33 days in Massachusetts Itinerary

33 days in Massachusetts Itinerary

Created using Inspirock Massachusetts journey planner
Make it your trip
Fly
1
Salem
— 3 nights
Drive
2
Ashburnham
— 1 night
Drive
3
Cambridge
— 2 nights
Taxi
4
Boston
— 5 nights
Drive
5
Plymouth
— 1 night
Drive
6
Provincetown
— 19 nights
Taxi to Hyannis, MA, Ferry to Nantucket
7
Nantucket
— 1 day
Fly

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Salem — 3 nights

Best known for its 1692 witch trials, Salem has a number of significant historical sites, a bustling downtown, and many witch-themed attractions.
Your day by day itinerary now includes Bewitched After Dark Walking Tours of Salem as well as Ipswich River Wildlife Sanctuary. There's more to do: admire all the interesting features of The House of the Seven Gables.

To find ratings, photos, and more tourist information, you can read our Salem tour planner.

London, UK to Salem is an approximately 10.5-hour flight. You'll gain 5 hours traveling from London to Salem due to the time zone difference. Expect a daytime high around 20°C in October, and nighttime lows around 8°C. Finish your sightseeing early on the 7th (Thu) so you can travel to Ashburnham.
Nightlife · Parks · Wildlife · Tours
Side Trip

Ashburnham — 1 night

Ashburnham is a town in Worcester County, Massachusetts. Your day by day itinerary now includes Talcott Mountain State Park. On the 8th (Fri), hike along Talcott Mountain State Park, then trek along Mount Watatic, and then explore and take pictures at Mohawk Trail.

To see maps, photos, more things to do, and more tourist information, refer to the Ashburnham trip builder site.

Getting from Salem to Ashburnham by car takes about 1.5 hours. October in Ashburnham sees daily highs of 21°C and lows of 7°C at night. Cap off your sightseeing on the 8th (Fri) early enough to travel to Cambridge.
Outdoors · Trails · Parks · Wildlife
Side Trips

Cambridge — 2 nights

Best known as the location of two internationally renowned universities, Cambridge sits just across the Charles River from Boston.
Kick off your visit on the 9th (Sat): get a new perspective on nature at The Harvard Museum of Natural History and then take in the architecture and design of Harvard University. Here are some ideas for day two: contemplate the waterfront views at Walden Pond State Reservation and then make a trip to Harvard Square.

For ratings and other tourist information, go to the Cambridge online vacation planner.

You can drive from Ashburnham to Cambridge in 1.5 hours. Traveling from Ashburnham in October, you can expect nighttime temperatures to be somewhat warmer in Cambridge, with lows of 11°C. Wrap up your sightseeing on the 10th (Sun) to allow time to drive to Boston.
Historic Sites · Museums · Nature · Parks
Side Trip

Boston — 5 nights

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.
Boston is known for museums, historic sites, and parks. Your trip includes some of its best attractions: take in nature's colorful creations at Boston Public Garden, admire the masterpieces at Museum of Fine Arts, wander the streets of North End, and browse the different shops at Faneuil Hall Marketplace.

For photos, traveler tips, maps, and other tourist information, you can read our Boston online travel route planner.

Boston is just a short distance from Cambridge. In October, daily temperatures in Boston can reach 20°C, while at night they dip to 11°C. Cap off your sightseeing on the 15th (Fri) early enough to go by car to Plymouth.
Museums · Parks · Historic Sites · Neighborhoods

Plymouth — 1 night

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 Stellwagen Bank National Marine Sanctuary to your itinerary. On the 16th (Sat), tour the pleasant surroundings at Stellwagen Bank National Marine Sanctuary and then take an in-depth tour of Mayflower II.

To find other places to visit, traveler tips, maps, and more tourist information, read Plymouth trip planner.

Getting from Boston to Plymouth by car takes about an hour. Other options: take a train; or take a bus. Expect a daytime high around 21°C in October, and nighttime lows around 9°C. Wrap up your sightseeing by early afternoon on the 16th (Sat) to allow enough time to drive to Provincetown.
Parks · Wildlife · Historic Sites · Museums
Side Trip

Provincetown — 19 nights

A small resort town with a year-round population of just 3,000, Provincetown draws nearly 60,000 annual visitors with its scenic beaches, art colonies, galleries, theaters, and shops.
Venture out of the city with trips to Eastham (Captain Penniman House, Nauset Light Beach, &more) and Orleans (Addison Art Gallery, Nauset Beach, &more). Next up on the itinerary: enjoy the sand and surf at Cape Cod National Seashore, pause for some photo ops at Pilgrim Monument & Provincetown Museum, tour the pleasant surroundings at Long Point, and take in the waterfront at MacMillan Wharf.

To find maps, traveler tips, where to stay, and other tourist information, go to the Provincetown day trip planning website.

Traveling by car from Plymouth to Provincetown takes 1.5 hours. Alternatively, you can take a bus. In October in Provincetown, expect temperatures between 20°C during the day and 11°C at night. Finish up your sightseeing early on the 4th (Thu) so you can travel to Nantucket.
Parks · Museums · Outdoors · Beaches
Side Trips

Nantucket — 1 day

Nantucket is an island about 30mi by ferry south from Cape Cod, in the American state of Massachusetts. To see ratings, traveler tips, and more tourist information, read Nantucket trip site.

You can do a combination of taxi and ferry from Provincetown to Nantucket in 3 hours. Another option is to do a combination of bus and ferry. In November in Nantucket, expect temperatures between 13°C during the day and 5°C at night. On the 5th (Fri), you'll travel back home.
Outdoors · Historic Sites · Parks · Tours

Massachusetts travel guide

4.3
History Museums · Art Museums · Nightlife
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.

Cape Cod travel guide

4.4
Beaches · Dolphin & Whale Watching · Specialty Museums
Located on the southern shore of Massachusetts, Cape Cod contains some 15 towns and two islands. The arm-shaped peninsula is a popular holiday destination throughout the year because of its historical attractions, art galleries, award-winning restaurants, and a scenic coastline dotted by sandy beaches. Start your sightseeing in Provincetown, located at the very tip of the cape and famous for being the site of the first Pilgrims' landing in 1620. From there you can hit up all of the Cape's other small towns, renowned for their comfortable bed and breakfasts and distinctive cuisine of fresh fish and oyster dishes. This maritime community features more than a dozen lighthouses. Part of experiencing the Cape means a trip to its two islands--which showcase several lighthouses and numerous restaurants.