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$50 registration + $600 in pledges for two days, $2,000 for 7 days (2009) includes dorm accommodations and meals
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
Mid June
Kennebunks Tour de Cure Kennebunks
Two-day bike tour in support of the American Diabetes Association, $35/$50 registration + $500 minimum fund raising (2008) includes breakfast, lunch and a post-ride party
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 and Early 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)
Early Oct
Ashford Metric Century, Ashford, CT
Choice of 25-100 miles through fall foliage quiet and rolling hills of Ashford, Eastford and Woodstock; registration $25-$40 (2009) raises funds to benefit the Ashford Recreation Department.
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.
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)
Mid June
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 $500 minimum in pledges (2009) includes meals and camping.
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)
Mid-July
Maine Bike Rally Varies
Three days of on-road and off-road bike rides 5 to 100 miles per day, sunrise rides and stargazing night rides, canoeing, hiking, co-sponsored by the Bicycle Coalition of Maine, $35-$100 includes meals and camping (2009)
Late July
Maine Lobster Ride and Roll Fryeburg
Choice of four routes from 16 to 100 mile on ocean-side roads with some hills followed by a lobster roll dinner, $65-$75 (2009) proceeds to benefit Bike Maine's advocacy work
Early Aug
MS 150 Bike to the Breakwater Standish
One- and two-day ride along the coast, 50 or 75 miles each day, $40-$75 registration plus a $250 minimum donation (2009).
Early Sept
New England Parkinson's Ride, Old Orchard Beach
Choose from 30, 50, or 100-mile rides beginning and ending at Old Orchard Beach, requires a minimum of $100 in donations to The Michael J. Fox Foundation for research and treatment of Parkinson's Disease (2009)
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
Roots of Development Mansfield, CT
Choice of 4.5, 20, and 40 mile routes to raise money for Haiti Healthcare, reg $10-$35 plus donations (2009)
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
Autumn Escape Bike Trek Cape Cod
Two- or three-day, 105/160-mile bike ride from Plymouth to Provincetown to benefit the American Lung Association of Massachusetts. Entry fee: $55-$75 plus $400-500 in pledges (2009) includes meals and camp bed
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 New England, post-ride party and prizes, $15 (2009)
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)
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
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, hosted by Stow Conservation Trust, $10/$15 (2008)
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
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
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)
Early Oct
Autumn Escape Bike Trek, Cape Cod
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 (2009) includes rustic accommodations and meals
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 (a non-profit group supporting lung health)
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 or 12-hour endurance rides on 8-mile circuit for solo, 2 or 4 person teams, prizes, $105-$740 (2009)
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, limited to 600 riders so fills up quickly. Entry fee of $350 (2009) benefits the Tin Mountain Conservation Center
Mid August
Mount Washington Century, Conway, NH
Choice of 20, 50, and 100-mile bike tours around Mount Washington. Entry fee of $60/$70 (2009), plus optional pledges, benefits the Tin Mountain Conservation Center
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)
Early June
Tour de Kingdom, Derby, VT
Choice of 15 to 100 mile road bike routes through the Northeast Kingdom on each of two days, adults $50/day (2009) includes lunch and T-shirt, all proceeds go to health programs for persons with chronic conditions such as diabetes
Mid June
Blazin' Saddles Century Ride, Randolph, VT
Choice of 70, 80, and 100 mile rides, $40 registration fee (2003), (Broken URL)
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
Heart of the Valley Ride Ludlow
Choice of 20, 40 or 62 mile road bike tours from Okemo Resort in support of Upper Valley United Way, $45 (2009)
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)
Northern Vermont Bike Tour St. Albans
35 or a 70 mile loop heading North through Alburg onto the Champlain Islands and returning south over the causeway, $25 + minimum $100 donations (2009) for youth center
Late Sept
Harpoon Point to Point, Windsor, VT
Choose from three rides: 110-mile ride starts at the Catamount Family Center in Williston, the
50-mile ride in Bethel and the 25-mile out and back ride from the Harpoon Brewery, $25-$85 reg + $25-$150 minimum fundraising (2009) to benefit the Vermont Foodbank, includes t-shirt and post-ride celebration.
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).
