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Music Festivals in Massachusetts 2025–2026

Attend Your Favorite Music Festivals Across North America

Featured Events

June 7, 2025

wcna.org

in∗∗∗ @ wcna.org
(781) 246-9262
Lower Common - Wakefield, MA

The festival is an annual event on the Wakefield Common, along the shoreline of picturesque Lake Quannapowitt. Craft vendors, local organizations, live entertainment, and great food comprise the day. The festival is organized by the Wakefield Center Neighborhood Association, Inc., (WCNA) as a fundraiser for its many community projects. All proceeds from all WCNA events are earmarked for our town improvement projects.

June 13 - 15, 2025

ssac.org

fe∗∗∗ @ ssac.org
(781) 383-2787
Cohasset Common - Cohasset, MA

The South Shore Arts Festival takes place on historic Cohasset Common, each Father's Day Weekend. The Annual Arts Festival features over 90 juried craft artists, alongside artist demonstrations, children's activities, and musical performances. This is South Shore Art Center's largest fundraising event of the year, and while there is no Admission, we do ask everyone for at least a $5 donation. March 1, Booth Fees Due. June 13-15 70th SSAC Arts Festival.

August 9 - 10, 2025

castleberryfairs.com

This is a VIP Promoter
in∗∗∗ @ castleberryfairs.com
(603) 332-2616
Nauset Regional Middle School - Orleans, MA

Free Admission, Rain or Shine and Friendly Pets on a leash are welcome. Come and meet the Artisans . . . Over 75 booths of juried, American made arts, crafts and specialty foods. Directions: From Route 6 E take Exit 12 onto Route 28. Free Admission, free parking and held rain or shine. Hours Saturday 10-5, Sunday 10-4.

August 16 - 17, 2025

castleberryfairs.com

This is a VIP Promoter
in∗∗∗ @ castleberryfairs.com
(603) 332-2616
Stage Fort Park - Gloucester, MA

Gloucester Harbor will blossom into the colorful annual Gloucester Waterfront Festival. Featuring 250 Booths of American made arts, crafts, food and live music. Pancake breakfast, Lobster bake and Antique Car Show complete this picture perfect New England event. Hours are Saturday 10am-6pm and Sunday 10am-5pm.

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Music Festivals — upcoming

August 15 - 24, 2025

Marshfield Fair

Fairgrounds, Marshfield, MA

Status: Updated 3/23/2025

There will be 2 stages with National and Regional talent. The entertainment will be Bluegrass, Blues, Cajun/Zydeco, Country, Old-time, R & B/Soul, Rock and Roots, and there will be other activities like demo derby, truck pulls, demonstrations.
August 3 - 31, 2025

Sowa Open Market - August

SOWA, Boston, MA

Status: Updated 1/23/2025

There will be Roving Performers with Local talent. The entertainment will be .
September 6, 2025

Codman Estate Fine Arts & Crafts Festival

Codman Estate, Lincoln, MA

Status: Updated 3/26/2025

There will be 1 stage with Regional and Local talent. The entertainment will be Folk, Jazz, Rock, Salsa and World, and there will be other activities like museum tours, food court, musical entertainment.
September 4 - 7, 2025

Franklin County Fair

Franklin County Fairgrounds, Greenfield, MA

Status: Updated 3/11/2025

There will be 1 stage with National and Local talent. The entertainment will be Variety, and there will be other activities like parade, demolition derby, livestock competition.
September 5 - 7, 2025

The Sterling Fair

Sterling Airport, Sterling, MA

Status: Updated 3/25/2025

There will be 1 stage with Regional and Local talent. The entertainment will be Beach, Bluegrass, Blues, Cajun/Zydeco, Country, Folk, Funk, Metal, Old-time, R & B/Soul, Reggae, Rock, Rockabilly, Top Forty/Pop and Tribute Band.
September 6 - 7, 2025

Mattoon Street Arts Festival

Mattoon Street, Springfield, MA

Status: Updated 12/10/2024

There will be Roving Performers with Local talent. The entertainment will be Blues, Cajun/Zydeco, Classical/Symphony, Face Painting, Folk, Henna, Jazz, Latin, Old-time, Ragtime and Variety.
September 6 - 7, 2025

