchmont chamber.com.

June 21—Katonah Third Thursdays
On the third Thursday of every month, head to downtown Katonah, where stores will stay open late and offer special sales, promotions, and events. For more info: katonahchamber.org.

June 24—Pelham Summerfest Street Fair
The town expects 15,000 to 18,000 guests, all pouring in to take advantage of Pelham’s craft, toy, and antique vendors. Families can indulge in wonderful street food while enjoying bands, DJs, and kiddie rides. For more information: townofpelham.com.

July 12—Briarcliff Manor’s First Thursday Night Lights: Americana
See June 7.  

July 19—Katonah Third Thursdays
See June 21.

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July 19, 20, 21
New Castle’s Sidewalk Sale in Downtown Chappaqua
In addition to great savings, New Castle’s sidewalk sale offers rides for kids, family entertainment, and a food court with local restaurants serving up seasonal specialties. For more information: mynewcastle.org.

July 26, 27, 28—Rye’s Sidewalk Sales
Rye merchants find a variety of ways to offer great prices on wares displayed outside their stores. For more information: ryemerchantsassociation.com.

July 26, 27, 28—Scarsdale’s Sidewalk Sales
Take advantage of shockingly low prices at Scarsdale’s best shops and boutiques. For more information:
scarsdalechamber.org.

August 2—Briarcliff Manor’s First Thursday Night Lights: Artists in the Village
See June 7.

August 3 and 4—Katonah’s Sidewalk Sale
No chain stores here—each shop is individually owned and features unique, funky products, as well as fantastic prices. Take part in jewelry-making activities or just drink in the mall-town feel. For more info: katonahchamber.org.

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August 16—Katonah Third Thursdays
See June 21.

September 6—Briarcliff Manor First Thursday Night Lights: Kid’s Night
See June 7.

September 8 and 9
Mount Kisco’s Sales Days
Local student musicians, gymnastic shows, and other attractions heighten any bargain-hunter’s shopping experience. For more information: mtkiscochamber.com.

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