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12/03/2021 to 12/05/2021
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Festivals

The 2021 Christmas Stroll on Nantucket is back again to bring Christmas cheer after being postponed in 2020. The 47th annual Christmas Stroll is scheduled for December 3-5, 2021. The Christmas Stroll takes place after Thanksgiving and is a week dedicated to holiday shopping on Nantucket. Start planning your trip today!

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 2021 Holiday Season

Nantucket is the quintessential place to celebrate the holiday season. Choose from a large home to bring the whole family to celebrate including pets or a more intimate setting for a cozy holiday getaway. Book one of our vacation rentals for the Christmas Stroll or stay for the whole season. 

Browse Our Nantucket Rentals