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7 Nov 2023
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Trip Planning

Nantucket may be known as a summer destination, but its New England charm shines the brightest 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. The stores and restaurants are open and bustling with sales and holiday deals. Here are some of the events happening during the holiday season that you can enjoy while you're in town! Start planning your Nantucket holiday getaway today!

Nantucket Festival of Trees 2023

The Nantucket Festival of Trees kicks off on November 30th with a preview party and the display lasts through December. The preview party is held at the Nantucket Whaling Museum as the trees come alive with twinkling lights and money is raised for local nonprofits! 

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. This spectacular feast for the eyes is not to be missed so buy your tickets and book your vacation rental today

2023 Christmas Stroll on Nantucket

The Christmas Stroll changed the state of the holidays on the island. 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 1-3, 2023. Encouraging local shopping, this event is a hit with locals and visitors alike as you walk through town and find unique gifts that you can take back to loved ones for the holidays. 

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 you shop on Main Street or have a drink at your favorite island spot!

Shop & Dine Your Way Through Nantucket

Even if you can't make it for the Christmas Stroll, the entire holiday season of Nantucket is so magical. Picture yourself in your own Hallmark movie while scouring boutiques for the perfect Christmas gift or just walk through downtown and admire the extensive effort that goes into all of the Christmas decorating. 

When you're all shopped out, Nantucket has many cozy and delicious eateries to refuel and warm you up. From fine-dining establishments perfect for Christmas date night to comfy cafés offering warm bisques and sandwiches, you can taste your way through Nantucket making new memories that will last a lifetime. 

Book Your Nantucket Vacation Rental 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 are close to Nantucket Downtown Historic District giving you great access to all of the festivities. Enjoy nights by the fireplace talking about Christmases past or play a board game and come up with new tradition. You'll even have access to a fully-equipped kitchen to cook up your favorite holiday meals together!

If you're bringing a large group, check out 13A Western Avenue and 13B Western Avenue to rent together giving you plenty of space! Book your Nantucket vacation rental today!

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