Find Cycling Events in the State of Vermont.
March 2026-
Mar 21 Analog Cycles Fifth Season Ride and Race
Poultney, VT
34.72 miles, 22.38 miles, 0 miles
Gravel Mountain Bike
April 2026-
Dec 2, 2025 - Apr 30, 2026 Women's Cycling Collective: Virtual Training
Winooski, VT
Virtual Gravel Road Race Mountain Bike Cycling Camp
Featured Events Gravel-
Les 100aB7November 7, 2026
St-Raymond, QC
Road Race
Tour of Newport News
April 10, 2026 - April 12,2026
Newport News, VA
Bike Tour Recreational
Red Poppy Bike Ride 2026
April 25, 2026
Georgetown, TX
May 2026-
May 9 2026 VTMONSTER
Stratton, VT
78 miles, 48 miles, 101 miles
Gravel
May 23 The Dandy 2026
Derby, VT
26.2 miles
Gravel Road Race
May 24 Crazy 8 - 150 Miles - 15,000 Vertical
Ripton, VT
150 miles
Gran Fondo
May 24 Crazy 8 - Gravel Hundo - 14,500 Vertical
Ripton, VT
108 miles
Gravel
June 2026-
Jun 6 Analog Cycles 4x4 Ride
Poultney, VT
40 miles, 25 miles, 12.5 miles, 0 miles
Gravel Recreational
Jun 6 The Ranger
Tunbridge, VT
60 miles, 5 miles, 40 miles, 18, 40 or 60 miles, 18, 40 and 60 miles, 18 miles, 5 km
Gravel Recreational
Jun 19-20 The CCNS 200on100
Troy, VT
200 miles
Recreational NEBRA
Jun 27 Gnar Weasels
Brownsville, VT
6 miles, 18 miles, 12 miles
Mountain BikeEastern Fat Tire Association
Jun 27 Velo Stowe Gravel Ride 2026
Stowe, VT
Gravel
July 2026-
Jul 12 2026 Farm to Fork Fitness Adventures - Champlain Islands
South Hero, VT
60 miles, 40 miles, 28 miles, 10-12 miles
Gran Fondo Special Event Recreational
Jul 26 - Aug 1 PICL Summer Camp @ Kingdom 2026
Burke, VT
Special Event Cycling Camp
August 2026-
Aug 1 Tour de Slate
Middletown Springs, VT
8 miles, 40 miles, 36 miles, 26.8 miles, 25 miles, 100 km
Recreational Gravel Virtual
Aug 2 Eastern Grind XC MTB Race at von Trapp Family Outdoor Center
Stowe, VT
Mountain BikeEastern Fat Tire Association
Mar 21 Analog Cycles Fifth Season Ride and Race
Poultney, VT
34.72 miles, 22.38 miles, 0 miles
Gravel Mountain Bike
April 2026-
Dec 2, 2025 - Apr 30, 2026 Women's Cycling Collective: Virtual Training
Winooski, VT
Virtual Gravel Road Race Mountain Bike Cycling Camp
Featured Events Gravel-
Les 100aB7November 7, 2026
St-Raymond, QC
Road Race
Tour of Newport News
April 10, 2026 - April 12,2026
Newport News, VA
Bike Tour Recreational
Red Poppy Bike Ride 2026
April 25, 2026
Georgetown, TX
May 2026-
May 9 2026 VTMONSTER
Stratton, VT
78 miles, 48 miles, 101 miles
Gravel
May 23 The Dandy 2026
Derby, VT
26.2 miles
Gravel Road Race
May 24 Crazy 8 - 150 Miles - 15,000 Vertical
Ripton, VT
150 miles
Gran Fondo
May 24 Crazy 8 - Gravel Hundo - 14,500 Vertical
Ripton, VT
108 miles
Gravel
June 2026-
Jun 6 Analog Cycles 4x4 Ride
Poultney, VT
40 miles, 25 miles, 12.5 miles, 0 miles
Gravel Recreational
Jun 6 The Ranger
Tunbridge, VT
60 miles, 5 miles, 40 miles, 18, 40 or 60 miles, 18, 40 and 60 miles, 18 miles, 5 km
Gravel Recreational
Jun 19-20 The CCNS 200on100
Troy, VT
200 miles
Recreational NEBRA
Jun 27 Gnar Weasels
Brownsville, VT
6 miles, 18 miles, 12 miles
Mountain BikeEastern Fat Tire Association
Jun 27 Velo Stowe Gravel Ride 2026
Stowe, VT
Gravel
July 2026-
Jul 12 2026 Farm to Fork Fitness Adventures - Champlain Islands
South Hero, VT
60 miles, 40 miles, 28 miles, 10-12 miles
Gran Fondo Special Event Recreational
Jul 26 - Aug 1 PICL Summer Camp @ Kingdom 2026
Burke, VT
Special Event Cycling Camp
August 2026-
Aug 1 Tour de Slate
Middletown Springs, VT
8 miles, 40 miles, 36 miles, 26.8 miles, 25 miles, 100 km
Recreational Gravel Virtual
Aug 2 Eastern Grind XC MTB Race at von Trapp Family Outdoor Center
Stowe, VT
Mountain BikeEastern Fat Tire Association
August 15, 2026 - Last Mile 2026
Cycling event website: https://giffordhealthcare.org/lastmile/
Cycling event is for/about: The Last Mile Bicycle Ride brings riders together to support compassionate end-of-life care for patients and families in Central Vermont.
