See the best hiking trails in Massachusetts

Sightseeing Guides and Trips in Massachusetts

Below are popular Sightseeing 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
The Freedom Trail
The Freedom Trail
Boston, Massachusetts, United States
 
Moderate: 2.5 miles, Half day
Explore the Roots of the American Revolution with this historic Boston walk
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
Back Bay with Kids
Back Bay with Kids
Boston, Massachusetts, United States
 
Easy: 1.7 miles, Half day
Have fun and frolic in this historic neighborhood.
Exploring Boston's North End
Exploring Boston's North End
Boston, Massachusetts, United States
 
Easy: 0.8 miles, Full day
The “Big Dig” reconnected downtown to the isolated North End peninsula, bringing fresh energy to the neighborhood.
Best of Cape Cod
Best of Cape Cod
Falmouth, Massachusetts, United States
 
Easy: Multiple days
From Falmouth to Provincetown, an up-to-the-minute address book helps plot the course to an iconic American vacation.
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
Shopping: From Faneuil Hall to Newbury Street
Shopping: From Faneuil Hall to Newbury Street
Boston, Massachusetts, United States
 
Easy: 4.3 miles, Half day
Shops, markets, public parks, history and options for a meal
Arnold Arboretum
Arnold Arboretum
Boston, Massachusetts, United States
 
Easy: 3.9 miles, Half day
Take a break from the urban life and escape to this arboretum for some solitude among the various tree species
Commonwealth Ave Mall Monument Tour
Commonwealth Ave Mall Monument Tour
Boston, Massachusetts, United States
 
Easy: 1.0 miles, 1 hour or less
A beautiful walk from Hereford Street to the Public Garden
Seaport District Harbor Walk
Seaport District Harbor Walk
Boston, Massachusetts, United States
 
Easy: 1.5 miles, Full day
A waterfront walkway with parks, museums, public art, cafes and views
A Walking Tour of Edgartown on Martha's Vineyard
A Walking Tour of Edgartown on Martha's Vineyard
Edgartown, Massachusetts, United States
 
Easy: 0.2 miles, Full day
From the charming town to the sunny beach
Halibut Point State Park Interpretive Trail
Halibut Point State Park Interpretive Trail
Ocean View, Massachusetts, United States
 
Easy: 1.2 miles, 1-3 hours
This is a very beautiful state park at the end of land in Gloucester.
Boston's Freedom Trail
Boston's Freedom Trail
Boston, Massachusetts, United States
 
Easy: 3.4 miles, Half day
Discover the roots of the revolution and Boston's rich history on this popular walk.
Dolan Center Launch to Town Landing Lane
Dolan Center Launch to Town Landing Lane
Dedham, Massachusetts, United States
 
Easy: 1.8 miles, 1 hour or less
A very family friendly 1.8 mile paddle along a portion of the Dedham Loop Water Trail on the Charles River.
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!
Boston City View Bike Route
Boston City View Bike Route
Beacon Hill, Massachusetts, United States
Easy: 9.6 miles, 1-3 hours
This tour allows you to pedal from the Italian North End and historic Beacon Hill, up to Fenway park, and beyond.
Boston Bikes at Night Guide
Boston Bikes at Night Guide
Boston, Massachusetts, United States
Easy: 7.6 miles, 1-3 hours
Enjoy Boston's beautiful waterfront as the sun sets.
Boston's Emerald Necklace and Fall Foliage Guide
Boston's Emerald Necklace and Fall Foliage Guide
Boston, Massachusetts, United States
Moderate: 16.2 miles, 1-3 hours
Discover Frederick Law Olmsted's famous system of parks on this bicycle tour of the historic Emerald Necklace.
Paul Revere Ride to Freedom Bike Tour
Paul Revere Ride to Freedom Bike Tour
Boston, Massachusetts, United States
Moderate: 47 miles, Half day
This guide takes you from the Old North Church in Boston’s North End and follows Revere’s ride on April 18, 1775.

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