12 days in New England Itinerary

12 days in New England Itinerary

Created using Inspirock New England travel route maker

Make it your trip
Fly
1
Bar Harbor, Mount Desert Island
— 1 night
Fly
2
Newport
— 3 nights
Drive
3
Sandwich
— 1 night
Drive
4
Boston
— 4 nights
Drive
5
Ogunquit
— 1 night
Drive
6
North Conway
— 1 night
Fly

S M T W T F S
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Bar Harbor, Mount Desert Island

— 1 night
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Kick off your visit on the 10th (Mon): hike along Cadillac Mountain North Ridge Trail and then take in the awesome beauty at Cadillac Mountain. Keep things going the next day: cruise along Park Loop Road and then head outdoors with Outdoor Activities.

To find maps, ratings, traveler tips, and tourist information, read our Bar Harbor online tour itinerary planner.

Chicago to Bar Harbor is an approximately 4-hour flight. You can also drive; or take a bus. You'll lose 1 hour traveling from Chicago to Bar Harbor due to the time zone difference. Prepare for slightly colder weather when traveling from Chicago in October: high temperatures in Bar Harbor hover around 59°F and lows are around 42°F. Cap off your sightseeing on the 11th (Tue) early enough to catch the flight to Newport.

Things to do in Bar Harbor

Outdoors · Parks · Nature · Scenic Drive

Side Trip

Newport

— 3 nights

City by the Sea

With coastline on the west, south, and east, Newport is a maritime city with a rich history.
Step out of Newport to go to Acushnet and see Stone Bridge Farm, which is approximately 56 minutes away. And it doesn't end there: see the interesting displays at The Breakers, appreciate the extensive heritage of Ocean Drive Historic District, trek along Cliff Walk, and stroll around Fort Adams State Park.

For reviews, other places to visit, more things to do, and more tourist information, read our Newport trip itinerary planner.

Traveling by flight from Bar Harbor to Newport takes 3 hours. Alternatively, you can drive; or take a bus. Traveling from Bar Harbor in October, plan for a bit warmer nights in Newport, with lows around 50°F. Cap off your sightseeing on the 14th (Fri) early enough to go by car to Sandwich.

Things to do in Newport

Outdoors · Historic Sites · Tours · Parks

Side Trip

Sandwich

— 1 night
Sandwich is a town in Barnstable County, Massachusetts, United States. Start off your visit on the 15th (Sat): get engrossed in the history at Plimoth Patuxet, then get curious at Sandwich Glass Museum, and then make a trip to Old King's Hwy.

To find maps, photos, ratings, and other tourist information, refer to the Sandwich holiday planning website.

You can drive from Newport to Sandwich in 1.5 hours. Alternatively, you can take a bus; or do a combination of bus and train. Expect a daytime high around 64°F in October, and nighttime lows around 46°F. Cap off your sightseeing on the 15th (Sat) early enough to go by car to Boston.

Things to do in Sandwich

Museums · Childrens Museums

Side Trip

Boston

— 4 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.
Explore the numerous day-trip ideas around Boston: Salem (Pickering Wharf, Salem Witch Museum, &more). There's much more to do: admire the natural beauty at Boston Public Garden, admire the masterpieces at Museum of Fine Arts, walk around Boston Common, and get a variety of perspectives on a duck tour.

For more things to do, traveler tips, and other tourist information, go to the Boston day trip planning website.

Drive from Sandwich to Boston in 1.5 hours. Alternatively, you can take a bus. In October, daytime highs in Boston are 64°F, while nighttime lows are 50°F. Cap off your sightseeing on the 19th (Wed) early enough to go by car to Ogunquit.

Things to do in Boston

Museums · Historic Sites · Parks · Neighborhoods

Side Trip

Ogunquit

— 1 night
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 20th (Thu), appreciate the extensive heritage of Marginal Way Walkway and then visit a coastal fixture at Nubble Lighthouse.

To see maps, other places to visit, traveler tips, and more tourist information, you can read our Ogunquit trip planner.

Traveling by car from Boston to Ogunquit takes 1.5 hours. Alternatively, you can do a combination of train and taxi; or take a bus. Traveling from Boston in October, plan for little chillier nights in Ogunquit, with lows around 38°F. Cap off your sightseeing on the 20th (Thu) early enough to go by car to North Conway.

Things to do in Ogunquit

Historic Sites

Side Trip

North Conway

— 1 night
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.
Start off your visit on the 21st (Fri): explore and take pictures at Kancamagus Highway and then look and learn at Mount Washington Observatory Weather Discovery Center.

To see other places to visit, photos, reviews, and other tourist information, go to the North Conway trip builder tool.

Getting from Ogunquit to North Conway by car takes about 2 hours. Other options: take a bus. Plan for somewhat warmer nights when traveling from Ogunquit in October since evenings lows in North Conway dip to 45°F. Finish up your sightseeing early on the 21st (Fri) so you can catch the flight back home.

Things to do in North Conway

Museums · Scenic Drive · Childrens Museums · Outdoors