Skip to main content

Regional Cycling Events

This is a list of regional cycling events. Many of the events are based around gravel roads in VT and NH and have a variety of routes accommodating all skill levels. The courses vary from 16 miles to 50+ miles and can be smooth gravel or challenging class 4/6 roads with significant elevation changes. The Prouty is the exception as it includes road-only courses varying between 20 and 200 miles!

For more events, try the events calendar at BikeReg:  BikeReg.com - online cycling event registration

TriQuest Gravel Triathlon @ Ludlow, VT

When
Source
TriQuest Gravel Triathlon
Calendar
iCal Download
Description

TriQuest is the new breed of triathlon incorporating the spirit of gravel and trail running to bring multisport to a new dimension.

Participants should note that the bike and run course times will be slower due to gravel & trail conditions and consider training for the same duration as a fast 70.3 triathlon.  

The course distances are:

  • 1 Mile Swim
  • 28 Mile Gravel bike
  • 8 mile Trail Run

Come join our inaugural event in central Vermont, September 6, 2025.

USAT Accredited

Cabot Ride the Ridges

When
-
Source
Cabot Ride the Ridges
Calendar
iCal Download
Description

Cabot Ride the Ridges is a collection of great rides, runs, walks, and community enthusiasts. Register for a ride that best fits you, start at the Cabot Common, and witness our beautiful Vermont scenery.  100k, 60k, 30k, and family ride options.

All proceeds benefit the Cabot Mentoring program, a community organization dedicated to the development of Cabot youth. 

--

PeterB says:  One of my favorite events for non-racers.  Very low-key, beautiful routes.

Jumping 101 @ ORO, Montpelier, VT

When
Source
Onion River Outdoors
Calendar
iCal Download
Description

Join Christsonthy, a PMBIA Level 2 AIR certified Instructor, MTB skills coach and owner of Blue Sky MTB for a morning of learning to JUMP! Have you ever wanted to safely and confidently get your wheels off the ground? Do you feel like you’ve gotten all sorts of advice, but nothing is working? Do you struggle with getting in the air consistently?

VT 50

When
-
Source
Vermont 50 Race
Calendar
iCal Download
Description

The 32nd Vermont 50 Race will be held on September 28, 2025
Race Registration Opens on May 25, 2025 at 7 PM ET
Location: Base Camp-451 Ski Tow RD, West Windsor, Vermont
Race Weekend Schedule:
Saturday, Sept. 27 noon-7 PM-Bib/Bike Plaque Pick up, Vendor Fair, Kids Races 
Sunday, Sept. 28-Mandatory Race Meetings 5:30 AM for ALL 50 Mile; 7:30 AM for 50K
Race Waves Start at 6:10 AM  ( near Ascutney Outdoors Lodge)

Vermont Rare Gravel Ride @ Peru, VT

When
Source
BikeReg link
Calendar
iCal Download
Description

Year 11~ We're Back ~Vermont Rare Gravel!

Glad to have you back for another year!  You'll see some new, some old and somewhere in between.  Keeping it around 40miles this year….but we're turning up the climbing on a few new roads.  

Why not #vermontraregravelride this Year?

"Grassroots GRavel" at its Finest!

It's not a Race, It's an Adventure!  

The Hidden Gem of Southern VT

Use your GPS - minimal signage

Start/Finish and post ride gathering at Wild Wings XC ski center

HBRN8R 6.0 @ West Burke, VT

When
-
Source
BikeReg link
Calendar
iCal Download
Description

Our last 2-day weekend was so popular we are bringing it back with gravels on Saturday & a fully charged MTB race on Sunday!  Saturday features our 50k , 100k, & 100k+ mixed terrain gravel course options (NOT A RACE), which are nothing to sneeze at and fully marked/gps'd.  Sunday will feature our fully flagged 50 mile mountain bike race (strict limit of 200 riders) looping the best of what Kingdom Trails and surrounding area has to offer.