Nantucket Christmas Stroll
Today's Nantucket

Nantucket Chamber Hosts Stroll December 3-5, 2021

Nearly 50 years ago, the originators of the first Nantucket Christmas Stroll were trying to prevent islanders from traveling to Cape Cod, 30 miles across Nantucket Sound, to do all their holiday shopping.

Rewind to 1973, a year when local merchants kept shops open late the first Friday in December, inviting locals to do all their holiday shopping on-island. That evening, christened as a “Christmas Shoppers Stroll,” was a mere three hours in duration and was a huge success. Shopkeepers entertained shoppers with wine, hot chocolate, tea, mulled cider, fruitcake, and holiday cookies while they perused crafts, books, clothes and wares, and other holiday gift items. In subsequent years, the event grew exponentially, drawing larger crowds until it became a nationally- and, ultimately, internationally-renowned holiday event.

Last year, the annual Nantucket Christmas Stroll was cancelled due to pandemic restrictions, but for 2021, this popular and festive event, now organized by the Nantucket Island Chamber of Commerce, is planned for the weekend of December 3, 4, and 5.

This year’s Nantucket Christmas Stroll, with a theme of “Holiday Traditions,” will feature dozens of decorated holiday trees mounted throughout the downtown area, along with a 20-foot tree at the top of Main Street. All these trees will be lit up at dusk the day after Thanksgiving (Friday, November 26) with a special Illumination ceremony presented by the Nantucket Chamber and led by Nantucket’s Town Crier, with caroling. You might even see US. President Joe Biden at the event, as he is again spending his Thanksgiving holiday on Nantucket Island! The public is invited, and the event will be live-streamed on Facebook and Instagram @ACKChamber.

Some of the downtown tree decorations are tongue-in-cheek, some are commercial displays, some are adorned with ornaments hand-made by island children, and others have themes. One of our favorites this year is the tree Denise of ACK Gift Bags has designed to empower small businesses. Her downtown tree is adorned with cards and items by local small makers, with a theme of kindness, “co-existing, empowering each other. I want to bring people together and bring kindness!  Let’s get along…I know how hard it can be to start a business,” commented Denise.  “With all the people walking by during Stroll, this will give people ideas on what to buy that is local…If one person calls someone who then makes a sale – that is Christmas to me.”

Once again this year, the Nantucket Historical Association is transforming their Whaling Museum into a glittering winter wonderland. Throughout the month of December starting on the 3rd, more than 50 uniquely decorated and crafted trees designed by local businesses, artists, individuals, and non-profit organizations make up the Festival of Trees showcase. For 2021, in addition to the display, the NHA is hosting three Family Nights at the Festival of Trees from 4pm to 6pm on December 10, 14, and 21, featuring live entertainment by local musicians and dancers.

In addition to its longstanding traditional events, the Nantucket Island Chamber of Commerce has announced weekend highlights and activities on Stroll Saturday that include: the sale of 47th Annual Stroll pins and merchandise; Storefront and Tree Decorating Contests; Santa’s Village from 10am to 3 pm featuring food, crafts, and beverages; eclectic entertainment on the Main Street Stage; the arrival by boat of Santa Claus; and special holiday theatre performances of Forever Plaid by Theatre Workshop and A Nantucket Christmas Carol by White Heron Theatre. Island business people are offering cookie decorating, walking tours, book signings, hikes, special sales, concerts, and stroll receptions.

Most of the events will be held on Saturday, December 4, but don’t miss the Santa Pub Crawl on December 5. For exact details, dates, times, and locations, visit and the Insider’s Guide to Nantucket.

Over the decades, the Nantucket Chamber of Commerce has enlarged and improved their Christmas Strolls, but the holiday spirit and feeling of fellowship on the island adds warmth and hospitality to the festivity of the holiday season on Nantucket Island.

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