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Logo for Robert Frost Mountain Cabins featuring stylized mountains and a cabin.
October 2026

Oct

3

10/3/2026, 10:00 AM to 10/4/2026, 5:00 PM

Fall Open Studio Weekend

Location: Various Local Studios, VT
The unique opportunity to meet local artists in their studios during the beautiful Vermont fall. Read more
A mailbox displaying an "Open Studio" sign stands in front of a unique, multi-level building surrounded by greenery.

Oct

3

Saturday, October 3 @ 9:00 AM to 12:00 PM

Middlebury Farmer’s Market

Location: Middlebury VFW Post, 530 Exchange Street, Middlebury, VT
This year-round market is a weekly celebration of community, connection and the incredible bounty of Vermont’s farms and homesteads. Every Saturday from 9:00 to 12:00 at the Middlebury VFW Post at 530 Exchange Street, weather permitting MFM is Read more

Oct

2

Friday, October 2 @ 5:00 PM to 9:00 PM

First Fridays

Location: Downtown Middlebury, VT
Middlebury businesses extend their normal hours for the first Friday of every month to provide visitors and locals alike a chance to experience more of our town later into the evening. Read more
Aerial view of a snow-covered town at dusk, illuminated by streetlights and featuring a prominent church.
September 2026

Sep

19

Saturday, September 19 @ 8:00 AM to 4:00 PM

Tour De Farms

Location: Addison County, VT
A fun way to visit local food producers by bike while enjoying panoramic views and iconic covered bridges. Read more
A cartoon cow wearing sunglasses and a helmet is riding a bicycle energetically.

Sep

12

Saturday, September 12 @ 8:00 AM to 5:00 PM

Kelly Brush Ride

Location: Middlebury College, Middlebury, VT
Traverse the beautiful Champlain Valley by bike on one of six different routes ending at Middlebury College. Read more
A person in a helmet stands beside a bicycle, overlooking a green field and distant mountains under a clear blue sky.

Sep

5

Saturday, September 5 @ 9:00 AM to 12:00 PM

Middlebury Farmer’s Market

Location: Middlebury VFW Post, 530 Exchange Street, Middlebury, VT
This year-round market is a weekly celebration of community, connection and the incredible bounty of Vermont’s farms and homesteads. Every Saturday from 9:00 to 12:00 at the Middlebury VFW Post at 530 Exchange Street, weather permitting MFM is Read more

Sep

4

Friday, September 4 @ 5:00 PM to 9:00 PM

First Fridays

Location: Downtown Middlebury, VT
Middlebury businesses extend their normal hours for the first Friday of every month to provide visitors and locals alike a chance to experience more of our town later into the evening. Read more
Aerial view of a snow-covered town at dusk, illuminated by streetlights and featuring a prominent church.

Sep

3

Thursday, September 3 @ 3:00 PM to 7:00 PM

Midd Summer Market

Location: Triangle Park, Middlebury, VT
Every Thursday between May 23 and Sept 19 from 3:00 PM to 7:00 PM the Midd Summer Market will feature local artisans, food vendors and farms stands at Triangle Park in Middlebury. Live music and great vibes! Read more
Aerial view of a small town with a church, green spaces, and a market area surrounded by hills.

Sep

2

Wednesday, September 2 @ 2:00 PM to 5:30 PM

Addison County Farmer’s Market

Location: Town Square (Main St & Merchant Row), Middlebury, VT
2:00 to 5:30 PM every Wednesday from May to Sept, the Addison County Farmer’s Market brings together artisans of every kind on the town square at the corner of Main Street and Merchant Row. Read more
A collection of vibrant flower bouquets in metal buckets.
August 2026

Aug

26

8/26/2026, 10:00 AM to 8/30/2026, 10:00 PM

12th Annual Middlebury New Filmmakers Festival

Location: Middlebury, VT
A dynamic showcase of first- and second-time directors and producers in a uniquely laidback atmosphere. Read more
Two microphones are positioned on the stage in front of a backdrop featuring "Middlebury New Filmmakers Festival."

Aug

7

Friday, August 7 @ 5:00 PM to 9:00 PM

First Fridays

Location: Downtown Middlebury, VT
Middlebury businesses extend their normal hours for the first Friday of every month to provide visitors and locals alike a chance to experience more of our town later into the evening. Read more
Aerial view of a snow-covered town at dusk, illuminated by streetlights and featuring a prominent church.

Aug

5

Wednesday, August 5 @ 2:00 PM to 5:30 PM

Addison County Farmer’s Market

Location: Town Square (Main St & Merchant Row), Middlebury, VT
2:00 to 5:30 PM every Wednesday from May to Sept, the Addison County Farmer’s Market brings together artisans of every kind on the town square at the corner of Main Street and Merchant Row. Read more
A collection of vibrant flower bouquets in metal buckets.

