59 days in New England Itinerary

59 days in New England Itinerary

Created using Inspirock New England visit planner
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Make it your trip
Fly to Bradley International Airport, Drive to Williamstown
1
Williamstown
— 6 nights
Drive
2
Lincoln
— 6 nights
Drive
3
North Conway
— 5 nights
Drive
4
Bethel
— 2 nights
Drive
5
Ogunquit
— 5 nights
Drive
6
Boothbay Harbor
— 12 nights
Drive
7
Bangor
— 2 nights
Drive
8
Bar Harbor, Mount Desert Island
— 5 nights
Drive
9
Hyannis
— 4 nights
Drive
10
Provincetown
— 6 nights
Drive
11
Newport
— 3 nights
Fly

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Williamstown — 6 nights

Williamstown is a town in Berkshire County, in the northwest corner of Massachusetts, United States. Venture out of the city with trips to Bridge of Flowers (in Shelburne Falls), Norman Rockwell Museum (in Stockbridge) and The Mount, Edith Wharton's Home (in Lenox). The adventure continues: immerse yourself in nature at Saratoga Spa State Park, stroll through Ashuwillticook Rail Trail, get engrossed in the history at Hildene, The Lincoln Family Home, and take a peaceful walk through Hopkin's Memorial Forest.

To find more things to do, traveler tips, where to stay, and other tourist information, use the Williamstown travel route planner.

Sao Paulo, Brazil to Williamstown is an approximately 25-hour combination of flight and car. Traveling from Sao Paulo to Williamstown, you'll gain 2 hours due to the time zone difference. In August, plan for daily highs up to 30°C, and evening lows to 15°C. Finish up your sightseeing early on the 22nd (Mon) so you can travel to Lincoln.
Parks · Museums · Historic Sites · Nature
Side Trips

Lincoln — 6 nights

Stretching through the White Mountain National Forest, Lincoln welcomes hikers along the Appalachian Trail.
Venture out of the city with trips to Santa's Village (in Jefferson) and West Rattlesnake Mountain (in Holderness). categoryPhrases.sentence.On_the_day_spend_an_exhilarating_day_on_the_slopes_at. There's lots more to do: take in the dramatic scenery at Flume Gorge, walk around Lost River Gorge and Boulder Caves, surround yourself with nature on Pemi Valley Moose Tours, and get in on the family fun at Clark's Trading Post.

For reviews, ratings, traveler tips, and tourist information, go to the Lincoln online holiday planner.

Drive from Williamstown to Lincoln in 3.5 hours. In August in Lincoln, expect temperatures between 30°C during the day and 14°C at night. Cap off your sightseeing on the 28th (Sun) early enough to go by car to North Conway.
Parks · Nature · Tours · Outdoors
Side Trips

North Conway — 5 nights

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.
Get out of town with these interesting North Conway side-trips: Wright Museum of WWII (in Wolfeboro), Castle in the Clouds (in Moultonborough) and Mt. Washington Auto Road (in Gorham). There's lots more to do: cruise along Kancamagus Highway, explore the landscape on two wheels at Cranmore Mountain Resort, stroll through Cathedral Ledge, and revel in the low prices at Settlers Green.

To see photos, maps, more things to do, and more tourist information, go to the North Conway road trip planner.

Drive from Lincoln to North Conway in 1.5 hours. August in North Conway sees daily highs of 28°C and lows of 17°C at night. Cap off your sightseeing on the 2nd (Fri) early enough to go by car to Bethel.
Parks · Nature · Outdoors · Museums
Side Trips

Bethel — 2 nights

Bethel is a town in Oxford County, Maine, United States. On the 3rd (Sat), take in the dramatic scenery at Screw Auger Falls, admire the majestic nature at Grafton Notch State Park, and then hit the slopes at Sunday River Ski Resort. On the 4th (Sun), you'll have a packed day of sightseeing: take in the views from Sunday River Covered Bridge, see the interesting displays at Maine Mineral and Gem Museum, and then appreciate the extensive heritage of Bethel Hill Common.

For photos, ratings, more things to do, and more tourist information, refer to the Bethel trip planner.

You can drive from North Conway to Bethel in 1.5 hours. Expect a bit cooler evenings in Bethel when traveling from North Conway in September, with lows around 8°C. Wrap up your sightseeing on the 4th (Sun) early enough to travel to Ogunquit.
Parks · Nature · Historic Sites · Museums
Side Trip

Ogunquit — 5 nights

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.
Explore Ogunquit's surroundings by going to Cape Elizabeth (Portland Head Light & Fort Williams Park) and Old Port (in Portland). There's much more to do: get to know the fascinating history of Marginal Way Walkway, head outdoors with Outdoor Activities, tour the pleasant surroundings at Footbridge Beach, and admire the masterpieces at Ogunquit Museum of American Art.

To find reviews, ratings, maps, and other tourist information, you can read our Ogunquit tour builder.

