You are here

11 Nov 2019
Related Items: 
Trip Planning

Nantucket may be known as a summer destination, but it's just as beautiful during the winter. Get wrapped up in a cozy scarf and warm jacket and prepare for a holiday you'll never forget.

In 1973 local merchants started a tradition to keep locals on the island to shop for gifts and seasonal items, changing the holiday season on Nantucket forever.  Now during the holiday season, Nantucket's Main Street twinkles in lights and holiday decor, and the stores and restaurants are open and bustling with sales and holiday deals.  

Plan your Nantucket vacation for the holiday season this year with our favorite events and things to do.

Nantucket Festival of Trees 2019

The Nantucket Festival of Trees takes place on December 5 and is the official kick-off to the Christmas Stroll weekend. There is a preview party at the Nantucket Whaling Museum and the lights displays stay up throughout the holiday season.

Community members and groups decorate the trees, and you can view them daily from 10 a.m. - 4 p.m. until the end of December. 

2019 Christmas Stroll on Nantucket

The Christmas Stroll is what changed the state of the holidays on the island, and is not to be missed! Over time it has become a tradition for locals and tourists alike to get in the Christmas spirit. The Christmas Stroll takes place on December 6-8, 2019.

As you meander through the historic streets of Nantucket, you'll find holiday performances, craft shows, dinner specials at restaurants, and more.  You may even see Santa when your shopping on Main Street or having a drink at your favorite island spot!

Book Nantucket Vacation Rentals This Holiday Season

Our Nantucket vacation rentals are perfect for families and large groups where everyone can have their own space. A few of our homes closest to Nantucket Downtown Historic District include 14 New Mill Street26 Pleasant Street, 27 North Beach Street, and 27 1/2 North Beach Street.  27 and 27 1/2 North Beach Street can be rented together, creating a perfect space for extra-large groups. 

Browse All Nantucket Vacation Rentals