Pioneer Valley rides

Pioneer Valley trails

The New England National Scenic Trail - The 220 mile New England National Scenic Trail in southern New England consists of the Metacomet-Monadnock Trail, Mattabesett Trail and…


Pioneer Valley Freewheelers (disbanded)

  • pioneer_vvalleyEdna Pfruit’s Hilltown Loop: Ride starts at the parking lot behind the Historical Society in the center of Williamsburg, MA., Hilly 30 miles
  • Where’s Wyben? Ride starts at the Big Y parking lot in Southampton, MA., Hilly 31 miles
  • Leverett Layout Ride starts at the Fort River School in Amherst, MA., Hilly 32 miles
  • Around the Range Ride starts at the Robsham Visitor’s Center parking lot at Umass in Amherst, MA., Rolling 33 miles
  • Northfield Ramble Ride starts at the Mt. Sugarloaf parking lot in South Deerfield, MA., Flat to Rolling 35 miles
  • Common to Common Rolling/40 miles Ride starts at the Petersham Common (intersection of Rtes 122 & 32) in Petersham, MA.,
  • Riding thru ‘Fields Ride starts at the Mt. Sugarloaf parking lot in South Deerfield, MA., Flat to Rolling 42 miles
  • Up To Wendell: Ride starts at the Hadley Elementary School on Rt 47 in Hadley, MA., Rolling to hilly (a 4 mile climb to Shutesbury) 44 miles
  • Don Maynard Memorial Guilford Connection Ride starts at the Greenfield Community College parking lot in Greenfield, MA., Rolling 45 miles
  • McCusker’s Last Stand Ride starts at the Mt. Sugarloaf parking lot in South Deerfield, MA., Rolling 46 miles
  • Backroads to Quabbin Summit Ride starts at Grossman’s Bargain Outlet Shopping Center parking lot in Chicopee, MA., Rolling 52 miles
  • Thrill of the Hill: Starts at the Post Office in Ashfield, MA (web page format). Hilly 61 miles

Rides from CT BikeRoutes

Pioneer Valley rides on this site

Food for Justice bike ride Food Justice Bike Ride, Greenfield MA, June 24, 2018 - A newly created charity bike ride called “Food Justice Bike Ride” on June 24, 2018. Start/Finish at Just Roots Community…
Appalachian Mountain Club AMC bicycle repair and Information workshop, Florence MA, Saturday, May 5, 2018 - Want to learn more about how bicycles work, how to maintain them, and how to make basic repairs to them?…
River Valley Ice Cream Ride River Valley Ice Cream Ride, July 28, 2018 - Ice Cream Ride:  http://www.icecreamride.com Start location: Turners Falls, MA Charities: MassBike Pioneer Valley, Turners Falls Riverculture and Community Involved in Sustaining…
Pain in the Mass bicycle ride Pain in the Mass, Amherst MA August 11, 2018 - THE PAIN in the MASS TOUR  was designed to help support The Tyler Foundation and the families affected by epilepsy.…
Death Ride Tour - War on ALS The Death Ride Tour/ Fall Blaze expands the popular Colorado Death Ride tour series to New England.…
Deerfield Bicycle Tour, June 24 – 29, 2018; August 12 – 17, 2018 - Discover Historic Deerfield and the beautiful Connecticut River Valley from the seat of your bicycle this summer! Historic Deerfield presents…
Farm Ride Amherst MA Amherst Pioneer Valley Farm Ride, August 10-13, 2018 - The annual Farm Ride starts from the University of Massachusetts in Amherst, MA and offers two full days of cycling…
Will Bike 4 Food bicycle ride Will Bike 4 Food: Hatfield, MA: September 24, 2017 - Will Bike 4 Food offers four different routes (10, 25, 50, or 100 mile) through the beautiful Pioneer Valley, benefiting…
Poet's Climb bicycle ride Poet’s Seat climb - This ride starts at the Mt. Sugarloaf parking lot in South Deerfield MA Route at RideWithGPS View and print cue…
The New England National Scenic Trail - The 220 mile New England National Scenic Trail in southern New England consists of the Metacomet-Monadnock Trail, Mattabesett Trail and…
Greenfield MA bicycle ride Deerfield Dirt Road Randonnée - The Deerfield Dirt Road Randonnée (D2R2) was conceived in the 1990’s as just a favorite dirt-road loop in the hilltowns…
Cycle Massachusetts 2015 Northampton MA - Cycle Massachusetts State Bike Tour, “The Friendliest Ride In The East” August 1-7, 2015, Northampton, Hardwick, Greenfield; 2 nights in each location. Start and…
Hatfield MA century bicycle ride Hatfield Connecticut Valley Century - Ride Description from CTBikeRoutes:  This century ride follows mostly rural town roads, and lightly traveled state highways with good shoulders.…
Hadley bicycle ride Hadley Riding the Range - Description from CTBikeRoutes:  This is a rolling country ride with a couple of challenging climbs through farmlands and hills of…
Hadley bicycle ride around the range Hadley Around the Range - Description from CTBikeRoutes: Mostly flat ride with a couple of rolling stretches around the Mount Holyoke Range through Hadley, S. Hadley,…
Westfield - Westhampton MA bicycle ride Westfield Hamptons Ride - From CTBikeRoutes This is a nice ride through the Hamptons (East, West and South) in the Pioneer Valley. Start: Southampton…
Sunderland bicycle ride Sunderland – Northfield loop - Description from CTBikeRoutes: This is a lovely ride through several towns in the Connecticut River Valley in Massachusetts. The ride…
Greenfield Amherst Old Deerfield bicycle ride North Amherst – Old Deerfield Ride - Description from CTBikeRoutes: This is a flat to rolling ride with great views of the Connecticut River. Stop in Sunderland…
Hadley MA ride Hadley MA – Mount Holyoke Loop - This ride from Hadley MA goes around Mount Holyoke. A rolling country ride with a couple of challenging climbs through…
Amherst to Warren bicycle ride Amherst Mass Bike Pike Tour - The Mass Bike Pike Tour is a 4-day, supported bicycle tour across Massachusetts, with daily route options of 30–65 miles.…
Pioneer Valley Century bicycle ride Pioneer Valley-Berkshire Century - This is the Northampton (MA) cycling Club 2009 century from Look Park in Northampton MA.  The ride visits the hilltowns…
Pioneer Valley bicycle ride Tour of the Pioneer Valley - The Northampton MA cycling Club hosts the annual Tour of the Valley, Description:  Several mileage options, including a century ride.…
Hatfield Century bicycle ride Hatfield MA, Connecticut River Valley Century - Start: Lion’s Pavilion, Billings Way, Hatfield, Massachusetts Ride: Pioneer Valley Freewheelers century ride Description: This bicycle ride follows rural town…
Cycling tour of the Quabbin Reservoir - The King’s Tour of the Quabbin, a Seven Hills Wheelmen Ride This Start: Barre Common, Barre MA (map to start)…
Northampton Bike Fest Northampton BikeFest - Routes provided by the Northampton Cycling Club, Northampton, MA Century Ride A challenging 104 mile loop through some of the best…
Great River Ride - Starting from Westfield near the Mass Turnpike in western Massachusetts, the Great River Ride is “one of the best century…

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