26 days in New York City & New England Itinerary

Created using Inspirock United States route planner
Make it your trip
Fly
1
New York City
— 7 nights
Fly
2
Portland
— 3 nights
Drive
3
Bar Harbor, Mount Desert Island
— 2 nights
Fly
4
Newport
— 2 nights
Drive
5
Mystic
— 1 night
Fly
6
Provincetown
— 2 nights
Fly
7
Boston
— 2 nights
Drive
8
Lenox
— 1 night
Fly
9
New York City
— 3 nights
Fly

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New York City — 7 nights

Big Apple

Deepen your sense of the past at sights like 42nd Street and Park Avenue. Do some cultural sightseeing at Dumbo and Ground Zero Museum Workshop. The adventure continues: get lost in a book at The Morgan Library & Museum, wander the streets of Upper West Side, examine the collection at The Jewish Museum, and explore the world behind art at Neue Galerie.

To find traveler tips, reviews, maps, and more tourist information, you can read our New York City trip planner.

Buenos Aires, Argentina to New York City is an approximately 14-hour flight. You'll gain 2 hours traveling from Buenos Aires to New York City due to the time zone difference. In May, plan for daily highs up to 24°C, and evening lows to 15°C. Cap off your sightseeing on the 28th (Sun) early enough to catch the flight to Portland.
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Museums · Historic Sites · Neighborhoods · Parks
Side Trips

Portland — 3 nights

The Forest City

Satisfy your inner culture vulture at Portland Breakwater Lighthouse and 5th Maine Museum. Your inner history buff will appreciate Eastern Cemetery and The Cathedral Of The Immaculate Conception. There's much more to do: enjoy the sand and surf at Pine Point Beach, tour the pleasant surroundings at Back Cove Trail, examine the collection at Umbrella Cover Museum, and do a tasting at Maine Mead Works.

To see maps, more things to do, ratings, and tourist information, you can read our Portland day trip site.

Traveling by flight from New York City to Portland takes 3 hours. Alternatively, you can drive; or do a combination of train and bus. Traveling from New York City in May, things will get slightly colder in Portland: highs are around 20°C and lows about 8°C. Finish your sightseeing early on the 31st (Wed) to allow enough time to drive to Bar Harbor.
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Outdoors · Historic Sites · Parks · Museums
Side Trips

Bar Harbor, Mount Desert Island — 2 nights

On the 1st (Thu), contemplate the long history of St. Saviour's Church, then explore the landscape on two wheels at Pedego Bar Harbor, then take in the exciting artwork at Little Village Gifts, and finally take in the pleasant sights at Compass Harbor Trail.

To find traveler tips, more things to do, other places to visit, and other tourist information, read Bar Harbor holiday planner.

Drive from Portland to Bar Harbor in 3.5 hours. Alternatively, you can do a combination of bus and flight; or take a bus. Expect a daytime high around 18°C in May, and nighttime lows around 7°C. Finish your sightseeing early on the 2nd (Fri) to allow enough time to fly to Newport.
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Shopping · Tours · Trails · Parks

Newport — 2 nights

City by the Sea

Start off your visit on the 2nd (Fri): steep yourself in history at Providence Athenaeum, then contemplate the long history of Lippitt House Museum, then steep yourself in history at First Baptist Church in America, and finally admire the majestic nature at Fort Wetherill State Park. On your second day here, admire the landmark architecture of Isaac Bell House, see the interesting displays at Newport Art Museum, and then enjoy the sand and surf at King Park Beach.

To see photos, traveler tips, more things to do, and more tourist information, read Newport trip site.

Getting from Bar Harbor to Newport by flight takes about 3 hours. Other options: drive; or take a bus. Traveling from Bar Harbor in June, you can expect nighttime temperatures to be somewhat warmer in Newport, with lows of 17°C. Cap off your sightseeing on the 4th (Sun) early enough to go by car to Mystic.
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Historic Sites · Museums · Parks · Beaches
Side Trips

Mystic — 1 night

Start off your visit on the 4th (Sun): explore the different monuments and memorials at Elm Grove Cemetery, contemplate the long history of Captain Nathaniel B. Palmer House, admire the masterpieces at Mystic Museum of Art, then explore the world behind art at Lyman Allyn Art Museum, and finally contemplate the long history of The Hempsted Houses.

