10 events to attend in-person or virtually this winter season (all events are subject to change).


1. ReMAin Nantucket’s Envision Resilience Nantucket Challenge
Open through December 5
2nd Floor of Thomas Macy Warehouse, 12 Straight Wharf
If you have not yet had the chance, check out the exhibition from ReMain’s ERNC and learn  more about how we as a community can prepare for the effects of climate change. The showcase features student design proposals from five participating universities to show how Nantucket businesses and residents can live with sea level rise. For more information, click here.


2. 20th Annual Cold Turkey Plunge
November 1 – 25
This year, you can do the #PlungeDayYourWay by participating in the 20th annual Cold Turkey Plunge any day in the month of November leading up to Thanksgiving Day. Children’s Beach will always be the top swim spot (President Biden has been known to take part), but you can take a freezing dip anywhere this year with the event’s virtual program. All proceeds benefit the Atheneum’s Weezie Library for Children. To register and find more information, click here.


3. NHA’s Festival of Wreaths + Festival of Trees
November 19-27 (Wreaths) + December 3-31 (Trees)
The Whaling Museum
’Tis the season to deck the halls, and no one decks them better than the local decorators in the Festival of Wreaths and Festival of Trees! These two annual NHA events kick off the holiday season and benefit Nantucket’s leading historical association. For tickets and more information, click here.


4. TWN’s Forever Plaid: Plaid Tidings
November 25 – December 4
Bennett Hall
Offering up the best of Forever Plaid, Forever Plaid: Plaid Tidings is filled with Christmas standards that have all been “Plaid-erized.” Enjoy classic music sung in perfect harmony and delightful tunes all ages will love. For tickets and more information, click here.


5. White Heron’s A Christmas Carol
November 25 – December 4
White Heron Theatre
Nantucket’s newest favorite holiday tradition is back, and so are the spirits visiting Ebenezer Scrooge! Take the whole family to enjoy this cherished tale with an island twist and revel in the true spirit of Christmas. For tickets and more information, click here.


6. Tree Lighting Ceremony
November 26 at 4:30 pm
And on the thousandth day of the pandemic, the Nantucket Chamber of Commerce said, “Let there be light.” Cozy up at home with some hot cocoa to watch 150 trees come alive and celebrate the beginning of the holiday season. Event details are subject to change. For more information, click here.


7. 47th Annual Christmas Stroll
December 3-5
Downtown Nantucket
Stroll. Is. BACK! The crown jewel of the Nantucket offseason makes its official return to the social calendar this December. Wear comfortable shoes, a good mask and festive clothing to hit the town to shop for holiday gifts in many of the island’s boutiques. For more information, click here.


8. Dalton & The Sheriffs Christmas Stroll Party at the Box
December 3 + 4 at 10pm
The Chicken Box
Jingle all the way to the Box for everyone’s favorite visiting Boston band as they tear down the house for the holidays. Expect a mix of classic country, seasonal sing-alongs and plenty of merriment. Don’t forget your vaccine card or a negative COVID test. For tickets and. More information, click here.


9. NLS Yuletide Fair
December 4, 10:00 am – 2:00 pm
White Elephant Ballroom
This can’t-miss (and free!) community event is truly one for the kids. Featuring unique hand- crafted items, heirloom quality gifts, a holiday bake shop, craft activities and more, the Fair is your one-stop shop for all your holiday needs. For sponsorship details and more information, click here.


10. Annual Red Ticket Drawing
December 24 (Red Tickets start November 1)
Location TBA
On Christmas Eve, if you have the chosen red ticket, you have Nantucket’s very own version of a Golden Ticket. Starting on November 1st, red tickets will be available to shoppers at participating stores. If your ticket is selected during the drawing, you could win a cash prize of $1,000 or $5,000—happy shopping! For more information, click here.

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