12 days in Massachusetts, Rhode Island & Connecticut Itinerary

12 days in Massachusetts, Rhode Island & Connecticut Itinerary

Created using Inspirock United States Trip Planner

Make it your trip
Fly
1
Boston
— 2 nights
Drive
2
Plymouth
— 2 nights
Drive
3
Westerly
— 2 nights
Drive
4
Mystic
— 2 nights
Drive
5
Newport
— 2 nights
Fly

S M T W T F S
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Boston

— 2 nights

Beantown

Rich in museums, restaurants, shops, and historical sites, Boston attracts over 16 million visitors each year. New England's largest and most influential city, Boston ranks among the world's major centers of education and culture.
Your day by day itinerary now includes Freedom Trail, Dolphin & Whale Watching and Adams National Historical Park. Start off your visit on the 11th (Fri): see majestic marine mammals with a dolphin and whale watching tour and then appreciate the extensive heritage of Freedom Trail. On your second day here, explore the wealth of natural beauty at Adams National Historical Park, then catch a live event at Fenway Park, and then take a stroll through Beacon Hill.

For reviews, photos, other places to visit, and other tourist information, go to the Boston tour itinerary planner.

Detroit to Boston is an approximately 4.5-hour flight. You can also drive; or take a bus. Expect a daytime high around 81°F in August, and nighttime lows around 65°F. Wrap up your sightseeing on the 12th (Sat) early enough to drive to Plymouth.

Things to do in Boston

Historic Sites · Tours · Wildlife · Outdoors

Side Trips

Plymouth

— 2 nights

America's Hometown

Rightly calling itself "America's Hometown," Plymouth holds a prominent place in the nation's history and culture as the site of the first Puritan colony.
You've now added Mayflower Beach to your itinerary. Start off your visit on the 13th (Sun): tour the pleasant surroundings at Shining Sea Bikeway, enjoy the sand and surf at Old Silver Beach, then contemplate the waterfront views at Cape Cod Canal, and finally examine the collection at Heritage Museums & Gardens. Get ready for a full day of sightseeing on the next day: appreciate the history behind Plymouth Rock, take an in-depth tour of Plimoth Patuxet, and then kick back and relax at Mayflower Beach.

To see reviews, where to stay, ratings, and tourist information, read Plymouth trip itinerary planner.

You can drive from Boston to Plymouth in an hour. Alternatively, you can take a train; or take a bus. In August, daily temperatures in Plymouth can reach 81°F, while at night they dip to 61°F. Finish your sightseeing early on the 14th (Mon) to allow enough time to travel to Westerly.

Things to do in Plymouth

Parks · Outdoors · Beaches · Museums

Side Trips

Westerly

— 2 nights
Westerly is a town on the southwestern shoreline of Washington County, Rhode Island, United States founded in 1669 by John Babcock. Your day by day itinerary now includes Charlestown Town Beach, Westerly Library & Wilcox Park, Watch Hill Beach, and other attractions you added. Start off your visit on the 15th (Tue): walk around Westerly Library & Wilcox Park and then tour the pleasant surroundings at Charlestown Town Beach. On your second day here, contemplate the long history of Watch Hill Merry Go Round & Beach, then enjoy the sand and surf at Watch Hill Beach, then enjoy the sand and surf at Misquamicut State Beach, and finally sample the tasty concoctions at Grey Sail Brewing of Rhode Island.

To see reviews, photos, more things to do, and other tourist information, refer to the Westerly trip itinerary planner.

You can drive from Plymouth to Westerly in 2 hours. Expect a daytime high around 80°F in August, and nighttime lows around 62°F. Cap off your sightseeing on the 16th (Wed) early enough to go by car to Mystic.

