11 NYC (and Hamptons) Holiday Pop-Ups for Cocktails, Photos, and Gifts

Think twinkle lights, hot toddies, and stocking stuffers with personality. Across NYC (and out East), these 11 festive set-ups cover everything from yurt dinners and alpine brunches to artisan markets and photo-ready rooms. Consider this your shortcut to sipping, shopping, and snapping your way through the season.

Greg’s Trees (Multiple NYC Locations)

Each lot is a full-on holiday set—hand-painted character cutouts, wreath-making, and crafts woven between rows of fragrant firs. Swing by McCarren Park, Domino Park, LIC’s Murray Playground, JJ Byrne, Greenwood Park Beer Garden, or Hank’s Bar for the classic New York tree-hunt with built-in photo ops. Details: gregstrees.com

Grand Holiday Bazaar (UWS) — Sundays 11/30–12/21

The city’s longest-running indoor/outdoor market turns 40 with 150+ vendors, from small-batch sweets to handcrafted décor and jewelry. Shop with impact—proceeds support four local public schools—then refuel with seasonal treats between stalls. Location: 100 W 77th St; info at grandbazaarnyc.org.

Lindens Winter Village at Arlo SoHo — Opens 12/1

Three heated yurts offer your choice of experience: an intimate chef’s menu for two, a family-style feast for up to eight, or a private lounge with bespoke cocktails. Expect evergreen décor, candlelight, and the cozy hum of a snow-globe evening without leaving SoHo. Reservations via Lindens Winter Village (2 Renwick St).

Zero Waste NYC x Brooklyn Roots Collective — Sustainable Night Market 12/12

This Bushwick pop-up champions responsible gifting—vintage, upcycled, and handmade pieces from local makers—without sacrificing style. Come for the creative edit, stay for the community vibe and easy prices. Free entry, 5–9 PM at 255 Randolph St; series kicks off 12/11 with “Sip & Spark” at KCBC Brewery.

Holiday Bazaar at Grand Central’s Biltmore Room — 12/16–12/18

*Photos Courtesy of MTA/Grand Central Terminal*

Shop a tightly curated lineup of Made in NYC artisans under the vaulted arches of the historic “Kissing Room.” It’s a perfect mid-commute stop for last-minute gifts—think ceramics, candles, textiles, and gourmet provisions—with proceeds supporting schools and local makers.

Foxtail’s Holiday Hideaway at Arlo SoHo

A moody cocktail den reimagined as a winter wonderland, complete with a $45 special (two holiday cocktails and an appetizer). Sip Spiked Mexican Hot Cocoa or a Yuletide Toddy as cinnamon, clove, and nutmeg drift through the room. Book on OpenTable (231 Hudson St).

Haven Ski Chalet (Times Square) — From 11/27

Alpine décor, flannel throws, and strings of lights stage a festive escape high above Midtown. Brunch runs 11:30 AM–2:30 PM with bottomless mimosas/bellinis (with entrée; 1-hour limit), while evenings lean cozy-cocktail social. Reserve at havenrooftop.com (132 W 47th St).

“A Season of Sparkle” at Canto (West Village & Upper West Side)

Canto WV glows beneath a “waterfall” of ornaments and poinsettias—romantic, intimate, unmistakably holiday. Uptown, soaring ceilings frame garlands and layered sparkle, with rotating seasonal specials and that cult-favorite Frozen Espresso Martini.

Elsie Rooftop’s Holiday Market — 12/7, 12/14, 12/21 (3–6 PM)

Three Sundays of grown-up holiday fun: ornament, stocking, and gingerbread decorating stations plus a three-hour open bar with DIY Bloody Mary and Mimosa bars. Bring friends for skyline views and festive soundtracks, then leave with gifts you actually want to give. Tickets: https://tickets.elsierooftop.com/e/holiday-market-elsie-rooftop

Lulla’s Winter Study (Chelsea)

A candlelit lounge tucked inside Motto by Hilton—winter greenery, plush textures, and a menu that whispers comfort (think nostalgic small plates and a whimsical Milk & Cookies service, spirit-free option included). It’s the perfect exhale between shopping sprees or a low-key nightcap with friends. Address: 113 W 24th St.

Calissa Chalet (Water Mill, Hamptons) — 11/15 through Feb 2026

The East End’s ski-lodge fantasy returns: hot toddies, cheese and chocolate fondue, and a $95 Holiday Feast (groups of 6+, 24-hour notice) with mezze, warm starters, and showstopping mains (salt-baked branzino, Cretan-style prime rib, or whole roasted lamb shoulder), capped with warm apple pie à la mode.

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