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Motorcycling Guides and Trips in Massachusetts

Below are popular Motorcycling guides in Massachusetts that you can use to plan your next adventure. You can download guides, including a detailed map, description and points of interest for a small fee to your iPhone or Android.

Trips
Tow job anyone? (Hancock, Massachusetts, United States) Photo
Brian taking a break. (Camp Stevenson, Massachusetts, United States) Photo
Who\\\\\\\\\\\\\\\\\\\\\\\\\\\\\\\\\\\\\\\\\\\\\\\\\\\\\\\\\\\\\\\'s that guy? (Lebanon Springs, New York, United States) Photo
tony (Camp Stevenson, Massachusetts, United States) Photo
Pittsfield State Forest - Part 2
by BristolDirt on Sep 22, 2008
Pittsfield, Massachusetts, United States
Motorcycling | 33 miles
September 20, 2008 – Pittsfield State Forest, Pittsfield Massachusetts  It was a perfect day for riding.  Five bikes and three quads heading up to Pittsfield Massachusetts, a quintessential New England town lined with colonial buildings, white picket fences and American flags.  The nostalgia was heavy in our hearts as Mark says, “There’s got to be a Dunkin’ Donuts around here somewhere!”  And the day began… McDonald’s will have to do.  After all, it was...
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Mt Greylock - feeling elevated
by Danno on Jul 31, 2010
Cambridge, Massachusetts, United States
Motorcycling | 295 miles
Pittsfield20080809-01. (Hancock Shaker Village, Massachusetts, United States) Photo
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Pittsfield20080809-05. (Hancock Shaker Village, Massachusetts, United States) Photo
Pittsfield State Forest - 1st Loop - We're Lost!
by BristolDirt on Aug 13, 2008
Pittsfield, Massachusetts, United States
Motorcycling | 20 miles
It all began in the quaint little town of Pittsfield Massachusettes… SHUT UP JIM!  We came, saw, rode, got lost, fell, broke parts, ate and traded war stories.  Screw October Mountain, this is the place for us two wheelers.            The weather was perfect as we took off.  Jim decided to take dirt, rock, and root samples in the first ten minutes of the C.C.C. trail and bent his shifter into the...
Enfield Outlook Photo
Enfield Outlook Photo
Enfield Outlook Photo
Enfield Outlook Photo
Three Peaks Ride
by adam.signore on Oct 19, 2013
South Deerfield, Massachusetts, United States
Motorcycling | 192 miles
This is a real nice bike loop. Approximately 5 hours of direct driving time. We made about 5 stops in total and it brought the whole day to about 7.5 hours.Peak 1: The Quabbin Res. There's great scenic/photo ops here! The peak is really the stone observation tower that is very cool.Peak 2: Sugarloaf St. Park. Auto road to summit with incredible views. Like they need the observation tower.Peak 3: Skinner St....
Pt. Judith Light House Photo
Pt. Judith Light House Photo
Pt. Judith Light House Photo
Pt. Judith Light House Photo
Irving, Bellingham, MA to Pt. Judith, RI and points
by adam.signore on Aug 18, 2013
North Bellingham, Massachusetts, United States
Motorcycling | 105 miles
This is a nice ride that starts in bellingham, ma at the Irving Gas station at rt126 and rt495. Takes you through some great back roads to get to Pt. Judith RI. The route also makes a small double back to make a stop at The Gilbert Stuart Birthplace and then over the bridge to Jamestown to stop at Beavertail St. Park. This ride has it all country back roads and coastal...
Thompson Speedway Photo
Vanilla Bean Photo
Vanilla Bean Photo
Vanilla Bean Photo
CT Loop - Bach Door, V-Bean, Cady's Tavern
by adam.signore on Sep 14, 2013
North Bellingham, Massachusetts, United States
Motorcycling | 93 miles
This is a fantastic all day loop that will show you some of the best sweeping gentle curves roads CT has to offer. Included in the loop are stops at Bigelow Hollow St. Park for a much needed stretch, The Bach Door Cafe for some old school biker Bar pig roast (if you go on a Sunday), A stop at CT's best bike watching spot, The Vanilla Bean Cafe (food is great...
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Brians Hill (Lenox Station, Massachusetts, United States) Photo
