New England
ExpertD2R2 180K Classic
Greenfield, MA
115.1 mi13,110 ft60% unpaved
Route by Franklin Land Trust (D2R2)
Map & elevation GPX
About This Region
New England packs a huge amount of gravel into six small states: Massachusetts, Vermont, New Hampshire, Maine, Rhode Island and Connecticut. Vermont's unpaved Class 4 roads and covered bridges get the most attention, but the hill towns of western Massachusetts, the notches of New Hampshire and the woods roads of Maine all hold classic riding. The cycling culture is grassroots and welcoming — you'll find dairy farms, maple sugar shacks, stone walls and dense hardwood forests on almost every route.
Best Time to Ride
Late May through October is prime season. June and September are especially magical — the roads dry out after mud season, wildflowers bloom, and fall foliage (peak mid-October) transforms every climb into a postcard. Avoid April–early May ("mud season") unless you want a true suffering experience.
Routes & Course Maps
New England
ExpertEssex County Cider Donut Dirt Randonnée (100 mi)
Topsfield, MA
106.9 mi5,010 ft41% unpaved
Route by Munroe Velo
Map & elevation GPX
New England
AdvancedMuddy Onion XL Loop (60 mi)
Montpelier, VT
61.9 mi6,670 ft87% unpaved
Route by Onion River Sports
Map & elevation GPX
New England
AdvancedThe Ranger 62 Mile Course
Tunbridge, VT
61.6 mi7,270 ft79% unpaved
Route by The Ranger VT
Map & elevation GPX
New England
AdvancedVermont Overland
West Windsor, VT
49.5 mi6,080 ft88% unpaved
Route by Vermont Overland
Map & elevation GPX
New England
AdvancedRaces & Events
The Hibernator
Oct 24 – Oct 25, 2026West Burke, VT
Pavement Ends Gravel Ride and Race
Expected April 2027Henniker, NH
Crazy 8 Gravel Hundo
Expected May 2027Ripton, VT
The Black Fly Gravel Ride
Expected May 2027Westmore, VT
Raid Rockingham
Expected June 2027Newmarket, NH
The Easton Escape
Expected June 2027Easton, ME
The Acadian Village Ride
Expected July 2027Van Buren, ME
The Ploye Pedaler
Expected August 2027Madawaska, ME
Kearsarge Klassic
Expected August 2027Warner, NH
Highs and Lows Tour
Expected August 2027Plymouth, NH
D2R2 (Deerfield Dirt Road Randonnée)
Expected August 2027Franklin County hilltowns, MA
Course map & GPXCrown of Maine Gravel
Expected August 2027Presque Isle, ME
Sloppy Jon's
Expected September 2027Foster, RI
Cabot Ride the Ridges
Expected September 2027Cabot, VT
Vermont Super 8 Bikepacking
Expected September 2027Montpelier, VT
Pedaling for Payson
Expected September 2027Hopkinton, NH
PMC Unpaved
September 25, 2027Lenox, MA
The Spud Spin
Expected September 2027St. Agatha, ME
Tour de Forest and Icebox Gravel
Expected October 2027Norfolk, CT
Ride the New England gravel scene?
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Getting There
Boston Logan (BOS) is the main hub for the region. For shorter drives, fly into Burlington (BTV) for northern Vermont, Manchester-Boston Regional (MHT) for New Hampshire and southern Vermont, Portland (PWM) for Maine, Bradley (BDL) for Connecticut and western Massachusetts, or Providence (PVD) for Rhode Island. Car rental is essential — gravel routes radiate from small towns not served by transit. Most events are within a three to four hour drive of Boston.