12 days in New England Itinerary

12 days in New England Itinerary

Created using Inspirock United States trip planner

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Route & dates

12 days in New England Itinerary

Start: Boston
Drive:  1​h 15​min
1
Portsmouth
— 1 night
Drive:  45​min
2
Kennebunkport
— 2 nights
Drive:  1​h 45​min
3
Jackson
— 3 nights
Drive:  3​h
4
Manchester
— 2 nights
Drive:  3​h 45​min
5
Providence
— 2 nights
Drive:  1​h 30​min
6
Hyannis
— 1 night
Drive:  1​h 30​min
End: Boston

1
night
Portsmouth

Portsmouth ©
Portsmouth is a city in Rockingham County, New Hampshire, in the United States. Kick off your visit on the 23rd (Fri): look for gifts at Kittery Trading Post, then go for a walk through Rockport Breakwater, then enjoy the sand and surf at Good Harbor Beach, and finally appreciate the history behind Fishermen's Memorial Monument. On your second day here, take an in-depth tour of USS Albacore Museum, don't miss a visit to Market Square, then steep yourself in history at Strawbery Banke Museum, and finally take in nature's colorful creations at Prescott Park.

To see maps, reviews, where to stay, and tourist information, read Portsmouth online attractions planner .

Boston to Portsmouth is an approximately 1-hour bus ride. You can also drive. Traveling from Boston in August, plan for little chillier nights in Portsmouth, with lows around 18°C. Cap off your sightseeing on the 24th (Sat) early enough to go by car to Kennebunkport.

Things to do in Portsmouth

Parks Museums Outdoors

Side Trips

Gloucester, Kittery Trading Post, Rockport Breakwater
Highlights from your plan
Good Harbor Beach ©
Good Harbor Beach
Strawbery Banke Museum ©
Strawbery Banke Museum
Fishermen's Memorial Monument ©
Fishermen's Memorial Monument

2
nights
Kennebunkport

Kennebunkport ©
Kennebunkport is a town in York County, Maine, United States. On the 25th (Sun), see the interesting displays at Portland Head Light, admire the masterpieces at Portland Museum of Art, and then enjoy the sand and surf at Old Orchard Beach. Here are some ideas for day two: stroll through Ogunquit Beach and then get to know the fascinating history of Marginal Way Walkway.

Find out how to plan Kennebunkport trip without stress by asking Inspirock to help create an itinerary.

Getting from Portsmouth to Kennebunkport by car takes about an hour. Other options: do a combination of bus and train. Traveling from Portsmouth in August, expect a bit cooler with lows of 14°C in Kennebunkport. Finish up your sightseeing early on the 26th (Mon) so you can travel to Jackson.

Things to do in Kennebunkport

Parks Outdoors Beaches

Side Trips

Ogunquit, Portland Head Light, Portland Museum of Art, Old Orchard Beach
Highlights from your plan
Marginal Way Walkway ©
Marginal Way Walkway
Portland Head Light ©
Portland Head Light
Ogunquit Beach ©
Ogunquit Beach

3
nights
Jackson

Jackson ©
Jackson is a town in Carroll County, New Hampshire, United States. Get ready for a full day of sightseeing on the 27th (Tue): take in the dramatic scenery at Flume Gorge and then take a memorable tour with Tours.

To find photos, ratings, other places to visit, and other tourist information, you can read our Jackson vacation maker tool .

Getting from Kennebunkport to Jackson by car takes about 2 hours. While traveling from Kennebunkport, expect little chillier days and about the same nights in Jackson, ranging from highs of 28°C to lows of 17°C. On the 29th (Thu), wrap the sightseeing up by early afternoon so you can travel to Manchester.

Things to do in Jackson

Nature Parks Outdoors

Side Trips

Franconia, Zipline, Mt Washington Auto Rd
Highlights from your plan
Flume Gorge ©
Flume Gorge
Franconia Notch State Park ©
Franconia Notch State Park
Zipline

2
nights
Manchester

Manchester ©
Manchester is a town in, and one of two shire towns (county seats) of, Bennington County, Vermont, United States. Kick off your visit on the 29th (Thu): look for gifts at Vermont Country Store. Keep things going the next day: take some stellar pictures from Bennington Battle Monument, get engrossed in the history at Bennington Museum, then admire the masterpieces at The Clark Art Institute, and finally admire the masterpieces at MASS MoCA.

For maps, where to stay, reviews, and tourist information, read Manchester trip itinerary maker site .

You can drive from Jackson to Manchester in 4 hours. In August, plan for daily highs up to 30°C, and evening lows to 15°C. Finish your sightseeing early on the 31st (Sat) to allow enough time to drive to Providence.

Things to do in Manchester

Museums Parks Wildlife

Side Trips

Bennington, The Clark Art Institute, Vermont Country Store, MASS MoCA
Highlights from your plan
The Clark Art Institute ©
The Clark Art Institute
Hildene, The Lincoln Family Home ©
Hildene, The Lincoln Family Home
MASS MoCA ©
MASS MoCA

2
nights
Providence

Providence ©
Providence has undergone a major upgrade in recent years, transforming from a rough-around-the-edges industrial city into an epicenter of culture.
Kick off your visit on the 1st (Sun): tour the pleasant surroundings at Roger Williams Park Zoo, then examine the collection at Battleship Cove, then ponder the world of politics at State House, and finally admire the masterpieces at RISD Museum.

To find photos, other places to visit, maps, and tourist information, read Providence trip planner .

Getting from Manchester to Providence by car takes about 4 hours. Other options: do a combination of bus and train. Expect a bit warmer evenings in Providence when traveling from Manchester in August, with lows around 20°C. Wrap up your sightseeing on the 2nd (Mon) early enough to drive to Hyannis.

Things to do in Providence

Museums Parks Zoos & Aquariums

Side Trip

Battleship Cove
Highlights from your plan
RISD Museum ©
RISD Museum
Roger Williams Park Zoo ©
Roger Williams Park Zoo
Battleship Cove ©
Battleship Cove

1
night
Hyannis

Hyannis ©
"The Capital of the Cape," Hyannis serves as Cape Cod's main transportation and commercial hub.
Start off your visit on the 2nd (Mon): immerse yourself in nature at Nickerson State Park, then enjoy the sand and surf at Corporation Beach, and then make a trip to Main Street Hyannis. On your second day here, examine the collection at John F Kennedy Hyannis Museum and then identify plant and animal life at Monomoy National Wildlife Refuge.

For traveler tips, ratings, reviews, and tourist information, you can read our Hyannis online route maker .

Traveling by car from Providence to Hyannis takes 1.5 hours. Alternatively, you can take a bus; or do a combination of train, bus, and flight. In September in Hyannis, expect temperatures between 26°C during the day and 16°C at night. Finish your sightseeing early on the 3rd (Tue) to allow enough time to drive back home.

Things to do in Hyannis

Parks Wildlife Nature

Side Trips

Monomoy National Wildlife Refuge, Nickerson State Park, Corporation Beach
Highlights from your plan
Monomoy National Wildlife Refuge ©
Monomoy National Wildlife Refuge
Nickerson State Park ©
Nickerson State Park
John F Kennedy Hyannis Museum ©
John F Kennedy Hyannis Museum

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