Cycling event categories: Gravel and Road
Cycling event location- 44 S. Main St., Randolph, VT 05060
Additional comments about event: Refer to [email protected] for information
Register Here!
Food + Drinks, and Raffle!
September 12, 2026 - 21st Annual Kelly Brush Ride - 7 am - 4 pm
Cycling event website: https://give.kellybrushfoundation.org/event/21st-annual-kelly-brush-ride/e773792?c_src=EXP
Cycling event is for/about: The 21st Annual Kelly Brush Ride, powered by Union Mutual, is back! This incredible fundraising event brings our community together to help make active lives possible for people with spinal cord injuries and to improve safety for ski racers on course. Whether you’re an experienced cyclist or just getting started, the Kelly Brush Ride is a fun day you won’t want to miss!
Join us by riding from Middlebury on one of our scenic supported road routes or our 30-mile gravel route. Can’t make it? Ride from Anywhere with our remote option! Choose your own route and join us anytime until October 24.
Cycling event categories: Cycling, gravel ride, biking
Cycling event location- Alumni Stadium, Middlebury College, Vermont 14 Old Chapel Rd, Middlebury, VT 05753
Additional comments about event: [email protected]
Sep 13 Cabot Ride the Ridges
Cabot, VT
60 km, 30 km, 100 km, 10 km
Gravel Recreational
Sep 19 Peacham Fall Fondo
Peacham, VT
50 miles
Gravel
October 2026-
Oct 3 Fly to Pie 2026
Coventry, VT
26.2 miles, 17 miles, 13.5 miles, 10 km
Gravel
Oct 3 Vermont Rare Gravel Ride
Peru, VT
40 miles
Gravel
Oct 3 Gorey Hollows VIII: The Hollow Heart
Poultney, VT
90 miles, 60 miles, 30 miles, 15 miles, 0 miles
Gravel Mountain Bike
Oct 17 CircumVictory
Victory, VT
32 miles, 16 miles
Mountain Bike Recreational Multisport
November 2026-
Nov 8 The Dirt
Waterbury Village Historic District, VT
42 miles, 31 miles
Gravel Recreational
December 2026-
Jan 3 - Dec 31, 2026 2026 Green Mountain Bicycle Club Membership
Williston, VT
Club Membership
Cabot, VT
60 km, 30 km, 100 km, 10 km
Gravel Recreational
Sep 19 Peacham Fall Fondo
Peacham, VT
50 miles
Gravel
October 2026-
Oct 3 Fly to Pie 2026
Coventry, VT
26.2 miles, 17 miles, 13.5 miles, 10 km
Gravel
Oct 3 Vermont Rare Gravel Ride
Peru, VT
40 miles
Gravel
Oct 3 Gorey Hollows VIII: The Hollow Heart
Poultney, VT
90 miles, 60 miles, 30 miles, 15 miles, 0 miles
Gravel Mountain Bike
Oct 17 CircumVictory
Victory, VT
32 miles, 16 miles
Mountain Bike Recreational Multisport
November 2026-
Nov 8 The Dirt
Waterbury Village Historic District, VT
42 miles, 31 miles
Gravel Recreational
December 2026-
Jan 3 - Dec 31, 2026 2026 Green Mountain Bicycle Club Membership
Williston, VT
Club Membership
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