More than 180 kiosks are transforming Bryant Park into a European-style holiday village as the Midtown destination celebrates its 25th anniversary, the New York Post reported.
Ever since it first debuted as a market in 2002, the Winter Village has become a fixed point on the city’s seasonal calendar.
The market runs daily until January 3, 2027. Shoppers are welcome Monday through Friday from 11 a.m. to 8 p.m., as well as on Saturdays and Sundays from 10 a.m. to 8 p.m.
This year introduces a rotating feature highlighting small enterprises, complemented by culinary choices such as 12 Chairs Shuk offering Middle Eastern hummus bowls and pita. The 17,000-square-foot ice rink remains the centerpiece, featuring free admission for visitors bringing their own skates, though timed reservations are required.
The rink and rinkside food hall will stay open through February 28, 2027. For visitors looking to upgrade their annual holiday photo, the new Club Santa VIP experience bundles premium skating access, holiday crafts, and time with Santa inside the heated Polar Lounge on select dates from November 28 to 29 and December 5 to 6. A free, walk-up Santa’s Corner photo and wish-list station follows from December 14 to 18.
The official tree lighting is scheduled for December 2 at 5:30 p.m. Heated Cozy Igloos are also returning for private group reservations.
Union Square Adds Beer and Wine for the First Time
Holiday shopping in Union Square just got its first-ever adult beverage upgrade, with shoppers able to purchase beer and wine on-site for the first time in the market’s history, according to the New York Post. Open from now until December 24, 2026, the city’s oldest, longest-running, and largest open-air seasonal street market returns with nearly 200 vendors.
Macy’s Expands Indoors to 50,000 Square Feet
Macy’s is bringing its holiday market indoors with a 50,000-square-foot expansion on the lower level of its Herald Square flagship, offering more than 35 local artisans, gift makers, and food vendors through January 3, 2027, the New York Post reported. Having opened its doors in 1902, Macy’s Herald Square spans more than 2 million square feet across 11 floors.

Oddities Flea Market Brings the Macabre to Manhattan
For shoppers looking for gifts that are anything but traditional, the Oddities Flea Market returns to the Metropolitan Pavilion at 125 W. 18th St. for a one-day holiday edition on Saturday, December 12, 2026, the New York Post reported.
Brooklyn Flea Markets Under the DUMBO Archway
The Brooklyn Flea Holiday Market operates Saturdays and Sundays from 10 a.m. to 5 p.m. beneath DUMBO’s historic stone archway at Adams and Water streets, running from November 14 to December 20, 2026, according to the New York Post. Around 40 up to 50-plus hand-selected merchants showcase antiques, specialty foods, vintage apparel, artwork, crafts, ceramics, and handmade jewelry at this weekend bazaar.
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