6 days in United States Itinerary

6 days in United States Itinerary

Created using Inspirock United States trip builder

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Route & dates

6 days in United States Itinerary

Start: Chicago
Fly:  4​h 15​min
1
Burlington
— Few hours
Drive:  4​h 30​min
2
Portland
— 1 night
Drive:  4​h 15​min
3
New Haven
— 1 night
Drive:  5​h 15​min
4
Rehoboth Beach
— 1 night
Bus:  2​h
5
Washington DC
— 2 nights
Fly:  3​h 45​min
End: Chicago

few
hours
Burlington

Burlington ©
Burlington is the most populous city in the U.S. Start off your visit on the 2nd (Sat): trek along Burlington Bike Path.

To see photos, maps, ratings, and tourist information, read our Burlington trip itinerary planning website .

Chicago to Burlington is an approximately 4.5-hour flight. You can also drive; or do a combination of train, car, and ferry. The time zone difference moving from Central Standard Time to Eastern Standard Time is 1 hour. May in Burlington sees daily highs of 71°F and lows of 49°F at night. Cap off your sightseeing on the 2nd (Sat) early enough to go by car to Portland.

Things to do in Burlington

Outdoors Trails Parks
Highlights from your plan
Burlington Bike Path ©
Burlington Bike Path

1
night
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 3rd (Sun), enjoy the sand and surf at Old Orchard Beach, then indulge your thirst for a good beer at Rising Tide Brewing Company, then examine the collection at Portland Head Light, and finally admire the masterpieces at Portland Museum of Art.

To see maps, other places to visit, more things to do, and other tourist information, you can read our Portland journey planning website .

Traveling by car from Burlington to Portland takes 4.5 hours. Alternatively, you can fly; or take a bus. Traveling from Burlington in May, you will find days in Portland are a bit cooler (64°F), and nights are about the same (45°F). Finish up your sightseeing early on the 3rd (Sun) so you can go by car to New Haven.

Things to do in Portland

Outdoors Beaches Parks

Side Trips

Portland Head Light, Old Orchard Beach
Highlights from your plan
Old Orchard Beach ©
Old Orchard Beach
Portland Head Light ©
Portland Head Light
Portland Museum of Art ©
Portland Museum of Art

1
night
New Haven

New Haven ©
New Haven, in the U.S. On the 4th (Mon), tour the pleasant surroundings at Hammonasset Beach State Park, then browse the collection at Beinecke Rare Book & Manuscript Library, and then gain insight at Yale University.

For other places to visit, traveler tips, ratings, and tourist information, refer to the New Haven trip builder website .

Traveling by car from Portland to New Haven takes 4.5 hours. Alternatively, you can do a combination of bus and train; or take a train. In May, plan for daily highs up to 68°F, and evening lows to 50°F. Finish your sightseeing early on the 4th (Mon) so you can drive to Rehoboth Beach.

Things to do in New Haven

Outdoors Nature Beaches

Side Trip

Hammonasset Beach State Park
Highlights from your plan
Hammonasset Beach State Park ©
Hammonasset Beach State Park
Yale University ©
Yale University

1
night
Rehoboth Beach

Rehoboth Beach ©
The population of the city of Rehoboth Beach expands by 25,000 every summer.
Start off your visit on the 5th (Tue): tour the pleasant surroundings at Delaware Seashore State Park, then look for gifts at The Spice & Tea Exchange of Rehoboth, then enjoy the sand and surf at Rehoboth Beach Public Beach, and finally take in the waterfront at Rehoboth Beach Boardwalk.

To find where to stay, reviews, other places to visit, and more tourist information, you can read our Rehoboth Beach sightseeing planner.

Traveling by car from New Haven to Rehoboth Beach takes 5.5 hours. Alternatively, you can take a bus; or do a combination of train and bus. When traveling from New Haven in May, plan for somewhat warmer days and about the same nights in Rehoboth Beach: temperatures range from 74°F by day to 55°F at night. Wrap up your sightseeing on the 5th (Tue) to allow time to take a bus to Washington DC.

Things to do in Rehoboth Beach

Outdoors Beaches Parks
Highlights from your plan
Delaware Seashore State Park ©
Delaware Seashore State Park
Rehoboth Beach Public Beach ©
Rehoboth Beach Public Beach
Rehoboth Beach Boardwalk ©
Rehoboth Beach Boardwalk

2
nights
Washington DC

Washington DC ©
The capital of the United States, the District of Columbia contains the lion's share of the country's most treasured monuments, memorials, and public museums.
Start off your visit on the 6th (Wed): contemplate in the serene atmosphere at Washington National Cathedral, then explore the different monuments and memorials at Arlington National Cemetery, and then examine the collection at National Air and Space Museum. On the next day, explore the activities along Tidal Basin, then appreciate the extensive heritage of The Tomb of the Unknown Soldier, and then try to win big at Horseshoe Casino.

For traveler tips and other tourist information, read Washington DC day trip planning app .

You can take a bus from Rehoboth Beach to Washington DC in 2 hours. Another option is to drive. In May, daily temperatures in Washington DC can reach 76°F, while at night they dip to 58°F. Cap off your sightseeing on the 7th (Thu) early enough to travel back home.

Things to do in Washington DC

Historic Sites Fun & Games Casinos

Side Trips

Arlington, Horseshoe Casino
Highlights from your plan
Washington National Cathedral ©
Washington National Cathedral
National Air and Space Museum ©
National Air and Space Museum
Arlington National Cemetery ©
Arlington National Cemetery

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