The 25 Best Holiday and Christmas Markets in Boston 2026

The holidays are here and shopping for loved ones is high on everyone’s to-do list. This year, shop small businesses to find unique gifts and support the local economy. At these pop-up holiday markets you can find a huge selection of goods all in one place, plus plenty of extra amusements. Grab a hot chocolate and let the window shopping begin! by Celina Colby Markets listed chronologically.  1)<a href="https://joyraft.com/event/the-holiday-market-at-snowport-2023-boston-seaport-395741"> The Holiday Market at Snowport</a> When: Open daily, Friday 11/6–Sunday 12/27 Where: Seaport Info: One of the most exciting parts of Snowport, Seaport’s annual winter wonderland, is the extensive market of local businesses that you can shop the whole month of December. There are more than 125 shops represented so you can find goodies for even the pickiest relatives. 2)<a href="https://joyraft.com/event/11th-annual-sowa-christmas-market-november-20-december-27-boston-1046765"> </a><a href="https://joyraft.com/event/the-arsenal-holiday-bazaar-watertown-1047814">The Arsenal Holiday Bazaar</a> When: Saturday 11/14–Sunday 11/15 Where: Watertown Info: The Brighton Bazaar team is bringing its first-ever holiday market to Arsenal Yards, where more than 50 small local businesses will pop up in Bond Square selling art, vinyl, vintage, and more. Shop to vinyl DJ sets, then grab a bite at one of 20+ restaurants nearby. Admission and parking are free, and the market runs rain or shine. 3) <a href="https://joyraft.com/event/11th-annual-sowa-christmas-market-november-20-december-27-boston-1046765">11th Annual SoWa Christmas Market</a> When: Tuesday 11/20– Sunday 12/27 Where: South End Info: More than 100 local makers are back at the SoWa Power Station with handmade gifts and seasonal treats. Grab a bite from more than 15 food vendors, catch live music at the Sleigh Bar, ride the mechanical bull at Thursday Country Nights, and snap photos with Santa and the Grinch on select days. 4) <a href="https://joyraft.com/event/boston-thanksgiving-market-harbor-festival-boston-1047712">Boston Thanksgiving Market &amp; Harbor Festival</a> When: Friday 11/20–Sunday 11/22 Where: North End Info: Get a head start on holiday shopping at this three-day waterfront festival in Christopher Columbus Park. Browse handmade crafts, jewelry, boutique fashion, home décor, and specialty foods from local artisans and small businesses. Live music, food vendors, and family-friendly activities round out the day, all with harbor views. 5) <a href="https://joyraft.com/event/stocking-stuffer-holiday-market-everett-1047051">Stocking Stuffer Holiday Market</a> When: Saturday 11/21 Where: Everett Info: Bring your pup to Whoville at New England’s first dog bar, where an indoor dog park and full-service bar make for the coziest holiday shopping trip. Browse gifts from local vendors, sip mulled wine and seasonal cocktails, and grab a festive treat while your four-legged friend makes new pals. 6) <a href="https://joyraft.com/event/holiday-maker-market-boston-1047138">Holiday Maker Market at Marzae Cellar + Provisions</a> When: Sunday 11/22 Where: Downtown Info: Massachusetts’ only natural winery kicks off the season with a curated market of New England makers inside Boston Public Market. Sample and shop small-batch goods like Wicked Bess cocktail and mocktail mixers, Red Kettle Kimchi, and Maine Garum Co.’s fish sauce, all with a glass of natural wine in hand. Admission is free. 7) <a href="https://joyraft.com/event/boston-women-s-holiday-market-at-warehouse-xi-somerville-1047372">Boston Women’s Holiday Market at Warehouse XI</a> When: Sunday 11/22 Where: Union Square Info: You’re bound to find gifts for everyone on your list at this marketplace of more than 30 woman-owned businesses in Greater Boston. Browse handmade jewelry, ceramics, candles, art, skincare, and gourmet treats, all with free entry. Arrive early to hunt for one of five Golden Tickets hidden around the venue, each good for a $50 shopping spree. 8) <a href="https://joyraft.com/event/kilroy-square-holiday-market--3-quincy-1048214">Kilroy Square Holiday Market</a> When: Friday 11/27–Sunday 11/29 and Friday 12/4–Sunday 12/6 Where: Quincy Info: The Quincy Chamber of Commerce brings two weekends of holiday shopping to Kilroy Square, with a rotating lineup of local makers selling jewelry, pottery, candles, soaps, and pet treats inside a heated tent. Grab baked goods and coffee in the gallery, hit the food trucks outside, and stop by on Sunday 11/29 from 1-3pm for a visit with Santa. 