16 days in United States Itinerary

16 days in United States Itinerary

Created using Inspirock United States attractions planner

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Route & dates

16 days in United States Itinerary

Start: Madison
Fly:  7​h 45​min
1
Portland
— 2 nights
Drive:  2​h
2
Boston
— 5 nights
Fly + bus:  5​h 15​min
3
Niagara Falls
— 3 nights
Drive:  3​h 45​min
4
Cleveland
— 4 nights
Fly + bus:  5​h 30​min
End: Madison

2
nights
Portland

Portland ©
Maine's biggest and perhaps most vibrant city, Portland was established as a fishing village in 1633 and grew to become New England's largest port.
On the next day, examine the collection at Portland Head Light, then stroll through Ogunquit Beach, and then get to know the fascinating history of Marginal Way Walkway.

To find ratings, reviews, other places to visit, and more tourist information, you can read our Portland route planner .

Madison to Portland is an approximately 8-hour flight. You can also do a combination of bus and flight; or drive. You'll lose 1 hour traveling from Madison to Portland due to the time zone difference. While traveling from Madison, expect little chillier days and about the same nights in Portland, ranging from highs of 73°F to lows of 54°F. Wrap up your sightseeing on the 3rd (Mon) early enough to drive to Boston.

Things to do in Portland

Parks Outdoors Beaches

Side Trips

Ogunquit, Popham Beach State Park, Portland Head Light
Highlights from your plan
Marginal Way Walkway ©
Marginal Way Walkway
Popham Beach State Park ©
Popham Beach State Park
Ogunquit Beach ©
Ogunquit Beach

5
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.
Visit Freedom Trail and Plymouth Rock for their historical value. Museum-lovers will appreciate Museum of Fine Arts and Pilgrim Monument & Provincetown Museum. Venture out of the city with trips to Provincetown (Race Point Beach & Herring Cove Beach), Scituate Lighthouse (in Scituate) and Heritage Museums & Gardens (in Sandwich). Next up on the itinerary: admire all the interesting features of Fenway Park, see the interesting displays at Hull Lifesaving Museum, get engrossed in the history at USS Constitution Museum, and take in nature's colorful creations at Boston Public Garden.

To see where to stay, ratings, traveler tips, and other tourist information, read our Boston trip builder website .

You can drive from Portland to Boston in 2 hours. Other options are to take a bus; or take a train. Expect a bit warmer evenings in Boston when traveling from Portland in June, with lows around 60°F. Cap off your sightseeing on the 8th (Sat) early enough to travel to Niagara Falls.

Things to do in Boston

Museums Parks Outdoors

Side Trips

Provincetown, Scituate Lighthouse, Heritage Museums & Gardens, Hull Lifesaving Museum, Plymouth Rock
Highlights from your plan
Museum of Fine Arts ©
Museum of Fine Arts
Race Point Beach ©
Race Point Beach
Herring Cove Beach ©
Herring Cove Beach

3
nights
Niagara Falls

Niagara Falls ©
The city of Niagara Falls houses the U.S.
Visiting Cave of the Winds and Whirlpool State Park will get you outdoors. Museum-lovers will appreciate Castellani Art Museum of Niagara University and Niagara Falls Underground Railroad Heritage Center. Take a break from Niagara Falls with a short trip to Our Lady of Victory Basilica in Lackawanna, about 36 minutes away. And it doesn't end there: admire the sheer force of Niagara Falls, hike along Niagara Gorge Trail, stroll through Niagara Wine Trail USA, and go for a walk through Goat Island.

To find ratings, maps, where to stay, and other tourist information, go to the Niagara Falls trip itinerary planner.

You can do a combination of flight and bus from Boston to Niagara Falls in 5.5 hours. Alternatively, you can do a combination of flight and train; or drive. In June, daily temperatures in Niagara Falls can reach 77°F, while at night they dip to 58°F. Finish up your sightseeing early on the 12th (Wed) so you can go by car to Cleveland.

Things to do in Niagara Falls

Parks Nature Outdoors

Side Trips

Our Lady of Victory Basilica, Niagara Jet Adventures
Highlights from your plan
Cave of the Winds ©
Cave of the Winds
Niagara Falls ©
Niagara Falls
Our Lady of Victory Basilica ©
Our Lady of Victory Basilica

4
nights
Cleveland

Cleveland ©
A culturally diverse city situated on the shores of Lake Erie, Cleveland boasts many places to visit, such as world-class museums, popular amusement parks, and sprawling recreational areas.
Let the collections at Rock & Roll Hall of Fame and Warther Museum capture your imagination. Your inner history buff will appreciate Dr. Bob's Gravesite and St John's Cathedral. Change things up with these side-trips from Cleveland: Main Street Beach (in Vermilion), Hard Rock Rocksino Northfield Park (in Northfield) and Lakeview Park (in Lorain). The adventure continues: explore the world behind art at The Cleveland Museum of Art, examine the collection at A Christmas Story House, take in the spiritual surroundings of Our Lady of Lourdes Shrine, and try to win big at JACK Cleveland Casino.

For photos, ratings, maps, and tourist information, use the Cleveland trip planner .

You can drive from Niagara Falls to Cleveland in 4 hours. Other options are to take a bus; or take a train. Plan for somewhat warmer nights when traveling from Niagara Falls in June since evenings lows in Cleveland dip to 64°F. Finish your sightseeing early on the 16th (Sun) so you can travel back home.

Things to do in Cleveland

Parks Museums Fun & Games

Side Trips

Hard Rock Rocksino Northfield Park, Main Street Beach, Lakeview Park, Warther Museum, Dr. Bob's Gravesite
Highlights from your plan
The Cleveland Museum of Art ©
The Cleveland Museum of Art
Rock & Roll Hall of Fame ©
Rock & Roll Hall of Fame
Warther Museum ©
Warther Museum

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