October Mountain - Part 1
by BristolDirt on Aug 19, 2008
Lee, Massachusetts, United States
Motorcycling | 22 miles
Part 1 because there is no way to hit all the trails in one day!  The day started out pretty good.  We got there pretty early, sun was out and getting warm, hopped on the bikes and started riding Ashely Trail.  Nice trail, lots of rocks, jumps, and mud.   Water was flowing down it like a stream.   Nice trail with a view of the Sandwash Reservoir.  Then I remembered... I never filled my...
Center of Mass (Rutland, Massachusetts, United States) Photo
p1010505.jpg (Sunderland, Massachusetts, United States) Photo
Motorcycle Berkshires 2009 Day 1
by Se7enLC on Jun 06, 2009
Pittsfield, Massachusetts, United States
Motorcycling | 194 miles
Starting in BrightonTook 20 West and stopped at Wilson's Diner for breakfast.Continued on 20 to WaylandTook 27 North through Sudbury and cut across to HudsonCame across 62 to ClintonTook 110 down on the North side of the Wachusett reservoirWent up 122A to Rutland to visit the "Center of Mass" (Geographic Center of Massachusetts)Continued on 122 to the North side of the Quabbin reservoirTook 202 down along the west side of the reservoirTook...
p1010546.jpg (Maple Grove, Massachusetts, United States) Photo
Motorcycle Berkshires 2009 Day 2
by Se7enLC on Jun 07, 2009
Pittsfield, Massachusetts, United States
Motorcycling | 162 miles
Starting out at Jiminy PeakGreylock Scenic Byway (Mt Greylock Summit)Mohawk Trail (rt 2)
top o' shutesbury (Shutesbury, Massachusetts, United States) Photo
hardwick village (Hardwick, Massachusetts, United States) Photo
winsor monument overlook (West Ware, Massachusetts, United States) Photo
winsor monument overlook (GS) (West Ware, Massachusetts, United States) Photo
quabbin loop (moto)
by doctorit on Dec 06, 2009
North Amherst, Massachusetts, United States
Motorcycling | 75 miles
Parker's for breakfast - first trip for the year
by Danno on Feb 21, 2010
East Cambridge, Massachusetts, United States
Motorcycling | 114 miles
It was almost 40 degrees, took a ride to Parker's Maple Barn for breakfast. Used almost all main roads (2A, 225, 119, 31) and conditions were good - except on the road to Parker's - lotsa sand, water, frost heaves - fun stuff!
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Vineyard
by ironsides on Sep 18, 2010
Marblehead, Massachusetts, United States
Motorcycling | 271 miles
dual sport ridin
by doctorit on Nov 13, 2010
Westfield, Massachusetts, United States
Motorcycling | 46 miles
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Beartown State Forest - Pathfinders Ride
by BristolDirt on Nov 21, 2010
Massachusetts, United States
Motorcycling | 17.0 miles
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November 2010 Ride
by wymanlake on Nov 18, 2010
Wampum Rock, Massachusetts, United States
Motorcycling | 21 miles
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Trail riding sunday
by doctorit on Nov 28, 2010
Mundale, Massachusetts, United States
Motorcycling | 37 miles
Westfield, Granville, Tolland State Forest (last open day on the SF trails) - lunch at Tucker's Pub on Rt 8, almost in CT.
Sunset in Clinton, MA Photo
Hit 12k Miles on Bike Photo
Route 13 in NH Ride
by funhouse69 on Jun 19, 2011
Waltham, Massachusetts, United States
Motorcycling | 192 miles
I wanted to see where Route 13 in NH Goes and I followed it until I got to Concord, NH but then I couldn't find it again - lol
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CCC rally 2011
by spchips on Jul 09, 2011
West Springfield, Massachusetts, United States
Motorcycling | 587 miles
CCC 2011 RALLY!!!!!
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North East Canada
by LGBouchet on May 25, 2012
Framingham, Massachusetts, United States
Motorcycling | 3,770 miles
Glocester overlook Photo
Smithfield Police Station Photo
Cumberland Pond Photo
Cumberland bridge Photo
Seekonk to Glocester motorcycle ride
by ejride on Jul 08, 2012
Perrins Crossing, Massachusetts, United States
Motorcycling | 62 miles
Too much traffic in the Pawtucket/Lincoln area. Nice roads in Glocester and some areas of Cumberland.

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