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11/28/2021 to 12/06/2021
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The 2020 Christmas Stroll on Nantucket is canceled, but we are looking forward to gathering for the holidays next year. The Christmas Stroll takes place after Thanksgiving and is a week dedicated to holiday shopping on Nantucket. Check back later for more details on the 2021 event. 

This event started back in 1973 when local business owners were eager to keep islanders from traveling to Cape Cod to do their holiday shopping. 

This fun-filled event gets everyone in the festive spirit along Main Street. You'll find carolers singing in the streets, a 20-foot-tree at the top of Main Street, craft shows, performances, and special dinner offers at local restaurants. Be sure to book your reservations early! 

Join in on Nantucket’s holiday spirit while getting some great discounts and enjoying food and drinks at restaurants and bars. Keep an eye out for Santa too!

The weekend kicks into gear with the Nantucket Historical Association's Annual Festival of Trees.

Book Nantucket Rentals for the 2020 Holiday Season

Nantucket is the quintessential place to celebrate the holiday season. Book one of our vacation rentals for the Christmas Stroll or stay for the whole season. 

Browse Our Nantucket Rentals