Annual bicycle tours and festivals in Connecticut, Maine, Massachusetts, New Hampshire, Rhode Island and Vermont.
Most events listed here are non-profit and are open to all cyclists. For officially-sanctioned racing events, check the cycling organizations such as NORBA and US Cycling.
New England Classic, MA, NH, VT
Tour de Cure in support of the American Diabetes Association 150 miles in two days or 550 miles in 7 days, $35 + $500 in pledges for two days, $1,800 for 7 days (2008)
Late July
Pedro's New England Mountain Bike Festival, Location varies
One of the largest mountain bike festivals in North America is at a different New England location each year, offering group rides, races, mountain bike demos, expo, films and music, $40 for one day, $75/80 for three days (2006)
Connecticut & Rhode Island
Date
Event, Location, Distance
Late May
AngelRideCT, Norfolk
Two-day road tour across scenic north/central Connecticut to benefit Angel Charitable Trust and The Hole in The Wall Gang Camp, $100 registration + fund raising (2006)
Late May
Clean Air Challenge Seacoast Bike Tour, Norfolk
Two-days tours ranging from 25 miles to a century ride, in support of the American Lung Association, $30 registration + minimum fundraising of $225 to $325 (2006), includes meals
Late June
Rhode Island MS Bike Tour 150 miles
Two-day road tour in support of the MS Society Rhode Island Chapter, $35 registration plus $250 minimum donation + optional $45 for dormitory (2008)
Tour of Awareness, Stamford, CT
Choice of 5, 25, and 45 mile options in support of the Sexual Assault and Crisis Education Center, $30/$60 + $150 donation (2005)
Early June
Bike MS, Windsor
One-day road bike tours (10-100 miles) in support of the MS Society, $25/$35 registration and $125 minimum donation (2008)
Early June
Tour de Cure, North Haven
Bike one of five different routes 10, 25, 50, 100 or 162 km through southern Connecticut, in support of the American Diabetes Association, $15/$25 registration + $150 minimum fund raising (2008) includes breakfast, lunch
Late June
Bike MS: Down to the Sound Ride, Westport
One-day road bike tours (10-100 miles) in support of the MS Society, $25/$35 registration and $125 minimum donation (2008)
Early Aug
Tour of the Litchfield Hills,
Choice of 12, 30, 50, and 75 mile cycling routes to raise funds for the Center for Cancer Care's Patient Assistance Fund. Registration fee of $30 includes t-shirt and lunch (2005)
Late Aug
Pan-Massachusetts Challenge, Various points
Bike across Mass (or part of it) to benefit cancer research and treatment at Dana-Farber Cancer Institute. Choice of one or two days, and 47 to 192 mile routes, $160 registration + $1,200 to $3,600 minimum donation (2007)
Late Aug
Connecticut Challenge, Fairfield
Bike Across America's charity bike ride to benefit cancer patients and survivors. Choice of 25, 50, and 100 mile routes, $75 reg + $750 donation (2005)
Early Sept
CT AIDS Bike Tour, Hartford
Choice of 350-500 miles complete tour or day-rides of 60-100 miles, 1 to 5 days around the state of CT in support of HIV/AIDS. Entry fee: $50 plus minimum pledge of $250/day (2008)
Late Sept andEarly Oct
Eastern Connecticut Tour des Farms, Woodstock and Litchfield
Two tours on different dates offer choice of 10 to 25 mile leisurely rides with farm tours and coupons (with pre-registration) to spend at farms, volunteers pick up and deliver purchases, benefits farmland preservation. Entry fee: $35/$40 (2007), free T-shirt
Late Sept
Wicked Awesome Bike Fest, Pomfret
A celebration of the bicycle - road bike and mountain bike tours and racing, cyclo-cross racing, kids rides, live music, beer garden, $10-$25 (2007)
Late Sept
MS Bike Ride, Chester
Two-day bike tour 50, 100, or 150 miles in support of the MS Society, $50/$80 registration and minimum donation $300 (2008)
Mid Oct
Jamestown Classic, Jamestown, RI
One-day road bike tour, choice of 19-57 miles for adults, and a 3-mile route for kids, the oldest and largest annual cycling event in Rhode Island, $2,000 in prizes. $10-35 registration (2004) raises funds for charities.
Trek Across Maine 180 miles
three-day ride from Bethel to Rockland in support of the American Lung association of Maine, $50 registration plus a $450 minimum in pledges (2004).
Mid-July
Coastal Tour, Blue Hills
Six-day tour covering 50-60 miles per day with a visit to Acadia National Park, hosted by Maine Wheels Bike Club, $500/520 (2004)
MS 150 Bike to the Breakwater 25/50/75/150 mi
one- and two-day ride along the coast, $40 registration plus a $250 minimum donation.
