24 days in Philadelphia, New England & New York City Itinerary

Created using Klarna Trips United States route builder
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Fly
1
Philadelphia
— 7 nights
Fly
2
Ogunquit
— 2 nights
Drive
3
Bar Harbor, Mount Desert Island
— 2 nights
Fly
4
Newport
— 2 nights
Drive
5
Lenox
— 3 nights
Fly
6
New York City
— 7 nights
Fly

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Philadelphia — 7 nights

The City of Brotherly Love

Step out of the city life by going to Valley Forge National Historical Park and Independence National Historical Park. Saint Alphonsus Church and Fort McHenry National Monument and Historic Shrine will appeal to history buffs. Get out of town with these interesting Philadelphia side-trips: The Golf Course at Glen Mills (in Glen Mills), Trinity Church (in Princeton) and Grounds For Sculpture (in Hamilton). There's lots more to do: learn about all things military at Historic Ships in Baltimore, get engrossed in the history at Eastern State Penitentiary, admire the majestic nature at Fort Washington State Park, and pause for some photo ops at Liberty Bell Center.

For other places to visit, where to stay, ratings, and more tourist information, read our Philadelphia road trip planning website.

Buenos Aires, Argentina to Philadelphia is an approximately 16-hour flight. You can also do a combination of flight and train. Due to the time zone difference, you'll gain 2 hours traveling from Buenos Aires to Philadelphia. Traveling from Buenos Aires in May, expect nights in Philadelphia to be about the same, around 15°C, while days are a bit warmer, around 27°C. Finish up your sightseeing early on the 28th (Sun) so you can catch the flight to Ogunquit.
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Find places to stay May 21 — 28:

Ogunquit — 2 nights

Kick off your visit on the 29th (Mon): visit a coastal fixture at Nubble Lighthouse and then enjoy the sand and surf at Ogunquit Beach. On your second day here, get outside with Outdoor Activities, then take in the dramatic natural features at Perkins Cove, and then appreciate the extensive heritage of Marginal Way Walkway.

To find more things to do, other places to visit, photos, and tourist information, read Ogunquit trip itinerary tool.

Getting from Philadelphia to Ogunquit by flight takes about 3 hours. Other options: drive; or do a combination of train, bus, and taxi. Traveling from Philadelphia in May, things will get slightly colder in Ogunquit: highs are around 22°C and lows about 7°C. Cap off your sightseeing on the 30th (Tue) early enough to go by car to Bar Harbor.
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Find places to stay May 28 — 30:

Bar Harbor, Mount Desert Island — 2 nights

On the 31st (Wed), make a trip to Land Bridge to Bar Island, explore and take pictures at Park Loop Road, and then take your sightseeing to a higher altitude at Cadillac Mountain. Get ready for a full day of sightseeing on the next day: look for all kinds of wild species at Shore Path and then head outdoors with Outdoor Activities.

To find traveler tips, ratings, maps, and tourist information, refer to the Bar Harbor visit planner.

You can drive from Ogunquit to Bar Harbor in 4 hours. Other options are to do a combination of bus, train, and flight; or take a bus. When traveling from Ogunquit in May, plan for little chillier days and about the same nights in Bar Harbor: temperatures range from 18°C by day to 7°C at night. Wrap up your sightseeing on the 1st (Thu) to allow time to fly to Newport.
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Find places to stay May 30 — Jun 1:

Newport — 2 nights

City by the Sea

Kick off your visit on the 2nd (Fri): take a tour by water with Boat Tours & Water Sports and then get to know the fascinating history of Cliff Walk. Keep things going the next day: examine the collection at Marble House, examine the collection at The Breakers, and then cruise along Ocean Drive Historic District.

Plan my trip to Newport with suggested itineraries provided by Klarna Trips.

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 a bit warmer in Newport, with lows of 17°C. Wrap up your sightseeing on the 3rd (Sat) to allow time to drive to Lenox.
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Outdoors · Museums · Historic Sites · Trails
Find places to stay Jun 1 — 3:

Lenox — 3 nights

Get some cultural insight at Franklin D. Roosevelt Presidential Library and Museum and Norman Rockwell Museum. You'll discover tucked-away gems like Home of Franklin D. Roosevelt and Vanderbilt Mansion National Historic Site. Explore the numerous day-trip ideas around Lenox: The Den of Marbletown (in Kingston), The Clark Art Institute (in Williamstown) and Walkway Over the Hudson State Historic Park (in Poughkeepsie).

Plan a trip to Lenox easily and quickly by telling Klarna Trips to suggest an itinerary.

Getting from Newport to Lenox by car takes about 3 hours. Other options: take a bus; or do a combination of bus and train. Plan for a bit cooler nights when traveling from Newport in June since evenings lows in Lenox dip to 13°C. Cap off your sightseeing on the 6th (Tue) early enough to catch the flight to New York City.
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Find places to stay Jun 3 — 6:

New York City — 7 nights

Big Apple

You'll discover tucked-away gems like Dumbo and World Trade Center's Liberty Park. Visit Central Park's Literary Walk and Brooklyn Heights Promenade for their historical value. And it doesn't end there: head outdoors with Outdoor Activities, view the masterpieces at The Met Cloisters, steep yourself in history at Ellis Island, and hunt for treasures at Chelsea Market.

To plan New York City vacation without wasting time, ask Klarna Trips to design an itinerary.

Traveling by flight from Lenox to New York City takes 2.5 hours. Alternatively, you can drive; or do a combination of bus and train. Plan for a bit warmer temperatures traveling from Lenox in June, with highs in New York City at 31°C and lows at 21°C. Finish up your sightseeing early on the 13th (Tue) so you can catch the flight back home.
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Side Trips
Find places to stay Jun 6 — 13: