Winter on Nantucket is a season of quiet beauty. The craziness of summer is replaced by festive celebrations, tranquil beaches, twinkling lights, and cozy coastal living. With its collection of boutique hotels, including Veranda House, Chapman House, Regatta Inn, and Sherburne Inn, the Nantucket Resort Collection invites guests to experience the island’s laid-back spirit all winter long.
Here are five ways to embrace island time during this quiet season and discover why Nantucket makes the perfect winter getaway.
1. Experience Holiday Events on Nantucket
Nantucket knows how to celebrate the holidays in style. The island’s famous Nantucket Christmas Stroll, held each December, transforms downtown into a festive wonderland. Don’t miss the carolers, twinkling trees, and the island’s beloved talking Christmas tree. Earlier in the season, the Festival of Wreaths and Festival of Trees at the Whaling Museum bring color and creativity to the holidays. Guests staying with the Nantucket Resort Collection are steps away from the action, making it easy to enjoy these cherished holiday events on Nantucket.
2. Discover the Peaceful Side of Nantucket
Winter is the island’s best-kept secret. With fewer visitors and quieter streets, it’s the perfect time to reconnect with nature and yourself. Take a brisk walk along Brant Point Lighthouse, explore the Sconset Bluff Walk, or enjoy the golden light over Jetties Beach. The slower pace of the season offers a refreshing contrast to summer crowds, making off-season Nantucket travel just as rewarding.
3. Stay in Style with Nantucket Resort Collection
During your Nantucket winter getaway, you’ll enjoy warm interiors, inviting lounges, and the perfect blend of comfort and sophistication. Each property in the Nantucket Resort Collection offers a unique setting and personality. Veranda House blends coastal elegance with historic charm, offering 19 serene rooms with spa-like en-suite baths and sophisticated luxury.
Chapman House is Nantucket's hippest boutique bed and breakfast, where sophisticated design harmonizes with the beautifully preserved 1830 historic structure. Speaking of historic, Sherburne Inn has been welcoming guests to Nantucket for over 140 years, providing comfort with a hint of edginess and bold hues. And did you know that Regatta Inn is the #1 rated bed and breakfast on Nantucket? The common areas at this distinctive, historic Federal-style mansion are unmatched.
4. Indulge in Local Flavors
Winter is a wonderful time to explore Nantucket’s restaurant scene at a slower pace. Settle in for a seafood dinner at The Nautilus or Oran Mor Bistro, or sip hot cocoa at Handlebar Café. Many local spots stay open through the holidays, offering the perfect setting for romantic dinners, festive celebrations, or a simple toast to the season. There are lots of other things to do in Nantucket after you eat, too.
5. Relax and Reconnect
Staying on island time means letting go of the rush. Spend your mornings with coffee by the fire, your afternoons exploring downtown shops and galleries, and your evenings unwinding in the comfort of your Nantucket hotel. Whether you’re visiting for a romantic escape or a holiday weekend getaway, you’ll find that winter on Nantucket is all about slowing down.
Plan Your Nantucket Winter Getaway
This season, trade city lights for seaside vibes and experience Nantucket in winter. Our Cocoa by the Coast offer is available to book now through 3/31/26 for stays 11/25/25 - 3/31/26. Enjoy a cozy escape complete with a selection of cocoa bombs and a pair of keepsake travel mugs. Sip them in the comfort of your room or take your cocoa along as you explore the island with our curated Winter Guide highlighting favorite local walks, restaurants, and shops open through the season. Stretch out your stay with guaranteed noon checkout for the ultimate unhurried departure.
Book your stay at one of our Nantucket Resort Collection properties, and discover why the island’s peaceful winter season is the perfect time to stay on island time.