22 days in New England & New York City Itinerary

22 days in New England & New York City Itinerary

Created using Inspirock United States trip maker

Make it your trip
Fly
1
Boston
— 5 nights
Drive
2
Ogunquit
— 2 nights
Drive
3
Sandwich
— 3 nights
Drive
4
New York City
— 10 nights
Fly

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Boston

— 5 nights

Beantown

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.
Deepen your sense of the past at sights like Mount Auburn Cemetery and Granary Burying Ground. Family-friendly places like Newbury Street and South End Open Market - Farmers Market will thrill your kids. Change things up with these side-trips from Boston: Concord (Minuteman National Park - Old North Bridge, Louisa May Alcott's Orchard House, &more). And it doesn't end there: look for gifts at Harvard Book Store, ponder the world of politics at Massachusetts State House, admire the masterpieces at Museum of Fine Arts, and admire the natural beauty at Boston Public Garden.

To see maps, traveler tips, ratings, and tourist information, use the Boston itinerary planner.

Taipei, Taiwan to Boston is an approximately 21-hour flight. Traveling from Taipei to Boston, you'll gain 13 hours due to the time zone difference. Traveling from Taipei in May, you will find days in Boston are a bit cooler (22°C), and nights are colder (11°C). Wrap up your sightseeing on the 31st (Sun) early enough to drive to Ogunquit.

Things to do in Boston

Shopping · Historic Sites · Neighborhoods · Nightlife

Side Trips

Ogunquit

— 2 nights
Ogunquit means "beautiful place by the sea" in the language of the Native Americans who inhabited the region long ago, and this remains an accurate description of this holiday destination today.
Start off your visit on the 1st (Mon): visit a coastal fixture at Nubble Lighthouse, then stop by Just Us Chickens Gallery, then enjoy the sea views from Portsmouth Harbor Lighthouse, and finally contemplate the long history of Elizabeth Perkins House. Here are some ideas for day two: take in the exciting artwork at W. Robert Paine Gallery, view the masterpieces at Mast Cove Gallery, then get a taste of the local shopping with Compliments, and finally appreciate the extensive heritage of Marginal Way Walkway.

Ask Inspirock to suggest an itinerary and make planning a trip to Ogunquit fast, fun, and easy.

You can drive from Boston to Ogunquit in 1.5 hours. Alternatively, you can do a combination of train and taxi; or take a bus. Traveling from Boston in May, plan for a bit cooler nights in Ogunquit, with lows around 7°C. Wrap up your sightseeing on the 2nd (Tue) early enough to drive to Sandwich.

Things to do in Ogunquit

Historic Sites · Museums · Shopping

Side Trips

Sandwich

— 3 nights
Sandwich is a town in Barnstable County, Massachusetts, United States. Get a sense of the local culture at Sandwich Glass Museum and Samuell Day Gallery. Get some historical perspective at Highfield Hall & Gardens and Hoxie House. Take a break from Sandwich with a short trip to Nobska Point Lighthouse in Woods Hole, about 38 minutes away. The adventure continues: browse for treasures at Antiques Center of Yarmouth, get a taste of the local shopping with McDermott Glass Studio, take in the exciting artwork at Chapman Art Gallery, and see the interesting displays at Heritage Museums & Gardens.

For maps, ratings, traveler tips, and more tourist information, you can read our Sandwich road trip site.

Traveling by car from Ogunquit to Sandwich takes 2.5 hours. Alternatively, you can take a bus; or do a combination of taxi, train, and bus. June in Sandwich sees daily highs of 26°C and lows of 15°C at night. Finish up your sightseeing early on the 5th (Fri) so you can go by car to New York City.

Things to do in Sandwich

Museums · Historic Sites · Shopping · Parks

Side Trips

New York City

— 10 nights

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.
Head to Fifth Avenue and The National Arts Clubfor some retail therapy. Visit 9/11 Memorial and Cathedral Church of Saint John the Divine for their historical value. There's lots more to do: admire the masterpieces at The Metropolitan Museum of Art, go for a walk through The High Line, stroll around Central Park, and admire the striking features of Empire State Building.

To see where to stay, reviews, ratings, and more tourist information, use the New York City trip planner.

Traveling by car from Sandwich to New York City takes 5 hours. Alternatively, you can fly; or do a combination of bus and train. Traveling from Sandwich in June, things will get a bit warmer in New York City: highs are around 31°C and lows about 21°C. Finish up your sightseeing early on the 15th (Mon) so you can travel back home.

Things to do in New York City

Museums · Shopping · Historic Sites · Parks