9) <a href="https://joyraft.com/event/bow-market-small-business-saturday-somerville-1048131">Bow Market Small Business Saturday</a> When: Saturday 11/28 Where: Union Square Info: Keep it small and local at Bow Market’s annual Small Business Saturday celebration. Shop the maker market curated by Tiny Turns Paperie, score retail and food and drink specials from Bow Market businesses, and take on the “shop small, win big” prize challenges. Admission is free, but an RSVP is requested. 10)<a href="https://joyraft.com/event/boston-public-market-holiday-pop-up-market-boston-1047948"> Boston Public Market Holiday Pop-up Market</a> When: Saturdays &amp; Sundays 11/28–12/13, then daily 12/14–12/24 Where: North End Info: Shop local all season long at Boston Public Market, where a rotating lineup of New England makers, food producers, and small businesses pops up alongside the market’s year-round vendors. Pick up handmade gifts and specialty goods, and stock up on local ingredients for your holiday gatherings. New vendors join throughout the season, so each visit has something new. 11) <a href="https://joyraft.com/event/boston-women-s-holiday-market-at-the-armory--3-somerville-1047373">Boston Women’s Holiday Market at The Armory</a> When: Sunday 11/29 Where: Somerville Info: Keep the Small Business Saturday spirit going at this market, where more than 30 women makers fill two floors of the historic Arts at the Armory. Shop handmade jewelry, skincare, apparel, home decor, and sweet treats, with free entry and no lines. Before you go, enter by 11/20 for a chance to win a $50 gift card to use at the market. 12) <a href="https://joyraft.com/event/sip-shop-at-cambridgeside-cambridge-1048192">Sip &amp; Shop at CambridgeSide</a> When: Thursday 12/3 Where: East Cambridge Info: Make a night of holiday shopping at CambridgeSide’s Sip &amp; Shop Holiday Market, where you can browse local vendors with a festive cocktail or glass of wine in hand. Sign up for the holiday wreath-making workshop to get crafty, or just soak up the seasonal vibes with friends. Admission is free. 13) <a href="https://joyraft.com/event/beacon-hill-holiday-stroll-and-tree-lighting-2023-boston-437210">Beacon Hill Holiday Stroll and Tree Lighting</a> When: Thursday 12/4 Where: Beacon Hill Info: Stroll down Charles Street in Beacon Hill taking in the holiday decor and shopping at the local businesses that line the historic road. Stay for the tree lighting at Charles St &amp; Mt Vernon St at 7pm. 14) <a href="https://joyraft.com/event/christkindlmarkt-german-holiday-market--4-boston-1047845">Christkindlmarkt – German Holiday Market</a> When: Saturday 12/5 Where: Allston Info: Join the German International School Boston for an authentic German-style holiday market complete with a petting zoo, live caroling, family portraits, sweet treats, and, of course, local vendors selling special gifts.  15)<a href="https://joyraft.com/event/open-newbury-street-holiday-stroll-2026-boston-1047994"> Open Newbury Street Holiday Stroll</a> When: Sunday 12/6 Where: Back Bay Info: For one Sunday only in December, Newbury Street will shut down to car traffic so holiday shoppers can roam the stretch and pick up gifts stress-free. Grab a hot chocolate and prepare to encounter plenty of live performances and unique street vendors.  16) <a href="https://joyraft.com/event/holiday-market--5-jamaica-plain-1047511">Winter Market at Sam Adams Brewery</a> When: Sunday 12/6 Where: Jamaica Plain Info: The Sam Adams Boston Brewery is turning into a winter wonderland filled with local vendors selling handcrafted gifts, artisanal goods, and seasonal treats. Shop to live music while you sip exclusive holiday releases. Try Imperial Roast, a coffee brown ale made with Stay Awhile Coffee, or Merry Maker Reserve, a gingerbread stout aged in Boston Harbor Distillery barrels. 17) <a href="https://www.thebostoncalendar.com/events/10th-annual-union-square-holiday-stroll">Union Square Jingle &amp; Holiday Stroll</a> When: Saturday, 12/6 Where: Union Square Info: Union Square comes to life at this time of year in a wave of holiday decorations and festive light displays. Enjoy them all during the Holiday Stroll and shop local businesses along the way. While you’re at it enter to win a cash prize. 18) <a href="https://joyraft.com/event/the-south-end-holiday-stroll-returns-on-december-9-70-businesses-holiday-cheer-and-the-jolly-trolley-boston-1048202">South End Holiday Stroll</a> When: Wednesday 12/9 Where: South End Info: One of Boston’s favorite neighborhood holiday traditions is back, with more than 70 South End shops, restaurants, and arts spaces staying open late for one festive evening. Stroll at your own pace for seasonal bites and drinks, pop-ups, and exclusive offers, and keep an eye out for the Jolly Trolley. 