Connecticut Festivals, Art Shows in Connecticut, Music Festivals, Craft Fairs
Connecticut Cities and Towns
Bethlehem, Bolton, Bristol, Brookfield, Colchester, Cromwell, Danbury, Deep River, Enfield, Fairfield, Forestville, Gales Ferry, Goshen, Guilford, Hebron, Killingworth, Lebanon, Manchester, Milford, New Haven, Newtown, Orange, Oxford, Shelton, South Windsor, Southbury, Southington, Torrington, Uncasville, Vernon, Wallingford, Westbrook, Westport, Wethersfield, Woodbridge, WoodburyEvents in Connecticut in the next 3 months
October 23 - 24, 2026
Hall-O-Weekend
Milford Green/Downtown Milford, Milford, CT
Status: Updated 9/27/2026
- # of Exhibitors: 50
- Juried: no
- Prize Money: na
October 24, 2026
Nineteen Annual Pre-Holiday Craft / Wares Fair
St. Thomas Aquinas Parish Center (GYM), Fairfield, CT
Status: Updated 9/13/2026
- # of Exhibitors: 30
- Juried: no
- Prize Money:
August 29 - October 25, 2026
Connecticut Renaissance Faire
Lebanon Lions Fairgrounds, Lebanon, CT
Status: Updated 5/5/2026
- # of Exhibitors: 100
- Juried: yes
- Prize Money: na
October 4 - 25, 2026
Village of Devon Farmers Market - October
Farmer's Market, Milford, CT
Status: Updated 7/2/2026
- # of Exhibitors: 15
- Juried: no
- Prize Money: na
October 1 - 31, 2026
National Exhibition of Traditional Realism
Arts Center East, Vernon, CT
Status: Updated 10/18/2026
- # of Exhibitors: na
- Juried: no
- Prize Money: $5,000 Total
November 1, 2026
13th New Age & Craft Expo
Wyndam Southbury, Southbury, CT
Status: Updated 2/28/2026
- # of Exhibitors: 75
- Juried: no
- Prize Money: na
November 7, 2026
Craft Fair
High Plains Community Center (indoors), Orange, CT
Status: Updated 5/9/2026
- # of Exhibitors: 50
- Juried: no
- Prize Money:
November 7, 2026
Shelton Autumn Craft Festival
Hyatt House Hotel, Shelton, CT
Status: Updated 12/7/2025
- # of Exhibitors: 21
- Juried: no
- Prize Money: na
November 7, 2026
Fall Fair in Newtown! Free Family Fun!
Christ the King Lutheran Church, Newtown, CT
Status: Updated 9/11/2026
- # of Exhibitors: 45
- Juried: no
- Prize Money: na
November 7, 2026
Fall Festival (Vendor and Craft Fair)
St Marguerite Bourgeoys Parish, Brookfield, CT
Status: Updated 9/16/2026
- # of Exhibitors: 40
- Juried: no
- Prize Money: na
November 7, 2026
Annual Oxford Arts and Crafts Fair
Oxford High School, Oxford, CT
Status: Updated 10/13/2026
- # of Exhibitors: 60
- Juried: no
- Prize Money: na
November 7 - 8, 2026
CraftWestport
Staples High School, Westport, CT
Status: Updated 9/2/2026
- # of Exhibitors: 165
- Juried: yes
- Prize Money: na
November 14, 2026
Christmas Bazaar and Craft Fair
Our Lady of Assumption Church Hall, Woodbridge, CT
Status: Updated 6/22/2026
- # of Exhibitors: 42
- Juried: no
- Prize Money:
November 14, 2026
Fall Into Winter Craft Fair
Holy Family Church Hall & Classrooms / St Jeanne Jugan Parish, Enfield, CT
Status: Updated 6/11/2026
- # of Exhibitors: 45
- Juried: yes
- Prize Money: na
November 14, 2026
Outside Holiday Market & Fair
UCC Southbury Adjacent Green, Southbury, CT
Status: Updated 8/25/2026
- # of Exhibitors: 20
- Juried: no
- Prize Money: na
November 14, 2026
West Bristol School Holiday Craft & Vendor Fair
West Bristol School, Bristol, CT
Status: Updated 2/10/2026
- # of Exhibitors: 45
- Juried: yes
- Prize Money: na
November 14, 2026
Holiday Craft Fair
Cromwell High School, Cromwell, CT
Status: Updated 4/19/2026
- # of Exhibitors: 88
- Juried: no
- Prize Money: na
November 20 - 21, 2026
Yankee Peddlar Fair
Asbury United Methodist Church, Forestville, CT
Status: Updated 4/11/2026
- # of Exhibitors: 25
- Juried: no
- Prize Money:
November 21, 2026
Sleigh Bells Ring
Saint Maurice Church, Bolton, CT
