A free, family-friendly holiday event featuring local shopping, artisan vendors, Santa photos, a town tree lighting, and seasonal treats throughout downtown. The event kicks off the holiday season with festive activities and opportunities to support local businesses.

📅 Dec 2, 2026

9th Annual Kringle Mart Holiday Stroll & Town Tree Lighting

📍 North Attleborough, MA• The Preservation Framer

Celebrate the 9th Annual Kringle Mart Holiday Stroll & Tree Lighting! FREE Santa photos, festive shopping & family fun! Dec. 2, 5–8 PM.

📅 Dec 3, 2026

Plates For Change Holiday Benefit at Renaissance

📍 Haverhill, MA• Renaissance Golf Club

A curated evening featuring Seacoast/North Shore restaurant tastings, holiday market & silent auction, all benefiting Plates for Change.

📅 Dec 3, 2026

The Trustees Holiday Market at Castle Hill

📍 Ipswich, MA• Castle Hill on the Crane Estate

Trustees Holiday Market at Castle Hill features unique gifts from multiple Trustees property shops.

📅 Dec 4, 2026 - Dec 6, 2026

2026 Tewksbury Holiday Sip and Shop

📍 Tewksbury, MA• Luna Rossa

Get into the holiday spirit with festive sips, local shopping, and great finds at the 2026 Tewksbury Holiday Sip and Shop!

📅 Dec 4, 2026

CSNDC Holiday Market & Craft Fair

📍 Boston, MA• The Great Hall at Codman Square Health Center

A craft fair for the general public at the in-person CSNDC Holiday Market.

📅 Dec 4, 2026 - Dec 6, 2026🔁 Recurring

Nantucket Christmas Stroll

📍 Nantucket, MA• Downtown

This Massachusetts Holiday Celebration will have commercial/retail, corp./information, crafts and fine craft exhibitors, and 10 food booths. There will be 1 stage with Regional and Local talent and the hours will be . This event will also include theatre.

🌳 Outdoor

📅 Dec 5, 2026

Shop Local | Market Day - Marshfield MA @ South Shore Buds

📍 Marshfield, MA• South Shore Buds Dispensary Marshfield

Join us for a Market Day with some local artists who will be in with their art for sale. Great ideas for the holidays.

📅 Dec 5, 2026 - Dec 7, 2026

Shutesbury Holiday Shop 2026

📍 Shutesbury, MA• 282 Wendell Rd

Open for just 3 days a year, this magical gift shop features a stunning selection of unique handmade work from over 40 local artists.

📅 Dec 5, 2026🔁 Recurring

Makers Market Presented by Pentucket Arts Foundation

📍 Groveland, MA• Veasey Memorial Park

This Massachusetts Festival will have antique/collectibles, crafts, fine art, fine craft and homegrown products exhibitors, and 1 food booth. There will be Roving Performers with Local talent and the hours will be Sat 9am-2:30pm. This event will also include: kids crafts, raffle, greens/wreath sale, free scavenger hunts for adults/children.

📅 Dec 5, 2026

Batty and Bright

📍 Ware, MA• Workshop13

A casual, fun Gothic Christmas market for the general public.

📅 Dec 5, 2026

Cook the Vineyard: 2026 Holiday Cookie Market

📍 Oak Bluffs, MA• Inkwell Beach Club

Get ready to bake and taste delicious cookies made with Vineyard ingredients at our Holiday Cookie Market!

📅 Dec 5, 2026

Music & Art Show

📍 Brookline, MA• 1386B Beacon St

Come for a great night, featuring the artwork of Brooke Mercuri and the music of dayes. Good vibes and light refreshments provided!

📅 Dec 5, 2026

2026 Holiday Open House and Festive Market

📍 Holyoke, MA• 238 Cabot St

Join us in our halls for music, holiday vendors, and historical fun on December 5th and 6th from 11:00am-2:30pm.

📅 Dec 5, 2026🔁 Recurring

Fall Grotonfest

📍 Groton, MA• Legion Field Common

This Massachusetts Festival will have antique/collectibles, commercial/retail, corp./information, crafts, fine art, fine craft, flea market and homegrown products exhibitors, and 15 food booths. There will be 1 stage with Regional and Local talent and the hours will be Sat 10am-4pm.

⭐ Juried🏠 Indoor🌳 Outdoor

📅 Dec 5, 2026🔁 Recurring

Plymouth Holiday Market

📍 Plymouth, MA• Plymouth Memorial Hall

The Plymouth Holiday Market features over 90 local artisans and makers selling giftable art, designer goods, jewelry, home décor, specialty foods, and more. Food trucks are on site for the full day.

⭐ Juried🏠 Indoor🌳 Outdoor

📅 Dec 5, 2026🔁 Recurring

Blessed Sacrament School Christmas Festival

📍 Walpole, MA• Blessed Sacrament School

This Massachusetts Marketplace Expo will have crafts and fine craft exhibitors, and no food booths. This event will also include story time with santa.

🏠 Indoor

📅 Dec 5, 2026

Crafts at the Complex

📍 Duxbury, MA• Art Complex Museum

Kick off the holiday season at the Art Complex Museum with a curated weekend market featuring ten of the South Shore’s finest craftspeople.

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