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!
October 2026
Oct
11
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.
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.
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.
November 2026
Nov
6
11/6/2026, 5:00 PM to 11/6/2026, 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.
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 outdoo… Read more
December 2026
Dec
4
12/4/2026, 5:00 PM to 12/4/2026, 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.
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 outdoo… Read more
Dec
31
12/31/2026, 6:00 PM to 12/31/2026, 11:59 PM
Location: Middlebury, VT
Celebrate New Year's Eve with fireworks and free skating in Middlebury.
