Boston Holiday Markets
Handmade Gifts & Festive Holiday Shopping Strolls
Boston's festive winter holiday markets pop up around the area in late November and run through December, bringing lots of holiday sparkle and cheer. Twinkling lights, handmade items, seasonal treats, and unique gift ideas await.
- SNOWPORT - Boston Seaport's Holiday Market & Winter Wonderland
- Boston Women's Holiday Markets
- SoWa Winter Festival & Market
- Downtown Crossing Holiday Market
- Somerville Flea Holiday Market
- German International School of Boston Holiday Market
- Harvard Square Holiday Craft Fair
- Arts Wayland's Annual Holiday Marketplace
- Holiday Stroll at Bellforge - Medfield
- Holidays on the Green - Plymouth
- Holiday Marketplace at LexArt
- Sudbury Art Association Holiday Market
- Union Square Holiday Stroll
SNOWPORT - Boston Seaport's Holiday Market & Winter Wonderland
November 7, 2025 - December 28, 2025
Seaport’s highly popular interactive winter wonderland, SNOWPORT, returns. In its fifth year, SNOWPORT offers outdoor play for all ages.
This year’s festivities range from holiday shops to outdoor games and feature over 120 vendors selling apparel, home decor, jewelry, art, and more. Once you’ve finished your shopping, check out one of the 17 booths offering food and beverages.
The Holiday Market at Snowport features more than 120+ small businesses, festive lights, outdoor activities, and a tree market for all of your evergreen needs.
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Photo credit: Boston Seaport by WS by Alexander Pickering
The Holiday Market at Snowport, 100 Seaport Blvd., Boston, is open daily through December 31. Hours through December 10 are Monday through Thursday, 3 to 8 pm, Friday and Saturday, 11 am to 9 pm, and Sunday, 11 am to 8 pm. From December 11 to 31, hours are Sunday through Thursday, 11 am to 8 pm, and Friday and Saturday, 11 am to 9 pm.
SoWa Winter Festival & Market - Boston
November 28 - December 28, 2028
The annual SoWa Winter Festival is back at the historic Power Station in Boston's South End! Shop local, eat, drink, and be merry and bright.
For your holiday shopping pleasure, we’ve assembled 100+ of the region’s best makers, artists, designers, and specialty vendors together under one festive roof for our annual SOWA Winter Festival.
Browse the main floor and enjoy delicious food and drinks, and be sure to venture to the 2nd floor for live music and specialty cocktails designed by some of Boston’s top bartenders!
Arts Wayland's Annual Holiday Marketplace
December 6, 2025
The annual Arts Wayland Holiday Marketplace is back! Dive into the festive spirit at our annual Holiday Marketplace. This year the event will be held from 11 am to 4 pm at the Wayland High School Commons. Explore a winter wonderland of unique gifts and handcrafted treasures from local artisans and vendors and embrace the joy of gifting while supporting local businesses and artists.
Boston Women's Holiday Markets - Boston
November 30, December 6, 7, 13, 2025
Unwrap more than just a gift this holiday season. Send a gift from the new Boston Women's Market Holiday Marketplace and support local women makers and entrepreneurs! From hand-poured candles to snuggle-ready pajamas, gifts that bring us closer await at the following for locations:
- 11/30 – The Armory, 191 Highland Avenue, Somerville
- 12/6 – Huntington Theatre, 264 Huntington Avenue,
- 12/13 – Night Shift Brewing, 87 Santilli Highway, Everett
- 12/20 – Time Out Market, 401 Park Drive, Boston
Downtown Crossing Holiday Market
Late November – late December 2025
Downtown Crossing Holiday Market: Shop at this outdoor holiday village! There will be artisan foods, original jewelry, and works in metal, clay, wood, and fiber handmade by local artisans in Downtown. Santa will be at the Holiday Market Every Day 12pm-2pm.
A curated lineup of artisan vendors are selling handcrafted holiday gems outside Summer Street this holiday season. Expect diverse vendors showcasing unique jewelry, woodcarvings, metal sculptures, food, candles, clothing, and holiday-themed goods. Keep an eye out for carolers too. Find the list of vendors here.
The Downtown Crossing Holiday Market, Summer Street Plaza, 10 Summer St., Boston, will run Saturday, November 29, 2025 - Tuesday, December 2, 2025
Somerville Flea Holiday Market - Somerville
December 7, 2025
For fans of thrift shops and vintage goods, the Somerville Flea Holiday Market is a dream come true. Local artisans come together at the Center for Arts at the Armory, just outside Davis Square, to sell crafts and repurposed wares in a unique holiday shopping experience.
