10/3/2026, 10:00 AM to 10/4/2026, 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
October 2026
Oct
3
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
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
18
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
Oct
25
Sunday, October 25 @ 11:00 AM to 1:00 PM
Location: Main Street, Middlebury, VT
The family friendly Trick-or-Treating Parade taking over Main Street Middlebury. Read more
November 2026
Nov
6
Friday, November 6 @ 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
Nov
7
Saturday, November 7 @ 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
December 2026
Dec
4
Friday, December 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
Dec
5
Saturday, December 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
Dec
31
Thursday, December 31 @ 6:00 PM to 11:59 PM
Location: Middlebury, VT
Celebrate New Year's Eve with fireworks and free skating in Middlebury. Read more
