Most Scenic Road Trips in Boston, United States

Boston, United States, Boston, Activity-Based Travel Pages, Most Scenic Road Trips

Most Scenic Road Trips in Boston, United States

1. Mystic River Parkway

A scenic drive along the Mystic River with views of Boston skyline and historic homes.
  • Historic Landmarks: Pass by several historical sites such as The Bunker Hill Monument.
  • Natural Beauty: Experience the changing seasons with fall foliage in autumn.
  • Boston Skyline Views: Enjoy panoramic views of Boston's skyscrapers from various vantage points.

2. Longfellow Bridge

Drive across the Charles River and take in the cityscape of Boston and Cambridge.
  • Iconic Architecture: View the unique design of this suspension bridge, also known as the 'Boston Swing Bridge'.
  • Charles River Views: Take in the picturesque views of the Charles River and its surrounding parks.
  • Cityscape Experience: Enjoy an unobstructed view of both Boston and Cambridge from the bridge.

3. Ocean Parkway

Drive along the Atlantic Ocean with scenic views of Hull and Nantasket Beaches.
  • Coastal Scenery: Experience the beauty of the Atlantic Ocean, dunes, and sandy beaches.
  • Seasonal Attractions: Visit nearby attractions like the Hull Lighthouse or enjoy summertime festivals.
  • Quaint Coastal Towns: Explore the quaint towns of Hingham, Hull, and Scituate.

4. Old Colony Road

Drive through historic Duxbury with scenic views of the South Shore.
  • Historical Sites: Visit historical sites like the Myles Standish Monument.
  • Scenic Coastal Views: Enjoy views of the Atlantic Ocean and Duxbury Bay.
  • Quaint New England Towns: Explore picturesque Duxbury with its charming architecture and quaint shops.

5. Norfolk Coastal Scenic Byway

Drive along the coast of Cape Ann with stunning views of Gloucester and Rockport.
  • Fishing Villages: Visit picturesque fishing villages like Gloucester and Rockport.
  • Scenic Coastal Views: Enjoy breathtaking views of the Atlantic Ocean, rocky shores, and lighthouses.
  • Artistic Heritage: Explore the artistic heritage of Cape Ann, home to many famous American painters.

6. Route 2A: The Old Essex Turnpike

Drive through historic towns with scenic views of the North Shore.
  • Historical Sites: Visit historical sites like the Salem Witch Trials Memorial.
  • Scenic Coastal Views: Enjoy views of the Atlantic Ocean, marshes, and rivers.
  • Quaint New England Towns: Explore picturesque towns like Ipswich, Essex, and Hamilton.

7. Blue Hills Skyline Drive

Drive through the Blue Hills Reservation with scenic views of Boston and the surrounding area.
  • Natural Beauty: Experience the beauty of the Blue Hills Reservation, including forests, meadows, and ponds.
  • Panoramic Views: Enjoy panoramic views of Boston, Quincy, and the surrounding area from various vantage points.
  • Outdoor Activities: Take advantage of hiking trails, picnic areas, and other recreational activities.

8. Freedom Trail

A scenic drive along the Freedom Trail with historic sites and city views.
  • Historical Sites: Visit 16 historical sites, including Paul Revere's House and the USS Constitution.
  • Cityscape Experience: Take in the cityscape of Boston, from Beacon Hill to the North End.
  • Revolutionary War History: Learn about the American Revolution and its key figures with various historical exhibits.

9. Minuteman Bikeway

A scenic bike ride or drive along a former railroad line with views of historic sites and open spaces.
  • Historical Sites: Pass by key Revolutionary War sites such as Lexington Green and Concord Battlefield.
  • Natural Beauty: Enjoy the beauty of open spaces, wetlands, and forests.
  • Outdoor Activities: Take advantage of opportunities for biking, walking, or in-line skating.

10. Stoneham-Topsfield Road

A scenic drive through rural Massachusetts with views of farms and forests.
  • Rural Scenery: Enjoy the beauty of rolling hills, farms, and forests.
  • Small New England Towns: Explore picturesque towns like Stoneham, Wenham, and Topsfield.
  • Scenic Vistas: Take in scenic vistas from various overlooks along the route.

11. Route 6A: The Old King's Highway

A scenic drive through historic towns with views of colonial architecture and beautiful landscapes.
  • Historical Sites: Visit historical sites such as the Plymouth Colony and Pilgrim Hall Museum.
  • Scenic Coastal Views: Enjoy scenic coastal views in towns like Sandwich and Falmouth.
  • Colonial Architecture: Take in the beauty of colonial architecture and charming villages.

12. North Shore Scenic Byway

A scenic drive along the North Shore with views of coastal towns, lighthouses, and scenic vistas.
  • Coastal Scenery: Enjoy breathtaking views of the Atlantic Ocean, rocky shores, and lighthouses.
  • Fishing Villages: Visit picturesque fishing villages like Rockport and Essex.
  • Seasonal Attractions: Experience seasonal attractions such as apple picking in the fall or summer festivals.

13. Moon Island Road

A scenic drive on Moon Island with views of Boston skyline and peaceful waters.
  • Urban Scenery: Take in the urban scenery of Boston from a unique perspective.
  • Island Experience: Enjoy the tranquil atmosphere and peaceful waters of Moon Island.
  • Historical Sites: Visit historical sites like Fort Warren or the USS Cassin Young Museum.

14. St. John's River Valley Scenic Byway

A scenic drive through rural Massachusetts with views of forests, farms, and rivers.
  • Rural Scenery: Enjoy the beauty of rolling hills, farms, and forests.
  • Small New England Towns: Explore picturesque towns like Sandwich and Dartmouth.
  • Scenic Vistas: Take in scenic vistas from various overlooks along the route.

15. Provincetown-Wellfleet Drive

A scenic drive through Cape Cod with views of dunes, beaches, and coastal towns.
  • Coastal Scenery: Enjoy breathtaking views of the Atlantic Ocean, sand dunes, and Cape Cod National Seashore.
  • Fishing Villages: Visit picturesque fishing villages like Wellfleet and Provincetown.
  • Seasonal Attractions: Experience seasonal attractions such as whale watching or art galleries.