Visit Nantucket: 3 Must-Experience Events This Holiday Season

If you want a truly memorable holiday season, there’s no better place to be than Nantucket. Known for its timeless charm and picturesque landscapes, the island becomes a winter wonderland during the Christmas season. At Affordable Rentals, we’ve seen visitors experience the wonders of the holidays on the island for years after providing them with SUV and Jeep rentals to traverse the island. So, why should you pack your bags and head to Nantucket? Here are three local events that make a holiday visit to Nantucket an absolute must.

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1. Annual Christmas Tree Lighting and Community Caroling

When: Friday, November 24th

The holiday season officially kicks off in Nantucket with the Annual Christmas Tree Lighting and Community Caroling event. This enchanting afternoon takes place on the day after Thanksgiving, setting the island aglow in a sea of lights. If you want to experience something that captures the essence of Nantucket traditions and community connection during the holidays, this is the place to be.

Imagine strolling along Main Street as over 150 trees spring to life, illuminating the night. The streets are closed to traffic from 2-6 p.m., allowing you to savor the festive atmosphere without a care in the world. It’s a heartwarming experience to join the community in joyful caroling and feel the holiday spirit in the air.

2. The Yuletide Fair at Nantucket Lighthouse School

When: Saturday, December 2nd

For nineteen years, the Yuletide Fair at Nantucket Lighthouse School has been a cherished community tradition. Held at the White Elephant Ballroom, you can find unique handcrafted Christmas items and heirloom quality gifts. Explore the holiday Bake Shop and enjoy seasonal craft activities for children. It’s a chance to support local artisans and enjoy the warmth of the Nantucket community during this special time of year.

3. The Nantucket Stroll Weekend

When: December 1-3rd

Nantucket’s Stroll Weekend, now in its 49th year, is a holiday extravaganza like no other. This three-day celebration transforms the island into a festival. The highlight? Santa’s arrival via his nautical “sleigh” at noon on Saturday. It’s a sight to behold and a perfect photo-op for the entire family.

Throughout the weekend, you’ll encounter strolling carolers dressed in Victorian garb, adding a touch of old-world charm to the island’s streets. The Magical Talking Tree and a European-style Christmas Marketplace provide entertainment and shopping opportunities for all. Craft shows and holiday craft activities for children make this a family-friendly event that will delight visitors of all ages.

If you’re worried about getting around the island to enjoy all these events, consider a Jeep rental from Affordable Rentals. We also offer SUV rentals, electric car rentals, and more.

Don’t miss out on this opportunity to create lasting memories on Nantucket. Plan your visit today and make the most of the season. For a Jeep or car rental, contact Affordable Rentals at (508) 313-9313 or book a rental online. It’s not too late to witness the island as it comes alive with festivities and goodwill for the holidays.