Early Aug
Moose Tour - No longer in operation (formerly an annual six-day, supported tour of Maine).
Early Sept
Cycling Forward Wellesley
Three options: NYC-Boston (270 miles in 3 days), CT-Boston (100 miles in two days), or Wellesley loop (30 miles), hosted by Beyond the 11th, a charitable organization devoted to supporting widows in war-torn areas, minimum fundraising of $250-$2,500 (2006)
Mid-Sept
Autumn Escape Bike Trek Cape Cod
Two- or three-day, 160-mile bike ride from Plymouth to Provincetown to benefit the American Lung Association of Massachusetts. Entry fee: $50 plus $400-500 in pledges (2003)
Late Sept
Loon Echo Bike Trek Bridgton, Maine
Choice of 25, 50, 100 mile routes to raise money to protect open space and win prizes. The Century is the toughest in Maine. Entry fee: $25-50 plus pledges (2003)
Early Oct
Cadillac Challenge, Mount Desert Island
Road tours of 25, 62, and 100 miles around Acadia National Park, including a climb up Cadillac Mountain. There's also an option of taking a tour of the carriage roads. Organized by Maine Freewheelers, donations accepted.
MTB Adventure Series, Various Locations
Series of six fun mountain bike rides at different locations throughout the summer, post-ride party and prizes, $15 (2005)
Early May
Tour the Vineyard, Oak Bluffs, MA
Choice of 25 km, 50 km, or 100 km bike rides in suport of the National Multiple Sclerosis Society. Entry fee: $35 and $250 pledge (2008)
Mid-June
Pedal for Progress - New England, Worcester
75 and 100 mile supported rides through the rolling hills of Central Massachusetts plus Kid Safety Rodeo and race. entry fee: $75 (2004)
Late June
A Positive Spin For ALS, Wayland, MA
Choice of 10, 25, 50, or 75 mile rides and kids' ride to raise funds for the ALS Association (Lou Gehrig's Disease), $75 + optional fundraising (2008) includes SAG and lunch
Late June
Great Mass Getaway MS 150, Boston
One- and two-day day tours (100/150 miles) from Boston to Provincetown, $50 registration (includes meals and camping) and $500 minimum donation (2008)
Late June
Bike to the Sea Tour, Malden, MA
Annual ride from Malden along the proposed route of a trail from Malden to Lynn and Revere.
Late August
Boston-Montreal-Boston Boston, MA
Non-competitive endurance ride 750 miles (1,200 km) from Boston to Huntingdon, Quebec and return within a 90-hour time limit, for qualified riders only. Every four years the BMB is exempted by the Paris-Brest-Paris Randonneur. For the less ambitious there is also a four-day Quad Century tour (460 miles) on the southern part of the route, $199 (2006).
Late Aug
MassBike Bike Festival & Pie Race, Concord, MA
Rides vary in length from 5 miles to a metric century (62 miles). The Pie Race is 5-10 miles with three pie-eating stops. Bike expo and BBQ
Late Aug
Mass BikePike Tour Concord Annual four-day ride across the state from Concord to Northampton, 30 to 65 miles per day, limited to 100 cyclists, $300 (2008) includes camping and meals
Late Aug
Great Franklin County Tour, Greenfield, MA
Choice of 25, 50, 100 mile routes. Entry fees ($35) and pledges (optional) will support the residential and outreach programs operated by DIAL/SELF Teen Services. (2003)
Early Sept
Bike the Miles For Human Trials, Charlestown, MA
Choice of 20-mile, 50-mile, 75-mile and 100-mile routes in Fairfield County. Entry fees $45 + donations to benefit clinical trials of a promising cure for diabetes. (2006) Lost link 2008
Mid Sept
Autumn Escape Bike Trek, Provincetown
Two- or three-day bike ride (105/160 miles) from Plymouth to Provincetown in support of the American Lung Association of Massachusetts, $55/$75 + $500 in pledges (2005)
Mid Sept
Harbor to the Bay, Boston
One-day bike ride from Boston to Provincetown (125 miles) or Bourne to Provincetown (68 miles) in support ofpersons infected and affected by HIV/AIDS, $50 (2004)
Late Sept
Stow Bike for the Woods, Stow
Scenic 5, 14, 28, 45, or 62 mile bike rides through the country roads of Stow and surrounding towns. $10 adults, $5 for children under 12 (2004)
Late Sept
Hub on Wheels Bike Ride and Festival, Boston
Tours of 10, 20, 30, or 40 miles along traffic-free streets, music, food, and entertainment, bike sale and flea market, competitions, Kids Bike Skills Rodeo HiWheeler exhibition, bike safety workshops, $45 (2008)
Mid Oct
Boston Bike Film Festival, Boston
Screening of independently produced bicycling-related films, proceeds go to benefit bicycle advocacy programs in the greater Boston area, $15 (2008)
Jonathan Gilmour Fund Bike Ride, Hollis
Choice of three routes: 10, 25 and 50 miles on the backroads of southern New Hampshire, $15 + $100 donation to Zoo New England (2008) includes T-shirt and lunch
Mid May
Seacoast Bike Tour, Portsmouth
One- or two-day ride, 25 to 100 miles, from Portsmouth, NH, towards Ogunquit, ME. Choice of four routes on Saturday and two on Sunday, $10/$35 registration + $225/$325 minimum fundraising (2008) for Breathe NH (formerly the American Lung Association)
Mid July
Audrey Prouty Century Ride and Fitness Walk, Hanover
Bike 25, 50 or 100 miles or walk 5, 10, or 20 km along the Connecticut River in NH and Vermont, $150 minimum fundraising (2008) for Dartmouth’s Norris Cotton Cancer Center. New in 2008, the Prouty Ultimate Double Century Ride 200 miles in two days, $2,500 minimum fundraising.
