Jun
7
Wilmington Whiteface MTB 2026
Known as the “Beast of the East,” this annual mountain biking competition takes place on Whiteface Mountain in the Adirondacks,…
Presented by Adirondack Sports Council
New England Events
21 upcoming events
Jun
13
B2VT (Boston to Vermont) 2026
This legendary New England road ride traces its roots to the early 2000s when Team Psycho cyclists rode from Boston…
Presented by Streamline Events
Jun
13
VT Monster Gravel Grinder 2026
Based at Stratton Mountain Resort, the VT Monster Gravel Grinder delivers three challenging courses through Vermont’s demanding terrain. The flagship…
Presented by Streamline Events
Jun
20
Gran Fondo Hincapie – Bangor 2026
Escape the summer heat for a ride through Maine’s rolling countryside with former world tour professional George Hincapie. This northernmost…
Presented by Hincapie Events
Jul
10
The Prouty 2026
Named after Audrey Prouty, a local nurse who died of ovarian cancer in 1982, this annual cycling event began when…
Presented by Friends of Dartmouth Cancer Center
Jul
11
XTERRA Trail Run World Championship 2026
The crown jewel of the global XTERRA Trail Run World Series, this championship draws elite and amateur trail runners from…
Presented by Xterra Worldwide Trail Series
Jul
17
Vermont 100 Endurance Race 2026
The Vermont 100 is the only 100-mile ultramarathon run concurrently with a horse race, creating a unique atmosphere where runners…
Presented by Grand Slam of Ultra-Running
Jul
18
Carrabassett Backcountry Cycle Challenge 2026
As part of the National Ultra Endurance Series, the Carrabassett Backcountry Cycle Challenge tests riders across three distances: approximately 100K,…
Presented by National Ultra Endurance Race Series (NUE)
Aug
1
24 Hours of Great Glen 2026
Nestled at the base of Mt. Washington in Pinkham Notch, the 24 Hours of Great Glen combines serious endurance racing…
Presented by Great Glen Trails Outdoor Center
Aug
8
Tour of the Catskills 2026
This challenging gran fondo through the Catskill Mountains of southeastern New York offers three distinct route options produced by Anthem…
Presented by Anthem Sports Tours
Aug
15
Mt. Washington Auto Road Bicycle Hillclimb (MWARBH) 2026
The Mt. Washington Auto Road Bicycle Hillclimb presents what organizers call the hardest hill climb in the world, and it’s…
Presented by Mt. Washington Auto Road
Aug
22
The Vermont Overland Trail Run 2026
The Vermont Overland Trail Run offers something genuinely different from typical trail races. This 15-mile course covers 2,600 feet of…
Presented by Vermont Overland
Aug
22
Deerfield Dirt Road Randonnée (D2R2) 2026
The Deerfield Dirt Road Randonnée offers riders a quintessential New England gravel experience through the remote countryside of western Massachusetts.…
Presented by Franklin Land Trust
Aug
23
The Vermont Overland Bike 2026
This 55-mile gravel ride through Vermont’s pastoral landscape combines 7,000 feet of climbing with seven sectors of “Vermont pavé” —…
Presented by Vermont Overland
Aug
29
Xterra Sugarloaf 2026
Set within the dramatic terrain of Sugarloaf Mountain in Carrabassett Valley, Maine, this trail running event delivers one of the…
Presented by Xterra Worldwide Trail Series
Sep
24
Fox US Open of Mountain Biking 2026
Established in 2003, the Fox US Open of Mountain Biking has evolved into America’s premier mountain bike festival, bringing together…
Presented by US Open Downhill Series
Sep
27
Vermont 50 MTB 2026
The 32nd annual Vermont 50 MTB stands out as a mainstay New England event that uniquely pairs with the Vermont…
Presented by Ascutney Outdoors
Sep
27
Vermont 50 Ultra Run 2026
In its 32nd year, the Vermont 50 Ultra Run offers both 50-mile and 50K distances through Vermont’s challenging terrain. What…
Presented by Ascutney Outdoors
Oct
3
Bear Brook Classic 2026
The Bear Brook Classic takes place in New Hampshire’s 10,000-acre Bear Brook State Park, where riders tackle an impeccable mix…
Presented by State 9 Racing
Mar
27
Rasputitsa 2027
This gravel classic returns to its roots for its 10th anniversary, reintroducing the notorious Cyberia section that built its reputation.…
Presented by Rasputitsa Gravel
Jun
26
Vermont Gran Fondo 2027
Event for 2026 has been cancelled, see you in 2027! Details to be confirmed… Born from the legendary LAMB ride—a…
Presented by Gran Fondo National Series