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Online • Dec 01, 2025

Winter 2025 Holiday Markets for Shopping Local in the Greater Boston Area

Your ultimate roundup of holiday markets, pop-ups, and seasonal happenings in the Greater Boston area—over twenty festive stops through December.

Feature by BAR Editorial

Photo by Alex Pickering. Courtesy of Snowport Holiday Market.

Aerial view of an outdoor holiday market.

Photo by Alex Pickering. Courtesy of Snowport Holiday Market.

Ongoing Pop-Up Markets

Downtown Boston’s Holiday Market
Through December 21, Thursdays–Saturdays, 11am–4pm
10 Summer Street, Boston, MA 02110

Sudbury Art Association Holiday Market
Through December 23, 10am–6pm
29 Hudson Road, Sudbury, MA  01776

Snowport Holiday Market
Through December 28, Various Times
100 Seaport Boulevard, Boston, MA 02210

SoWa Winter Festival
Through December 28, Tuesdays–Sundays, Various Times
SoWa Power Station, 550 Harrison Avenue, Boston, MA 02118

Special Events

#ShopAAPI Holiday Night Market
December 3, 5–8pm
10 St. James Avenue, Boston, MA 02116

Winter Gift Market at Sudbury Holiday Village
December 6, 11am–3pm
Fairbank Community Center, 40 Fairbank Road, Sudbury, MA 01776

Andover Holiday Market
December 6, 12–6pm
South Church Andover, 41 Central Street, Andover, MA 01810

Christkindlmarket – German Holiday Market
December 6, 3–7pm
57 Holton Street, Boston, MA 02134

Boston Women’s Holiday Market
December 6, 7 & 13, Various Times
Three Locations:
The Huntington Theatre, 264 Huntington Avenue, Boston, MA 02115
Prudential Tower, 800 Boylston Street, Boston, MA 02199
Night Shift Brewing, 87 Santilli Highway, Everett, MA 02149

Winter Fest 2025
December 6 & 7, 12–14, 19–30, Various Times
The Yard at Hood Park, 100 Hood Park, Charlestown, MA 02129

Small Mart Holiday Market
December 6 & 20, 11am–4pm
Somerville Theatre, 55 Davis Square, Somerville, MA 02144

Somerville Flea Holiday Markets
December 7 & 21, 10am–4pm
191 Highland Avenue, Somerville, MA 02143

Winter Market at Sam Adams Boston Brewery
December 7, 12–5pm
30 Germania Street, Boston, MA 02130

Roslindale Holiday Market
December 11, 4–8pm
Birch Street Plaza, Birch Street, Roslindale, MA 02131

Ceramics Program, Office for the Arts at Harvard: Winter Show & Sale
December 11–14, 10am–7pm
224 Western Avenue, Allston, MA 02134

Andem Art Studios’ 5th Annual Holiday Show & Sale
December 12–14, Various Times
Station Street Studios, 17 Station Street, Suite 206, Brookline, MA 02445

Harvard Square Holiday Fair
December 12–14 & 19–21, Various Times
Corner of JFK and Winthrop Streets, Cambridge, MA 02138

Canal District Winter Market
December 13, 11am–6pm
650 E Kendall Street, Cambridge, MA 02142

Cambridge Arts Holiday Art Market
December 13 & 14, 12–4pm
650 East Kendall Street, Cambridge, MA 02142

Boston Harbor Distillery: Holiday Sip & Shop
December 14, 12–5pm
12R Ericsson Street, Boston, MA 02112

Small Business Holiday Pop-Up at Project Hustle
December 20 & 21, 11am–4pm
59 Wareham Street, Studio #5, Boston, MA 02118

The Speedway Holiday Stroll
December 20 & 21, 12–5pm
The Charles River Speedway, 525 Western Avenue, Brighton, MA 02135

Recent Articles

Online • SEP 15, 2026

Pulling Up More Chairs and Looking Ahead: News from the BAR Team

by Jameson Johnson

UN-MONUMENT • SEP 25, 2026

Confronting the Ego: The Artist Behind King’s Chapel’s Monument

by Harmonia Rosales

Issue 16 • SEP 22, 2026

Aspen Golann Goes Against the Grain

by Nina MacLaughlin

Placeolder profile picture with a sprial graphic.

BAR Editorial

Team Member

This article includes contributions from Jacqueline Houton, Jameson Johnson, Ava Mancing, Jessica Shearer, Jacquinn Sinclair, Alisa Prince, and Tori Wong.

More Info