19) <a href="https://joyraft.com/event/harvard-square-holiday-fair--11-cambridge-1048113">Harvard Square Holiday Fair</a> When: Friday 12/11–Sunday 12/13 and Friday 12/18–Sunday 12/20 Where: Harvard Square Info: Now in its 41st year, the original “rock and roll holiday fair” returns to the lower level of the Crimson Galleria for two weekends of shopping. Meet New England craftspeople and world-traveling importers selling original, affordable gifts, all to a great soundtrack that brings back the spirit of old Harvard Square. Admission is free. 20) <a href="https://joyraft.com/event/cultural-survival-bazaar--15-boston-1046389">Cultural Survival Bazaar</a> When: Saturday 12/12–Sunday 12/13 Where: South End Info: Support and learn about Indigenous artists at the Cultural Survival Bazaar at the Cyclorama at the Boston Center for the Arts. You’ll find handmade crafts, jewelry, clothing, and more from dozens of countries, plus you can enjoy live cultural performances.  21) <a href="https://joyraft.com/event/canal-district-kendall-winter-market-cambridge-1047643">Canal District Kendall Winter Market</a> When: Saturday 12/12, 11am–4pm Where: Kendall Square Info: Glide into the season with free ice skating, professional skate shows, and photos with Santa and friends at this festive winter market. Shop local vendors for unique gifts, grab seasonal treats, make holiday crafts, and catch live entertainment. 22) <a href="https://joyraft.com/event/2026-black-business-holiday-marketplace-cambridge-1047645">2026 Black Business Holiday Marketplace</a> When: Saturday 12/12–Sunday 12/13 and Saturday 12/19–Sunday 12/20 Where: Harvard Square Info: Celebrate the season and support local Black-owned businesses at the 5th annual marketplace hosted by the Cambridge-Somerville Black Business Network. Browse dozens of vendors selling handcrafted gifts, soaps, sauces, bags, jewelry, and more, with live entertainment all weekend long. 23) <a href="https://joyraft.com/event/station-street-studios-holiday-market-weekend-1-brookline-1028291">Station Street Studios Holiday Market</a> When:<a href="https://joyraft.com/event/opening-reception-station-street-studios-holiday-market-brookline-1028293"> </a>Saturday 12/12–Sunday 12/13 and Saturday 12/19–Sunday 12/20 Where: Brookline Info: ArtsBrookline and Station St. Studios open their doors for an annual holiday market in Brookline Village. Shop fine art, prints, apparel, crafts, jewelry, and more from independent artists, and kick things off at the<a href="https://joyraft.com/event/opening-reception-station-street-studios-holiday-market-brookline-1028293"> opening reception</a> on Friday 12/11 from 5-9pm. 24) <a href="https://joyraft.com/event/holiday-market-pottery-art-sale-open-studio-show-cambridge-1047918">Holiday Market, Pottery &amp; Art Sale, and Open Studio Show at The Clay Table</a> When: Saturday 12/12–Sunday 12/13  Where: Central Square Info: Shop handmade pottery, artwork, and one-of-a-kind gifts from local artists at this Cambridge clay studio. Get your hands dirty with clay activities, take a studio tour, and enter the raffle for a chance to win a pottery class. 25) <a href="https://joyraft.com/event/the-west-end-museum-holiday-market-boston-1047767">The West End Museum Holiday Market</a> When: Sunday 12/13 Where: West End Info: Meet local craftspeople and find unique gifts at this cozy indoor neighborhood market, with vendors selling original paintings, photography, crochet crafts, books, and more. Celebrate National Hot Chocolate Day with a free cup, then explore the museum’s exhibit on the West End Branch Library, which hosted interfaith holiday parties nearly a century ago. OUTSIDE OF THE CITY 26) <a href="https://joyraft.com/event/the-holiday-shoppes-at-tuscan-village-winter-wonderland-outdoor-holiday-marketplace-salem-1048218">The Holiday Shoppes at Tuscan Village</a> When: Friday 11/6–Thursday 12/24 Where: Salem, NH Info: Tuscan Village turns into a winter wonderland with an outdoor marketplace of 40+ local crafters and artisans. Sip a holiday cocktail at the Sam Adams Pavilion, sample imported seasonal treats inside Tuscan Market, and don’t miss the Saturday 11/21 tree lighting, with photos with Santa and the lighting of a 55-foot Christmas tree.

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