8 days in New York City & New England Itinerary

8 days in New York City & New England Itinerary

Created using Inspirock United States journey planner

This plan was created by another user.  Make it your plan

Route & dates

8 days in New York City & New England Itinerary

Start: Indianapolis
Fly + bus:  5​h 15​min
1
New York City
— 2 nights
Drive:  1​h 45​min
2
Newtown
— 1 night
Drive:  3​h 45​min
3
Sandwich
— 1 night
bus:  15​min
4
Plymouth
— 1 night
Drive:  1​h 15​min
5
Salem
— 1 night
train:  45​min
6
Boston
— 1 night
Fly:  5​h
End: Indianapolis

2
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.
Start off your visit on the 12th (Sat): admire the landmark architecture of Rockefeller Center. Here are some ideas for day two: make a trip to 9/11 Memorial and then go for a walk through Central Park.

To see traveler tips, reviews, more things to do, and tourist information, you can read our New York City online road trip planner .

Indianapolis to New York City is an approximately 5.5-hour combination of flight and bus. You can also fly; or drive. Traveling from Indianapolis in October, plan for somewhat warmer nights in New York City, with lows around 57°F. Finish up your sightseeing early on the 14th (Mon) so you can go by car to Newtown.

Things to do in New York City

Parks Museums Historic Sites
Highlights from your plan
Central Park ©
Central Park
The Metropolitan Museum of Art ©
The Metropolitan Museum of Art
Empire State Building ©
Empire State Building

1
night
Newtown

Newtown ©
Newtown is a town in Fairfield County, Connecticut, United States. On the 15th (Tue), relax in the rural setting at Sticks and Stones Farm, have fun and explore at EverWonder Children's Museum, and then relax in the rural setting at Rowanwood Farm.

To see traveler tips, maps, reviews, and other tourist information, go to the Newtown planning website .

You can drive from New York City to Newtown in 2 hours. Plan for little chillier temperatures traveling from New York City in October, with highs in Newtown at 63°F and lows at 45°F. Finish up your sightseeing early on the 15th (Tue) so you can travel to Sandwich.

Things to do in Newtown

Childrens Museums Museums
Highlights from your plan
EverWonder Children's Museum ©
EverWonder Children's Museum
Sticks and Stones Farm ©
Sticks and Stones Farm

1
night
Sandwich

Sandwich ©
Sandwich is a town in Barnstable County, Massachusetts, United States. Kick off your visit on the 16th (Wed): deepen your understanding at Cape Cod Children's Museum, then see the interesting displays at Heritage Museums & Gardens, then engage your brain at Sandwich Glass Museum, and finally grab your bike and head to Shining Sea Bikeway.

Inspirock's itinerary builder makes planning a Sandwich trip simple and quick.

Getting from Newtown to Sandwich by car takes about 3.5 hours. In October, plan for daily highs up to 64°F, and evening lows to 46°F. Finish up your sightseeing early on the 16th (Wed) so you can catcht the bus to Plymouth.

Things to do in Sandwich

Museums Childrens Museums Parks

Side Trips

Cape Cod Children's Museum, Shining Sea Bikeway
Highlights from your plan
Sandwich Glass Museum ©
Sandwich Glass Museum
Cape Cod Children's Museum ©
Cape Cod Children's Museum
Heritage Museums & Gardens ©
Heritage Museums & Gardens

1
night
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.
Kick off your visit on the 17th (Thu): take an in-depth tour of Plimoth Plantation, then take in nature's colorful creations at Brewster Gardens, then don't miss a visit to Plymouth Rock, and finally contemplate the long history of Mayflower II.

To find maps, more things to do, and tourist information, go to the Plymouth travel route planner .

Plymouth is just a stone's throw from Sandwich. October in Plymouth sees daily highs of 65°F and lows of 46°F at night. Finish your sightseeing early on the 17th (Thu) so you can drive to Salem.