Traveling by car from Bethel to Ogunquit takes 2.5 hours. In September in Ogunquit, expect temperatures between 27°C during the day and 10°C at night. Finish your sightseeing early on the 9th (Fri) to allow enough time to drive to Boothbay Harbor.
Historic Sites · Parks · Museums · Outdoors
Side Trips

Boothbay Harbor — 12 nights

Boothbay Harbor is a town in Lincoln County, Maine, United States. You'll find plenty of places to visit near Boothbay Harbor: Maine Maritime Museum (in Bath), Camden (Camden Hills State Park & Mount Battie) and Popham Beach State Park (in Phippsburg). There's much more to do: get up close to creatures of the deep with Cap'n Fish's Cruises, examine the collection at Owls Head Transportation Museum, stroll through Boothbay Region Land Trust, and get up close and personal with brilliant marine life at Maine State Aquarium.

To find traveler tips and other tourist information, go to the Boothbay Harbor route planner.

Traveling by car from Ogunquit to Boothbay Harbor takes 2 hours. Alternatively, you can do a combination of taxi and train; or do a combination of bus and taxi. In September, plan for daily highs up to 26°C, and evening lows to 12°C. On the 21st (Wed), you'll travel to Bangor.
Parks · Wildlife · Nature · Museums
Side Trips

Bangor — 2 nights

Bangor is a city along the Penobscot River in the U.S. state of Maine. Kick off your visit on the 22nd (Thu): examine the collection at Cole Land Transportation Museum and then try your luck at Hollywood Casino. On the 23rd (Fri), you'll have a packed day of sightseeing: admire the striking features of Stephen King's House.

For more things to do, photos, ratings, and more tourist information, refer to the Bangor trip builder tool.

Drive from Boothbay Harbor to Bangor in 2.5 hours. Alternatively, you can do a combination of taxi and bus. In September, daytime highs in Bangor are 26°C, while nighttime lows are 12°C. Wrap up your sightseeing by early afternoon on the 23rd (Fri) to allow time for the car ride to Bar Harbor.
Museums · Casinos · Fun & Games

Bar Harbor, Mount Desert Island — 5 nights

Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Take a break from Bar Harbor with a short trip to Schoodic Point in Winter Harbor, about 46 minutes away. Next up on the itinerary: take your sightseeing to a higher altitude at Cadillac Mountain, take in the dramatic natural features at Schoodic Peninsula, admire all the interesting features of Park Loop Road, and hike along Bar Island Trails.

To see ratings, where to stay, traveler tips, and more tourist information, go to the Bar Harbor trip planner.

Traveling by car from Bangor to Bar Harbor takes 1.5 hours. Alternatively, you can drive; or take a bus. In September, daily temperatures in Bar Harbor can reach 24°C, while at night they dip to 13°C. Wrap up your sightseeing by early afternoon on the 28th (Wed) to allow enough time to travel to Hyannis.
Parks · Nature · Outdoors · Trails
Side Trips

Hyannis — 4 nights

"The Capital of the Cape," Hyannis serves as Cape Cod's main transportation and commercial hub.
Get out of town with these interesting Hyannis side-trips: Nobska Point Lighthouse (in Woods Hole), Nauset Beach (in Orleans) and Atwood Museum (in Chatham). Next up on the itinerary: examine the collection at Heritage Museums & Gardens, get engrossed in the history at Plimoth Patuxet, steep yourself in history at Hoxie House, and admire the masterpieces at Sandwich Glass Museum.

To find where to stay, reviews, more things to do, and other tourist information, go to the Hyannis trip planner.

You can do a combination of flight and bus from Bar Harbor to Hyannis in 6 hours. Other options are to drive; or take a bus. In September, daytime highs in Hyannis are 26°C, while nighttime lows are 16°C. Finish your sightseeing early on the 3rd (Mon) so you can drive to Provincetown.
Museums · Historic Sites · Parks · Beaches
Side Trips

Provincetown — 6 nights

A small resort town with a year-round population of just 3,000, Provincetown draws nearly 60,000 annual visitors with its scenic beaches, art colonies, galleries, theaters, and shops.
Explore the numerous day-trip ideas around Provincetown: Eastham (Captain Penniman House, Coast Guard Beach, &more). And it doesn't end there: appreciate the history behind Pilgrim Monument & Provincetown Museum, get a sense of history and politics at Provincetown Town Hall, make a trip to Commercial Street, and kick back and relax at Corn Hill Beach.

To find photos, traveler tips, and more tourist information, refer to the Provincetown vacation maker app.

Traveling by car from Hyannis to Provincetown takes 1.5 hours. Alternatively, you can take a bus. In October in Provincetown, expect temperatures between 20°C during the day and 11°C at night. Wrap up your sightseeing by early afternoon on the 9th (Sun) to allow enough time to fly to Newport.
Parks · Beaches · Outdoors · Museums
Side Trips

Newport — 3 nights

With coastline on the west, south, and east, Newport is a maritime city with a rich history.
Start off your visit on the 10th (Mon): see the interesting displays at The Breakers, get to know the fascinating history of Cliff Walk, and then stroll around Fort Adams State Park. Keep things going the next day: cruise along Ocean Drive Historic District, cast your line with Fish'n Tales Adventures, and then tour in style with a train tour.

To see more things to do, maps, photos, and tourist information, you can read our Newport trip itinerary builder tool.

Fly from Provincetown to Newport in 2 hours. Alternatively, you can drive; or do a combination of ferry and bus. October in Newport sees daily highs of 20°C and lows of 11°C at night. Finish up your sightseeing early on the 12th (Wed) so you can catch the flight back home.
Historic Sites · Outdoors · Parks · Tours