See the best hiking trails in Massachusetts

Road biking Guides and Trips in Massachusetts

Below are popular Road biking guides and trips 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.
Guides
Biking Through the Emerald Necklace Parks
Biking Through the Emerald Necklace Parks
Boston, Massachusetts, United States
 
Moderate: 5.0 miles, Full day
Touring Boston via public parks designed by Frederick Law Olmsted
Charles River Reservation Full Bike Loop
Charles River Reservation Full Bike Loop
Back Bay, Massachusetts, United States
 
Moderate: 27 miles, Full day
Follow this guide along the Charles River Bike Path all the way out to the Blue Heron Bike Path in Waltham and back.
Day tripping in Boston and Cambridge
Day tripping in Boston and Cambridge
Cambridge, Massachusetts, United States
 
Three urban adventures perfect for families.
Public Garden Monument Walking Tour
Public Garden Monument Walking Tour
Boston, Massachusetts, United States
 
Easy: 1.0 miles, 1-3 hours
Monuments, sculptures beckon in Boston Public Garden
Minuteman Bikeway
Minuteman Bikeway
East Arlington, Massachusetts, United States
 
Easy: 11.0 miles, Half day
This historic path will take you off the main roads from Arlington to Bedford, MA.
Boston Marathon Route
Boston Marathon Route
Hopkinton, Massachusetts, United States
Moderate: 26 miles, 1-3 hours
Get familiar with the famous Boston Marathon route! Ride, run, walk or be a spectator at the various mile markers!
Tour de Boston Bike Route
Tour de Boston Bike Route
Boston, Massachusetts, United States
Easy: 10.7 miles, 1-3 hours
This leisurely ride takes you to some of Boston's wonderful waterways, following the beautiful Charles River paths.
Pierre Lallement Bike Path
Pierre Lallement Bike Path
Boston, Massachusetts, United States
This 3.5 mile path will take you safely back from the Arnold Arboretum and Franklin Park to downtown Boston
Lynn Heritage State Park to Nahant Bike Tour
Lynn Heritage State Park to Nahant Bike Tour
Avon Hill, Massachusetts, United States
Moderate: 36 miles, Full day
Use this guide to explore the smallest town in New England
Reformatory Branch Trail
Reformatory Branch Trail
Arlington, Massachusetts, United States
Easy: 4.2 miles, 1-3 hours
A great bike path connecting the Minuteman Bikeway in Bedford to Concord the Great Meadows Wildlife Refuge
Old North Bridge - Minute Man National Historic Park
Old North Bridge - Minute Man National Historic Park
Concord, Massachusetts, United States
Easy: 1.3 miles, Half day
Take a walk through history to the first shots of the Revolutionary War that gave birth to this country.
Gloucester Biking Loop
Gloucester Biking Loop
Dogtown Commons, Massachusetts, United States
Moderate: 30 miles, Half day
Take a loop ride around the coast of Gloucester by car or bike to enjoy the coastal community life.

