The winter season brings plenty of opportunities to get out on the town for special events or just to find an excuse to gather with close friends. Charlestown and the surrounding area have no shortage of activities to keep you entertained this holiday season.
Save the Date: 7 Holiday Events Near Charleston
1. Christopher Columbus Park Trellis Lighting
Date: November 24
Watch as the beautiful waterfront in Boston is turned into a dazzling display of lights. The 23rd annual event illuminates 260 feet of trellis and 14 trees throughout the park with 50,000 blue lights. The free celebration includes musical performances, appearances by Santa Claus and Rudolph, plus complimentary hot chocolate, cookies, eggnog, and clam chowder for all attendees.
2. Boston Ballet’s Nutcracker
Dates: November 28 to December 28, 2025
This holiday classic is a must-see event for ballet lovers in the Charlestown area. Mikko Nissinen’s production features beloved characters, breathtaking sets, and choreography that has earned it the designation as the “gold standard” by The Boston Globe.
3. Boston Pops Holiday Pops
Dates: December 4 to 7 with various show times
Enjoy Christmas carols like you’ve never heard them, as performed by the Boston Symphony Orchestra. Get cozy with festive classics, along with a traditional sing-along and a special visit from Santa Claus. This beloved holiday tradition has been bringing festive cheer to Boston for years.
4. Winter Fest at Hood Park
Dates: December 6-7, 12-14, 19-30 from 5:00 PM – 9:30 PM (Closed on Christmas Eve & Christmas Day)
This large winter carnival and light festival features something for adults and children. The festival includes an ice castle, Santa’s workshop, an artisan village, and a beer and wine garden for adults to enjoy. With food vendors, social media-worthy installations, and countless twinkling lights throughout The Yard at Charlestown, this is Boston’s premiere destination for creating unforgettable holiday memories.
5. North End Tree Lighting
Date: December 7
Bring the entire family to the Paul Revere Mall to witness the Mayor’s Enchanted Trolley Tour as it continues Boston’s festive tradition of lighting holiday trees throughout the city. This special stop brings holiday cheer and community spirit to one of Boston’s most historic neighborhoods. After the tree lighting ceremony, take advantage of the perfect opportunity to explore the charming, narrow streets of Boston’s Little Italy, browsing trendy boutiques, wine stores, and specialty shops while supporting local businesses.
6. Harvard Square Holiday Fair
Dates: December 12 to 14, December 19 to 21, with various open times
Artisans from around the area come to sell their holiday-themed wares at this popular fair. Browse handcrafted jewelry, unique artwork, and one-of-a-kind seasonal gifts while supporting local makers and finding truly special presents for everyone on your list.
7. Somerville Illuminations Tour
Date: December 12
This month-long celebration of lights features an interactive map that guides visitors through self-guided walking, driving, or biking tours of the city’s most creative and dazzling displays. The Somerville Arts Council curates this showcase of homes and businesses decked out in their holiday best, making it easy to experience the neighborhood’s festive spirit.
Holiday Cannabis Pairings to Match Your Plans
Whether you’re looking for a quiet evening in or an exciting day with friends and family, the Heritage Club has something on our shelves that will complement your winter fun in Charlestown.
Cozy Products for Quiet Winter Evenings
- Camino Deep Sleep Blackberry Dream Gummies: This blend of THC, CBN, and CBD is the perfect mixture for the ultimate wind-down after a long day
- Rove Afghan Skunk Live Resin Cartridge: This indica-dominant strain will provide plenty of relaxation while keeping you focused on the evening’s activities
- Tower Three Butterwolf Pre-Roll: A combination of Peanut Butter Breath and Swamp Thing, this strain offers a sweet, palatable backend with notes of strawberry and grape
- Jeeter Watermelon ZKZ Disposable Vape: Featuring a potent, premium THCA extract, this disposable vape is known for its relaxing, euphoric effects
Festive Weed Products for Gatherings
- Camino Energy THCV Tropical Burst Sour Gummies: Packed with B vitamins, these Sativa-based gummies will provide the energy you need for active gatherings
- Freshly Baked Company’s Red Apple Rush: This 510-threaded cartridge includes terpenes that will provide an uplifted and happy experience that will help to keep the party going
- Tower Three Lemon S’mores Pre-Roll: Perfect for clearing the mind and providing an uplifting but relaxed experience, this pre-roll will keep you focused during gatherings
- Vibe Vapes Warheads Mega Puff Disposable: With a Sativa-dominant hybrid base, this disposable vape provides users with a focused euphoria perfect for having meaningful conversations
Your Heritage Club Connection at 116R Cambridge Street
If you’re ready to enhance your Christmas celebrations with high-quality cannabis products, be sure to stop by The Heritage Club at 116R Cambridge Street. You’ll find the recommendations above, as well as a knowledgeable staff that can help you find something else if those don’t catch your eye.
