Category: Massachusetts

Buzzards Bay Watershed Ride: September 30, 2018

Celebrate the beauty of the Buzzards Bay region by participating in the Buzzards Bay Watershed Ride! Whether you’re an avid cyclist or a casual rider, you’ll enjoy a fun, scenic ride with 75-mile and 35-mile route options. And you’ll raise funds to protect clean water for all.

12th Annual Buzzards Bay Watershed Ride

Date: Sunday, September 30, 2018
Time: 8am – 5pm
Location: Sakonnet Point, RI to Woods Hole, MA
Address: 100-mile start at Corner of Sakonnet Point Road and Bluff Head Ave, Little Compton, RI

  • 75-mile start at Horseneck Beach, John Reed Road, Westport
  • 35-mile start at Eastover Farm at 131 Hiller Road, Rochester, MA.
  • Finish line at Woods Hole, MA.

Cost: $50 registration fee, plus $300 fundraising minimum – fully-supported event includes t-shirt, snacks, food truck lunch, post-ride party and dinner with wine & beer!
Contact: Deborah Hood, Event Manager, (508) 999-6363 x207,

Experience the beauty and spirit of the Buzzards Bay region in autumn at the 12th annual Buzzards Bay Watershed Ride on Sunday, September 30. Choose from three celebrated 100, 75, and 35-mile cycling routes that wind through farmland, coastal villages, cityscapes, cranberry bogs, and the back roads of Cape Cod to end with a waterfront finish line party in beautiful Woods Hole.

All riders are fully supported with friendly volunteers, local food and beverages all day, and SAG wagons with ace traveling bike mechanics and First Aid. $50 registration fee includes five water stops, a hearty food truck lunch at scenic Eastover Farm, a dinner buffet with beer, wine and live music, and awards and prizes for top fundraisers and best team uniforms.

Each cyclist is required to raise a minimum of $300 to support the Buzzards Bay Coalition’s work to protect our local environment. Team participation welcome and encouraged! Join us to “Bike for Clean Water” in October.

The Buzzards Bay Watershed Ride route begins in Little Compton, Rhode Island. It soon crosses over into Massachusetts, passing through Westport, Dartmouth, New Bedford, Fairhaven, Acushnet, Mattapoisett, Rochester, Wareham, Bourne, and Falmouth before ending in Woods Hole.


2017 routes

Ipswich to Boston route at RideWithGPS
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TCX Course

Tour de South Shore, Hingham, MA, September 22, 2018

The McCourt Foundation’s 2018 Tour de South Shore Athletic Festival offers a 25 and 50 Mile Bike, a 5K Walk and a 5K Fun Run. Now everyday athletes, as well as avid cyclists, can get involved in a fun, healthy, community event. Participants can join an established team, start a new team, or go solo. Each participant commits to raising $200 and help fight against MS, Alzheimer’s, ALS and Parkinson’s disease.

Register Now!

25 or 50 Mile Bike

The bike will travel through the towns of Hingham, Cohasset, Scituate, and Norwell with Police details throughout the course.

Start Location: Wompatuck State Park, Hingham, MA 
6:30 am – Registration
7:30 am – 50 Mile Bike
8:30 am – 25 Mile Bike

 5K (3.1 Mile) “Fun” Run

The Fun Run will take place within the park on the walking trails and will be well marked.

Start Location: Wompatuck State Park, Hingham, MA 
8:00 am – Registration
9:00 am – 5K (3.1 Mile) Fun Run

5K (3.1 Mile) Walk

The walk will take place within the park on the walking trails and will be well marked.
8:00 am – Registration
9:00 am – 5K (3.1 Mile) Walk

Berkshires to Boston, September 12-16, 2018

The Berkshires to Boston Bicycle Tour introduces riders to the best of Massachusetts cycling – lots of peaceful roads, good pavement and magnificent scenery and some fun, urban riding on bike paths, bike lanes and community streets. Riders on the 2014 tour gave high marks to the Berkshires to Boston Tour route, and the 2018 tour is almost identical. Visit the Berkshires to Boston website for the updated routes for 2018.

2014 routes

Warm-up ride

A pre-tour ascent of Mt. Greylock, Massachusetts’ highest peak. We’ll head out from Hancock Shaker Village in the late morning on Wednesday for the thirteen mile ride to the base of Rockwell Rd, part of the scenic byway that climbs to the summit. The next eight miles climb over 2,200 feet along the parkway through the State Reservation managed by MassParks, the Commonwealth’s state parks agency. We’ll follow Rockwell Road back to the base the mountain and retrace our route back to Hancock Shaker Village for a total ride of about 45 miles.

