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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.

Cabot Ride the Ridges 2026 - Cabot, VT

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BikeReg link
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Description

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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Event website
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Description
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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BikeReg link
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Description

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

Long Trail gravel ride - Bridgewater, VT

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Description

Fun Social ride to give thanks to the Long Trailer Brewery for supporting WAMBA. This ride is mostly on dirt with a few technical Pave sections BUT loads of fun!!
This is a self supporting ride so plan for that... We will do a water bottle refresh at the Barnard General Store.

Post Ride we will get lunch and give some support back to Long Trail in thanks for their support.

We’ll meet at the Brewery, ride Plymouth and Bridgewater and finish up with a group lunch at the Brewery. 10 AM wheels up.

Great River Ride Century / Berkshire Brevets - Westfield, MA

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BikeReg link
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Description

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. 

Worthy Burger gravel ride - South Royalton, VT

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Event website
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Description

Fun social ride to give thanks to the Worthy Burger / Worthy Group for supporting WAMBA. We will explore the South Royalton / Tunbridge back roads.

Post ride we will get lunch and give some support back to WB in thanks for their support.

We’ll head out from the South Royalton green at 10 and come back to Worthy Burger for a group lunch.