Christmas Stroll 2025
12/01/2024
Nantucket’s Christmas Stroll 2025 promises to be a holiday experience like no other. This beloved Nantucket event, held from December 5th to December 7th, 2025, invites visitors to immerse themselves in the festive spirit of the island. With an array of fun activities, performances, and opportunities to shop for unique gifts, Nantucket transforms into a winter wonderland during this magical weekend.
Whether you're a first-time visitor or a seasoned island traveler, there’s something for everyone at the Christmas Stroll 2025. Here’s a guide to some of the highlights and things to do while celebrating the holiday season on Nantucket.
Festival of Trees at the Whaling Museum
Get into the holiday spirit by visiting the Nantucket Whaling Museum, where the annual Festival of Trees takes place. Local artists, businesses, and schools decorate trees in a variety of styles, showcasing the creativity and charm of Nantucket. Entry is free for Nantucket residents and NHA members, making this a must-see event for all ages.
Elin Hilderbrand’s Winter Street at the Theatre Workshop
One of Elin Hilderbrand's most beloved books, Winter Street, is brought to life on stage at the Theatre Workshop of Nantucket. Running from November 21st to December 7th, this stage adaptation tells the heartwarming story of the Quinn family as they navigate the holiday season. Be sure to grab your tickets early for this holiday classic.
Holiday Stroll Concert & Christmas Market at St. Paul’s Church
A perfect way to kick off the Christmas Stroll 2025, St. Paul’s Church will host its annual It’s Beginning to SOUND A Lot Like Christmas concert on December 5th. From 7:00 PM to 9:00 PM, enjoy live performances of your favorite holiday carols while indulging in dessert and champagne. The following day, you can shop at the Christmas Market, offering gifts, baked goods, wreaths, and delicious food from 11:30 AM to 2:00 PM.
Main Street Holiday Events
Main Street is the heart of Christmas Stroll 2025. This year’s events include Santa parading through town, a festive ugly sweater contest, and the talking tree at the top of Main Street. Be sure to stop by for fun performances and activities that capture the essence of Nantucket’s holiday spirit.
Christmas Stroll Marketplace
From 10:00 AM to 3:00 PM on December 6th, the Christmas Stroll Marketplace at the bottom of Main Street will be bustling with local vendors selling handmade gifts, seasonal treats, and festive drinks. It’s the perfect place to finish your holiday shopping with unique items you won’t find anywhere else.
The Nantucket Lighthouse School’s Yuletide Fair
On December 6th, head to the Yuletide Fair at the White Elephant Ballroom. From 10:00 AM to 2:00 PM, enjoy a holiday bake sale, handcrafted decorations, and quality gifts for all ages. There will also be fun activities for children, making it an excellent event for families.
Wintertime Wine Tasting at Epernay Wine & Spirits
For fans of Nantucket’s Wine Festival, kick off your holiday celebrations with a complimentary wine tasting at Epernay Wine & Spirits on December 5th and 6th from 3:00 PM to 5:00 PM. This is a fantastic opportunity to sample new wines perfect for gifting or enjoying during your holiday gatherings.
Sugar Plum Social at Lemon Press
On December 7th, after a day of shopping and festivities, join the Sugar Plum Social at Lemon Press. From 2:30 PM to 4:30 PM, enjoy a preview of the Nantucket Dance Theater’s Nutcracker production, along with a raffle and silent auction to support dance on the island.
Jolly Jam: Skate with Santa at Nantucket Ice Community Rink
Skate with Santa at the Nantucket Ice Community Rink on December 7th from 3:00 PM to 6:00 PM. This family-friendly event features live music, food trucks, hot chocolate, and skating fun for all ages.
Christmas Stroll Merchandise
Commemorate your time at the Christmas Stroll 2025 with some festive gear. Visit Nantucket Clothing Company, located at 6 South Water Street, to pick up exclusive holiday merchandise. From cozy sweatshirts to accessories, it’s the perfect way to take home a piece of Nantucket’s holiday magic.
Stay with Great Point Properties During Your Holiday Visit
After enjoying the festivities of Christmas Stroll 2025, why not relax and unwind in style? Great Point Properties offers a variety of vacation rentals to suit your needs. Let us help you find the perfect place to stay while you enjoy all that Nantucket has to offer this holiday season.
