26 days in New England Itinerary

26 days in New England Itinerary

Created using Inspirock New England planner

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Route & dates

26 days in New England Itinerary

Start: Birmingham
+3
train + subway + train + Fly:  12​h 45​min
1
Provincetown
— 2 nights
Drive:  2​h 45​min
2
Newport
— 3 nights
Drive:  2​h
3
Salem
— 2 nights
Drive:  1​h 15​min
4
Ogunquit
— 3 nights
Drive:  1​h 30​min
5
Boston
— 3 nights
Drive + ferry:  2​h 30​min
6
Nantucket
— 3 nights
Fly:  5​h 30​min
7
Bar Harbor, Mount Desert Island
— 3 nights
Drive:  3​h 30​min
8
Portland
— 3 nights
Drive:  45​min
9
Kennebunkport
— 2 nights
+3
train + bus + Fly + train:  15​h 45​min
End: Birmingham

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.
Start off your visit on the 17th (Sat): tour the pleasant surroundings at Race Point Beach, identify plant and animal life at Wildlife Areas, take in the waterfront at MacMillan Wharf, then browse the collection at Provincetown Library, and finally make a trip to Commercial Street. Here are some ideas for day two: tour the pleasant surroundings at Marconi Beach, kick back and relax at Herring Cove Beach, and then appreciate the history behind Pilgrim Monument & Provincetown Museum.

For traveler tips, photos, where to stay, and more tourist information, go to the Provincetown trip site .

Birmingham, UK to Provincetown is an approximately 13-hour combination of train and flight. You'll gain 5 hours traveling from Birmingham to Provincetown due to the time zone difference. In October in Provincetown, expect temperatures between 20°C during the day and 11°C at night. Cap off your sightseeing on the 18th (Sun) early enough to go by car to Newport.

Things to do in Provincetown

Outdoors Parks Beaches

Side Trip

Marconi Beach
Highlights from your plan
Race Point Beach ©
Race Point Beach
Herring Cove Beach ©
Herring Cove Beach

3
nights
Newport

Newport ©
With coastline on the west, south, and east, Newport is a maritime city with a rich history.
Kick off your visit on the 19th (Mon): examine the collection at The Breakers, then appreciate the extensive heritage of Cliff Walk, then cruise along Ocean Drive Historic District, and finally pause for some serene contemplation at St. Mary's Catholic Church. On the 20th (Tue), you'll have a packed day of sightseeing: steep yourself in history at Marble House, admire the striking features of The Elms, and then contemplate the long history of Lizzie Borden House.

To find other places to visit, photos, reviews, and tourist information, you can read our Newport journey site .

You can drive from Provincetown to Newport in 3 hours. Other options are to do a combination of ferry and bus; or do a combination of ferry and train. October in Newport sees daily highs of 20°C and lows of 11°C at night. Finish up your sightseeing early on the 21st (Wed) so you can go by car to Salem.

Things to do in Newport

Historic Sites Outdoors Museums

Side Trip

Lizzie Borden House
Highlights from your plan
The Breakers ©
The Breakers
Ocean Drive Historic District ©
Ocean Drive Historic District
Lizzie Borden House ©
Lizzie Borden House

2
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.
On the 21st (Wed), examine the collection at Peabody Essex Museum, get engrossed in the history at Salem Witch Museum, then take an in-depth tour of The House of the Seven Gables, then get a taste of the local shopping with Fished Impressions, and finally get to know the fascinating history of Pickering Wharf. Get ready for a full day of sightseeing on the 22nd (Thu): admire the masterpieces at Count Orlok's Nightmare Gallery, then stroll the grounds of Old Burying Point Cemetery, then stroll around Salem Witch Trials Memorial, and finally walk around Salem Common.

To find ratings, other places to visit, where to stay, and other tourist information, you can read our Salem sightseeing planner .

Drive from Newport to Salem in 2 hours. Alternatively, you can do a combination of bus and train; or take a bus. Expect little chillier evenings in Salem when traveling from Newport in October, with lows around 8°C. Wrap up your sightseeing on the 23rd (Fri) early enough to drive to Ogunquit.

Things to do in Salem

Museums Historic Sites Parks
Highlights from your plan
The House of the Seven Gables ©
The House of the Seven Gables
Salem Witch Museum ©
Salem Witch Museum
Peabody Essex Museum ©
Peabody Essex Museum

3
nights
Ogunquit

Ogunquit ©
Ogunquit means "beautiful place by the sea" in the language of the Native Americans who inhabited the region long ago, and this remains an accurate description of this holiday destination today.
Explore Ogunquit's surroundings by going to West Rattlesnake Mountain (in Holderness) and Hampton Beach State Park (in Hampton). There's lots more to do: appreciate the extensive heritage of Marginal Way Walkway, admire the landmark architecture of Ogunquit Memorial Library, enjoy the sand and surf at Ogunquit Beach, and enjoy the sea views from Nubble Lighthouse.

To find photos, reviews, and other tourist information, read our Ogunquit road trip planning tool .

Traveling by car from Salem to Ogunquit takes 1.5 hours. Alternatively, you can take a train; or take a bus. Expect little chillier evenings in Ogunquit when traveling from Salem in October, with lows around 3°C. Wrap up your sightseeing on the 26th (Mon) early enough to drive to Boston.

