10 days in United States Itinerary

10 days in United States Itinerary

Created using Inspirock United States trip itinerary planner

Make it your trip
Fly
1
Ogunquit
— 1 day
Drive
2
Portland
— 1 night
Drive
3
Bar Harbor, Mount Desert Island
— 1 night
Fly
4
Nantucket
— 1 night
Fly
5
Boston
— 5 nights
Fly
6
Bennington
— 1 night
Fly

S M T W T F S
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Ogunquit

— 1 day
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.
On the 14th (Thu), get to know the fascinating history of Marginal Way Walkway.

To see where to stay, photos, traveler tips, and more tourist information, read our Ogunquit trip builder tool.

Tallahassee to Ogunquit is an approximately 7-hour flight. You can also do a combination of flight and bus; or drive. Plan for much colder temperatures traveling from Tallahassee in October, with highs in Ogunquit at 62°F and lows at 38°F. Finish your sightseeing early on the 14th (Thu) to allow enough time to drive to Portland.

Things to do in Ogunquit

Historic Sites
Highlights from your trip

Portland

— 1 night

The Forest City

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.
Start off your visit on the 15th (Fri): visit a coastal fixture at Portland Head Light, then brush up on your knowledge of spirits at Maine Craft Distilling, and then sample the tasty concoctions at Allagash Brewing Company.

For more things to do, where to stay, maps, and other tourist information, read Portland holiday planner.

Traveling by car from Ogunquit to Portland takes an hour. Alternatively, you can take a bus; or do a combination of taxi and train. In October, daily temperatures in Portland can reach 62°F, while at night they dip to 43°F. Cap off your sightseeing on the 15th (Fri) early enough to go by car to Bar Harbor.

Things to do in Portland

Breweries & Distilleries · Historic Sites

Side Trip

Bar Harbor, Mount Desert Island

— 1 night
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. On the 16th (Sat), take in the awesome beauty at Cadillac Mountain and then take a tour by water with Boat Tours & Water Sports.

To see ratings, photos, and other tourist information, use the Bar Harbor trip planner.

You can drive from Portland to Bar Harbor in 3.5 hours. Other options are to do a combination of bus and flight; or take a bus. October in Bar Harbor sees daily highs of 59°F and lows of 42°F at night. Finish your sightseeing early on the 16th (Sat) to allow enough time to fly to Nantucket.

Things to do in Bar Harbor

Nature · Outdoors · Parks · Tours

Side Trip

Nantucket

— 1 night
Nantucket is an island about 30mi by ferry south from Cape Cod, in the American state of Massachusetts. Kick off your visit on the 17th (Sun): see the interesting displays at Whaling Museum, relax in the rural setting at Moors End Farm, and then enjoy the sea views from Great Point Light.

For maps, more things to do, and more tourist information, read Nantucket holiday maker website.

You can fly from Bar Harbor to Nantucket in 5 hours. Alternatively, you can do a combination of car and ferry; or do a combination of bus and ferry. Traveling from Bar Harbor in October, you can expect nighttime temperatures to be a bit warmer in Nantucket, with lows of 51°F. Finish up your sightseeing early on the 17th (Sun) so you can catch the flight to Boston.

Things to do in Nantucket

Historic Sites · Museums

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.
You'll find plenty of places to visit near Boston: Salem (Pickering Wharf, Salem Witch Museum, &more) and Cogswell's Grant (in Essex). Next up on the itinerary: walk around Boston Public Garden, get a variety of perspectives on a duck tour, take an in-depth tour of John F. Kennedy Presidential Museum & Library, and admire the masterpieces at Museum of Fine Arts.

To see ratings, where to stay, maps, and tourist information, refer to the Boston trip itinerary planner.

Traveling by flight from Nantucket to Boston takes 2.5 hours. Alternatively, you can do a combination of ferry and car; or do a combination of ferry and bus. Expect a daytime high around 64°F in October, and nighttime lows around 50°F. Wrap up your sightseeing on the 22nd (Fri) to allow time to fly to Bennington.

Things to do in Boston

Museums · Historic Sites · Parks · Neighborhoods

Side Trips

Bennington

— 1 night
Bennington is a town in Bennington County, Vermont, in the United States. Kick off your visit on the 23rd (Sat): take in the views from Bridge at the Green and then cruise along Molly Stark Trail.

To see photos, maps, other places to visit, and other tourist information, read our Bennington driving holiday planner.

Traveling by flight from Boston to Bennington takes 3 hours. Alternatively, you can drive; or take a bus. Traveling from Boston in October, plan for little chillier nights in Bennington, with lows around 41°F. Finish your sightseeing early on the 23rd (Sat) to allow enough time to fly back home.

Things to do in Bennington

Scenic Drive · Outdoors

Side Trip

United States travel guide

4.5
Specialty Museums · Beaches · Nightlife
More than the country of car-packed streets seen in TV shows and movies, the United States of America is a complex and diverse home to over 300 million people living in a wide range of landscapes and climates. From its big-city skyscrapers to its sprawling natural parks, the country's ''melting pot'' combines many ethnic groups that share a strong sense of national identity despite their cultural differences. A country of road trips and big blue skies, the United States harbors orderly cities filled with restaurants, parks, museums, and innumerable sightseeing opportunities, as well as pristine natural areas perfect for a holiday in the great outdoors. To see as much as you can of this diverse land quickly, drive over some of the more than 6 million km (4 million mi) of highways leading through deserts, mountain peaks, fertile fields, and giant urban centers.

Green Mountains travel guide

4.4
Gift & Specialty Shops · Gardens · Lookouts