Ultimate Holiday Shopping Itinerary

3 Days

For the ultimate holiday shopping trip, follow our 3-day itinerary for a mix of seasonal eats to give you the energy to shop ’til you drop, local small businesses that you can support this holiday season, where to find the best deals, and family-friendly activities that celebrate this time of year.

Day 1

  • 1080 Corporate drive
  • (516) 693-5400

City Celler is defining the exciting new cuisine known as American Modern. Our take on this breaking new culinary development is diverse, ranging from fresh approaches to everything from comfort food to gourmet dishes, with surprising combinations of tastes, textures and colors. Steaks and fresh…

Roosevelt Field offers a mix of luxury retailers like Neiman Marcus, Bloomingdale’s, and Nordstrom, over 270 specialty stores like The Lego Store and Apple, as well as a variety of small businesses that can be found at kiosks and small vendor booths throughout the mall.

Located at the Allegria Hotel in Long Beach, Atlantica on the Ocean provides guests with unbeatable views of the Atlantic Ocean and a wide array of excellent organic dishes. From classic seafood ensembles to traditional Italian cooking and even shareable plate options. It’s the perfect sit-down…

Insider Tip

Download our Downtown Deals Travel Pass for exclusive savings and discounts at small businesses in Long Beach and all over the Island!

  • 80 West Broadway
  • (516) 889-1300

Something luxurious, chic and absolutely unexpected is happening in Long Beach. The Allegria Hotel. A year-round beach front escape that embodies relaxed elegance, sophistication and style…miles before you get to the Hamptons. Surprisingly close, yet worlds away, the Allegria Hotel delivers…

Day 2

After brunch, stroll on down to the Milleridge Village Shops and get your fix of candy, baked goods, hot chocolate, fresh flowers, toys, and more! Check out the Milleridge calendar of events for even more family-friendly activities.

To expend some energy, head to Syosset-Woodbury Community Park Ice Rink for outdoor ice skating. This beautiful rink is surrounded by towering trees, only made prettier by the snow. Make sure to bundle up and bring a hat and some gloves!

  • 10 Pinelawn Road
  • (631) 271-7780

Our menu is truly unique, combining tantalizing steakhouse classics with amazing sushi and seafood creations. In addition to serving the finest prime dry-aged and Kobe beef, we have our own authentic sushi chef and a fabulous sushi and raw seafood bar. Plus, our sommelier can help you select the…

This time of year, Huntington village lights up with illuminated displays, decorations, and music. Every day from November 27th through January 2, businesses on Wall St. in Huntington will help turn the town into a winter wonderland and offer shoppers the chance to score some seriously sweet deals.

Photo Op

Take a picture with the giant Christmas tree on Wall Street and avoid the NYC-level crowds for your perfect winter picture.

Every weekend through December 19th, the Vanderbilt Museum in Centerport is hosting a socially-distant, outdoor holiday festival on its beautifully decorated grounds. Experience holiday lights, themed displays, festive food, music, appearances by holiday characters, and more! Tickets can be…

  • 135 West Gate Drive
  • (631) 659-1400

A breathtakingly beautiful historic mansion located on the famed Gold Coast of Long Island between New York City and The Hamptons. At OHEKA CASTLE guests will discover a World of charming luxury and European ambiance. OHEKA is listed on the National Register of Historic Places and a member of…

Day 3

  • 5768 Route 25A
  • (631) 929-3500

Get out of the mall and into the fresh air as you ride high on the grand carousel and stroll along the brick pathways at The Shoppes at East Wind. From nostalgic candy to cheese & olive oil, fine wine to fine jewelry there’s something for everyone! Take a class at one of our creative studios…

21+ Tip

Stop at RGNY or Baiting Hollow Farm Vineyard for local wines, Long Island Spirits or Montauk Distilling Co. for locally-distilled spirits, or North Fork Brewing Company for Long Island-made beer.

Located in Hotel Indigo, Bistro 72 has received many awards for its delectable dishes. This casually elegant restaurant and lounge serves up contemporary dining full of flavor with the option to dine al fresco next to a fireplace. Check the website for details on live entertainment.

Fun for the Whole Family

Head to the Riverhead Light Show at Splish Splash Waterpark for drive-through holiday fun!

  • 428 E Main St
  • (631) 775-1500

THE PRESTON HOUSE & HOTEL – A MODERN BOUTIQUE HOTEL AND NEW AMERICAN RESTAURANT IN THE HEART OF LONG ISLAND’S EAST END Located minutes from the famed Hamptons on the South Fork and historic Wine Country on the North Fork of Long Island, The Preston House & Hotel is a beautifully reimagined…