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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 and The Moose are the exceptions as they include road-only courses varying between 20 and 200 miles!

UVWCC Clinic: Get to Know Your Bike

When
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Description

This will be an informal session on bike maintenance for women. Location is 15 Goodhue Hill Road, Enfield. Tire changing, derailleur adjustment, and basic mechanical maintenance issues will be covered. The idea is to help you with what you would like to know, and to prevent you from being stranded on the road. Bring your bike, or a wheel that needs the tire changed, or team up with a buddy to go over their bike.

Upper Valley E-Bike Lending Library

When
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Description

The Upper Valley E-Bike Lending Library:

  • is based at Kilton Library in West Lebanon but will travel to other Upper Valley towns and workplaces in July and August 2025
  • has 8 different e-bikes to try – in all styles
  • is free and open to everyone, no library card needed
  • lends bikes for part-days from Kilton and overnight through the Traveling Fleet
  • in 2025, operates May 19- October 31

Ride with Confidence! Bike Safety Class

When
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Description

Feel safer and more confident on your bike—whether you're new to cycling or just need a refresher. This class is taught by Bevin Barber-Campbell, a certified League of American Bicyclists instructor with over a decade of experience.

 Learn: Traffic safety, bike handling, and rules of the road

 Practice: On-road group ride to apply your skills

 Enjoy: Light refreshments during the session

Try The Track @ Northeast Velodrome Wed, May 28

When
Description

This is a track riding and racing clinic for riders who are not familiar with riding a fixed gear or riding on a velodrome. Track racing has some peculiarities that make it a little different from road riding or racing.  This clinic will give you the knowledge and experience necessary to being track riding at the Northeast Velodrome.

The course consists of 3 sets of skills:

Try The Track @ Northeast Velodrome Sat, June 7

When
Description

This is a track riding and racing clinic for riders who are not familiar with riding a fixed gear or riding on a velodrome. Track racing has some peculiarities that make it a little different from road riding or racing.  This clinic will give you the knowledge and experience necessary to being track riding at the Northeast Velodrome.

The course consists of 3 sets of skills:

The Ranger

When
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Description

The Ranger is a mass-start ride where participants looking to compete can do so in a gravel enduro format. Think of a gravel enduro as a “race within a ride” where the only race times that are tracked come on a series of timed segments (also called stages). Finishing times aren’t based on overall ride time but on each rider’s cumulative time from these several segments. 

The Moose

When
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Description

Cancelled in 2025.  Stay tuned for a revamped 2026. 

The Moose offers miles and miles of wide open riding, on some of the most “car hungry” roads in Vermont. This is not a sanctioned race. As a “timed event” you must stop at all stop signs and obey traffic lights. But, hey, there are only three stop signs in the entire 103 miles of riding. As for traffic lights – nadda, niente. And yes, you must yield to oncoming traffic at your left hand turns. But what’s this? There are only three of them in all 103 miles.

Ride with Confidence! Bike Safety Class

When
-
Description

Feel safer and more confident on your bike—whether you're new to cycling or just need a refresher. This class is taught by Bevin Barber-Campbell, a certified League of American Bicyclists instructor with over a decade of experience.

 Learn: Traffic safety, bike handling, and rules of the road

 Practice: On-road group ride to apply your skills

 Enjoy: Light refreshments during the session

Try The Track @ Northeast Velodrome Mon, June 9

When
Description

This is a track riding and racing clinic for riders who are not familiar with riding a fixed gear or riding on a velodrome. Track racing has some peculiarities that make it a little different from road riding or racing.  This clinic will give you the knowledge and experience necessary to being track riding at the Northeast Velodrome.

The course consists of 3 sets of skills:

The Dirty Project

When
Description

The DP is jam-packed with what you love: gravel, climbing, and lot's of it!  At 83.5 miles with 10,300+ feet elevation gain or 46.0 miles with 5,200 feet elevation gain, this will be one tough course!  We have incorporated many classic DP dirt roads and climbs that have defined the event for 10 years, and added a few new ones!

Analog Cycles 4x4 ride

When
Description

The 7th annual Analog 4x4 features 3 ride options for ‘25.  There's the classic 40 miler, with the rocky class 4 roads and the hike a bikes, but we're also introducing the 2x4 (25ish miles, two class 4 roads, over 2500' less climbing) and the 1x4 for folks who just wanna sample platter: a bit of rail trail, a bit of dirt road, a singular class 4 road. 

Class VI Classic 4.0

When
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Description

Have you ever ridden past a decrepit dirt road and thought "I should really see what's down there?" Well now is your chance to find out! Code "UVCC" gets 50% off registration.

Sign up today on Bikereg!

The fourth annual Class VI Classic brings back many fan favorites and will be adding many new segments that I'm certain (per Strava) you've never ridden (or pushed your bike through) before. To make things even more diabolical there will be a number of choose-your-own-adventure segments where you can pick harder or easier terrain.

Vermont Gran Fondo

When
Description

The Vermont Gran Fondo (VTGF) was born from a famous bucket-list epic 4-gap ride known by the locals as the LAMB ride. LAMB comes from the names of 4 gaps (Lincoln Gap, Appalachian Gap, Middlebury Gap, and Brandon Gap) which, when combined into a single ride, can easily top 100 miles and over 10,000 feet of climbing, not a bad effort for one day.

Velo Stowe

When
Description

Join us on Saturday, June 28 for a marked course gravel ride around Stowe’s dirt roads. Ride with your friends, your family, or enjoy a solo adventure to experience all the scenery Stowe has to offer. 

After your ride, meet back up with us at Tälta Lodge for some well-deserved food, beverages, live music, and more fun. The rides will be approachable for most and we’re excited to create an atmosphere where everyone is welcome, keeping the focus on fun.

