43 days in South of Boston & New York City Itinerary

43 days in South of Boston & New York City Itinerary

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Route & dates

43 days in South of Boston & New York City Itinerary

Start: Boston
Drive:  30​min
1
Hull
— 6 nights
Drive:  1​h 15​min
2
Plymouth
— 7 nights
Drive:  1​h 15​min
3
New Bedford
— 7 nights
Drive:  1​h 15​min
4
Attleboro
— 5 nights
Drive:  4​h 15​min
5
New York City
— 17 nights
Bus + Fly:  3​h 15​min
End: Boston

6
nights
Hull

Hull ©
Hull is a town in Plymouth County, Massachusetts, United States, located on a peninsula at the southern edge of Boston Harbor. Escape the urban bustle at Norris Reservation and Wompatuck State Park. Get some historical perspective at Scituate Lighthouse and Fort Revere Park. Explore Hull's surroundings by going to Brockton (Campanelli Stadium & Fuller Craft Museum) and Scituate (Peggoty & Widow's Walk Golf Course). The adventure continues: stroll through Nantasket Beach, relax in the rural setting at Weir River Farm, enjoy the sand and surf at Hingham Bathing Beach, and take in the spiritual surroundings of Old Ship Church.

Use Inspirock's suggestions to plan your Hull trip and find the best activities and attractions for your vacation.

Boston to Hull is an approximately 1-hour car ride. In September, daily temperatures in Hull can reach 75°F, while at night they dip to 59°F. Finish up your sightseeing early on the 27th (Thu) so you can travel to Plymouth.

Things to do in Hull

Parks Outdoors Beaches

Side Trips

Hingham, Scituate, Brockton, Norwell
Highlights from your plan
World's End ©
World's End
Nantasket Beach ©
Nantasket Beach
Whitney and Thayer Woods ©
Whitney and Thayer Woods

7
nights
Plymouth

Plymouth ©
Rightly calling itself "America's Hometown," Plymouth holds a prominent place in the nation's history and culture as the site of the first Puritan colony.
Get outdoors at Brown's Bank and Duxbury Beach Park. Your cultural itinerary includes sights like Plimoth Plantation and Daniel Webster Estate and Heritage Center. Change things up with a short trip to Shell Point Beach in Onset (about 40 minutes away). The adventure continues: steep yourself in history at Jabez Howland House, appreciate the history behind Plymouth Rock, take an in-depth tour of Jenney Museum, and enjoy the sand and surf at Long Beach.

To find more things to do, traveler tips, maps, and other tourist information, use the Plymouth trip maker website .

Getting from Hull to Plymouth by car takes about an hour. In September in Plymouth, expect temperatures between 75°F during the day and 55°F at night. Wrap up your sightseeing on the 4th (Thu) to allow time to travel to New Bedford.

Things to do in Plymouth

Parks Outdoors Nature

Side Trips

Marshfield, Duxbury Beach Park, Sauchuk Farm & Corn Maze, Shell Point Beach
Highlights from your plan
Myles Standish State Forest ©
Myles Standish State Forest
Jenney Museum ©
Jenney Museum
Mayflower II ©
Mayflower II

7
nights
New Bedford

New Bedford ©
New Bedford is a city in Bristol County, Massachusetts, United States. Get a sense of the local culture at Ned's Point Lighthouse and New Bedford Whaling National Historical Park. Deepen your sense of the past at sights like St. Anthony of Padua Church and Rotch-Jones-Duff House and Garden Museum. Venture out of the city with trips to Portugalia Marketplace (in Fall River) and Horse Neck Beach State Reservation (in Westport). There's lots more to do: look for all kinds of wild species at East Over Reservation, contemplate the long history of Seamen's Bethel, admire the striking features of Unitarian Memorial Church, and relax in the rural setting at Westport Rivers Vineyard & Winery.

To find ratings, more things to do, reviews, and tourist information, read New Bedford route builder tool .

Drive from Plymouth to New Bedford in an hour. In October, plan for daily highs up to 65°F, and evening lows to 45°F. Finish your sightseeing early on the 11th (Thu) so you can travel to Attleboro.

Things to do in New Bedford

Parks Historic Sites Wildlife

Side Trips

Dartmouth, Fairhaven, Westport, Fall River, Ned's Point Lighthouse
Highlights from your plan
New Bedford Whaling Museum ©
New Bedford Whaling Museum
Seamen's Bethel ©
Seamen's Bethel

5
nights
Attleboro

Attleboro ©
Attleboro is a city in Bristol County, Massachusetts, United States. Visiting Winslow Farm Animal Sanctuary and East Bay Bike Path will get you outdoors. Eschew the tourist crowds and head to Historic Jacob Hill Farm and TPC Boston. Get out of town with these interesting Attleboro side-trips: Seekonk Speedway (in Seekonk), Massasoit State Park (in Taunton) and Simcock Farm (in Swansea). There's still lots to do: tour the pleasant surroundings at North Attleboro World War I Memorial Park, get in on the family fun at Monkey Joe's, take an in-depth tour of Old Colony History Museum, and browse the collection at Taunton Public Library.

To find where to stay, reviews, and more tourist information, read our Attleboro itinerary maker app .

Drive from New Bedford to Attleboro in an hour. In October, daytime highs in Attleboro are 63°F, while nighttime lows are 44°F. Wrap up your sightseeing on the 16th (Tue) early enough to travel to New York City.

Things to do in Attleboro

Parks Outdoors Trails

Side Trips

Taunton, Norton, Seekonk, North Attleboro, East Bay Bike Path
Highlights from your plan
Massasoit State Park ©
Massasoit State Park
Winslow Farm Animal Sanctuary ©
Winslow Farm Animal Sanctuary

17
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.
Deepen your sense of the past at sights like Home of Franklin D. Roosevelt and Franklin D. Roosevelt Presidential Library and Museum. Grey Towers National Historic Site and William Floyd Estate are good opportunities to explore the local culture. Get out of town with these interesting New York City side-trips: Wightman's Fruit Farm (in Kerhonkson), Sam's Point Preserve (in Cragsmoor) and Vanderbilt Mansion National Historic Site (in Hyde Park). There's much more to do: stroll through Cupsogue Beach County Park, kick back and relax at Meschutt Beach, look for all kinds of wild species at Edwin B. Forsythe National Wildlife Refuge, and pause for some serene contemplation at St. Patrick's Cathedral.

For ratings, where to stay, other places to visit, and other tourist information, you can read our New York City trip itinerary planner.

Getting from Attleboro to New York City by car takes about 3.5 hours. Plan for a bit warmer temperatures traveling from Attleboro in October, with highs in New York City at 70°F and lows at 57°F. On the 2nd (Fri), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in New York City

Parks Outdoors Wildlife

Side Trips

Hyde Park, Hampton Bays, Stokes State Forest, St. Catharine Catholic Church, Wertheim National Wildlife Refuge
Highlights from your plan