15 days in Massachusetts Itinerary

15 days in Massachusetts Itinerary

Created using Inspirock Massachusetts tour planner

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Route & dates

15 days in Massachusetts Itinerary

Start: Norfolk
Fly:  6​h
1
Nantucket
— 2 nights
Drive:  2​h 30​min
2
Edgartown, Martha's Vineyard
— 1 night
Drive:  1​h 15​min
3
Falmouth
— 2 nights
Drive:  1​h 45​min
4
Provincetown
— 2 nights
Drive:  2​h 45​min
5
Salem
— 4 nights
Drive:  45​min
6
Newburyport
— 3 nights
Drive + Fly:  4​h 45​min
End: Norfolk

2
nights
Nantucket

Nantucket ©
Nantucket is an island about 30mi by ferry south from Cape Cod, in the American state of Massachusetts. On the 20th (Sun), don't miss a visit to St Paul's Episcopal Church. On your second day here, enjoy the sea views from Great Point Light, then enjoy the sea views from Sankaty Head Lighthouse, and then get engrossed in the history at Egan Maritime's Nantucket Shipwreck & Lifesaving Museum.

To see photos, other places to visit, traveler tips, and tourist information, you can read our Nantucket day trip planner .

Norfolk to Nantucket is an approximately 6-hour flight. You can also do a combination of bus and flight; or do a combination of car and ferry. Traveling from Norfolk in October, expect Nantucket to be slightly colder, temps between 64°F and 51°F. Wrap up your sightseeing on the 22nd (Tue) early enough to drive to Edgartown.

Things to do in Nantucket

Historic Sites Parks Beaches
Highlights from your plan
Great Point Light ©
Great Point Light
Sankaty Head Lighthouse ©
Sankaty Head Lighthouse
Brant Point Lighthouse ©
Brant Point Lighthouse

1
night
Edgartown, Martha's Vineyard

Edgartown ©
Edgartown is a town located on Martha's Vineyard in Dukes County, Massachusetts, United States. Kick off your visit on the 23rd (Wed): enjoy the sea views from Edgartown Lighthouse, kick back and relax at Katama Beach/ South Beach, then explore the striking landscape at Aquinnah Cliffs, and finally don't miss a visit to Flying Horses Carousel.

To see maps, more things to do, where to stay, and other tourist information, use the Edgartown day trip site .

Traveling by car from Nantucket to Edgartown takes 2.5 hours. Plan for a bit cooler nights when traveling from Nantucket in October since evenings lows in Edgartown dip to 46°F. Cap off your sightseeing on the 23rd (Wed) early enough to go by car to Falmouth.

Things to do in Edgartown

Parks Beaches Outdoors

Side Trips

Aquinnah Cliffs, Flying Horses Carousel
Highlights from your plan
Katama Beach/ South Beach ©
Katama Beach/ South Beach
Edgartown Lighthouse ©
Edgartown Lighthouse
Flying Horses Carousel ©
Flying Horses Carousel

2
nights
Falmouth

Falmouth ©
Falmouth is a town in Barnstable County, Massachusetts, United States; Barnstable County is coextensive with Cape Cod. On the 24th (Thu), enjoy the sea views from Nobska Point Lighthouse, contemplate the long history of Hoxie House, then examine the collection at Heritage Museums & Gardens, and finally grab your bike and head to Shining Sea Bikeway. Get ready for a full day of sightseeing on the next day: see the interesting displays at New Bedford Whaling Museum, steep yourself in history at Lizzie Borden House, and then admire the majestic nature at National Monument to the Forefathers.

To see other places to visit, ratings, traveler tips, and more tourist information, refer to the Falmouth journey planner.

Drive from Edgartown to Falmouth in 1.5 hours. October in Falmouth sees daily highs of 64°F and lows of 46°F at night. Finish your sightseeing early on the 25th (Fri) to allow enough time to drive to Provincetown.

