14 days in New York City, Massachusetts & Hyde Park Itinerary

14 days in New York City, Massachusetts & Hyde Park Itinerary

Created using Inspirock United States trip planner

Plan created by another user. Make it yours
1
New York City
— 3 nights
Drive
2
Salem
— 4 nights
Drive
3
Provincetown
— 3 nights
Drive
4
Hyde Park
— 3 nights
Drive

S M T W T F S
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3
nights
New York City

Big Apple

Writer Pearl Buck once called New York City “a place apart,” and this giant urban center remains unlike any other in the world.
Do some cultural sightseeing at 9/11 Memorial and St. Patrick's Cathedral. Popular historic sites such as Ellis Island and St. Paul's Chapel are in your itinerary. There's much more to do: explore the world behind art at The Metropolitan Museum of Art, steep yourself in history at World Trade Center Memorial Foundation, see the interesting displays at New York Public Library, and enjoy breathtaking views from Empire State Building.

To find out how to plan a trip to New York City, use our trip itinerary maker.

Use the Route module to see travel options from your home to New York City. In January, daytime highs in New York City are 40°F, while nighttime lows are 24°F. Finish up your sightseeing early on the 13th (Wed) so you can go by car to Salem.

Things to do in New York City

Museums · Historic Sites · Shopping · Neighborhoods

4
nights
Salem

Witch City

Best known for its 1692 witch trials, Salem has a number of significant historical sites, a bustling downtown, and many witch-themed attractions.
Deepen your sense of the past at sights like Louisa May Alcott's Orchard House and Salem Maritime National Historic Site. Do some cultural sightseeing at Peabody Essex Museum and Old Burial Hill. Explore the numerous day-trip ideas around Salem: Good Harbor Beach (in Gloucester), Concord (Minute Man National Historical Park & Minuteman National Park - Old North Bridge) and Old First Parish Burying Ground (in Rockport). There's lots more to do: learn insider's secrets on Salem Food Tours, stroll through Pickering Wharf, kick back and relax at Revere Beach, and browse the exhibits of The House of the Seven Gables.

For more things to do, other places to visit, photos, and other tourist information, refer to the Salem day trip planner.

Traveling by car from New York City to Salem takes 4.5 hours. Alternatively, you can fly; or take a train. In January, daytime highs in Salem are 36°F, while nighttime lows are 21°F. Wrap up your sightseeing on the 17th (Sun) to allow time to drive to Provincetown.

Things to do in Salem

Historic Sites · Parks · Museums · Outdoors

Side Trips

3
nights
Provincetown

Birthplace of American Liberty

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.
Maps of Antiquity and Provincetown Town Hall will appeal to museum buffs. Get some historical perspective at Nauset Lighthouse and Wellfleet Bay Wildlife Sanctuary. Explore Provincetown's surroundings by going to Eastham (Salt Pond Visitor Center & Captain Penniman House). There's much more to do: kick back and relax at Race Point Beach, enjoy the sea views from Highland Light, examine the collection at Provincetown Art Association and Museum, and get a taste of the local shopping with Cortile Gallery.

To see photos, where to stay, maps, and more tourist information, read Provincetown online holiday builder.

Drive from Salem to Provincetown in 3 hours. Alternatively, you can fly; or do a combination of train and ferry. Expect somewhat warmer evenings in Provincetown when traveling from Salem in January, with lows around 27°F. Cap off your sightseeing on the 20th (Wed) early enough to go by car to Hyde Park.

Things to do in Provincetown

Historic Sites · Parks · Museums · Outdoors

Side Trips

3
nights
Hyde Park

Hyde Park is a town in Dutchess County, New York, bordering the Hudson River north of Poughkeepsie. Visit Vanderbilt Mansion National Historic Site and St Mary's Episcopal Church for their historical value. Museum-lovers will get to explore DM Weil Gallery and Franklin D. Roosevelt Presidential Library and Museum. Step out of Hyde Park with an excursion to Storm King Art Center in New Windsor--about 58 minutes away. There's much more to do: steep yourself in history at Home of Franklin D. Roosevelt, admire the masterpieces at Frances Lehman Loeb Art Center at Vassar College, and take in the views from Walkway Over the Hudson State Historic Park.

To see traveler tips, photos, other places to visit, and tourist information, you can read our Hyde Park trip maker site.

Traveling by car from Provincetown to Hyde Park takes 6 hours. Alternatively, you can fly; or do a combination of ferry, train, and bus. Expect little chillier evenings in Hyde Park when traveling from Provincetown in January, with lows around 19°F. Finish up your sightseeing early on the 23rd (Sat) so you can go by car back home.

Things to do in Hyde Park

Museums · Historic Sites · Parks · Shopping

Side Trips

New York State travel guide

4.5
Observation Decks · Scenic Walking Areas · Monuments
The Empire State
Home to the country's most populous city, the state of New York is a major gateway for immigration into the United States, but also one of the nation's prime holiday destinations. Take a trip down the state's numerous wilderness trails and scenic roads to visit quaint small towns, sandy beaches, historical estates, and artist colonies. Though the majority of visitors head for the big-city restaurants, theaters, and museums, you can venture deeper into the rugged and remote mountain areas to discover a world of picturesque forests, rivers, mountains, and lakes. New York also boasts the nation's largest forest preserve, encompassing much of the northeastern lobe of the state.

Massachusetts travel guide

4.3
History Museums · Art Museums · Historic Walking Areas
The Bay State
Known as the "Bay State" because of the three bays dominating its coastline, Massachusetts has played a significant cultural and commercial role through most of the country's history. An increasingly popular vacation destination for foreign travelers, Massachusetts offers numerous places to visit, ranging from historical sites to modern urban centers famous for their culinary, art, and nightlife scenes. With the majority of its population living in and around the city of Boston, in the 20th century Massachusetts went from a state largely dependent on fishing and agriculture to the country's leader in higher education, healthcare, high technology, and financial services. Home to renowned universities and research centers, the state's cities attract a young crowd of students, scientists, artists, and business professionals.