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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 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

The presence of an event on this list does not constitute an endorsement by the UVCC.

Kingdom XC MTB race - Lyndonville VT

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The north east is an amazing backdrop for XC MTB racing…. We have the mountains, we have the dirt, the forest cover and a dense population with thousands of passionate cyclists. What we don’t have is a consistent XC series or a unified cross country racing community. As a veteran promoter and a dedicated racer, that is a challenge that has intrigued me for years. I am proud and ready to accept that challenge. 

 

Mt. Washington Auto Road bicycle hillclimb - Gorham, NH

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We are excited to return to the “rock pile” for the 53st Mt. Washington Auto Road Bicycle Hillclimb (MWARBH) presented by Tin Mountain Conservation Center! Tin Mountain Conservation Center is a non profit which provides opportunities to experience nature as the ultimate classroom.

In fact, this summer you have two opportunities to pedal to the top of Mt. Washington!  These event notes are for the main event, the supported, timed, exciting, and not-to-miss festival.

D2R2 2026 - Greenfield, MA

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The Deerfield Dirt-Road Randonnee was conceived in the 1990's as just a favorite dirt-road loop in the hilltowns of Franklin County, Massachusetts.  Since its birth as an organized event in 2005, many have hailed D2R2 as the hardest, most beautiful, most fun, most traffic-free, most unique, and overall best ride that they have ever done. However, D2R2 will continue to maintain its original character as just a bike ride –

Woodstock Triple Crown Throwdown - Pomfret, VT

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Vermont’s premier Cross-Country and Enduro stage race is BACK! With the amazing success of our inaugural Woodstock Triple Crown Throwdown last summer, we are bringing back this fundraiser that supports the Woodstock Area Mountain Bike Association (WAMBA)! This event is truly one-of-a-kind, featuring some of the best riding in Vermont! The Triple Crown Throwdown is an unparalleled adventure to support our amazing trails and to test your endurance. One day, three networks, three XC “Superstages”, 4-6 Enduro “Substages,” food and beer included, and all-day stoke and good times.

Race to the Top of Vermont - Stowe, VT

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Every August, the 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.

Green Mountain Stage Race - Waitsfield, VT

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GREEN MOUNTAIN STAGE RACE – The largest stage race in North America in 2023

Thank you for your interest in the Green Mountain Stage Race. In 2023 the GMSR was the largest stage race in North America! Velo has selected the GMSR as one of the top ten stage races in the US two years in a row! Come experience what it is like to be treated like a Pro regardless of your catagory. This will be the twenty-fifth edition of the GMSR! We hope you can join us.

Adult beginner MTB clinic - Lebanon, NH

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We are excited to announce that we are planning to host two half-day clinics for adults who are interested in learning more about mountain biking. The clinics will run from 9 am to 12 pm with lots of hands-on learning led by Stuart Lander, our Gear Shifters leader. There will be options for a trail ride experience to work on new skills!

If interested in attending the half-day clinics, please register online at LebanonNH.gov/Register or by clicking below.

Fall Clinic – September 5th from 9 am to 12 pm at the Landmark Trails

Cabot Ride the Ridges 2026 - Cabot, VT

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Cabot Ride the Ridges 2026 marks Year 13 of this fantastic gravel grinder, with each and every year better than the last. For returning riders, we continue to have the features that make our event Cabot RTR-special - 4 different gravel distances, beautiful views, friendly volunteers with positive attitudes, wood-fired pizza as the post-ride meal, lots of well-stocked aide stations, laughs, fun, and all to support a great cause.  We will continue to have Cabot RTR merchandise available for pre-sale, as well as day-of purchase (supplies may be limited).

Vermont Super 8 Grand Depart

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What is the Vermont Super 8 Grand Depart?​

It's a self-supported bikepacking adventure that takes place at the end of September. Most riders start and finish in Montpelier. The course is self-navigated using GPS devices. Riders are provided with a route and a list of resources, but they otherwise must carry their own gear and make their own camping arrangements. The course features some of Vermont's extremely rugged roads and trails, and it covers very hilly terrain.

Fly to Pie 2026 - Coventry, VT

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Fly to Pie is run on largely dirt roads through "the gut" of the Northeast Kingdom of Vermont,  26.2, 17. 13.5 and 6.2 mile options.  We schedule it during our Fall Foliage Season.  It is a running and a biking event.  We start at the Airport in Coventry and end at Parker Pie in West Glover with all the pizza you can eat and with a cash bar with Hill Farmstead bear on tap.  The primary biker route is 26.2 miles 

Marathoners start at the airport at 11:30 am

13.5 mile family challengers start at the airport at 10:30 am

Great River Ride Century / Berkshire Brevets - Westfield, MA

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2026 marks the 39th Anniversary of the Great River Ride. Over the years the GRR has been recognized by the League of American Bicyclists (LAB) and Bicycling Magazine as one of the top century rides in America. A variety of routes are offered to match the skill levels of all participants. Event proceeds will benefit the programs of the Friends of the Columbia Greenway Rail Trail (FOCGRT), a 501 3c nonprofit organization.  

Staffed refreshment stops along the ride as well as a post-ride buffet with live entertainment from 2:00 PM to 5:30 PM.