South Boston Christmas Events & Things to Do 2025

Your complete guide to the best christmas events in South Boston and surrounding areas

South Boston rings in the festive season with neighborhood warmth centered on the SoWa district and Castle Island. The SoWa Winter Festival anchors community holiday activities with local makers, seasonal shopping, and bright Holiday lights throughout December. Enjoy things to do like winter festivals, festive gatherings, and family-friendly events as neighborhood streets host seasonal performances and markets during the holiday season.

Find the best South Boston Christmas happenings this year!

South Boston Christmas Events

All Christmas Events Within 25 Miles of South Boston

South Boston Christmas Markets and Shopping

SoWa Winter Festival (Boston, MA)

πŸ’° $$
πŸ“ SoWa Power Station
550 Harrison Ave, Boston, MA 02118

Step into a winter wonderland at the 10th annual SoWa Winter Festival. This vibrant event transforms the historic Power Station into a festive marketplace, featuring over 100 local vendors offering unique handmade art, holiday gifts, and specialty foods. Enjoy live music, delicious cocktails, and a lively atmosphere perfect for finding...

Dedham Junior Women's Club Craft Fair (Dedham, MA)

β€’ 9 mi from South Boston πŸ’° $
πŸ“ Dedham Middle School
70 Whiting Ave, Dedham, MA 02026

Discover a treasure trove of handcrafted goods at the 41st annual Dedham Junior Women's Club Craft Fair. Over 80 juried artisans will showcase their unique creations, including jewelry, clothing, home decor, and children's items. Enjoy a festive shopping experience with food and snacks available, and support a great cause as...

The Holiday Pop-Up at The Venetian (Weymouth, MA)

β€’ 10 mi from South Boston πŸ’° $$
πŸ“ The Venetian
909 Broad Street, Weymouth, MA 02189

Step into a winter wonderland at The Venetian Weymouth's Holiday Pop-Up, returning for its third year. The entire restaurant is transformed into a dazzling spectacle with thousands of ornaments, lush greenery, and sparkling lights, creating an unforgettable dining experience. Guests can savor delicious Italian cuisine, including a special 3-course holiday...

Wellesley Marketplace (Wellesley, MA)

β€’ 12 mi from South Boston πŸ’° $$
πŸ“ Wellesley High School
50 Rice Street, Wellesley, MA

Discover unique holiday gifts and local treasures at the Wellesley Marketplace, a beloved one-day event now in its 47th year. Shop from over 200 local businesses offering jewelry, home goods, apparel, and festive foods. Enjoy VIP early access and support community scholarships and grants with your purchases.

Dickens Holiday Marketplace and Craft Fair (Reading, MA)

β€’ 14 mi from South Boston πŸ’° FREE
πŸ“ RMHS

Step back in time at the Dickens Holiday Marketplace and Craft Fair, a festive event transforming the RMHS Main Street hallway into a winter wonderland. Discover unique treasures from over 50 artisan vendors, enjoy the sounds of strolling carolers and live musical performances, and immerse yourself in the holiday spirit...

Marblehead Christmas Walk (Marblehead, MA)

β€’ 15 mi from South Boston πŸ’° $$
πŸ“ Marblehead

Discover the warmth of the holiday season at the 54th Annual Marblehead Christmas Walk. This signature New England event transforms the historic town into an enchanting winter wonderland. Enjoy a festive weekend featuring preview shopping, a tree lighting ceremony, Santa's unique arrival by lobster boat, a vibrant parade, an artisan...

Danvers Historical Society Parade of Trees (Danvers, MA)

β€’ 17 mi from South Boston πŸ’° $$
πŸ“ Danvers Historical Society
11 Page St, Danvers, MA 01923

Experience the festive spirit at the Danvers Historical Society's annual Parade of Trees. This cherished event invites the community to support local history preservation through sponsorships and donations. Discover beautifully decorated trees and learn about the rich cultural heritage of Danvers.

West Acton Village Holiday Stroll (Acton, MA)

β€’ 22 mi from South Boston πŸ’° $
πŸ“ West Acton Village

Experience the magic of the West Acton Village Holiday Stroll! This festive event invites you to explore local businesses offering special deals, participate in a village-wide hunt for prizes, and enjoy the sounds of carolers. Meet Santa Claus and enter a raffle for a chance to win a special basket....

A Wreath of Franklin (Franklin, MA)

β€’ 25 mi from South Boston πŸ’° $$
πŸ“ THE BLACK BOX Theater

Experience the magic of the holidays at Franklin's second annual 'A Wreath of Franklin' event. This festive initiative celebrates local talent and small businesses with an indoor artisanal market at the BLACK BOX Theater. Browse handcrafted goods, vote for community-decorated wreaths, and enjoy a joyful community atmosphere.

