Connecticut Festivals, Art Shows in Connecticut, Music Festivals, Craft Fairs
Connecticut Cities and Towns
Bolton, Bristol, Cheshire, Enfield, Fairfield, Farmington, Goshen, Hartford, Killingworth, Litchfield, Madison, Manchester, Milford, Newtown, Norwalk, Old Lyme, Sharon, Southbury, Southington, Stonington, Suffield, Torrington, Uncasville, West Hartford, Westbrook, Westport, Willimantic, WoodstockEvents in Connecticut in the next 3 months
May 3, 2026
May Market
Hill-Stead Museum Grounds, Farmington, CT
Status: Updated 3/29/2026
- # of Exhibitors: 30+
- Juried: yes
- Prize Money: na
May 9 - 10, 2026
Dogwood Festival
Greenfield Hill Church Grounds, Fairfield, CT
Status: Updated 8/12/2025
- # of Exhibitors: 65
- Juried: yes
- Prize Money: na
May 9 - 10, 2026
Milford Artisan Market
Milford Green, Milford, CT
Status: Updated 1/13/2026
- # of Exhibitors: 150
- Juried: yes
- Prize Money: na
May 17, 2026
Southbury Spring Craft Festival
Wyndham Hotel, Southbury, CT
Status: Updated 12/11/2025
- # of Exhibitors: 30
- Juried: no
- Prize Money: na
May 21, 2026
Willimantic's Third Thursday Street Fest- May
Historic Downtown on Main Street, Willimantic, CT
Status: Updated 4/29/2026
- # of Exhibitors: 100
- Juried: yes
- Prize Money: na
May 23 - 24, 2026
Westport Fine Arts Festival
Downtown, Westport, CT
Status: Updated 11/5/2025
- # of Exhibitors: 175
- Juried: yes
- Prize Money: Yes
May 23 - 24, 2026
Fine Art Festival Sharon on the Green CT
Sharon Town Green, Sharon, CT
Web: thevoiceofart.org/call-for-fine-art-festival
Status: Updated 2/3/2026
- # of Exhibitors: 60
- Juried: yes
- Prize Money: na
May 30, 2026
Torrington Strawberry Festival
Coe Memorial Park, Torrington, CT
Status: Updated 4/15/2026
- # of Exhibitors: 80
- Juried: yes
- Prize Money: na
June 6 - 7, 2026
Celebrate! West Hartford Arts and Crafts Show
Town Hall Common, West Hartford, CT
Status: Updated 3/31/2026
- # of Exhibitors: 175
- Juried: yes
- Prize Money: na
June 7, 2026
Westbrook Spring Arts & Crafts Fair
Town Green, Westbrook, CT
Status: Updated 1/13/2026
- # of Exhibitors: 60
- Juried: yes
- Prize Money: na
June 13, 2026
Litchfield Marketplace
On the Green in the center of Litchfield, Litchfield, CT
Status: Updated 11/18/2025
- # of Exhibitors: 150
- Juried: yes
- Prize Money: na
June 13, 2026
Cheshire Strawberry Festival and Craft Fair
Cheshire Green, Cheshire, CT
Status: Updated 2/27/2026
- # of Exhibitors: 75
- Juried: yes
- Prize Money: na
July 10 - 12, 2026
Fourth of July Town Celebration
Enfield Town Green, Enfield, CT
Status: Updated 4/16/2026
- # of Exhibitors: 60
- Juried: yes
- Prize Money: na
July 17 - 19, 2026
Greater Hartford Festival of Jazz
Bushnell Park, Hartford, CT
Status: Updated 9/23/2025
- # of Exhibitors: 70
- Juried: yes
- Prize Money: na
July 24 - 26, 2026
Falcon Ridge Folk Festival
Goshen Fair Grounds, Goshen, CT
Status: Updated 1/14/2026
- # of Exhibitors: 20
- Juried: yes
- Prize Money: na
August 1 - 2, 2026
Sono Arts Fest
Historic Washington Street, Norwalk, CT
Status: Updated 4/14/2026
- # of Exhibitors: 150
- Juried: yes
- Prize Money: $2,500
July 6 - August 7, 2026
Cafal Exhibition
Lyme Academy of Fine Arts, Old Lyme, CT
Status: Updated 4/21/2026
- # of Exhibitors: 170+
- Juried: yes
- Prize Money: $3,400
August 8, 2026
Madison Arts and Crafts Fair
Madison on The Common, Madison, CT
Status: Updated 2/5/2026
- # of Exhibitors: 100
- Juried: yes
- Prize Money: na
August 8 - 9, 2026
Mystic Outdoor Art Festival
Historic Downtown, Stonington, CT
Status: Updated 3/11/2026
- # of Exhibitors: 285
- Juried: yes
- Prize Money: Yes
August 22, 2026
CT Arts & Eats
Southbury Town Hall, Southbury, CT
Status: Updated 3/22/2026
- # of Exhibitors: 65
- Juried: yes
- Prize Money: na
September 5 - 6, 2026
Suffield on the Green Craft Fair
on the North Green, Suffield, CT
Status: Updated 9/7/2025
- # of Exhibitors: 70+
- Juried: no
- Prize Money: na
September 3 - 7, 2026
Woodstock Fair
Woodstock Fairgrounds, Woodstock, CT
Status: Updated 4/15/2026
- # of Exhibitors: tba
- Juried: yes
- Prize Money: $Tba
September 11 - 13, 2026
Norwalk Seaport Association Oyster Festival
Veterans Memorial Park, Norwalk, CT
Web: seaport.org
Status: Updated 2/10/2026
- # of Exhibitors: 100
- Juried: yes
- Prize Money: na
October 2 - 11, 2026
Southington Apple Harvest Festival Arts and Crafts Show
Southington Town Green, Southington, CT
Status: Updated 4/28/2026
- # of Exhibitors: 73
- Juried: yes
- Prize Money: na
October 17 - 18, 2026
Roseland Cottage Fine Arts & Crafts Festival
Roseland Cottage, Woodstock, CT
Status: Updated 1/13/2026
- # of Exhibitors: 175
- Juried: yes
- Prize Money: na
October 17 - 18, 2026
Milford Artisan Market - October
Milford Green, Milford, CT
Status: Updated 1/13/2026
- # of Exhibitors: 150
- Juried: yes
- Prize Money: na