5 days in New England Itinerary

5 days in New England Itinerary

Created using Inspirock New England itinerary builder

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Route & dates

5 days in New England Itinerary

Start: New York City
Bus + Fly:  3​h
1
Boston
— 2 nights
Drive:  3​h
2
North Conway
— 1 night
Drive:  2​h
3
Portsmouth
— 1 night
Taxi + Fly:  4​h
End: New York City

2
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.
Boston is known for historic sites, museums, parks, shopping, and nightlife. Your plan includes some of its best attractions: explore the world behind art at Museum of Fine Arts, admire the natural beauty at Boston Public Garden, get lost in a book at Boston Public Library, and get to know the fascinating history of Freedom Trail.

To see maps, other places to visit, where to stay, and tourist information, read Boston trip itinerary builder app .

New York City to Boston is an approximately 3-hour combination of bus and flight. You can also fly; or drive. Expect a bit cooler temperatures when traveling from New York City in November; daily highs in Boston reach 52°F and lows reach 37°F. Wrap up your sightseeing on the 29th (Fri) early enough to drive to North Conway.

Things to do in Boston

Museums Historic Sites Parks
Highlights from your plan
Boston Public Garden ©
Boston Public Garden
Freedom Trail ©
Freedom Trail
Boston Common ©
Boston Common

1
night
North Conway

North Conway ©
North Conway combines colonial New England architecture with outlet shops selling goods from some of the world's most recognizable brands, all set amid the scenery of the White Mountains.
On the 30th (Sat), cruise along Kancamagus Highway and then admire the sheer force of Diana's Baths.

To see ratings, more things to do, other places to visit, and more tourist information, you can read our North Conway journey planner.

Traveling by car from Boston to North Conway takes 3 hours. Alternatively, you can take a bus. Traveling from Boston in November, expect slightly colder with lows of 32°F in North Conway. Finish up your sightseeing early on the 30th (Sat) so you can go by car to Portsmouth.

Things to do in North Conway

Outdoors Scenic Drive Nature
Highlights from your plan
Kancamagus Highway ©
Kancamagus Highway
Diana's Baths ©
Diana's Baths

1
night
Portsmouth

Portsmouth ©
Portsmouth is a city in Rockingham County, New Hampshire, in the United States. Start off your visit on the 1st (Sun): enjoy the sea views from Nubble Lighthouse, then appreciate the extensive heritage of Marginal Way Walkway, and then stroll through Hampton Beach State Park.

To find other places to visit, more things to do, maps, and tourist information, read Portsmouth trip itinerary planning site .

Traveling by car from North Conway to Portsmouth takes 2 hours. Alternatively, you can take a bus. In November, daytime highs in Portsmouth are 49°F, while nighttime lows are 32°F. Finish up your sightseeing early on the 1st (Sun) so you can travel back home.

Things to do in Portsmouth

Historic Sites Outdoors Beaches

Side Trips

Marginal Way Walkway, Hampton Beach State Park, Nubble Lighthouse
Highlights from your plan
Marginal Way Walkway ©
Marginal Way Walkway
Nubble Lighthouse ©
Nubble Lighthouse
Hampton Beach State Park ©
Hampton Beach State Park

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