Hudson Holiday Stroll (Hudson, MA)

β€’ 27 mi from South Boston πŸ’° FREE
πŸ“ Downtown Hudson

Get ready for the annual Hudson Holiday Stroll, a beloved community event that lights up downtown Hudson. This festive gathering invites residents and visitors to immerse themselves in the holiday spirit with a delightful evening stroll. While specific activities for 2025 are yet to be fully detailed, past events have...

Middle Street Walk (Gloucester, MA)

β€’ 27 mi from South Boston πŸ’° $
πŸ“ Middle Street

Step back in time at the Middle Street Walk, a cherished holiday tradition. Explore historic churches and buildings, browse local crafts, and enjoy festive food. Highlights include a Gingerbread House Contest, live music, horse-drawn hay rides, and a unique Lobster Trap Tree lighting ceremony. It's a day of community, history,...

South Boston Christmas Movies, Theater and Entertainment

The Nutcracker (Boston, MA)

πŸ’° $$$
πŸ“ Citizens Opera House
539 Washington Street, Boston, MA 02111

Boston Ballet presents Mikko Nissinen's The Nutcracker, a breathtaking holiday spectacle. Journey with Clara on Christmas Eve through a magical world filled with dancing bears, a growing Christmas tree, and an epic battle with the Mouse King. This production features technically challenging choreography, stunning sets and costumes, and the enchanting...

Andrea Bocelli Concert (Boston, MA)

πŸ’° $$$
πŸ“ TD Garden
100 Legends Way, Boston, MA 02114

Prepare for an unforgettable evening with the world-renowned tenor, Andrea Bocelli, as he graces the stage at TD Garden. Bocelli will perform a captivating selection of music, including cherished holiday songs from his chart-topping album 'A Family Christmas,' alongside his most beloved arias and crossover hits. This concert promises an...

Midwinter Revels: A Scandinavian Story for Christmas (Cambridge, MA)

πŸ’° $$$
πŸ“ Sanders Theatre
45 Quincy Street, Cambridge, MA

Discover the magic of 'Midwinter Revels: A Scandinavian Story for Christmas,' a cherished holiday tradition. This captivating production weaves together festive Scandinavian songs and dances with an enchanting story inspired by Gregory Maguire's 'Matchless.' Experience the warmth and light of a tale set on a northern island, brought to life...

Community Messiah Sing (Wellesley Hills, MA)

β€’ 12 mi from South Boston πŸ’° FREE
πŸ“ UU Wellesley Hills
309 Washington Street, Wellesley Hills, MA 02481

Experience the grandeur of Handel's Messiah at the annual Community Messiah Sing hosted by UU Wellesley Hills. This beloved event welcomes everyone from the congregation and surrounding community to join in song or simply enjoy the performance. Featuring professional soloists and a chamber orchestra, with music director Suzie Cartreine conducting...

A Christmas Carol Trolley Tour (Salem, MA)

β€’ 15 mi from South Boston πŸ’° $$$
πŸ“ Timeless Life Treasures
68 Wharf Street, Salem, MA 01970

Step aboard the Salem Trolley for a unique and interactive performance of Charles Dickens' 'A Christmas Carol.' This beloved holiday classic is brought to life in a humorous and whimsical way, offering a completely unexpected experience as you ride along with Scrooge. Now in its 39th season, this show sells...

Squirrel Nut Zippers Christmas Caravan 2025 (Beverly, MA)

β€’ 17 mi from South Boston πŸ’° $$
πŸ“ The Cabot
286 Cabot Street, Beverly, MA 01915

Get ready for a joyous and raucous holiday celebration as the Squirrel Nut Zippers bring their Christmas Caravan Tour to town. They deliver a unique musical experience, blending festive hits with their signature sound inspired by early 20th-century jazz and folk music. Prepare for an unforgettable night that captures the...

A Christmas Carol at North Shore Music Theatre (Beverly, MA)

β€’ 19 mi from South Boston πŸ’° $$
πŸ“ North Shore Music Theatre
54 Dunham Road, Beverly, MA 01915

Step into the holiday spirit with North Shore Music Theatre's 35th anniversary production of 'A Christmas Carol.' This beloved musical ghost story follows Ebenezer Scrooge on a transformative journey, featuring dazzling special effects and traditional carols. It's a timeless tale of redemption and the true meaning of the season, perfect...

The Nutcracker (Franklin, MA)

β€’ 25 mi from South Boston πŸ’° $$
πŸ“ Franklin Performing Arts Company

Step into a world of enchantment with The Nutcracker, a timeless holiday ballet. This spectacular production features dazzling choreography, exquisite costumes, and the iconic Tchaikovsky score performed live by a professional orchestra. Follow Clara's magical adventure as she journeys through a winter wonderland to the Land of Sweets, encountering dancing...