Things to do in Ogunquit

Parks Outdoors Beaches

Side Trips

Hampton Beach State Park, Nubble Lighthouse, Tributary Brewing, Strawbery Banke Museum, Wells Beach
Highlights from your plan
Marginal Way Walkway ©
Marginal Way Walkway
Perkins Cove ©
Perkins Cove
West Rattlesnake Mountain ©
West Rattlesnake Mountain

3
nights
Boston

Boston ©
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.
On the 27th (Tue), explore the world behind art at Museum of Fine Arts, take in nature's colorful creations at Boston Public Garden, then steep yourself in history at Granary Burying Ground, and finally walk around Boston Common. Keep things going the next day: appreciate the extensive heritage of Freedom Trail, then take a stroll through North End, then browse the different shops at Faneuil Hall Marketplace, and finally traverse land and water with a duck tour.

For ratings, maps, other places to visit, and tourist information, read Boston trip planner .

Traveling by car from Ogunquit to Boston takes 1.5 hours. Alternatively, you can take a train; or take a bus. Expect a bit warmer evenings in Boston when traveling from Ogunquit in October, with lows around 11°C. Finish your sightseeing early on the 29th (Thu) so you can travel to Nantucket.

Things to do in Boston

Parks Museums Historic Sites
Highlights from your plan
Museum of Fine Arts ©
Museum of Fine Arts
Boston Public Garden ©
Boston Public Garden
Freedom Trail ©
Freedom Trail

3
nights
Nantucket

Nantucket ©
Nantucket is an island about 30mi by ferry south from Cape Cod, in the American state of Massachusetts. Nantucket is known for museums, beaches, historic sites, breweries & distilleries, and outdoors. Your plan includes some of its best attractions: see the interesting displays at Whaling Museum, enjoy the sea views from Brant Point Lighthouse, kick back and relax at Jetties Beach, and tour the pleasant surroundings at Madaket Beach.

For more things to do, reviews, ratings, and tourist information, use the Nantucket trip planning app .

Traveling by combination of car and ferry from Boston to Nantucket takes 2.5 hours. Alternatively, you can fly; or do a combination of bus and flight. In October in Nantucket, expect temperatures between 20°C during the day and 12°C at night. Wrap up your sightseeing on the 1st (Sun) to allow time to travel to Bar Harbor.

Things to do in Nantucket

Outdoors Parks Beaches
Highlights from your plan
Madaket Beach ©
Madaket Beach
Whaling Museum ©
Whaling Museum
Great Point Light ©
Great Point Light

3
nights
Bar Harbor, Mount Desert Island

Bar Harbor ©
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Go for a jaunt from Bar Harbor to Camden to see Mount Battie about 1h 50 min away. Next up on the itinerary: take your sightseeing to a higher altitude at Cadillac Mountain, take a memorable drive along Park Loop Road, don't miss a visit to Land Bridge to Bar Island, and look for gifts at Sherman's Books & Stationery.

For traveler tips, other places to visit, maps, and tourist information, read our Bar Harbor online trip itinerary planner .

Getting from Nantucket to Bar Harbor by flight takes about 5.5 hours. Other options: do a combination of flight and car; or do a combination of ferry and car. Traveling from Nantucket in November, expect Bar Harbor to be slightly colder, temps between 9°C and -1°C. Wrap up your sightseeing by early afternoon on the 4th (Wed) to allow time for the car ride to Portland.

Things to do in Bar Harbor

Parks Nature Outdoors

Side Trips

Acadia National Park, Mount Battie, Somesville Historical Museum and Gardens
Highlights from your plan
Shore Path ©
Shore Path
Cadillac Mountain ©
Cadillac Mountain
Mount Battie ©
Mount Battie

3
nights
Portland

Portland ©
Maine's biggest and perhaps most vibrant city, Portland was established as a fishing village in 1633 and grew to become New England's largest port.
On the 4th (Wed), pause for some serene contemplation at The Cathedral Of The Immaculate Conception. Keep things going the next day: examine the collection at Portland Head Light, then admire the masterpieces at Portland Museum of Art, then enjoy breathtaking views from Portland Observatory, and finally sample the tasty concoctions at Allagash Brewing Company.

To see where to stay, traveler tips, photos, and other tourist information, read Portland itinerary builder .

Drive from Bar Harbor to Portland in 3.5 hours. Alternatively, you can take a bus; or do a combination of flight and bus. In November, daytime highs in Portland are 11°C, while nighttime lows are -1°C. Finish your sightseeing early on the 7th (Sat) to allow enough time to drive to Kennebunkport.

Things to do in Portland

Parks Historic Sites Breweries & Distilleries

Side Trips

Portland Head Light, Coastal Maine Botanical Gardens, L.L. Bean Factory Store
Highlights from your plan
Coastal Maine Botanical Gardens ©
Coastal Maine Botanical Gardens
Portland Head Light ©
Portland Head Light
Allagash Brewing Company ©
Allagash Brewing Company

2
nights
Kennebunkport

Kennebunkport ©
Kennebunkport is a town in York County, Maine, United States. Kennebunkport is known for scenic drive, historic sites, beaches, museums, and wildlife. Your plan includes some of its best attractions: pause for some serene contemplation at St. Ann's Episcopal Church, don't miss a visit to President Bush Compound, sample the tasty concoctions at Banded Horn Brewery, and see the interesting displays at Seashore Trolley Museum.

For traveler tips, photos, maps, and tourist information, go to the Kennebunkport itinerary planner.

Getting from Portland to Kennebunkport by car takes about an hour. Other options: take a bus; or do a combination of train and bus. In November in Kennebunkport, expect temperatures between 10°C during the day and -3°C at night. Finish up your sightseeing early on the 9th (Mon) so you can travel back home.

Things to do in Kennebunkport

Outdoors Scenic Drive Parks

Side Trips

Rotary Park, Rachel Carson National Wildlife Refuge, Banded Horn Brewery
Highlights from your plan
Walker's Point ©
Walker's Point
St. Ann's Episcopal Church ©
St. Ann's Episcopal Church

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