Trips
P1020312.JPG Photo
P1020313.JPG Photo
P1020314.JPG Photo
P1020315.JPG Photo
Assabet River Rail Trail (ARRT), Bike Ride From Marlborough to Hudson
by itfaster on Jun 08, 2013
Marlborough, Massachusetts, United States
Road biking | 10.5 miles
We started from Marlborough side, street parking at 9 Cashman Street (Greek Orthodox Church). The round trip is 10.5 mile with all trail paved and only a few intersections with busy roads. Slight downhill all the way from Marlborough to Hudson line--about 1/3 of total distance. There is portable bathroom right after passing the tunnel of town border. ARRT cross Assabet River twice in Hudson. This part of river is not safe for paddling. However,...
photo1.jpg Photo
photo2.jpg Photo
photo3.jpg Photo
photo4.jpg Photo
Boston Harbor Ride
by wroush on Oct 12, 2008
Uphams Corner, Massachusetts, United States
Road biking | 17.3 miles
DSCN0035_low_res. (Orleans, Massachusetts, United States) Photo
DSCN0036_low_res. (Orleans, Massachusetts, United States) Photo
DSCN0034_low_res. (Orleans, Massachusetts, United States) Photo
p1010068. (Rock Harbor, Massachusetts, United States) Photo
Cape Cod 08
by cdimarzio on Jul 12, 2008
Plymouth to Provincetown, Massachusetts, United States
Road biking | 97 miles
The annual Cape Cod trip, this year with Andy and Steve G. Train to Plymouth, ride to hostel at Eastham, then on to Provincetown and the fast ferry home. Steve missed the train so we took a leisurely ride to the bridge and he caught up with us at lunch. This was a banner year for weather, with sun and temperatures in the 70's. Total counting...
Pre-ride1 Photo
Pre-ride2 Photo
Cutler Park Photo
Ride instructions... Photo
CRW - Newbie Ride - 42mile/fastpace
by ateegee on May 22, 2010
Needham Heights, Massachusetts, United States
Road biking | 40 miles
This was the Charles River Wheelmen (CRW) newbie ride. http://www.crw.org/ There was a choice of 19/28/42 mile rides and a choice of fast-ish or slow-ish pace for each. All rides were arrowed and cue sheets given out. Then seperated into our groups.Silly me... I choose the 42 mile fast pace for my first group road ride ever. Why not right? After some brief instructions regarding hand signals and pace line riding we...
Scituate North River. (Little Bridge, Massachusetts, United States) Photo
Sagamore 2. (Sagamore, Massachusetts, United States) Photo
Cold beverages. (Pleasant Lake, Massachusetts, United States) Photo
Sagamore 4. (Sagamore, Massachusetts, United States) Photo
Hull to Cape Cod century ride (TDC day one)
by EastonPA on Aug 19, 2005
Hull, Massachusetts, United States
Road biking | 101 miles
Day one of Cape Cod tour (TDC), which we've been riding every summer since 1992. This is a 100 mile road bike ride from Hull, MA, to Orleans on the Cape. The route follows secondary roads, including the Claire Saltonstall bikeway from Plymouth to the Sagamore bridge, then goes through Sandwich with a long lunch stop at the Taverna Steakhouse. Back on the road, the route meanders east until South Dennis, where...
SoWa Artists Market Photo
nice spot for a picnic Photo
Water stop Photo
View from near the docks Photo
A peripatetic Sunday
by sstrom61 on Aug 01, 2010
Boston, Massachusetts, United States
Road biking | 17.3 miles
Seashore Park Inn. (Orleans, Massachusetts, United States) Photo
Beachcomber sign. (Cahoon Hollow, Massachusetts, United States) Photo
Cahoon Hollow beach. (Cahoon Hollow, Massachusetts, United States) Photo
The one beer to have (Cahoon Hollow, Massachusetts, United States) Photo
Orleans to Cahoon Hollow beach, Cape Cod (TDC day two)
by EastonPA on Feb 18, 2008
Orleans, Massachusetts, United States
Road biking | 11.2 miles
Day two of Cape Cod bike tour. This is a 22 mile round trip from Seashore Park Inn in Orleans, Massachusetts to Cahoon Hollow in Wellfleet, the Cape's best beach, and site of the Cape's best bar and seafood emporium (the Beachcomber). The general plan of the day is to go out for a hearty breakfast in Orleans, then get on the bikes and ride to Cahoon Hollow late in the morning,...
IMG_20101112_122151.jpg Photo
IMG_20101112_122158.jpg Photo
IMG_20101112_134202.jpg Photo
IMG_20101112_134254.jpg Photo
Stu's 30k On Bike
by mr_incredibleS2 on Nov 12, 2010
West Boylston, Massachusetts, United States
Road biking | 18.4 miles

1   2   3   4   5   6    Next