A Christmas Carol at Merrimack Repertory Theatre (Lowell, MA)

β€’ 25 mi from South Boston πŸ’° $$
πŸ“ Merrimack Repertory Theatre
50 East Merrimack Street, Lowell, MA 01852

Immerse yourself in the magic of the holiday season with Merrimack Repertory Theatre's production of 'A Christmas Carol.' This beloved classic tells the transformative story of Ebenezer Scrooge, brought to life by talented actors in a captivating stage performance. It's a perfect outing for families and anyone looking to embrace...

The Gentlemen Songsters Holiday Cabaret (Lowell, MA)

β€’ 25 mi from South Boston πŸ’° FREE
πŸ“ Mt Pleasant Golf Club
141 Staples Street, Lowell, MA 01851

Experience the joy of the holiday season with The Gentlemen Songsters Holiday Cabaret. This special performance promises a delightful afternoon of festive music and vocal harmonies, perfect for getting into the holiday spirit. Join them for an enchanting musical celebration.

South Boston Christmas Light Displays

SOLSTICE: Reflections on Winter Light (Cambridge, MA)

β€’ 6 mi from South Boston πŸ’° $$
πŸ“ Mount Auburn Cemetery
580 Mount Auburn Street, Cambridge, MA 02138

Step into a world of wonder at SOLSTICE: Reflections on Winter Light, an annual event transforming Mount Auburn Cemetery into an illuminated wonderland. Wander through captivating outdoor light and sound artworks, and find a moment of peace indoors with live music and candle lighting. It's a perfect opportunity to reflect...

Weymouth Christmas Tree Lighting & Holiday Festival (Weymouth, MA)

β€’ 10 mi from South Boston πŸ’° FREE
πŸ“ Town Hall/Amphitheater
75 Middle Street, Weymouth, MA 02189

Join the Town of Weymouth for their annual Christmas Tree Lighting & Holiday Festival. This beloved event brings the community together to celebrate the start of the holiday season with festive cheer, entertainment, and activities for all ages.

Deck The Halls Holiday Celebration at Hammond Castle Museum (Gloucester, MA)

β€’ 25 mi from South Boston πŸ’° $$
πŸ“ Hammond Castle Museum
80 Hesperus Avenue, Gloucester, MA 01930

Step back in time this holiday season at Hammond Castle Museum's 7th annual 'Deck The Halls' celebration. Explore rooms transformed with festive trees, twinkling lights, and elegant dΓ©cor, each with a unique holiday theme. Discover playful elves, nutcracker guards, and even menorahs honoring Hanukkah. For an extra magical experience, join...

South Boston Christmas Food, Drink and Parties

Doubletree Hilton Danvers Hoppin' New Year's Eve Party (Danvers, MA)

β€’ 19 mi from South Boston πŸ’° $$$$
πŸ“ DoubleTree by Hilton Hotel Boston North Shore

Ring in the New Year with a spectacular celebration at the Doubletree Hilton Danvers. This 'Hoppin' New Year's Eve Party' promises an unforgettable night filled with music, dancing, and festive cheer. Guests can expect a delightful dining experience and a vibrant atmosphere to welcome the upcoming year in style.

South Boston Other Christmas Activities

First Night Boston (Boston, MA)

πŸ’° FREE
πŸ“ City Hall Plaza

First Night Boston is a cherished New Year's Eve tradition offering a spectacular celebration of arts and community. Attendees can enjoy live music, dazzling fireworks, intricate ice sculptures, and a vibrant parade. This free, family-friendly event transforms the city into a festive hub with diverse performances across multiple venues, welcoming...

First Light 2025 (Brookline, MA)

πŸ’° FREE
πŸ“ Coolidge Corner

Join the annual First Light celebration in Brookline, a vibrant event designed to bring the community together and highlight local businesses. Experience live performances throughout Coolidge Corner, participate in exciting giveaways, and admire the festive window decorating contest. It's the perfect way to kick off the holiday season with community...

St. Augustine School North Pole Express (Woburn, MA)

β€’ 14 mi from South Boston πŸ’° $$
πŸ“ Anderson Woburn Transportation Center
Atlantic Avenue, Woburn, MA

Embark on a magical journey aboard the North Pole Express, a festive train adventure that sold out last year! This enchanting experience departs from the Anderson Woburn Transportation Center, offering a delightful escape filled with holiday music, entertainment, and a live retelling of 'The Night Before Christmas.' Don your favorite...

Winter Holiday Celebrations at The Old Manse (Concord, MA)

β€’ 18 mi from South Boston πŸ’° $$
πŸ“ The Old Manse

Step back in time at The Old Manse for a captivating holiday tour. This historical colonial home is beautifully transformed for the season, offering an enchanting journey through New England's festive traditions. Discover the magic of Christmas as it was celebrated during the Hawthornes' time, blending rich history with unforgettable...

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