Vendors will offer a variety of vintage finds, including thrifted clothes, vinyl records, art, and accessories. Live music, tasty snacks, and beer and wine make the experience even more enjoyable.
Somerville Flea Holiday Market, 191 Highland Ave., Somerville, will be open December 7, from 10 am to 4 pm.
German International School of Boston (GISB) Holiday Market
December 6, 2025
Join us for a magical day at GISB’s beloved Christkindlmarkt on Saturday, December 7! For one day only, our campus will transform into a festive winter wonderland filled with holiday cheer and fun for the whole family. The GISB Holiday Market will feature traditional food and drink, a book & craft fair with German holiday decor, caroling and festive music, petting zoo, cake & waffles, family portraits, activities for children, and much more!
Harvard Square Holiday Craft Fair - Cambridge
December 12-14 and December 19-21, 2025
The Harvard Square Holiday Fair returns as the undisputed popular favorite and longest-running of the area's annual craft fairs. The fair is a Harvard Square winter highlight drawing thousands of local residents and visitors from across New England.
The bustling two-weekend fair has served the Cambridge community since 1986. A mix of local artisans and vendors from across the globe bring original and affordable handmade gifts.
The fair is juried and includes a changing mix of New England craftspeople and world-traveling importers featuring screen-printed clothing, art, pottery, jewelry, and more.
The market’s sterling reputation draws large crowds every year, so be sure to visit. Admission is free.
Harvard Square Holiday Fair, One Brattle Square, Cambridge, will be open December 12 to 14 and December 19 to 21. The hours on Thursdays and Fridays are noon to 7 pm, Saturdays, 11 am to 7 pm, and Sundays, noon to 6 pm.
Holiday Stroll at Bellforge - Medfield
December 5, 2025
Experience the spirit of the season at the annual Bellforge Holiday Stroll. This festive family event features 30+ artists at three indoor sites, food trucks, carolers, an ice sculpting demonstration, MEMO’s outdoor tree lighting ceremony, and much more in downtown Medfield!
Jingle All the Way to Holidays on the Green - Plymouth
December 7, 2025
Come to The Pinehills in Plymouth MA on Sunday, December 7 from 11 am to 4 pm to kick off your holiday season. We'll have something for the whole family to enjoy.
The ever-popular Holidays on the Green Reindog Parade is back for another year of costumed canines and tail-wagging good times. Dogs from all over New England will be dressed in their best festive holiday apparel to participate in the parade.
Holiday Marketplace at LexArt - Lexington
November 30 - December 24, 2025
LexArt's Annual Holiday Marketplace! Beautifully handcrafted creations in many different mediums made by local fine artists and craftspeople. Find your perfect original, one-of-a-kind gift! Bring the whole family.
Sudbury Art Association Holiday Market
November 18 - December 23, 2025
Sudbury Art Association Holiday Market - Annual Artisan Market happening now! Come shop locally made, fine arts, and crafts. Open daily until December 24th! Unique, hand-crafted gifts at a variety of prices. This year the market will be UPSTAIRS at 39 Union Ave.
Thirty-eight artists and craftspeople will offer a variety of original, one-of-a-kind items. Finely crafted offerings include functional and decorative pottery, jewelry, fiber arts, painting, fine woodworking, glasswork, photography, ornaments, and more.
Union Square Holiday Stroll: Jingle, Sip, Shop, Mingle
December 7, 2025
Join in The Union Square Holiday Stroll, a celebration of Union Square sparkle, discovery, and holiday delight on December 7. Revel in this Union Square neighborhood tradition & enter to win cash prizes!
Bundle up and come on down or snuggle up and shop from home to unwrap Union Square in all its wintry wonderment!
More Ideas for Holiday Family Fun!
Looking for more December events in Boston? Check out our handy guide to winter fun.
Traditional winter activities like Ice Skating and Skiing Near Boston are also popular for families. The holiday season also brings ample opportunity to take in one of many festive holiday performances in Boston, not to mention a myriad of Holiday light displays.
And for more ideas about fun things to do in Boston anytime of year, we have oodles of options for you on our Boston Events calendar.
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Stacey Sao has been the Managing Director of the family-friendly events and activities website, BostonCentral for over 25 years. She continues to enjoy discovering and exploring new places to visit in the Greater Boston area.