The Boston Arts Festival

Christopher Columbus Park, Boston, MA

Status: Updated 1/30/2025

There will be 1 stage with Regional and Local talent. The entertainment will be Americana, Country, Rock, Top Forty/Pop and Variety.
September 13, 2025

Caribbean Rum & Food Festival

Roxbury Community College - Parking Lot, Boston, MA

Status: Updated 1/15/2025

There will be Roving Performers with Local talent. The entertainment will be DJ/Dance/Techno, Latin, Reggae and Salsa.
September 20, 2025

Metro West Humane Society Craft Fair

Framingham Centre Common, Framingham, MA

Status: Updated 1/1/2025

There will be Roving Performers with Local talent. The entertainment will be Variety, and there will be other activities like raffle & bake sale to benefit non-profit sponsor of event.
September 20, 2025

Boxford Apple Festival

East Boxford Village, Boxford, MA

Status: Updated 12/22/2024

There will be 1 stage with Local talent. The entertainment will be Americana, Bluegrass, Cajun/Zydeco, Rockabilly, Tribute Band and Variety, and there will be other activities like music, games, antique cars, house tours.
September 7 - 28, 2025

Sowa Open Market - September

SOWA, Boston, MA

Status: Updated 1/23/2025

There will be Roving Performers with Local talent. The entertainment will be .
September 12 - 28, 2025

The Big E

Eastern States Exposition, West Springfield, MA

Status: Updated 2/25/2025

There will be 3 stages with National, Regional and Local talent. The entertainment will be Alternative, Americana, Bluegrass, Blues, Cajun/Zydeco, Children's, Christian, Country, DJ/Dance/Techno, Ethnic, Folk, Funk, Jam, Latin, Metal, Old-time, Rap/Hip-hop, R & B/Soul, Reggae, Rock, Rockabilly, Top Forty/Pop and Variety, and there will be other activities like circus, horse show, midway, daily & mardi gras parades.
September 27 - 28, 2025

Country Fair

Hancock Shaker Village, Pittsfield, MA

Status: Updated 1/14/2025

There will be 1 stage with Regional and Local talent. The entertainment will be Bluegrass, Children's, Country, Folk, Old-time and Variety, and there will be other activities like wagon ride, antique tractors, farm demos, kid's crafts and games.
September 28, 2025

Allston Village Street Fair Festival

6 City Blocks on Harvard Avenue, Allston/Boston, MA

Status: Updated 1/29/2025

There will be 1 stage with Regional and Local talent. The entertainment will be Alternative, Americana, Blues, Children's, Clown, Country, Dance Troupe, Electronic, Ethnic, Experimental, Face Painting, Folk, Funk, Henna, Jam, Jazz, Latin, Magician, Metal, New Age, Rap/Hip-hop, R & B/Soul, Reggae, Rock, Rockabilly, Roots, Salsa, Spoken Word, Tarot, Variety and World, and there will be other activities like street performances, amusements, moonbounces, public art street.
October 3 - 13, 2025

Topsfield Fair

Topsfield Fairgrounds, Topsfield, MA

Status: Updated 2/21/2025

There will be 7 stages with National, Regional and Local talent. The entertainment will be Alternative, Bluegrass, Children's, Country, DJ/Dance/Techno, Ethnic, Folk, Funk, Jazz, Latin, Old-time, Ragtime, Rap/Hip-hop, R & B/Soul, Reggae, Rock, Salsa, Swing, Top Forty/Pop, Variety and World, and there will be other activities like agricultural exhibits, n.e. giant pumpkin weigh-off, parades.
August 30 - October 19, 2025

King Richard's Faire, the New England Renaissance Faire

Festival Site, Carver, MA

Status: Updated 2/21/2025

There will be 10 stages with International, National, Regional and Local talent. The entertainment will be Children's, Classical/Symphony, Comedy, Dance Troupe, Face Painting, Folk, Henna, Magician, Old-time, Tarot, Variety and World, and there will be other activities like novelty, comedy, games, rides, storytellers, crafts, shops, food.
October 5 - 26, 2025

Sowa Open Market - October

SOWA, Boston, MA

Status: Updated 1/23/2025

There will be 1 stage with Local talent. The entertainment will be .