Status: Updated 2/18/2026
- # of Exhibitors: 35
- Juried: yes
- Prize Money: na
November 20 - 22, 2026
Ann's Place Festival of Trees
The Summit at Danbury, Danbury, CT
Status: Updated 10/15/2026
- # of Exhibitors: 75
- Juried: no
- Prize Money:
November 22, 2026
Southbury Autumn Craft Festival
Wyndham Hotel, Southbury, CT
Status: Updated 12/7/2025
- # of Exhibitors: 30
- Juried: no
- Prize Money: na
November 22, 2026
Frosty's Christmas Festival
Aqua Turf Club, Southington, CT
Status: Updated 1/1/2026
- # of Exhibitors: 174
- Juried: yes
- Prize Money: na
November 28, 2026
Holiday Fair Pop-Up
WORK_SPACE, Manchester, CT
Status: Updated 4/15/2026
- # of Exhibitors: 20
- Juried: no
- Prize Money:
November 28, 2026
Holiday Vendor Fair
Mark T. Sheehan HS, Wallingford, CT
Status: Updated 8/11/2026
- # of Exhibitors: 100
- Juried: no
- Prize Money: na
December 4 - 5, 2026
Christmas Town Festival
Junction Route 61 and Route 132, Bethlehem, CT
Status: Updated 10/3/2026
- # of Exhibitors: 75
- Juried: no
- Prize Money: na
December 5, 2026
Bacon Academy Sleigh Bells Arts & Crafts Fair
Bacon Academy High School, Colchester, CT
Status: Updated 5/12/2026
- # of Exhibitors: 65 +
- Juried: no
- Prize Money: na
December 5, 2026
KOSP 6th Annual Winter Craft Fair
Knights of St. Patrick, New Haven, CT
Status: Updated 10/18/2026
- # of Exhibitors: 15
- Juried: no
- Prize Money:
December 5, 2026
60th Annual DRCC Christmas Faire
Deep River Congregational Church, Deep River, CT
Status: Updated 6/25/2026
- # of Exhibitors: 25
- Juried: no
- Prize Money: na
December 5, 2026
Holidays on Main
Main Street, Old Wethersfield, Wethersfield, CT
Status: Updated 4/14/2026
- # of Exhibitors: 50
- Juried: no
- Prize Money: na
December 5, 2026
Shelton Holiday Craft Festival
Hyatt House Hotel, Shelton, CT
Status: Updated 12/7/2025
- # of Exhibitors: 21
- Juried: no
- Prize Money: na
December 5, 2026
Christmas Market
School Gym, Torrington, CT
Status: Updated 9/8/2026
- # of Exhibitors: 40+
- Juried: yes
- Prize Money: na
December 5, 2026
Christmas Craft Fair and Boutique
Woodbury Middle School, Woodbury, CT
Status: Updated 3/27/2026
- # of Exhibitors: 50+
- Juried: no
- Prize Money: na
December 4 - 6, 2026
Heritage Holiday Church Fair
First Congregational Church of South Windsor, South Windsor, CT
Status: Updated 10/13/2026
- # of Exhibitors: closed
- Juried: no
- Prize Money:
December 4 - 6, 2026
First Church of South Windsor Holiday Craft Fair
Church Basement, South Windsor, CT
Status: Updated 10/13/2026
- # of Exhibitors: tba
- Juried: no
- Prize Money:
December 6, 2026
41st Annual Holiday Festival/Newtown CT Holiday Market
Main St. Newtown, Edmond Town Hall, Trinity Church, CHB Library, Newtown, CT
Status: Updated 4/22/2026
- # of Exhibitors: 85
- Juried: yes
- Prize Money: na
December 6, 2026
Whiskers in Wonderland
Gales Ferry Volunteer Firehouse Hall, Gales Ferry, CT
Status: Updated 10/13/2026
- # of Exhibitors: 20
- Juried: no
- Prize Money:
December 6, 2026
Haddam Killingworth Holiday Craft Fair
Haddam Killingworth Middle School, Killingworth, CT
Status: Updated 3/10/2026
- # of Exhibitors: 86
- Juried: yes
- Prize Money: na
December 12, 2026
Hebron Holiday Craft Fair
Hebron Elementary School, Hebron, CT
Status: Updated 7/18/2026
- # of Exhibitors: 75+
- Juried: no
- Prize Money: No
December 12, 2026
Town of Cromwell Farmers Market Craft Fair
Cromwell Town Hall, Cromwell, CT
Status: Updated 10/2/2026
- # of Exhibitors: 70
- Juried: no
- Prize Money:
November 13, 2026 - January 10, 2027
Holiday Expo at Guilford Art Center
Guilford Art Center, Guilford, CT
Status: Updated 10/7/2026
- # of Exhibitors: 150
- Juried: no
- Prize Money: na