Holidays on Cape Cod at Wequassett
Experiences Overview
November to December
The holiday season brings a special kind of magic to Pleasant Bay. At Wequassett, twinkling lights, cherished traditions and festive gatherings set the scene for a Cape Cod Christmas. Decorate gingerbread houses with family, gather for the annual tree lighting, explore the Merry Market and watch fireworks illuminate the waterfront. From Christmas Eve dinner at twenty-eight Atlantic to welcoming the New Year by the bay, celebrate the season with time together and traditions to treasure.
December 4 – 6
Stay for the Merry Market Weekend
Celebrate the season with a festive weekend at Wequassett. Arrive to a Christmas tree in your guestroom, then enjoy cherished holiday traditions, from the Tree Lighting Celebration and Gingerbread House Decorating Party to Saturday’s Merry Market and fireworks over the water. Your stay includes a gingerbread house to decorate on Friday, a fireside s’mores kit and an $80 food and beverage credit. On Sunday morning, gather for our Jingle & Jammie Breakfast before a leisurely 1 p.m. checkout. Bookable until December 4.
December 4 & 5
The Tree Lighting and Merry Market
The holidays begin with the glow of the tree lighting beside Pleasant Bay. Join us Friday at 4:30 p.m. by the Main Fountain for festive carols, hot cocoa and the lighting of the Christmas tree. On Saturday, wander the Merry Market in the Outer Bar from 1 to 5 p.m., browse local makers’ wares and visit with Santa at 3 p.m. As evening falls, gather along the waterfront for fireworks over the bay at 5:15 p.m.
Holiday Traditions at Wequassett
November 28, December 4 & 19
Gingerbread House Parties
Gather in the Waterfront Pavilion to decorate gingerbread houses with frosting, sprinkles and holiday cheer. Enjoy hot cocoa and a children’s buffet as little builders bring their creations to life.
December 6, 13 & 20 | 7-11AM
Jingle Jammie Brunch
Make Sunday mornings a little more festive with holiday breakfast favorites and pajamas encouraged. Join us December 6, 13 or 20, with a special holiday guest visiting tables from 8 to 10 a.m. Breakfast is served from 7 to 11 a.m.
November 19 & December 3 | 5-7PM
Chunky Blanket Class
Create something cozy to take home for the holidays with South Shore Blanket Co. Learn to craft a chunky knit blanket by hand, no knitting needles required, and leave with a new favorite for chilly winter evenings.
Saturday, December 19 | 10AM-1PM
Merry Mahjong
Celebrate the season with a festive morning of American Mahjong, hosted by Jen and Erin of The Mahjmont Society. Enjoy a relaxed morning of play, holiday brunch, a specialty cocktail or mocktail, and a thoughtful take-home gift overlooking Pleasant Bay. Designed for players familiar with American Mahjong fundamentals, reservations are required and space is limited.
Friday, December 18 | 6-7:30PM
Nantucket Bracelet Making
Experience the tradition of Nantucket Lightship Basket weaving with artisan Abby Fisher of Fisher Nantuckets. In this hands-on workshop, discover the heritage behind this distinctive craft while learning classic weaving techniques to create your own ½-inch Nantucket bracelet, finished with acrylic end caps of your choice.
Celebrate in Style
Make it a Cape Cod Christmas
From the glow of the Tree Lighting to fireworks over Pleasant Bay, the holidays are filled with traditions worth making time for at Wequassett. Join us for Merry Market Weekend, December 4–6, with festive gatherings, seasonal celebrations and a Christmas tree waiting in your guestroom. Or welcome the year ahead with our Celebrate the New Year package, featuring an overnight stay for two, New Year’s Eve dinner and gala, and New Year’s Day brunch.
View Holiday Offers
Christmas on Cape Cod FAQs
Everything you need to know before planning your holiday stay at Wequassett.
Celebrate the season with festive gatherings, family traditions and special dining experiences throughout the resort.
- Mahjong: Wednesdays, November 4, 11 and 18, and December 2 and 9, from 6 to 8 p.m.
- Chunky Blanket Classes: November 19 and December 3
- Gingerbread House Parties: November 28, December 4 and December 19
- Tree Lighting Celebration: Friday, December 4, at 4:30 p.m.
- Merry Market: Saturday, December 5, from 1 to 5 p.m., followed by fireworks at 5:15 p.m.
- Jingle Jammie Brunch: Sundays, December 6, 13 and 20, from 7 to 11 a.m.
- Nantucket Bracelet Workshop: Friday, December 18, 3 to 4:30 p.m. or 6 to 7:30 p.m.
- Christmas Eve Dinner: Thursday, December 24, at twenty-eight Atlantic
- Christmas Day Dining: Friday, December 25, at twenty-eight Atlantic
- New Year’s Eve Celebration: Thursday, December 31
Yes. The Merry Market on Saturday, December 5, welcomes visitors as well as resort guests. It runs from 1 to 5 p.m., with Santa arriving at 3 p.m. and fireworks at 5:15 p.m.. Extra parking is available at Lighthouse Charter School in Harwich, with a shuttle from 2 to 8 p.m..
Yes. Christmas Eve and Christmas Day dining at twenty-eight Atlantic is open to everyone. Reserve through the event pages or by calling (508) 432-5400.
At twenty-eight Atlantic, Christmas Eve features a three-course prix fixe dinner for $125 per adult. On Christmas Day, enjoy a festive buffet for $150 per adult, $75 for children ages 7–12 and $38 for children ages 4–6. Prices are subject to a 20% gratuity and 7% tax.
Yes. Many of Wequassett’s holiday experiences are designed for families to enjoy together. Children can decorate gingerbread houses, join the Jingle Jammie Brunch in their pajamas and take part in the Tree Lighting Celebration. The Merry Market also offers festive shopping, a visit from Santa and fireworks over the bay.
Celebrate the season in nearby Chatham during Christmas by the Sea, Friday to Sunday, December 11 to 13, 2026: a festive weekend of beloved holiday traditions, local shopping and family-friendly festivities. Stroll along Main Street for the Friday evening Christmas Stroll and Tree Lighting, and discover live entertainment and activities around town on Saturday and Sunday. For more ideas, read our guide to five magical experiences to enjoy on Cape Cod over the holidays.
Yes. Wequassett gift cards are available as electronic gift cards or physical cards shipped within the United States. Give the gift of time on Pleasant Bay, from memorable dining experiences to a future Cape Cod getaway. Shop gift cards.