The Chamber's 49th Nantucket Stroll Weekend will be December 1st - December 3rd, 2023.
Now in its 49th year, the island’s world-renowned signature event lovingly dubbed “Stroll” takes place the weekend of December 1st to December 3rd. A host of holiday activities, including strolling carolers in Victorian garb, the Magical Talking Tree, craft shows, a European-style Christmas Marketplace and more guarantee fun for the entire family. Plus - we rounded up a few of our favorite things to do when you're out celebrating.
Festival of Trees
Each holiday season, the Nantucket Historical Association hosts The Festival of Trees at the Whaling Museum. Community members can go and enjoy Christmas trees that have been beautifully decorated by local artists, non-profits, business owners, and students. Free admission is offered to Nantucket residents and NHA members. The preview party is held on Thursday, November 30th from 6:00-8:00 PM. Tickets for the party are sold out at the moment but those that would like to attend can be put on a waitlist by emailing Robin London at [email protected]. Click here for more information.
Monday-Saturday, 10:00 AM - 4:00 PM
Christmas Day: CLOSED
Elin Hilderbrand’s Winter Street
For the first time ever, one of Elin Hilderbrand’s many books has received a stage adaptation. Winter Street tells the story of the Quinn family as they navigate the holiday season. Directed by Justin Cerne at the Theatre Workshop of Nantucket, the show will run from November 21st until December 3rd. This is a performance you won’t want to miss! Click here to purchase tickets.
Holiday Stroll Concert & Christmas Market - St. Paul’s Church
Located at 16 Fair Street, St. Paul’s Church will be hosting its annual It’s Beginning to SOUND A Lot Like Christmas concert. From 7:00 PM to 9:00 PM, audience members will be able to enjoy all of their favorite Christmas carols. Ticket holders will also be provided with dessert and champagne. The following day, St. Paul’s Church will hold a Christmas Market where locals and visitors can shop for Christmas gifts, holiday decor, baked goods, and wreaths. Lunch will also be served from 11:30 AM until 2:00 PM. Click here for more information on these events.
Holiday Events on Main Street
For many, Main Street is the hub of Christmas Stroll on Nantucket. There are a number of events, performances, and activities that you won’t want to miss. Santa parading through town, the ugly sweater contest, and the talking tree at the top of Main Street are just a few of the exciting events scheduled. Click here for the full itinerary.
Christmas Stroll Marketplace
Located at the very bottom of Main Street, the Nantucket Chamber of Commerce hosts a Christmas Stroll Marketplace on Saturday, December 2nd, from 10:00 AM until 3:00 PM. What is typically referred to as the Stop & Shop parking lot is transformed into a space where local vendors sell food, drinks, and handmade gifts. It is the perfect place to start your holiday shopping. Click here for the full list of vendors.
The Nantucket Lighthouse School’s Yuletide Fair
On December 2nd, The Nantucket Lighthouse School will host their annual Yuletide Fair in the White Elephant Ballroom, located at 19 N Water Street. From 10:00 AM until 2:00 PM, the event will feature a holiday bake sale, handcrafted holiday decorations, quality gifts for family and friends of all ages, and holiday activities for children. Click here for more information.
Epernay Wine & Spirits: Wintertime Wine Tasting
To kick off the holiday season, Epernay Wine & Spirits will be offering complimentary wine tastings. Located at 1 N Beach Street, these tastings will take place on Friday, December 1st and Saturday, December 2nd, between 3:00 PM and 5:00 PM. This is a great opportunity to discover new wines to give as gifts or take home for yourself! Click here to RSVP.
Sugar Plum Social
After a day full of great food, drink, and shopping, The Nantucket Dance Theater invites you to the Sugar Plum Social held at Lemon Press on December 3rd between 2:30 PM and 4:30 PM. In addition to a preview of their production of The Nutcracker, the event will feature a raffle and silent auction to support dance on Nantucket. Click here to purchase tickets.
Jolly Jam: Skate with Santa
The Nantucket Ice Community Rink will be offering an opportunity to skate with Santa on December 3rd from 3:00 PM - 6:00 PM. The event will include activities for kids, live music, hot chocolate, and food trucks. The ice rink is located at 10 Backus Lane. Click here to purchase tickets.
Christmas Stroll Merchandise
For those who want to take home something to commemorate their holiday weekend on Nantucket, stop by Nantucket Clothing Company. Located at 6 South Water Street, this is one of the few clothing stores on the island that will be selling holiday merchandise. It is the perfect place to pick up a festive sweatshirt. Click here to view their online store.
Summertime Favorites that will Reopen for Stroll!
Ethos Wine Bar (a great cozy spot to grab a glass of wine and appetizer)
Straight Wharf Restaurant
Hill House Home (shop festive Nap Dress styles for the holidays!)
Fresh (the perfect spot to stop after shopping in Town for a sandwich and libations)