41 days in New England Itinerary

Created using Inspirock New England sightseeing planner
Make it your trip
Fly
1
Bar Harbor, Mount Desert Island
— 6 nights
Drive
2
Jefferson
— 6 nights
Drive
3
Ogunquit
— 4 nights
Drive
4
Boston
— 7 nights
Drive
5
Hyannis
— 6 nights
Drive
6
Provincetown
— 5 nights
Fly
7
Newport
— 6 nights
Fly

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Bar Harbor, Mount Desert Island — 6 nights

Explore Bar Harbor's surroundings by going to Camden (Mount Battie & Curtis Island Light) and Warren Island State Park (in Lincolnville).

To see more things to do, other places to visit, and more tourist information, refer to the Bar Harbor itinerary planner.

Green Bay to Bar Harbor is an approximately 7.5-hour flight. You can also drive; or do a combination of bus and train. The time zone difference when traveling from Green Bay to Bar Harbor is 1 hour. When traveling from Green Bay in June, plan for slightly colder days in Bar Harbor, with highs around 68°F, while nights are about the same with lows around 52°F. Finish your sightseeing early on the 4th (Tue) to allow enough time to drive to Jefferson.
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Parks · Outdoors · Trails · Nature
Side Trips

Jefferson — 6 nights

Get out of town with these interesting Jefferson side-trips: Step Falls Preserve Hiking Trail (in Newry), Grafton Notch State Park (in Bethel) and Great Glen Trails Outdoor Center (in Gorham).

To see reviews, photos, traveler tips, and more tourist information, use the Jefferson attractions planning tool.

Getting from Bar Harbor to Jefferson by car takes about 4.5 hours. In July, daytime highs in Jefferson are 80°F, while nighttime lows are 55°F. Wrap up your sightseeing on the 10th (Mon) early enough to drive to Ogunquit.
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Parks · Outdoors · Nature · Tours
Side Trips

Ogunquit — 4 nights

You'll find plenty of places to visit near Ogunquit: West Rattlesnake Mountain (in Holderness), Boothbay Harbor (Boat Tours & Water Sports & Cabbage Island) and Rusty Wallace Racing Experience (in Loudon). The adventure continues: get to know the fascinating history of Marginal Way Walkway, explore the striking landscape at Perkins Cove, kick back and relax at Ogunquit Beach, and cruise along Kancamagus Highway.

To find photos, other places to visit, more things to do, and other tourist information, use the Ogunquit trip planner.

You can drive from Jefferson to Ogunquit in 3 hours. In July, daytime highs in Ogunquit are 81°F, while nighttime lows are 58°F. Finish your sightseeing early on the 14th (Fri) so you can drive to Boston.
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Parks · Outdoors · Nature · Scenic Drive
Side Trips

Boston — 7 nights

Beantown

Get out of town with these interesting Boston side-trips: Stanley park (in Westfield), Gloucester (Cape Ann Museum & Dolphin & Whale Watching) and Elizabeth Park (in West Hartford). There's much more to do: explore the world behind art at Museum of Fine Arts, observe the fascinating underwater world at New England Aquarium, appreciate the extensive heritage of Freedom Trail, and get curious at Museum of Science.

To find traveler tips, other places to visit, and more tourist information, read our Boston tour itinerary planner.

You can drive from Ogunquit to Boston in 1.5 hours. Alternatively, you can take a bus; or do a combination of bus and train. Traveling from Ogunquit in July, you can expect nighttime temperatures to be somewhat warmer in Boston, with lows of 67°F. Wrap up your sightseeing on the 21st (Fri) to allow time to drive to Hyannis.
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Museums · Parks · Historic Sites · Tours
Side Trips

Hyannis — 6 nights

Capital of Cape Cod

Explore the numerous day-trip ideas around Hyannis: Chatham (Chatham Railroad Museum & Atwood Museum), Cape Cod Canal (in Buzzards Bay) and Plymouth (Brown's Bank, Plymouth Rock, &more). There's still lots to do: get up close to creatures of the deep with Hyannis Whale Watcher Cruises, admire the natural beauty at Highfield Hall & Gardens, see the interesting displays at Heritage Museums & Gardens, and hike along Cape Cod Rail Trail.

To find reviews, more things to do, ratings, and other tourist information, go to the Hyannis day trip tool.

Drive from Boston to Hyannis in 1.5 hours. Alternatively, you can take a bus; or fly. In July, plan for daily highs up to 80°F, and evening lows to 66°F. Wrap up your sightseeing on the 27th (Thu) early enough to drive to Provincetown.
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Outdoors · Parks · Museums · Trails
Side Trips

Provincetown — 5 nights

Birthplace of American Liberty

Explore Provincetown's surroundings by going to Eastham (Nauset Light Beach, Coast Guard Beach, &more). Spend the 28th (Fri) exploring nature at Cape Cod National Seashore. Next up on the itinerary: pause for some photo ops at Pilgrim Monument & Provincetown Museum, tour the pleasant surroundings at Corn Hill Beach, explore the world behind art at Provincetown Art Association and Museum, and take in the waterfront at MacMillan Wharf.

For more things to do, ratings, where to stay, and more tourist information, go to the Provincetown route planner.

You can drive from Hyannis to Provincetown in 1.5 hours. Alternatively, you can drive; or take a bus. Expect a daytime high around 79°F in July, and nighttime lows around 64°F. Wrap up your sightseeing on the 1st (Tue) to allow time to fly to Newport.
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Outdoors · Parks · Beaches · Nature
Side Trips

Newport — 6 nights

City by the Sea

Explore the numerous day-trip ideas around Newport: Mystic Seaport Museum (in Mystic), Napatree Point Conservation Area (in Westerly) and New Bedford Whaling Museum (in New Bedford). There's still lots to do: appreciate the extensive heritage of Cliff Walk, take a memorable drive along Ocean Drive Historic District, visit a coastal fixture at Beavertail Lighthouse and Park, and admire the majestic nature at Colt State Park.

For reviews, traveler tips, and tourist information, you can read our Newport day trip planning website.

You can fly from Provincetown to Newport in 2 hours. Other options are to drive; or do a combination of ferry and bus. In August, daily temperatures in Newport can reach 79°F, while at night they dip to 63°F. Wrap up your sightseeing on the 7th (Mon) early enough to fly back home.
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Museums · Parks · Historic Sites · Outdoors
Side Trips