Aug

4

8/4/2026, 8:00 AM to 8/8/2026, 10:00 PM

77th Annual Addison County Fair & Field Days

Location: 1790 Field Days Road, New Haven, VT
Vermont’s largest fair, honoring tradition and celebrating the New England agricultural community. Read more
Aerial view of a brightly lit carnival at dusk, featuring rides, booths, and crowds.

Aug

2

Sunday, August 2 @ 12:00 PM to 8:00 PM

Foodaroo

Location: Middlebury, VT
Bringing together Vermont’s most talented culinary artisans. Kids 12 and under are free. Read more
A lobster roll topped with chives and accompanied by lemon wedges, served in a red and white basket.

Aug

1

Saturday, August 1 @ 3:00 PM to 7:00 PM

Midd Summer Market

Location: Triangle Park, Middlebury, VT
Every Thursday between May 23 and Sept 19 from 3:00 PM to 7:00 PM the Midd Summer Market will feature local artisans, food vendors and farms stands at Triangle Park in Middlebury. Live music and great vibes! Read more
Aerial view of a small town with a church, green spaces, and a market area surrounded by hills.

Aug

1

Saturday, August 1 @ 9:00 AM to 12:00 PM

Middlebury Farmer’s Market

Location: Middlebury VFW Post, 530 Exchange Street, Middlebury, VT
This year-round market is a weekly celebration of community, connection and the incredible bounty of Vermont’s farms and homesteads. Every Saturday from 9:00 to 12:00 at the Middlebury VFW Post at 530 Exchange Street, weather permitting MFM is Read more
July 2026

Jul

12

7/12/2026, 12:00 PM to 7/18/2026, 9:00 PM

Festival on the Green

Location: Middlebury Green, Middlebury, VT
Back for the 47th year of free, family friendly music. Named one of Vermont’s Top Ten Summer Events for ten years! Read more
A live band plays music in a lively outdoor setting as people dance and enjoy the evening near a historic building.

Jul

11

Saturday, July 11 @ 9:00 AM to 4:00 PM

79th Annual Peasant Market

Location: St. Stephen's Episcopal Church, Middlebury, VT
The St Stephen’s Peasant Market is an annual event that funds a communal good grant program with deals on jewelry, household wares, and homemade goodies. Read more
Three women smile while holding boxes containing pies, with one pie labeled "Strawberry-Rhubarb."

Jul

4

Saturday, July 4 @ 9:00 PM to 10:00 PM

July 4th Fireworks

Location: Middlebury & Lake Dunmore, VT
Celebrate Independence Day with fireworks in Middlebury and over the scenic Lake Dunmore. Read more
Sparklers ignite against a blurred backdrop of an American flag.

Jul

4

Saturday, July 4 @ 9:00 AM to 12:00 PM

Middlebury Farmer’s Market

Location: Middlebury VFW Post, 530 Exchange Street, Middlebury, VT
This year-round market is a weekly celebration of community, connection and the incredible bounty of Vermont’s farms and homesteads. Every Saturday from 9:00 to 12:00 at the Middlebury VFW Post at 530 Exchange Street, weather permitting MFM is Read more

Jul

3

Friday, July 3 @ 5:00 PM to 9:00 PM

First Fridays

Location: Downtown Middlebury, VT
Middlebury businesses extend their normal hours for the first Friday of every month to provide visitors and locals alike a chance to experience more of our town later into the evening. Read more
Aerial view of a snow-covered town at dusk, illuminated by streetlights and featuring a prominent church.

Jul

2

Thursday, July 2 @ 3:00 PM to 7:00 PM

Midd Summer Market

Location: Triangle Park, Middlebury, VT
Every Thursday between May 23 and Sept 19 from 3:00 PM to 7:00 PM the Midd Summer Market will feature local artisans, food vendors and farms stands at Triangle Park in Middlebury. Live music and great vibes! Read more
Aerial view of a small town with a church, green spaces, and a market area surrounded by hills.

Jul

1

Wednesday, July 1 @ 2:00 PM to 5:30 PM

Addison County Farmer’s Market

Location: Town Square (Main St & Merchant Row), Middlebury, VT
2:00 to 5:30 PM every Wednesday from May to Sept, the Addison County Farmer’s Market brings together artisans of every kind on the town square at the corner of Main Street and Merchant Row. Read more
A collection of vibrant flower bouquets in metal buckets.
June 2026

Jun

12

6/12/2026, 8:00 AM to 6/14/2026, 6:00 PM

Sparrow Plein Air Festival

Location: Middlebury Town-wide, VT
Whether you are a seasoned Plein air painter or new to painting outside, this three day festival is designed to inspire creativity in the great outdoors. Read more
A person holds an open watercolor sketchbook depicting a tranquil landscape with mountains and water, set against a cloudy sky.

