Festive Fun: Holiday Things to Do Around Massachusetts

- Wednesday, December 17, 2025
Lallis & Higgins Insurance - Holiday Things to Do Around Massachusetts

Your Guide to Magical Winter Activities in the Bay State

The holiday season in Massachusetts transforms the Commonwealth into a sparkling wonderland of lights, traditions, and community gatherings. Whether you’re a lifelong resident, a recent transplant, or just visiting, there’s an abundance of festive activities to enjoy. Here’s a curated list of top things to do around Massachusetts to make your holidays bright and memorable.

1. Marvel at Glittering Light Displays

ZooLights at Stone Zoo (Stoneham): Experience a dazzling winter wonderland as Stone Zoo is illuminated with thousands of twinkling lights, whimsical animal-themed displays, and visits from Santa.

Bright Nights at Forest Park (Springfield): This drive-through holiday light show is one of New England’s largest, featuring delightful themed sections and displays to enjoy from the comfort of your car.

La Salette Shrine Christmas Festival of Lights (Attleboro): Stroll through 300,000+ lights, folk art nativities, and enjoy hot chocolate at this beloved, free-admission spectacle.

2. Enjoy Historic Holiday Strolls

Boston’s Beacon Hill Holiday Stroll: Wander candlelit cobblestone streets adorned with wreaths, carolers, and window displays in one of Boston’s most picturesque neighborhoods.

Old Sturbridge Village Christmas by Candlelight: Step back in time with 19th-century holiday traditions, horse-drawn rides, chestnut roasting, and a magical tree lighting every evening.

3. Ice Skating and Outdoor Winter Fun

Boston Common Frog Pond: Take part in a classic Boston winter activity by lacing up your skates at this iconic outdoor rink, surrounded by the twinkling city skyline.

Cranmore Mountain Resort (North Conway, just over the border): For ski enthusiasts, day trips to the Berkshires or nearby resorts offer scenic slopes, tubing, and cozy après-ski spots.

4. Holiday Markets and Craft Fairs

SoWa Winter Festival (Boston): Peruse stalls of artisan gifts, gourmet treats, and unique holiday decorations, all in a festive indoor-outdoor market atmosphere.

Harvard Square Holiday Fair (Cambridge): Discover one-of-a-kind handmade crafts, jewelry, and artwork—perfect for everyone on your gift list.

5. Experience Performing Arts and Seasonal Shows

The Nutcracker by Boston Ballet: A holiday classic performed at the Citizens Bank Opera House, perfect for a family tradition or a festive night out.

Holiday Pops by the Boston Symphony Orchestra: Sing along to holiday favorites and enjoy a jubilant performance in beautiful Symphony Hall.

6. Festive Food & Drink Experiences

Holiday Afternoon Tea (Boston’s Taj Hotel or Fairmont Copley Plaza): Warm up with seasonal teas, pastries, and finger sandwiches in elegant surroundings.

Cozy Inns & Restaurants: Book a special meal at a historic New England inn or enjoy festive cocktails and comfort food at local favorites throughout the state.

Don’t Forget: Small-Town Celebrations

From Nantucket’s Christmas Stroll to Stockbridge’s Main Street at Christmas (replicating a famous Norman Rockwell painting), small towns across Massachusetts host parades, caroling, and unique local events that capture the true spirit of the holidays.

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