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Featured Events
Mayfest Arts and Craft Festival

May 24, 2025

betterbennington.com/event-details/mayfest-..

(802) 442-5758
Beautiful Downtown - Bennington, VT

Mayfest is an arts & crafts fair in its 38th year that features over 120 craft and food vendors and consistently attracts over 10,000 attendees annually. 2024 was a sold-out show! We've added a great kids zone full of free activities! Come enjoy a day of fine crafts, food, family entertainment, and beautiful spring in Southern Vermont!

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The August West Festival
August 2025 (dates not updated)

The August West Festival

The Green in the town of Jay, Jay, VT

Status: Updated 6/4/2024

There will be 1 stage with Regional talent. The entertainment will be Bluegrass, Blues, Folk and Old-time.
  • # of Exhibitors: tba
  • Juried: no
  • Prize Money: na
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Art in the Park Summer Festival
August 2025 (dates not updated)

Art in the Park Summer Festival

Main Street Park, Rutland, VT

Status: Updated 6/27/2024

There will be 1 stage with Local talent. The entertainment will be Blues, Children's, Country, Folk, Jazz, Rock, Top Forty/Pop and Variety, and there will be other activities like children's area, demonstrations.
  • # of Exhibitors: 75
  • Juried: yes
  • Prize Money: na
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Vermont State Fair
August 2025 (dates not updated)

Vermont State Fair

Vermont State Fairgrounds, Rutland, VT

Status: Updated 7/5/2024

There will be 2 stages with National, Regional and Local talent. The entertainment will be Alternative, Americana, Bluegrass, Blues, Children's, Christian, Comedy, Country, DJ/Dance/Techno, Electronic, Face Painting, Folk, Gospel, Jam, Jazz, Magician, Metal, Old-time, Rap/Hip-hop, R & B/Soul, Rock, Rockabilly, Top Forty/Pop, Tribute Band and Variety, and there will be other activities like agriculture, carnival, petting zoo, games.
  • # of Exhibitors: 140
  • Juried: no
  • Prize Money: na
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Bennington Food Truck Festival
August 2025 (dates not updated)

Bennington Food Truck Festival

Downtown, Bennington, VT

Status: Updated 2/13/2024

There will be 1 stage with Local talent. The entertainment will be Americana, Bluegrass, Blues, Country, Jam, R & B/Soul, Reggae, Rockabilly, Roots, Tribute Band and Variety, and there will be other activities like other activities such as face-painting and ax throwing booth.
  • # of Exhibitors: 20
  • Juried: yes
  • Prize Money:
5.00/5
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Clothing Extravaganza at the Barn
August 2025 (dates not updated)

Clothing Extravaganza at the Barn

The Apple Barn and Bakeshop Field, Bennington, VT

Status: Updated 2/17/2024

  • # of Exhibitors: 35
  • Juried: yes
  • Prize Money: na
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Middlebury New Filmmakers Festival
August 2025 (dates not updated)

Middlebury New Filmmakers Festival

Town Hall Theater, Middlebury, VT

Status: Updated 6/5/2024

There will be 1 stage with Local talent. The entertainment will be Alternative, Bluegrass, Folk, Funk and R & B/Soul, and there will be other activities like q&as with the filmmakers, special guest panelists, happy hours, and community party.
  • # of Exhibitors: 10
  • Juried: no
  • Prize Money:
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Caledonia County Fair
August 2025 (dates not updated)

Caledonia County Fair

Caledonia Country Fairgrounds, Lyndonville, VT

Status: Updated 8/1/2024

There will be 2 stages with International, Regional and Local talent. The entertainment will be Country, and there will be other activities like exhibits, demo derbys, agricultural, truck & tractor pulls.
  • # of Exhibitors: 18
  • Juried: no
  • Prize Money: $Tba
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North Country Moose Festival
August 2025 (dates not updated)

North Country Moose Festival

Canaan Recreational Park, Canaan, VT

Status: Updated 6/10/2024

There will be 1 stage with Regional and Local talent. The entertainment will be Americana, Bluegrass, Blues, Country, Face Painting, Henna, Old-time, Rock and Top Forty/Pop, and there will be other activities like parade, moose calling, maple syrup contest, chili, kids area, demonstrations, car show.
  • # of Exhibitors: 150
  • Juried: no
  • Prize Money: na
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Champlain Valley Fair
August - September 2025 (dates not updated)

Champlain Valley Fair

Champlain Valley Exposition, Essex Junction, VT

Status: Updated 2/1/2024

There will be 7 stages with National and Local talent. The entertainment will be Country, Folk, Rock and Variety, and there will be other activities like free entertainment, parade.
  • # of Exhibitors: 230
  • Juried: no
  • Prize Money: na
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Vergennes Day
August 2025 (dates not updated)

Vergennes Day

City Park, Vergennes, VT

Status: Updated 6/12/2024

There will be 1 stage with Local talent. The entertainment will be Variety.
  • # of Exhibitors: 60
  • Juried: no
  • Prize Money:
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Mount Snow Brewers Festival
August 2025 (dates not updated)