Berkshires to Pioneer Valley

The first day covers 59 miles between the New York border at Hancock, MA and Sunderland, MA in the Connecticut River Valley. Along the way, riders will pass through Pittsfield, the Berkshire’s largest city, ride the Ashuwilticook Rail Trail and climb 1,000 feet to the top of the Hoosac Range. Overall, the day includes 3,589 feet of climbing; but, riders are rewarded with over 4,600 feet of descent as they drop into the flat Valley farmlands. See this route at Ride with GPS at Berkshires to Boston Day One

Pioneer Valley to Devens MA

Today is the longest day of the tour – 79 miles as we climb out of the Valley and ride through the Central Highlands to Devens, MA. The day begins with flat riding through the fertile farmlands along the Connecticut River before riders begin a gradual 11-mile climb up to the town of Wendell, 1,000 feet higher than our Sunderland starting point. The next 40 miles feature quaint New England towns like Petersham and Princeton and a rolling route through the heart of Massachusetts. The final 20 miles are nearly all downhill or flat as riders drop over 1,000 feet to Devens. See this route at Ride with GPS at Berkshires to Boston Day Two

Devens to Boston

Today is the shortest and easiest day of the tour – only 50 miles and a net loss of 200 feet in elevation as we travel into Boston. The route passes by the Minuteman National Historical Park and passes through the historic towns of Lexington and Cambridge. The route also takes advantage of the popular Minuteman Bike Path to get into the City. The short day is designed to let riders savor the rich history and scenic landscapes of this beautiful area of the state. See this route at Berkshires to Boston Day Three

Tour de Cure New England Classic, Bedford, MA : July 14-15, 2018


New England Classic 150 & 550

The New England Classic Tour de Cure is a weekend or weeklong adventure cycling
through picturesque towns, along the coast and through the mountains. Our two-day,
150-mile tour takes you from Woburn, just north of Boston, through the Merrimack
Valley and into New Hampshire on our first day, and then continues on Day 2 to the
coast of Southern Maine. The seven-day, 550-mile tour rolls on into the White Mountains
of New Hampshire, across the Connecticut River Valley into Vermont and on to the
Green Mountains, before returning via the Monadnock region of New Hampshire to Massachusets on the triumphant final day. The intrepid group of riders on both New England Classic tours join forces in the fight to Stop Diabetes® and raise funds for diabetes research, education and advocacy in support of the American Diabetes Association.

The week-long Tour de Cure New England Classic starts at Middlesex Community College 591 Springs Rd, Bedford, MA.


Vineyard Warrier Triathlon: September 8, 2018

Vineyard Warrior Triathlon on the Island of Martha’s Vineyard: A 1 mile swim, 24.6 mile bike, and a 6.2 mile run race that spans the scenic towns of Oak Bluffs, Tisbury, West Tisbury, and Edgartown. A portion of event proceeds goes to the Martha’s Vineyard Boys and Girls Club and the Oak Bluffs Parks department for beautification and preservation of its amazing public parks.

Start: State Beach, Oak Bluffs, Massachusetts

Bike route: Oak Bluffs north via Beach Road to Tisbury. Tisbury along State Road to West Tisbury. West Tisbury along Edgartown-Tisbury Road to Edgartown. Edgartown along Edgartown-Oak Bluffs Road to Oak Bluffs.  Challenge: Ascend Sysiphus’ climb.  

2017 route

Route at RideWithGPS
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TCX Course

Impact Ride, Attleboro MA: September 29, 2018

Join some of the best cycling  in southeastern New England with the IMPACT Ride. Proceeds go to the fight against breast cancer.

Location: Attleboro MA


Beneficiary: Susan G. Komen New England –

2017 routes

25 miles

Route at RideWithGPS
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TCX Course

65 miles

Route at RideWithGPS
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TCX Course

100 miles

Route at RideWithGPS
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TCX Course


The Last Gasp, Sandwich to Provincetown MA: April 6, 2018

The Annual LAST GASP!  Ride from Sandwich to Provincetown in support of several Cape Cod Charities! Cape Cod Charitable Funraisers’ premier event is entering its 26th year full steam ahead and is ready to take on the next quarter of a century! 100% of your donations go  to the charity of your choice.
The Last Gasp

Beneficiaries: Your choice of 1 of 8 Beneficiaries or split between all 8:

  • Cape Cod Child Development (
  • Cape Cod Literacy Council (\
  • Champ Homes (
  • Cotuit Center For the Arts (
  • Hyannis Kiwanis
  • Latham Centers (
  • Lyme Awareness of Cape Cod (
  • WE CAN (

Route at RideWithGPS
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GPX file

TCX Course