Thanksgiving Weekend From Boston to Cape Cod - Main blog image with title text

8 Things To Do Thanksgiving Weekend from Boston to Cape Cod

Thanksgiving brings the warmth of family, delicious feasts, and cherished traditions. But for those who prefer to avoid the chaotic crowds of Black Friday shopping, we’ve got you covered. Whether you’re in the mood for a history-rich outing, a touch of holiday sparkle, or some lighthearted fun, here are eight great ways to spend Thanksgiving weekend from Boston to Cape Cod. From retracing the Pilgrims’ steps to watching sugarplum fairies twirl in The Nutcracker, there’s something for everyone.

Eight Fun Thanksgiving Weekend Activities

1. Annual Lighting of the Pilgrim Monument | Wed, Nov. 26th, 3PM

Retrace the Pilgrims’ footsteps in Provincetown, where they first landed on November 21, 1620. The Pilgrim Monument, built in 1910, stands as a tribute to this significant moment. Join the community as the monument lights up with over 3,000 lights in a dazzling ceremony.

Annual Lighting of the Pilgrim Monument

2. Holidays at Highfield Hall | Nov. 21–Dec 14, Thu–Sun, 10AM–4PM

Experience the holiday season with elegance at Highfield Hall in Falmouth. The historic venue transforms into a sensory delight with festive music, art displays, seasonal treats, and beautifully arranged greenery. Don’t miss the handcrafted art for sale at the Gift Gallery or the model train and crèche exhibits.

3. The Train to Christmas Town | Nov 28–Dec 23

Get into the holiday spirit aboard the Train to Christmas Town. This magical journey, based on the beloved children’s book, brings the story to life with interactive games, character visits, and sing-alongs. Keep an eye out for friendly animal characters hidden throughout the train!

4. Gardens Aglow at Heritage Museum and Gardens | Select Nights, Nov 28–Dec 27, 4:30PM–8PM

Step into a winter wonderland at Heritage Museum and Gardens in Sandwich, where over 10 miles of lights illuminate the grounds. The event also features holiday-themed indoor décor, activities, and beautiful garden displays.Gardens Aglow at Heritage Museum & Gardens, Sandwich, MA

5. A Very Merry Maker’s Market | Nov 29, 11AM-3PM, Dec 3rd 4-7PM, Dec 13th 12-5PM

A Very Merry Maker’s Market, in New Bedford brings together a rotating mix of local creatives—think jewelers, bakers, ceramic artists, woodworkers and more. It’s the perfect stop to shop small, discover unique gifts, and get into the holiday spirit.

6. SoWa Winter Festival | Nov 28- Dec 28th

The SoWa Winter Festival in Boston’s South End is a festive holiday market featuring local artisans, food trucks, and seasonal treats. It’s the perfect spot to shop for gifts, enjoy delicious bites, and soak up the holiday atmosphere.

7. Boston Ballet’s The Nutcracker | Nov 28–Dec 28

Immerse yourself in the timeless magic of The Nutcracker performed by the Boston Ballet. This iconic show, with Tchaikovsky’s enchanting score and stunning choreography, is a perfect holiday tradition.Boston Ballet's The Nutcracker

8. Thanksgiving Dining at Plimoth Patuxet | Nov 27-28

Experience a historically inspired Thanksgiving meal at Plimoth Patuxet (formerly Plimoth Plantation). Enjoy a buffet filled with seasonal dishes and engage in the history of the first Thanksgiving.

Thanksgiving Weekend Fun for All!

Thanksgiving weekend is the perfect time to embrace the festive spirit with a variety of exciting events from Boston to Cape Cod. Whether you’re immersing yourself in history, enjoying holiday lights, or shopping local at holiday markets, there’s no shortage of ways to celebrate. From experiencing the magic of The Nutcracker to a train ride to Christmas Town or exploring a festive artisan market, there’s something for everyone to enjoy and make lasting memories. Start planning your Thanksgiving weekend today!