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There’s no place like The Nantucket Hotel for Stroll Weekend. From cocoa on the porch to cocktails at the Club, it’s the warm, glowing heart of Nantucket’s most magical celebration.
Nantucket’s cobblestone streets come alive with carolers, holiday shopping, and visits from Santa—and here, guests gather to sip, celebrate, and stay right where it all happens. Familiar faces and new experiences (dessert bar, anyone?) make this festive weekend one to remember.
Three venues, endless cheer and live music—cocktails at the Club, festive dining at Breeze, and cocoa on the Front Porch.
508.228.4730
Take a dip in one of our two heated outdoor swimming pools.
Celebrate the magic of Nantucket’s Christmas Stroll weekend with a festive dining experience at The Nantucket Hotel. From Friday, December 5th through Saturday, December 6th, we’re bringing the holiday spirit to life with sparkling décor, seasonal flavors, live entertainment, and warm island hospitality. Guests can enjoy elegant pre-fixed lunch and dinner menus in our signature dining spaces at the Breeze Restaurant.
Lunch: 11:30 AM-3 PM
Dinner: 5-10 PM
Nicole Miller & Jepthe – Piano & Vocals from 5-10 PM
A lively gathering spot where guests can people watch, enjoy live music, and soak in the holiday spirit. Open exclusively for drinks and flatbreads, first come, first serve!
Sip on specialty hot cocktails, wine, and beer from our curated Stroll menu crafted to complement the festive energy that fills the island all weekend long.
Friday: 3-9 PM
Saturday: 11:30 AM-9 PM
Carolers from 5-6 PM on Friday and 5:30-6:30 PM on Saturday
Damien Saxophone from 6-8 PM
Our new Club Lounge transforms into a cozy, late-night retreat. Enjoy specialty cocktails, curated wines, local brews, and a nearly full bar, along with a selection of freshly baked flatbreads. Fist come, first serve!
Friday: 3 PM – Midnight (food service until 10 PM)
Saturday: 11:30 AM – Midnight (food service until 10 PM)
DJ Billy Voss from 8-10 PM on Friday & Saturday
Jon Stetson, America’s Master Mentalist from 4-7 PM on Saturday
Indulge in something truly special this weekend! Our Breezeway will transform into a decadent Dessert Station featuring creations by James Beard–nominated Pastry Chef Sofia Tejeda, visiting from our sister resort, the Winnetu Oceanside Resort on Martha’s Vineyard. Treat yourself to her signature confections—each one as artful as it is irresistible.
Friday & Saturday: 1:30 – 10:30 PM
Wrap up your Christmas Stroll weekend with a festive Sunday Brunch at The Nantucket Hotel. Join us for a seasonal spread designed to celebrate the magic of the holidays. Enjoy a brunch buffet menu featuring elevated takes on classic favorites and fresh seasonal flavors, perfect for gathering with family and friends after the weekend’s festivities.
Sunday: 8 AM – 1 PM
5-10 PM
Nicole Miller & Jepthe
Piano & Vocals
8-10 PM
DJ Billy Voss
6-8 PM
Damien Saxophone
Celebrate Christmas with a holiday feast! Let us give you the time to embrace the simple pleasure of fine dining with your family this year. To make this year special, reserve your table for our three-course Christmas Eve and Christmas dinners, which include an appetizer, entrée and dessert.
Bring the family together around our table and celebrate the spirit of the season in our grand ballroom and over drinks by the fire pits on our front porch.