20 days in United States Itinerary

20 days in United States Itinerary

Created using Inspirock United States vacation builder

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Route & dates

20 days in United States Itinerary

Start: Chicago
Fly:  7​h 45​min
1
Bar Harbor, Mount Desert Island
— 2 nights
Drive:  1​h 45​min
2
Camden
— 1 night
Drive:  1​h 45​min
3
Portland
— 3 nights
Drive:  1​h 45​min
4
North Conway
— 2 nights
Drive:  2​h
5
Portsmouth
— 2 nights
Drive:  1​h 15​min
6
Nashua
— 2 nights
Drive:  2​h 45​min
7
Manchester
— 2 nights
Drive:  2​h 45​min
8
Burlington
— 2 nights
Drive:  1​h 45​min
9
Saint Johnsbury
— 2 nights
Drive:  15​h 15​min
End: Chicago

2
nights
Bar Harbor, Mount Desert Island

Bar Harbor ©
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Start off your visit on the 7th (Mon): identify plant and animal life at Shore Path, then take in the spiritual surroundings of St. Saviour's Church :, then see the interesting displays at The Seal Cove Auto Museum, and finally make a trip to Land Bridge to Bar Island. On the 8th (Tue), you'll have a packed day of sightseeing: take your sightseeing to a higher altitude at Cadillac Mountain, get engrossed in the history at Somesville Historical Museum and Gardens, then stroll through Sand Beach, and finally hike along Ocean Path.

To see ratings, reviews, traveler tips, and tourist information, use the Bar Harbor journey planner .

Chicago to Bar Harbor is an approximately 8-hour flight. You can also drive; or take a bus. The time zone difference when traveling from Chicago to Bar Harbor is 1 hour. Traveling from Chicago in September, expect Bar Harbor to be little chillier, temps between 70°F and 52°F. Wrap up your sightseeing on the 8th (Tue) early enough to drive to Camden.

Things to do in Bar Harbor

Parks Outdoors Museums

Side Trips

Acadia National Park, Somesville Historical Museum and Gardens, The Seal Cove Auto Museum
Highlights from your plan
The Seal Cove Auto Museum ©
The Seal Cove Auto Museum
Sand Beach ©
Sand Beach
St. Saviour's Church : ©
St. Saviour's Church :

1
night
Camden

Camden ©
Camden is a town in Knox County, Maine, United States. On the 9th (Wed), take in the exciting artwork at Ducktrap Bay Trading Co, then explore the world behind art at Farnsworth Art Museum, then immerse yourself in nature at Camden Hills State Park, and finally take in the awesome beauty at Mount Battie.

For reviews, ratings, where to stay, and more tourist information, use the Camden vacation maker app .

Drive from Bar Harbor to Camden in 2 hours. Alternatively, you can take a bus. In September, daily temperatures in Camden can reach 69°F, while at night they dip to 51°F. Cap off your sightseeing on the 9th (Wed) early enough to go by car to Portland.

Things to do in Camden

Nature Parks Museums

Side Trip

Farnsworth Art Museum
Highlights from your plan
Mount Battie ©
Mount Battie
Farnsworth Art Museum ©
Farnsworth Art Museum
Ducktrap Bay Trading Co ©
Ducktrap Bay Trading Co

3
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.
We've included these beaches for you: Popham Beach State Park and Old Orchard Beach. Popular historic sites such as Portland Head Light and St. Ann's Episcopal Church are in your itinerary. Step out of Portland with an excursion to Maine Maritime Museum in Bath--about 44 minutes away. There's much more to do: explore the world behind art at Portland Museum of Art, enjoy breathtaking views from Portland Observatory, pause for some serene contemplation at The Cathedral Of The Immaculate Conception, and take an in-depth tour of Victoria Mansion.

To see maps, more things to do, reviews, and other tourist information, go to the Portland travel route website .

You can drive from Camden to Portland in 2 hours. Another option is to take a bus. In September, daily temperatures in Portland can reach 73°F, while at night they dip to 52°F. Cap off your sightseeing on the 12th (Sat) early enough to go by car to North Conway.

Things to do in Portland

Museums Historic Sites Beaches

Side Trips

Old Orchard Beach, Maine Maritime Museum, St. Ann's Episcopal Church, Popham Beach State Park, Portland Head Light
Highlights from your plan
Portland Museum of Art ©
Portland Museum of Art
Portland Head Light ©
Portland Head Light
Maine Maritime Museum ©
Maine Maritime Museum

2
nights
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 13th (Sun), look and learn at Mount Washington Observatory Weather Discovery Center, take in the dramatic natural features at Cathedral Ledge, and then explore and take pictures at Kancamagus Highway. Get ready for a full day of sightseeing on the 14th (Mon): take an in-depth tour of Wright Museum of WWII, pause for some serene contemplation at The Little White Church, then take in the dramatic scenery at Diana's Baths, and finally stop by Zeb's General Store.

To see other places to visit, photos, where to stay, and more tourist information, refer to the North Conway vacation planning tool .

You can drive from Portland to North Conway in 2 hours. Another option is to do a combination of bus and taxi. In September, daytime highs in North Conway are 70°F, while nighttime lows are 54°F. Wrap up your sightseeing on the 14th (Mon) early enough to drive to Portsmouth.