Things to do in Falmouth

Museums Historic Sites Parks

Side Trips

Sandwich, New Bedford Whaling Museum, Lizzie Borden House, National Monument to the Forefathers
Highlights from your plan
Lizzie Borden House ©
Lizzie Borden House
Heritage Museums & Gardens ©
Heritage Museums & Gardens
Hoxie House ©
Hoxie House

2
nights
Provincetown

Provincetown ©
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.
Kick off your visit on the 26th (Sat): enjoy the sand and surf at Cape Cod National Seashore. On the 27th (Sun), you'll have a packed day of sightseeing: enjoy the sand and surf at Herring Cove Beach, then get lost in a book at Provincetown Library, then appreciate the extensive heritage of Wellfleet Bay Wildlife Sanctuary, and finally take a leisurely stroll along MacMillan Wharf.

For ratings, reviews, maps, and tourist information, go to the Provincetown trip planner .

Getting from Falmouth to Provincetown by car takes about 2 hours. Other options: take a bus. October in Provincetown sees daily highs of 63°F and lows of 49°F at night. Finish up your sightseeing early on the 27th (Sun) so you can go by car to Salem.

Things to do in Provincetown

Parks Beaches Outdoors

Side Trips

Wellfleet Bay Wildlife Sanctuary, Cape Cod National Seashore
Highlights from your plan
Wellfleet Bay Wildlife Sanctuary ©
Wellfleet Bay Wildlife Sanctuary
Cape Cod National Seashore ©
Cape Cod National Seashore
Herring Cove Beach ©
Herring Cove Beach

4
nights
Salem

Salem ©
Best known for its 1692 witch trials, Salem has a number of significant historical sites, a bustling downtown, and many witch-themed attractions.
Discover out-of-the-way places like Winter Island Park and Salem Maritime National Historic Site. You'll explore and learn at The House of the Seven Gables and Victoria Mansion. Get out of town with these interesting Salem side-trips: Portland Breakwater Lighthouse (in South Portland), Dolphin & Whale Watching (in Gloucester) and Portland (Portland Observatory & Fishing Charters & Tours). There's more to do: admire the masterpieces at Count Orlok's Nightmare Gallery.

To see more things to do, ratings, where to stay, and tourist information, refer to the Salem trip builder tool .

You can drive from Provincetown to Salem in 3 hours. Other options are to fly; or do a combination of ferry and bus. October in Salem sees daily highs of 64°F and lows of 45°F at night. Finish up your sightseeing early on the 31st (Thu) so you can go by car to Newburyport.

Things to do in Salem

Wildlife Tours Outdoors

Side Trips

Portland, Portland Breakwater Lighthouse, Dolphin & Whale Watching
Highlights from your plan
The House of the Seven Gables ©
The House of the Seven Gables
Dolphin & Whale Watching
Portland Breakwater Lighthouse ©
Portland Breakwater Lighthouse

3
nights
Newburyport

Newburyport ©
Newburyport is a small coastal city in Essex County, Massachusetts, United States, northeast of Boston. Discover out-of-the-way places like Wright Museum of WWII and When Pigs Fly Company Store. Step out of the city life by going to Mount Agamenticus and Salisbury Rail Trail. Get out of town with these interesting Newburyport side-trips: Wells (Rachel Carson National Wildlife Refuge & Wells Reserve at Laudholm), John Paul Jones House (in Portsmouth) and Marginal Way Walkway (in Ogunquit). There's more to do: take in the architecture and atmosphere at St. Ann's Episcopal Church.

To see photos, where to stay, other places to visit, and more tourist information, go to the Newburyport trip site .

Traveling by car from Salem to Newburyport takes an hour. In October, daily temperatures in Newburyport can reach 64°F, while at night they dip to 46°F. Cap off your sightseeing on the 3rd (Sun) early enough to travel back home.

Things to do in Newburyport

Parks Historic Sites Wildlife

Side Trips

Wells, When Pigs Fly Company Store, Mount Agamenticus, Salisbury Rail Trail, St. Ann's Episcopal Church
Highlights from your plan
Mount Agamenticus ©
Mount Agamenticus
Wells Reserve at Laudholm ©
Wells Reserve at Laudholm
Wright Museum of WWII ©
Wright Museum of WWII

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