20 days in New York City, Boston & Chicago Itinerary

20 days in New York City, Boston & Chicago Itinerary

Created using Inspirock United States journey planner

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New York City
— 6 nights
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Boston
— 6 nights
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Chicago
— 5 nights
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New York City

— 6 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.
New York City is known for museums, nightlife, and shopping. Your plan includes some of its best attractions: stroll around Central Park, take in panoramic vistas at Empire State Building, explore the galleries of The Metropolitan Museum of Art, and take some stellar pictures from Top of the Rock.

To find where to stay, other places to visit, reviews, and tourist information, use the New York City tour planner.

Hanoi, Vietnam to New York City is an approximately 22-hour flight. The time zone changes from Indochina Time to Eastern Standard Time, which is usually a -12 hour difference. June in New York City sees daily highs of 31°C and lows of 21°C at night. Finish up your sightseeing early on the 21st (Fri) so you can travel to Boston.

Things to do in New York City

Museums · Parks · Historic Sites · Neighborhoods

Boston

— 6 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.
Change things up with these side-trips from Boston: Concord (Louisa May Alcott's Orchard House, Minuteman National Park - Old North Bridge, &more), Sandwich (Heritage Museums & Gardens & Sandwich Glass Museum) and Plymouth (Plymouth Rock, The Jenney, &more). There's still lots to do: appreciate the history behind Pilgrim Monument & Provincetown Museum, get engrossed in the history at John F. Kennedy Presidential Museum & Library, take in nature's colorful creations at Boston Public Garden, and see where the action happens at Fenway Park.

To find more things to do, other places to visit, where to stay, and more tourist information, you can read our Boston online trip maker.

Traveling by flight from New York City to Boston takes 3.5 hours. Alternatively, you can drive; or take a train. Traveling from New York City in June, expect slightly colder with lows of 18°C in Boston. Finish your sightseeing early on the 27th (Thu) so you can travel to Chicago.

Things to do in Boston

Museums · Parks · Historic Sites · Outdoors

Side Trips

Chicago

— 5 nights

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Chicago is known for museums, parks, and nightlife. Your plan includes some of its best attractions: admire the masterpieces at The Art Institute of Chicago, learn about wildlife with up-close encounters at Lincoln Park Zoo, walk around Millennium Park, and find something for the whole family at Navy Pier.

To see maps, ratings, traveler tips, and tourist information, read Chicago online road trip planner.

You can fly from Boston to Chicago in 4.5 hours. Other options are to drive; or take a bus. The time zone difference when traveling from Boston to Chicago is minus 1 hour. In June in Chicago, expect temperatures between 32°C during the day and 20°C at night. You'll have a few hours on the 2nd (Tue) to wrap things up before traveling home.

Things to do in Chicago

Museums · Childrens Museums · Parks · Zoos & Aquariums

Side Trip