Things to do in North Conway

Scenic Drive Nature Parks

Side Trips

Wright Museum of WWII, The Little White Church
Highlights from your plan
Kancamagus Highway ©
Kancamagus Highway
Wright Museum of WWII ©
Wright Museum of WWII
The Little White Church ©
The Little White Church

2
nights
Portsmouth

Portsmouth ©
Portsmouth is a city in Rockingham County, New Hampshire, in the United States. On the 15th (Tue), take an in-depth tour of USS Albacore Museum, then steep yourself in history at John Paul Jones House, then get to know the fascinating history of Marginal Way Walkway, and finally stroll through Ogunquit Beach. On the next day, steep yourself in history at Strawbery Banke Museum, then stroll the grounds of Point of Graves, then visit a coastal fixture at Nubble Lighthouse, and finally tour the pleasant surroundings at Hampton Beach State Park.

For photos, where to stay, other places to visit, and tourist information, read Portsmouth day trip site .

Traveling by car from North Conway to Portsmouth takes 2 hours. Alternatively, you can take a bus. Expect a daytime high around 74°F in September, and nighttime lows around 54°F. Wrap up your sightseeing on the 16th (Wed) to allow time to drive to Nashua.

Things to do in Portsmouth

Historic Sites Beaches Museums

Side Trips

Ogunquit, Nubble Lighthouse, Hampton Beach State Park
Highlights from your plan
Marginal Way Walkway ©
Marginal Way Walkway
Nubble Lighthouse ©
Nubble Lighthouse
Strawbery Banke Museum ©
Strawbery Banke Museum

2
nights
Nashua

Nashua ©
Nashua is a city in Hillsborough County, New Hampshire, United States. On the 17th (Thu), take in the views from North Bridge, steep yourself in history at The Old Manse, then steep yourself in history at Louisa May Alcott's Orchard House, and finally witness the site of a historic battle at Minute Man National Historical Park. On the next day, admire the masterpieces at Currier Museum of Art, contemplate the long history of New Hampshire Holocaust Memorial, and then explore the activities along Walden Pond State Reservation.

For reviews, where to stay, traveler tips, and tourist information, read Nashua itinerary tool .

Traveling by car from Portsmouth to Nashua takes 1.5 hours. In September, daily temperatures in Nashua can reach 75°F, while at night they dip to 53°F. Finish your sightseeing early on the 18th (Fri) to allow enough time to travel to Manchester.

Things to do in Nashua

Historic Sites Parks Nature

Side Trips

Concord, Currier Museum of Art
Highlights from your plan
Louisa May Alcott's Orchard House ©
Louisa May Alcott's Orchard House
North Bridge ©
North Bridge
Walden Pond State Reservation ©
Walden Pond State Reservation

2
nights
Manchester

Manchester ©
Manchester is a town in, and one of two shire towns (county seats) of, Bennington County, Vermont, United States. Kick off your visit on the 19th (Sat): see the interesting displays at The American Museum of Fly Fishing, then shop like a local with Southern Vermont Arts Center, then relax in the rural setting at North Meadow Farm, and finally stop by Northshire Bookstore. Get ready for a full day of sightseeing on the next day: snap pictures at Bridge at the Green, admire the sheer force of Lye Brook Falls, and then admire the natural beauty at Hildene, The Lincoln Family Home.

To see maps, photos, and tourist information, use the Manchester trip planner .

Drive from Nashua to Manchester in 3 hours. Traveling from Nashua in September, Manchester is a bit cooler at night with lows of 48°F. Finish your sightseeing early on the 20th (Sun) so you can drive to Burlington.

Things to do in Manchester

Museums Parks Shopping

Side Trip

Bridge at the Green
Highlights from your plan
Hildene, The Lincoln Family Home ©
Hildene, The Lincoln Family Home
Southern Vermont Arts Center ©
Southern Vermont Arts Center
The American Museum of Fly Fishing ©
The American Museum of Fly Fishing

2
nights
Burlington

Burlington ©
Burlington is the most populous city in the U.S. On the 21st (Mon), examine the collection at Shelburne Museum, contemplate the long history of Ethan Allen Homestead, then trek along Burlington Bike Path, and finally hunt for treasures at Church Street Marketplace. Here are some ideas for day two: learn the secrets of beer at a beer tour and tasting, hike along Shelburne Bay Park, and then walk around Waterfront Park.

To see maps, more things to do, where to stay, and more tourist information, you can read our Burlington sightseeing planner .

Drive from Manchester to Burlington in 3 hours. Alternatively, you can take a bus. In September, daytime highs in Burlington are 75°F, while nighttime lows are 53°F. Wrap up your sightseeing on the 22nd (Tue) to allow time to drive to Saint Johnsbury.

Things to do in Burlington

Parks Trails Tours

Side Trip

Shelburne
Highlights from your plan
Burlington Bike Path ©
Burlington Bike Path
Shelburne Museum ©
Shelburne Museum
Ethan Allen Homestead ©
Ethan Allen Homestead

2
nights
Saint Johnsbury

Saint Johnsbury ©
St. Kick off your visit on the 23rd (Wed): examine the collection at Fairbanks Museum and Planetarium, stroll around Dog Mountain Home of Stephen Huneck Gallery, and then browse the collection at St. Johnsbury Athenaeum. On the 24th (Thu), you'll have a packed day of sightseeing: enjoy the sand and surf at Echo Lake Beach, then take in the dramatic natural features at Flume Gorge, and then get interesting insight from Tours.

To see photos, traveler tips, more things to do, and tourist information, go to the Saint Johnsbury trip tool .

Traveling by car from Burlington to Saint Johnsbury takes 2 hours. September in Saint Johnsbury sees daily highs of 72°F and lows of 49°F at night. Finish your sightseeing early on the 24th (Thu) so you can travel back home.

Things to do in Saint Johnsbury

Parks Museums Outdoors

Side Trips

Franconia, Zipline
Highlights from your plan
Flume Gorge ©
Flume Gorge
St. Johnsbury Athenaeum ©
St. Johnsbury Athenaeum

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