Sunday, October 18 @ 9:00 AM to 2:00 PM
Location: Middlebury, VT
USATF-certified event with scenic views of the Green Mountains and Adirondacks. Read more
October 2026
Oct
18
Oct
11
Sunday, October 11 @ 10:00 AM to 4:00 PM
Location: Main Street, Middlebury, VT
75 classic cars and trucks on Main Street plus food trucks and live music. Read more
Oct
11
Sunday, October 11 @ 8:00 AM to 1:00 PM
Location: Former Ripton Elementary School, Ripton, VT
A mixture of trail, paved and dirt roads. ✨ Special Offer: Chris and Jaime provide complementary bibs to staying guests! Read more
Oct
3
Oct 3 – 4, 2026 @ 10:00 AM to 5:00 PM
Location: Various Local Studios, VT
The unique opportunity to meet local artists in their studios during the beautiful Vermont fall. Read more
Oct
3
Saturday, October 3 @ 9:00 AM to 12:00 PM
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
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
September 2026
Sep
19
Saturday, September 19 @ 8:00 AM to 4:00 PM
Location: Addison County, VT
A fun way to visit local food producers by bike while enjoying panoramic views and iconic covered bridges. Read more
Sep
12
Saturday, September 12 @ 8:00 AM to 5:00 PM
Location: Middlebury College, Middlebury, VT
Traverse the beautiful Champlain Valley by bike on one of six different routes ending at Middlebury College. Read more
Sep
5
Saturday, September 5 @ 9:00 AM to 12:00 PM
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
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
Sep
3
Thursday, September 3 @ 3:00 PM to 7:00 PM
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
Sep
2
Wednesday, September 2 @ 2:00 PM to 5:30 PM
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
August 2026
Aug
26
Aug 26 – 30, 2026 @ 10:00 AM to 10:00 PM
Location: Middlebury, VT
A dynamic showcase of first- and second-time directors and producers in a uniquely laidback atmosphere. Read more
Aug
7
Friday, August 7 @ 5:00 PM to 9:00 PM
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
Aug
5
Wednesday, August 5 @ 2:00 PM to 5:30 PM
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
Aug
4
Aug 4 – 8, 2026 @ 8:00 AM to 10:00 PM
Location: 1790 Field Days Road, New Haven, VT
Vermont's largest fair, honoring tradition and celebrating the New England agricultural community. Read more
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Aug
2
Sunday, August 2 @ 12:00 PM to 8:00 PM
Location: Middlebury, VT
Bringing together Vermont's most talented culinary artisans. Kids 12 and under are free. Read more
Aug
1
Saturday, August 1 @ 3:00 PM to 7:00 PM
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
Aug
1
Saturday, August 1 @ 9:00 AM to 12:00 PM
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
Jul 12 – 18, 2026 @ 12:00 PM to 9:00 PM
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
Jul
11
Saturday, July 11 @ 9:00 AM to 4:00 PM
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
Jul
4
Saturday, July 4 @ 9:00 PM to 10:00 PM
Location: Middlebury & Lake Dunmore, VT
Celebrate Independence Day with fireworks in Middlebury and over the scenic Lake Dunmore. Read more
Jul
4
Saturday, July 4 @ 9:00 AM to 12:00 PM
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
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
Jul
2
Thursday, July 2 @ 3:00 PM to 7:00 PM
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
Jul
1
Wednesday, July 1 @ 2:00 PM to 5:30 PM
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
June 2026
Jun
12
Jun 12 – 14, 2026 @ 8:00 AM to 6:00 PM
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
Jun
6
Saturday, June 6 @ 9:00 AM to 12:00 PM
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
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
Jun
4
Thursday, June 4 @ 3:00 PM to 7:00 PM
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
Jun
3
Wednesday, June 3 @ 2:00 PM to 5:30 PM
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
May 2026
May
23
Saturday, May 23 @ 3:00 PM to 7:00 PM
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
May
23
May 23 – 24, 2026 @ 10:00 AM to 5:00 PM
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
May
9
Saturday, May 9 @ 3:00 PM to 7:00 PM
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
May
6
Wednesday, May 6 @ 2:00 PM to 5:30 PM
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
April 2026
Apr
24
Apr 24 – 26, 2026 @ 8:00 AM to 8:00 PM
Location: Statewide / Middlebury Area, VT
This statewide festival celebrates the Vermont tradition of sugaring. With tasting events, contests, sugarhouse tours, and entertainment. Read more
March 2026
Mar
14
Mar 14 – 15, 2026 @ 10:00 AM to 5:00 PM
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
January 2026
Jan
3
Saturday, January 3 @ 9:00 AM to 12:00 PM
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
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