Mount Snow Brewers Festival

Mount Snow Resort, Mount Snow, VT

Status: Updated 8/22/2024

There will be 1 stage with Regional talent. The entertainment will be Reggae, Rock and Variety.
  • # of Exhibitors: na
  • Juried: no
  • Prize Money: na
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Bennigton Vermont Garlic & Herb Festival
August 2025 (dates not updated)

Bennigton Vermont Garlic & Herb Festival

Downtown, Bennington, VT

Status: Updated 2/22/2024

There will be 2 stages with Regional and Local talent. The entertainment will be Variety, and there will be other activities like demos, lectures, face painting, kids activity tent.
  • # of Exhibitors: 185
  • Juried: no
  • Prize Money: na
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Mad River Valley Craft Fair
August - September 2025 (dates not updated)

Mad River Valley Craft Fair

Kenyon's Field, Waitsfield, VT

Status: Updated 6/20/2024

There will be 1 stage with Regional talent. The entertainment will be Jazz, R & B/Soul and Swing, and there will be other activities like free kids' activities, door prizes, live music, craft demonstrations.
  • # of Exhibitors: 100
  • Juried: yes
  • Prize Money: na
3.57/5
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New World Festival
September 2025 (dates not updated)

New World Festival

Downtown, Randolph, VT

Status: Updated 7/5/2024

There will be 5 stages with Regional and Local talent. The entertainment will be Variety and World.
  • # of Exhibitors: na
  • Juried: no
  • Prize Money:
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Southern Vermont Art & Craft Festival
September 2025 (dates not updated)

Southern Vermont Art & Craft Festival

Riley Rink Indoors and Outdoors, Manchester, VT

Status: Updated 10/29/2023

There will be 1 stage with Regional and Local talent. The entertainment will be Americana, Bluegrass, Blues, Folk, R & B/Soul and Rock.
  • # of Exhibitors: 125
  • Juried: yes
  • Prize Money: na
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Jay Oktoberfest
September 2025 (dates not updated)

Jay Oktoberfest

Downtown, Jay, VT

Status: Updated 1/12/2023

There will be 1 stage with Local talent. The entertainment will be Rock, and there will be other activities like chili cookoff, pumpkin trebuchet & games, silent auction, pumpkin pi run.
  • # of Exhibitors: 40
  • Juried: no
  • Prize Money: na
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Woodstock Art Festival
September 2025 (dates not updated)

Woodstock Art Festival

Woodstock Village Green, Woodstock, VT

Status: Updated 7/4/2024

  • # of Exhibitors: 30
  • Juried: yes
  • Prize Money: na
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Art & Stroll
September 2025 (dates not updated)

Art & Stroll

Open field next to Hannaford in Milton, Milton, VT

Status: Updated 7/19/2024

There will be 1 stage with Regional and Local talent. The entertainment will be Folk.
  • # of Exhibitors: 100
  • Juried: no
  • Prize Money: na
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Fall Craft Festival on the Green in Chester
September 2025 (dates not updated)

Fall Craft Festival on the Green in Chester

The Green in Chester, Chester, VT

Status: Updated 7/12/2024

There will be 1 stage with Local talent. The entertainment will be Variety.
  • # of Exhibitors: 71
  • Juried: no
  • Prize Money: na
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Heritage Harvest Festival at the Barn
September 2025 (dates not updated)

Heritage Harvest Festival at the Barn

The Apple Barn and Bakeshop Field, Bennington, VT

Status: Updated 2/17/2024

There will be 1 stage with Regional and Local talent. The entertainment will be Variety, and there will be other activities like eating contests, corn maze, childrens' activities, bar, live music, activities.
  • # of Exhibitors: 25
  • Juried: yes
  • Prize Money: na
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Bristol Harvest Festival
September 2025 (dates not updated)

Bristol Harvest Festival

Bristol Town Green, Bristol, VT

Status: Updated 6/12/2024

There will be 1 stage with Local talent. The entertainment will be Variety.
  • # of Exhibitors: 70
  • Juried: no
  • Prize Money:
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Vermont Open Studio Weekend
October 2025 (dates not updated)

Vermont Open Studio Weekend

611 Route 103 South, Ludlow, VT

Status: Updated 5/15/2024

  • # of Exhibitors: 15
  • Juried: no
  • Prize Money: na
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Mount Snow Oktoberfest
October 2025 (dates not updated)

Mount Snow Oktoberfest

Mount Snow Resort, West Dover, VT

Status: Updated 9/12/2024

There will be 2 stages with Regional and Local talent. The entertainment will be Variety.
  • # of Exhibitors: na
  • Juried: no
  • Prize Money: na
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Quilting in the Land of Milk & Honey - Quilt Show
October 11 - 12, 2025

Quilting in the Land of Milk & Honey - Quilt Show

Middlebury Recreation Center, Middlebury, VT

Status: Updated 6/20/2024

  • # of Exhibitors: 10
  • Juried: no
  • Prize Money: na
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