Early August
24 Hours of Great Glen, Pinkham Notch
24-hour endurance ride on 8-mile circuit for solo, 2 or 4 person teams
Early August
Bike MS - Manchester, Manchester
Ride 25 km, 50 km or 100 km to benefit the National Mupltiple Sclerosis Society starting at Arms Park in Manchester, registration fee $35 (2008) plus minimum fundraising of $250, $20 for Bicycle Safety Rodeo.
Mid August
Mount Washington Hill Climb, Conway, NH
A 4,700-foot climb on a 7.6-mile road to the top of Mt Washington for $8,000 in prize money. Entry fee of $300 (2004) benefits the Tin Mountain Conservation Center
Mid August
Mount Washington Century, Conway, NH
Choice of 40, 80, 100-mile bike tour around Mount Washington. Entry fee of $55 (2007), or minimum $50 in pledges benefits the Tin Mountain Conservation Center (2004)
Jay Winter Challenge, Newport
Choice of 10 and 30 mile mountain bike races on trails groomed by snowmobile, $50-$100 (2007)
Early May
Vermont Tour de Cure Burlington
Bike one of four different routes 10, 25, 50 or 100 km through scenic countryside and along the shores of Lake Champlain, in support of the American Diabetes Association, $15/$25 registration + $150 minimum fund raising (2008) includes breakfast, lunch and a post-ride party
Early June
Vermont Eco Bike Tour, Montpelier, VT
Choice of 30, 50 and 100 km rides on scenic country roads in support of Washington County Boys and Girls Club, $40 (2007)
Mid June
Blazin' Saddles Century Ride, Randolph, VT
Choice of 70, 80, and 100 mile rides, $40 registration fee (2003), (Broken URL)
Mid June
Tour de Kingdom, Derby, VT
Choice of 15, 26, 51, 77 and 95 mile routes through the Northeast Kingdom, $25 (2007) includes food and T-shirt, all proceeds go to health programs for persons with chronic conditions such as diabetes
Mid July
Vermont Lakes Region Cycling Weekend, Poultney, VT
Choice of 6 rides each day, 12 to 60 miles, based at Green Mountain College, limited to 125 bikers, one day $35, two days $60 (2006) includes T-shirt, water bottle, and ice cream social, benefits local social projects
Late July
Jay MTB Challenge, Newport
A 65-mile mountain bike endurance ride with 10,000 feet of climb
Early Aug
MS 150 Green Mountain Getaway 40/75/100 mi
One and two-day road tours through the Green Mountains with a mountain biking option, $45 registration (includes meals and dormitory) and $200 minimum donation.
Early Aug
Summer Round-About Bike Tour 225/350 miles
Six-day tour through Vermont with inn accommodations, limited to 40 entrants, organized by the Tri-State Wheelers, $949 (2007)
Vermont 50 MT Bike and Ultra Run, Brownsville, VT
50-mile mountain bike ride and ultra run on hilly trails and backroads to benefit Vermont Adaptive Ski & Sports, $95 (2007) includes snacks, t-shirt and dinner.
Late Sept
Bennington Century Bicycle Tour, Bennington, VT
50 and 100-mile rides to benefit the local diabetes education program, $40/60 (2004) includes buffet.
Early Oct
Cochran 100 Bike Ride, Cochran, VT
Choice of 25, 50 and 100-mile rides through the Green Mountains to benefit the local after-school ski program, $30 (2005).