Things to do in Plymouth

Museums Historic Sites Parks
Highlights from your plan
Plimoth Plantation ©
Plimoth Plantation
Brewster Gardens ©
Brewster Gardens
Plymouth Rock ©
Plymouth Rock

1
night
Salem

Salem ©
Best known for its 1692 witch trials, Salem has a number of significant historical sites, a bustling downtown, and many witch-themed attractions.
Kick off your visit on the 18th (Fri): examine the collection at Peabody Essex Museum, explore the galleries of The House of the Seven Gables, then steep yourself in history at Salem Maritime National Historic Site, and finally go for a stroll along the water at Pickering Wharf.

For where to stay, traveler tips, more things to do, and tourist information, use the Salem holiday app .

Traveling by car from Plymouth to Salem takes 1.5 hours. Alternatively, you can do a combination of bus and train; or take a bus. In October, plan for daily highs up to 64°F, and evening lows to 45°F. Finish up your sightseeing early on the 18th (Fri) so you can catch the train to Boston.

Things to do in Salem

Museums Historic Sites Parks
Highlights from your plan
The House of the Seven Gables ©
The House of the Seven Gables
Salem Maritime National Historic Site ©
Peabody Essex Museum ©
Peabody Essex Museum

1
night
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.
Kick off your visit on the 19th (Sat): get engrossed in the history at John F. Kennedy Presidential Museum & Library, then admire the masterpieces at Museum of Fine Arts, and then stroll around Boston Public Garden.

To find where to stay, ratings, maps, and other tourist information, you can read our Boston travel itinerary planner.

You can take a train from Salem to Boston in an hour. Other options are to drive; or take a bus. In October in Boston, expect temperatures between 64°F during the day and 50°F at night. Wrap up your sightseeing on the 19th (Sat) to allow time to travel back home.

Things to do in Boston

Museums Parks
Highlights from your plan
Museum of Fine Arts ©
Museum of Fine Arts
Boston Public Garden ©
Boston Public Garden

Similar Plans

11 days in New York City BY A USER FROM UNITED ARAB EMIRATES July, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, wildlife, popular & hidden gems PREFERENCES: July, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 9 days in New York City BY A USER FROM NIGERIA November, teens, culture, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular sights PREFERENCES: November, teens, culture, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 9 days in New York City BY A USER FROM NIGERIA July, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular sights PREFERENCES: July, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 12 days in United States BY A USER FROM UNITED STATES August, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular sights PREFERENCES: August, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 10 days in New York City BY A USER FROM UNITED KINGDOM August, culture, outdoors, relaxing, romantic, historic sites, museums, shopping, popular & hidden gems PREFERENCES: August, culture, outdoors, relaxing, romantic, historic sites, museums, shopping ATTRACTION STYLE: Popular & hidden gems PACE: Medium 9 days in New England BY A USER FROM UNITED STATES May, culture, outdoors, relaxing, romantic, historic sites, museums, wildlife, popular & hidden gems PREFERENCES: May, culture, outdoors, relaxing, romantic, historic sites, museums, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 10 days in New York City & Patchogue BY A USER FROM UNITED STATES August, culture, outdoors, romantic, beaches, historic sites, museums, shopping, popular & hidden gems PREFERENCES: August, culture, outdoors, romantic, beaches, historic sites, museums, shopping ATTRACTION STYLE: Popular & hidden gems PACE: Medium 12 days in New York City BY A USER FROM UNITED STATES August, kids, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular sights PREFERENCES: August, kids, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 10 days in New York City BY A USER FROM BELGIUM August, teens, culture, outdoors, historic sites, museums, shopping, wildlife, popular & hidden gems PREFERENCES: August, teens, culture, outdoors, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 41 days in United States BY A USER FROM INDIA June, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, fast-paced, popular & hidden gems PREFERENCES: June, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Fast-paced 32 days in United States BY A USER FROM AUSTRALIA June, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, fast-paced, popular & hidden gems PREFERENCES: June, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Fast-paced 9 days in New York City & Pittsburgh BY A USER FROM UNITED STATES June, kids, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular sights PREFERENCES: June, kids, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium
View more plans