To plan Mystic vacation without wasting time, ask Inspirock to design an itinerary.

Drive from Newport to Mystic in 1.5 hours. Alternatively, you can drive; or do a combination of bus and train. Expect a daytime high around 27°C in June, and nighttime lows around 17°C. Cap off your sightseeing on the 5th (Mon) early enough to catch the flight to Provincetown.
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Museums · Historic Sites
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Provincetown — 2 nights

Birthplace of American Liberty

On the 5th (Mon), kick back and relax at Nauset Light Beach, then visit a coastal fixture at Nauset Lighthouse, then get engrossed in the history at Salt Pond Visitor Center, and finally hike along Cape Cod Provincelands Trail. Get ready for a full day of sightseeing on the next day: take a tour by water with Boat Tours & Water Sports, admire the masterpieces at Provincetown Town Hall, then identify plant and animal life at Beech Forest, Provincetown, and finally explore the landscape on two wheels at Province Lands Bike Trail.

For maps, where to stay, more things to do, and other tourist information, read Provincetown route site.

Traveling by flight from Mystic to Provincetown takes 2 hours. Alternatively, you can drive; or do a combination of train and ferry. Expect a daytime high around 26°C in June, and nighttime lows around 15°C. Wrap up your sightseeing on the 7th (Wed) to allow time to fly to Boston.
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Parks · Outdoors · Trails · Tours
Side Trip

Boston — 2 nights

Beantown

Start off your visit on the 7th (Wed): examine the collection at Edward M. Kennedy Institute for the United States Senate, examine the collection at Larz Anderson Auto Museum - Museum of Transportation, then get engrossed in the history at Metropolitan Waterworks Museum, and finally contemplate the long history of Old South Church in Boston. On your second day here, steep yourself in history at Charlestown Navy Yard, learn about all things military at USS Cassin Young, then take an in-depth tour of Hancock-Clarke House, then browse the exhibits of Buckman Tavern, and finally contemplate the long history of Munroe Tavern.

For ratings, reviews, maps, and more tourist information, refer to the Boston travel route planner.

Traveling by flight from Provincetown to Boston takes 2 hours. Alternatively, you can ride a ferry; or drive. In June, daily temperatures in Boston can reach 28°C, while at night they dip to 18°C. Wrap up your sightseeing on the 9th (Fri) to allow time to drive to Lenox.
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Museums · Historic Sites
Side Trips

Lenox — 1 night

Kick off your visit on the 9th (Fri): take in the spiritual surroundings of Congregational Church, then get engrossed in the history at Stockbridge Library, Museum & Archives, then take in the exciting artwork at Hotchkiss Mobiles, and finally take your sightseeing to a higher altitude at Lenox Mountain. On the 10th (Sat), you'll have a packed day of sightseeing: get a taste of the local shopping with Tom Fiorini Sculpture Yard, then relax and rejuvenate at Rhythms Massage & Bodywork, then steep yourself in history at Steepletop, and finally contemplate the long history of Luykas Van Alen House.

For ratings, more things to do, traveler tips, and other tourist information, use the Lenox trip planner.

Traveling by car from Boston to Lenox takes 2.5 hours. Alternatively, you can drive; or take a bus; or do a combination of train and bus. Traveling from Boston in June, you can expect nighttime temperatures to be little chillier in Lenox, with lows of 13°C. Finish up your sightseeing early on the 10th (Sat) so you can catch the flight to New York City.
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Historic Sites · Museums · Nature · Parks
Side Trips

New York City — 3 nights

Big Apple

Discover out-of-the-way places like Brooklyn Heights Promenade and The Oculus. Popular historic sites such as St. Paul's Chapel and Central Park's Literary Walk are in your itinerary. Explore New York City further: hit the best photo ops around with an inspiring photography tour, admire the striking features of Chrysler Building, relax and rejuvenate at some of the top local wellness centers, and wander the streets of Union Square.

For reviews, traveler tips, where to stay, and tourist information, go to the New York City online journey builder.

Getting from Lenox to New York City by flight takes about 2.5 hours. Other options: drive; or do a combination of bus and train. In June, New York City is a bit warmer than Lenox - with highs of 31°C and lows of 21°C. Wrap up your sightseeing on the 13th (Tue) early enough to fly back home.
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Neighborhoods · Parks · Shopping · Historic Sites
Side Trips