15 days in New York City, Berkshires & Boston Itinerary

15 days in New York City, Berkshires & Boston Itinerary

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Route & dates

15 days in New York City, Berkshires & Boston Itinerary

Start: Exeter
train + Fly:  13​h 15​min
1
New York City
— 5 nights
Drive:  2​h 45​min
2
Sheffield
— 3 nights
Drive:  2​h 30​min
3
Boston
— 6 nights
Fly:  11​h 30​min
End: Exeter

5
nights
New York City

New York City ©
Writer Pearl Buck once called New York City “a place apart,” and this giant urban center remains unlike any other in the world.
9/11 Memorial and Fifth Avenue are good opportunities to explore the local culture. Let the collections at The Metropolitan Museum of Art and Ground Zero Museum Workshop capture your imagination. Explore the numerous day-trip ideas around New York City: Woodbury Common Premium Outlets (in Central Valley) and Lucas candies (in Haverstraw). There's lots more to do: contemplate in the serene atmosphere at The Met Cloisters, browse the eclectic array of goods at Chelsea Market, take in the architecture and atmosphere at St. Patrick's Cathedral, and take a stroll through SoHo.

To find traveler tips, maps, more things to do, and tourist information, go to the New York City online road trip planner .

Exeter, UK to New York City is an approximately 13.5-hour combination of train and flight. You can also do a combination of flight and bus; or do a combination of train, flight, and bus. The time zone difference when traveling from Exeter to New York City is minus 5 hours. Traveling from Exeter in November, you will find days in New York City are little chillier (16°C), and nights are much colder (7°C). Finish your sightseeing early on the 5th (Sat) to allow enough time to travel to Sheffield.

Things to do in New York City

Museums Shopping Neighborhoods

Side Trips

Woodbury Common Premium Outlets, Lucas candies
Highlights from your plan
The Metropolitan Museum of Art ©
The Metropolitan Museum of Art
The Met Cloisters ©
The Met Cloisters
9/11 Memorial ©
9/11 Memorial

3
nights
Sheffield

Sheffield ©
Sheffield is a town in Berkshire County, Massachusetts, United States. Appreciate the collections at Norman Rockwell Museum and Franklin D. Roosevelt Presidential Library and Museum. Explore hidden gems such as Home of Franklin D. Roosevelt and Vanderbilt Mansion National Historic Site. Explore the numerous day-trip ideas around Sheffield: Walkway Over the Hudson State Historic Park (in Poughkeepsie), Eleanor Roosevelt National Historic Site (in Hyde Park) and CronArtUSA Ryan Cronin (in New Paltz). There's still lots to do: explore the world behind art at The Clark Art Institute and get engrossed in the history at Stockbridge Library, Museum & Archives.

To find ratings, maps, photos, and more tourist information, use the Sheffield trip itinerary maker app .

Traveling by car from New York City to Sheffield takes 3 hours. Plan for slightly colder temperatures traveling from New York City in December, with highs in Sheffield at 3°C and lows at -5°C. Finish up your sightseeing early on the 8th (Tue) so you can travel to Boston.

Things to do in Sheffield

Museums Historic Sites Shopping

Side Trips

Hyde Park, Stockbridge, Walkway Over the Hudson State Historic Park, The Clark Art Institute, CronArtUSA Ryan Cronin
Highlights from your plan
Home of Franklin D. Roosevelt ©
Home of Franklin D. Roosevelt
The Clark Art Institute ©
The Clark Art Institute

6
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.
You'll explore the less-touristy side of things at Boston Tea Party Ships & Museum and North End. Lizzie Borden House and PANACHE FINE JEWELRY AND ART GALLERY will appeal to museum buffs. Change things up with these side-trips from Boston: Strawbery Banke Museum (in Portsmouth), Marginal Way Walkway (in Ogunquit) and Newport (St. Mary's Catholic Church, Cliff Walk, & more). There's still lots to do: take a stroll through Beacon Hill, take in the spiritual surroundings of Old North Church & Historic Site, look for gifts at Just Us Chickens Gallery, and browse the different shops at Faneuil Hall Marketplace.

For maps, reviews, where to stay, and tourist information, read our Boston sightseeing planner .

Drive from Sheffield to Boston in 2.5 hours. Traveling from Sheffield in December, expect Boston to be a bit warmer, temps between 7°C and 0°C. Finish up your sightseeing early on the 14th (Mon) so you can travel back home.

Things to do in Boston

Historic Sites Museums Neighborhoods

Side Trips

Newport, Ogunquit, The Glass Station, Strawbery Banke Museum, Just Us Chickens Gallery
Highlights from your plan
North End ©
North End
Marginal Way Walkway ©
Marginal Way Walkway
Lizzie Borden House ©
Lizzie Borden House

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