Things to do in Westerly

Parks · Outdoors · Beaches · Historic Sites

Side Trip

Mystic

— 2 nights
A historical leading seaport, Mystic has maintained a strong respect for the past.
Your day by day itinerary now includes Olde Mistick Village as well as Mystic Seaport Museum. Start off your visit on the 17th (Thu): experience rural life at Buttonwood Farm, then contemplate the long history of Olde Mistick Village, then see the sky in a new way at Mystic Seaport Museum, and finally immerse yourself in nature at Fort Trumbull State Park. Get ready for a full day of sightseeing on the 18th (Fri): steep yourself in history at Pollock-Krasner House and Study Center and then enjoy the sand and surf at Gin Beach.

For other places to visit, where to stay, and more tourist information, use the Mystic online tour itinerary maker.

Mystic is very close to Westerly. In August in Mystic, expect temperatures between 79°F during the day and 63°F at night. Finish your sightseeing early on the 18th (Fri) to allow enough time to drive to Newport.

Things to do in Mystic

Outdoors · Parks · Historic Sites · Beaches

Side Trips

Newport

— 2 nights

City by the Sea

With coastline on the west, south, and east, Newport is a maritime city with a rich history.
You've added Castle Hill Lighthouse, Newport Travel Trolley Tours, Ocean Drive Historic District, and other attractions to your itinerary. On the 18th (Fri), enjoy the sea views from Castle Hill Lighthouse. Get ready for a full day of sightseeing on the 19th (Sat): explore and take pictures at Bellevue Avenue Historic District, take a memorable drive along Ocean Drive Historic District, and then take in the local landmarks with Newport Travel Trolley Tours.

To find traveler tips, photos, ratings, and more tourist information, go to the Newport trip maker website.

Getting from Mystic to Newport by car takes about 1.5 hours. Other options: do a combination of train and bus. In August, daytime highs in Newport are 79°F, while nighttime lows are 63°F. Wrap up your sightseeing on the 20th (Sun) to allow time to travel back home.

Things to do in Newport

Outdoors · Historic Sites · Scenic Drive · Parks

Side Trips

Massachusetts travel guide

4.3
History Museums · Art Museums · Historic Walking Areas
The Bay State
Known as the "Bay State" because of the three bays dominating its coastline, Massachusetts has played a significant cultural and commercial role through most of the country's history. An increasingly popular vacation destination for foreign travelers, Massachusetts offers numerous places to visit, ranging from historical sites to modern urban centers famous for their culinary, art, and nightlife scenes. With the majority of its population living in and around the city of Boston, in the 20th century Massachusetts went from a state largely dependent on fishing and agriculture to the country's leader in higher education, healthcare, high technology, and financial services. Home to renowned universities and research centers, the state's cities attract a young crowd of students, scientists, artists, and business professionals.

Rhode Island travel guide

4.6
Specialty Museums · Historic Walking Areas · Architectural Buildings
The Ocean State
Despite being the country's smallest state, Rhode Island includes over 640 km (400 mi) of coastline, courtesy of Narragansett Bay and more than 30 islands. Most of the state is part of the U.S. mainland, despite its somewhat misleading name. Though it takes only about 40 minutes to drive across this tiny state, Rhode Island includes more white sandy beaches than most visitors can hope to explore on a single trip. The state's one big city and surrounding small towns brim with places to visit, such as museums, galleries, restaurants, bars, and historical neighborhoods packed with colonial-era buildings. Although the state may seem small, your holiday itinerary is sure to be chock-full.

Connecticut travel guide

4.3
Historic Sites · Aquariums · Theaters
The Constitution State
Perhaps best known for its renowned private and public universities, Connecticut was once home to the country's first law school and still boasts one of the oldest secondary schools in America. More than just a small state packed with students, Connecticut offers visitors a chance to explore some of New England's finest tourist attractions while on vacation, including lighthouses, beaches, theaters, museums, galleries, and restaurants. Despite its small size, the state also boasts two large casino complexes, both located on Native American reservations. Rich in history and natural beauty, Connecticut draws newcomers from around the world, with large Polish, Chinese, and Hispanic communities.