Jun

6

Saturday, June 6 @ 9:00 AM to 12:00 PM

Middlebury Farmer’s Market

Location: Middlebury VFW Post, 530 Exchange Street, Middlebury, VT
This year-round market is a weekly celebration of community, connection and the incredible bounty of Vermont’s farms and homesteads. Every Saturday from 9:00 to 12:00 at the Middlebury VFW Post at 530 Exchange Street, weather permitting MFM is Read more

Jun

5

Friday, June 5 @ 5:00 PM to 9:00 PM

First Fridays

Location: Downtown Middlebury, VT
Middlebury businesses extend their normal hours for the first Friday of every month to provide visitors and locals alike a chance to experience more of our town later into the evening. Read more
Aerial view of a snow-covered town at dusk, illuminated by streetlights and featuring a prominent church.

Jun

4

Thursday, June 4 @ 3:00 PM to 7:00 PM

Midd Summer Market

Location: Triangle Park, Middlebury, VT
Every Thursday between May 23 and Sept 19 from 3:00 PM to 7:00 PM the Midd Summer Market will feature local artisans, food vendors and farms stands at Triangle Park in Middlebury. Live music and great vibes! Read more
Aerial view of a small town with a church, green spaces, and a market area surrounded by hills.

Jun

3

Wednesday, June 3 @ 2:00 PM to 5:30 PM

Addison County Farmer’s Market

Location: Town Square (Main St & Merchant Row), Middlebury, VT
2:00 to 5:30 PM every Wednesday from May to Sept, the Addison County Farmer’s Market brings together artisans of every kind on the town square at the corner of Main Street and Merchant Row. Read more
A collection of vibrant flower bouquets in metal buckets.
May 2026

May

23

Saturday, May 23 @ 3:00 PM to 7:00 PM

Midd Summer Market

Location: Triangle Park, Middlebury, VT
Every Thursday between May 23 and Sept 19 from 3:00 PM to 7:00 PM the Midd Summer Market will feature local artisans, food vendors and farms stands at Triangle Park in Middlebury. Live music and great vibes! Read more
Aerial view of a small town with a church, green spaces, and a market area surrounded by hills.

May

23

5/23/2026, 10:00 AM to 5/24/2026, 5:00 PM

Spring Open Studio Weekend

Location: Various Local Studios, VT
This statewide celebration of the visual arts offers visitors the unique opportunity to meet local artists in their studios. Read more
A mailbox displaying an "Open Studio" sign stands in front of a unique, multi-level building surrounded by greenery.

May

9

Saturday, May 9 @ 3:00 PM to 7:00 PM

Midd Summer Market

Location: Triangle Park, Middlebury, VT
Every Thursday between May 23 and Sept 19 from 3:00 PM to 7:00 PM the Midd Summer Market will feature local artisans, food vendors and farms stands at Triangle Park in Middlebury. Live music and great vibes! Read more
Aerial view of a small town with a church, green spaces, and a market area surrounded by hills.

May

6

Wednesday, May 6 @ 2:00 PM to 5:30 PM

Addison County Farmer’s Market

Location: Town Square (Main St & Merchant Row), Middlebury, VT
2:00 to 5:30 PM every Wednesday from May to Sept, the Addison County Farmer’s Market brings together artisans of every kind on the town square at the corner of Main Street and Merchant Row. Read more
A collection of vibrant flower bouquets in metal buckets.
April 2026

Apr

24

4/24/2026, 8:00 AM to 4/26/2026, 8:00 PM

Vermont Maple Festival

Location: Statewide / Middlebury Area, VT
This statewide festival celebrates the Vermont tradition of sugaring. With tasting events, contests, sugarhouse tours, and entertainment. Read more
A row of decorative maple leaf-shaped bottles filled with various shades of maple syrup.
March 2026

Mar

14

3/14/2026, 10:00 AM to 3/15/2026, 5:00 PM

First Annual Vermont Chocolate Festival

Location: 68 S Pleasant St, Middlebury, VT
Celebrating both fine and craft chocolate, the Vermont Chocolate Festival offers visitors a deeper connection to this beloved ingredient through guided tastings, live demos, and access to the best chocolate vendors. Read more
An assortment of various chocolate confections arranged in a box.
January 2026

Jan

3

Saturday, January 3 @ 9:00 AM to 12:00 PM

Middlebury Farmer’s Market

Location: Middlebury VFW Post, 530 Exchange Street, Middlebury, VT
This year-round market is a weekly celebration of community, connection and the incredible bounty of Vermont’s farms and homesteads. Every Saturday from 9:00 to 12:00 at the Middlebury VFW Post at 530 Exchange Street, weather permitting MFM is Read more

Jan

2

Friday, January 2 @ 5:00 PM to 9:00 PM

First Fridays

Location: Downtown Middlebury, VT
Middlebury businesses extend their normal hours for the first Friday of every month to provide visitors and locals alike a chance to experience more of our town later into the evening. Read more
Aerial view of a snow-covered town at dusk, illuminated by streetlights and featuring a prominent church.