Try The Track @ Northeast Velodrome Sat, July 12

When
Description

This is a track riding and racing clinic for riders who are not familiar with riding a fixed gear or riding on a velodrome. Track racing has some peculiarities that make it a little different from road riding or racing.  This clinic will give you the knowledge and experience necessary to being track riding at the Northeast Velodrome.

The course consists of 3 sets of skills:

Prouty: Bike

When
Description

Welcome to Prouty: Bike! The Prouty's bike option is our most popular and with good reason! With eight route options to choose from, there's a distance and terrain for everyone. All our routes are scenic, well marked, fully supported and FUN! Choose from our route options below and please be mindful of your route selection; while our rides are supported, riders are expected to select routes based on their experience levels.

Prouty Bike takes place on Saturday, July 12 in Hanover, NH

Road: 20, 35, 50, 77, or 100 miles
Gravel: 50 miles
Mountain Bike: 8 or 18 miles

Prouty: Ultimate

When
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Description

The Prouty™ began in 1982 when four Cancer Center nurses, inspired by the courage of their patient, Audrey Prouty, committed to cycling 100 miles through the White Mountains of New Hampshire.

The annual 2-day Prouty Ultimate is an unparalleled ride experience: two days of scenic and fully supported riding through the beautiful New England countryside, complimentary lodging, meals and camaraderie. This is the Prouty at its best!

Prouty Ultimate takes place on July 12 & 13 in Hanover, NH.

Mount Greylock Century

Description

Registration is now open for the 2025 Mt. Greylock Century!

Join us on Saturday, July 26th for this year’s edition, starting from the Stationery Factory in Dalton, MA. There's plenty of time to build up those miles before tackling the now legendary course that features over 12,000 feet of climbing. The Metric Plus route features 7,800 feet of climbing over 78 miles. 

Mt. Ascutney Bicycle Hillclimb

When
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Description

Join us for an ascent up one of the USA’s most iconic climbs! The race takes place on a scenic state park road that’s completely closed to traffic. Compete head to head against some of the finest hill climbers on the east coast, or challenge yourself to conquer one of the hardest hills in the country. 

Our partner is once again the Ascutney Trails Association non-profit and all proceeds from the event will go to their important work developing trails for public use on Mt. Ascutney.

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Kearsarge Klassic

When
Description

The Kearsarge Klassic is, indeed, a gravel riding classic!

Launched by NHCC in 2012 the reins were turned over to GRVL Cycling in 2019. Ride HQ is in the the quaint village of Warner NH and includes many of the roads legacy riders have come to love.

Mt. Kearsarge Hillclimb

When
Description

The Mt. Kearsarge Hill Climb is an approx 8 mile climb up Kearsarge Mountain Rd.  onto the Mt. Kearsarge access road with a finish at the summit parking lot (elev. 2,937 ft).  The first 4.5 miles  is on a public road and includes some uphill, level, and downhill sections! The access road is 3.5 miles with an average grade of 8.7% and 1,738 feet in elevation gain.   When you reach the top, you'll be rewarded with a bare rock summit where, on a clear day, you can see as far as Boston and to the mountains in southern Vermont.

Mount Washington Hillclimb

When
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Description

On Saturday, August 16, 2025, riders will race to the summit of Mt. Washington in what's been called, "the toughest hillclimb in the US, if not the world", the Mt. Washington Auto Road Bicycle Hillclimb (MWARBH). This race is hosted and benefits Tin Mountain Conservation Center.

TIMELINE: 
March 1st: MWARBHRegistration Opens
April 1st: Early Bird / Practice Ride Registration Opens 
July 13: Practice Ride
August 16 (17th raindate): MWARBH

Race To The Top Of Vermont

When
Description

Every August the Delta Dental Race to the Top of Vermont draws hikers, bikers, and runners from across the U.S. and Canada to climb Mt. Mansfield, Vermont’s highest peak. Our course ascends the historic Mansfield Toll Road – 4.3 miles in length and 2,564 feet of up! For some, it’s all about trying to achieve a fast time on this challenging course.

Vermont Overland

When
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Description

The Overland is a 55-mile (distances fluctuate based on years/course) dirt road bicycle ride featuring close to 7,000 feet of climbing, eight sectors of Class4 Roads (unmaintained ancient public through-ways), two sag stops, a magnificently scenic route and an awesome party afterwards. It’s the ultimate overland adventure ride. Open dirt roads, amazing scenery and an epic course unlike any you’ve ever ridden before, all within a beautiful Vermont pastoral setting.

Finding Flow on the Trail @ ORO, Montpelier, VT

When
Description

This exciting NEW mountain bike skills clinic is all about finding more FLOW on the trails! Do you feel clunky riding around berms? Do you have trouble keeping up with your pals through rhythm sections? Do you want to gain more speed on the trails and have a more cohesive ride? Then this clinic is for YOU! The skills we’ll cover are geared toward the intermediate rider. We’ll gather tools around pumping technique and cornering technique, helping you gain more confidence and find your FLOW!

TriQuest Gravel Triathlon @ Ludlow, VT

When
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
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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. 

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

Tour de Creemee

When
Description

Most longtime Vermont cyclists have heard of the Central Vermont Cycling Tour, Vermont's original, classic gravel grinder ride. We're thrilled to announce that the host of this ride, the wonderful folks at Cross Vermont Trail Association, have just passed the baton to Onion River Outdoors!

Peacham Fall Fondo

When
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Description

Join Wahoo cyclist Ian Boswell and his local community on a 50-mile route featuring the Northeast Kingdom's best gravel.

Registration opens June 20 at 8AM.  This fills up FAST.  Beautiful route, great event, homemade pie at the halfway stop.

VT 50

When
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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
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
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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.