Explore
Massachusetts
111 destinations across Massachusetts - drop any of them straight into a trip itinerary.
Trips through Massachusetts
Southern New England Road Trip
Boston → Mystic
4 stops
Featured destinations
PlaceAdams National Historical Park
MA
Adams National Historical Park in Quincy, Massachusetts preserves the story of the Adams family—U.S. Presidents John Ada…
State ParkAlewife Brook Reservation
MA
This urban wild winds through Cambridge and Arlington along the slow-moving Alewife Brook. It is a solid spot for a quie…
State ParkAmes Nowell State Park
MA
Ames Nowell State Park near Boston showcases colonial-era stone walls, wagon bridges, and quarries dating to the 1600s-1…
State ParkAshland State Park
MA
Ashland State Park centers around a 157-acre reservoir with plenty of shoreline for walking and lakeside relaxation. It …
Destinations

Adams National Historical Park
MA
Adams National Historical Park in Quincy, Massachusetts preserves the story of the Adams family—U.S. Presidents John Ada…

Alewife Brook Reservation
MA
This urban wild winds through Cambridge and Arlington along the slow-moving Alewife Brook. It is a solid spot for a quie…

Ames Nowell State Park
MA
Ames Nowell State Park near Boston showcases colonial-era stone walls, wagon bridges, and quarries dating to the 1600s-1…

Ashland State Park
MA
Ashland State Park centers around a 157-acre reservoir with plenty of shoreline for walking and lakeside relaxation. It …

Bash Bish Falls State Park
MA
Bash Bish Falls is Massachusetts' highest single-drop waterfall, surrounded by scenery in the extreme southwestern corne…
Beaver Brook Reservation
MA
Beaver Brook Reservation is a 303-acre conservation area on the line between Belmont and Waltham, Massachusetts, managed…
Belle Isle Marsh Reservation
MA
Belle Isle Marsh preserves the largest remaining salt marsh in the Boston area, a 350-acre urban nature reserve that bor…

Blackstone River and Canal Heritage State Park
MA
This Massachusetts heritage park follows the Blackstone River and its canal, recalling where the industrial revolution t…

Blue Hills Reservation
MA
Blue Hills Reservation is a 7,000-acre state park south of Boston spanning six towns, making it one of the largest undev…

Borderland State Park
MA
Borderland State Park offers nearly 2,000 acres of wooded trails and ponds centered around the historic Ames Mansion. It…
Boston
MA

Boston African American National Historic Site
MA
Walk the cobblestone streets of Beacon Hill to trace the Black Heritage Trail through fifteen historic pre-Civil War bui…

Boston Harbor Islands National Recreation Area
MA
You can hop on a ferry from downtown Boston to reach 34 islands filled with Civil War-era forts and old lighthouses. It …

Boston National Historical Park
MA
This park is a collection of historic sites scattered throughout downtown Boston, most of which are linked by the walkin…
Bradley Palmer State Park
MA
You can find miles of multi-use trails winding through 736 acres along the banks of the Ipswich River. It is a great spo…

Breakheart Reservation
MA
Breakheart Reservation spans 652 acres across Saugus and Wakefield, Massachusetts, with hardwood forest, two freshwater …

Brimfield State Forest
MA
Brimfield State Forest is a mix of dense woods and open water centered around Dean Pond. It is a solid spot to pull over…

C. M. Gardner State Park
MA
You will find winding river paths and shaded woodlands along the east branch of the Westfield River here. It is a solid …

Callahan State Park
MA
Callahan State Park offers nearly a thousand acres of wooded trails and open fields spread across Framingham and Marlbor…

Cape Cod National Seashore
MA
You will find forty miles of sandy coastline, salt marshes, and freshwater ponds stretching across the Outer Beach. It i…

Cape Cod Rail Trail
MA
This 25-mile paved path cuts through the pine forests and coastal towns of the mid-Cape. You can ride from Yarmouth all …
Charles River Reservation
MA
You can paddle through seventeen miles of riverbanks stretching from Boston through Newton. It is a prime spot for catch…

Chestnut Hill Reservation
MA
You can loop the Chestnut Hill Reservoir on paved trails that wind through old-growth trees and historic stone structure…

Chicopee Memorial State Park
MA
A 562-acre Massachusetts park near Westover Air Reserve Base, managed by the Department of Conservation and Recreation.
Build your Massachusetts loop
Sign in with Bluesky and drop these stops into a shareable itinerary.