60 days in New England Itinerary

60 days in New England Itinerary

Created using Inspirock New England trip builder
Make it your trip
+2
Drive to Hartsfield Jackson Atlanta International Airport, Fly to Logan International Airport, Drive to Newport
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Newport
— 6 nights
Fly
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Provincetown
— 5 nights
Fly
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Boston
— 8 nights
Drive
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Portland
— 7 nights
Drive
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Jackson
— 5 nights
Drive
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Lincoln
— 7 nights
Drive
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Stowe
— 7 nights
Drive
8
Williamstown
— 7 nights
Drive
9
Hartford
— 7 nights
+2
Drive to La Guardia Airport, Fly to Hartsfield Jackson Atlanta International Airport, Drive to Thomaston

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Newport — 6 nights

With coastline on the west, south, and east, Newport is a maritime city with a rich history.
Venture out of the city with trips to Boat Tours & Water Sports (in Mystic), Falmouth (Highfield Hall & Gardens & Shining Sea Bikeway) and Foxwoods Resort Casino (in Mashantucket). And it doesn't end there: trek along Cliff Walk, walk around Fort Adams State Park, examine the collection at The Breakers, and take a memorable drive along Ocean Drive Historic District.

To see maps, traveler tips, where to stay, and other tourist information, read our Newport day trip site.

Thomaston to Newport is an approximately 7.5-hour combination of car and flight. You can also drive. Traveling from Thomaston in February, you will find days in Newport are much colder (38°F), and nights are little chillier (24°F). Finish your sightseeing early on the 7th (Mon) so you can fly to Provincetown.
Museums · Historic Sites · Outdoors · Parks
Side Trips

Provincetown — 5 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: Nauset Beach (in Orleans) and Eastham (Coast Guard Beach & Captain Penniman House). Spend the 10th (Thu) exploring nature at Cape Cod National Seashore. There's much more to do: tour the pleasant surroundings at Race Point Beach, explore and take pictures at Provincetown Town Hall, learn about winemaking at Truro Vineyards of Cape Cod, and take a leisurely stroll along MacMillan Wharf.

Before you visit Provincetown, use our trip planner to discover what you can do and see there.

Traveling by flight from Newport to Provincetown takes 2 hours. Alternatively, you can drive; or do a combination of bus and ferry. In February, daily temperatures in Provincetown can reach 38°F, while at night they dip to 27°F. Finish up your sightseeing early on the 12th (Sat) so you can catch the flight to Boston.
Beaches · Parks · Outdoors · Nature
Side Trips

Boston — 8 nights

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 (Peabody Essex Museum & Salem Witch Museum), Plymouth Rock (in Plymouth) and Sandwich Glass Museum (in Sandwich). There's still lots to do: admire the masterpieces at Museum of Fine Arts, stroll through Isabella Stewart Gardner Museum, enjoy the sand and surf at Chatham Lighthouse Beach, and stroll around Boston Common.

For other places to visit, maps, ratings, and more tourist information, refer to the Boston itinerary builder site.

You can fly from Provincetown to Boston in 2 hours. Other options are to ride a ferry; or drive. February in Boston sees daily highs of 39°F and lows of 24°F at night. Cap off your sightseeing on the 20th (Sun) early enough to go by car to Portland.
Museums · Parks · Neighborhoods · Shopping
Side Trips

Portland — 7 nights

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.
Explore Portland's surroundings by going to Camden Snow Bowl (in Camden), Farnsworth Art Museum (in Rockland) and Colby College Museum of Art (in Waterville). And it doesn't end there: learn the secrets of beer at a beer tour and tasting, take a stroll through Old Port, get engrossed in the history at Portsmouth Historical Society's Discover Portsmouth Welcome Center, and appreciate the extensive heritage of Marginal Way Walkway.

To find photos, more things to do, traveler tips, and other tourist information, refer to the Portland tour website.

Getting from Boston to Portland by car takes about 2 hours. Other options: take a bus; or take a train. Traveling from Boston in February, Portland is slightly colder at night with lows of 16°F. Wrap up your sightseeing on the 27th (Sun) to allow time to drive to Jackson.
Historic Sites · Museums · Breweries & Distilleries · Winter Sports
Side Trips

Jackson — 5 nights

Jackson is a town in Carroll County, New Hampshire, United States. Change things up with these side-trips from Jackson: Height of Land (in Rangeley), Black Mountain of Maine (in Rumford) and Wolfeboro Cross Country Ski Association (in Wolfeboro). The adventure continues: catch all the local highlights with Jackson Ski Touring Foundation, explore the landscape on two wheels at Cranmore Mountain Resort, get a new perspective on things with Great Glen Trails Outdoor Center, and experience rural life at Nestlenook Estate & Resort Sleigh Rides.

For reviews, other places to visit, and more tourist information, read our Jackson attractions planning tool.

Traveling by car from Portland to Jackson takes 2 hours. In February, Jackson is a bit warmer than Portland - with highs of 44°F and lows of 26°F. Cap off your sightseeing on the 4th (Fri) early enough to go by car to Lincoln.
Outdoors · Parks · Winter Sports · Tours
Side Trips

Lincoln — 7 nights

Stretching through the White Mountain National Forest, Lincoln welcomes hikers along the Appalachian Trail.
Get out of town with these interesting Lincoln side-trips: Franconia-Sugar Hill-Easton (in Franconia), Hermit Woods Winery (in Meredith) and Muddy Paw Sled Dog Kennel (in Jefferson). categoryPhrases.sentence.On_the_day_spend_an_exhilarating_day_on_the_slopes_at. There's lots more to do: learn about winemaking at Seven Birches Winery, stroll through Mount Sunapee Resort, sample the tasty concoctions at Harpoon Brewery, and hit the slopes at Dartmouth Skiway.

For maps, more things to do, reviews, and tourist information, read Lincoln tour planning website.

Drive from Jackson to Lincoln in 1.5 hours. Traveling from Jackson in March, expect Lincoln to be little chillier, temps between 38°F and 20°F. Finish your sightseeing early on the 11th (Fri) so you can drive to Stowe.
Outdoors · Winter Sports · Parks · Tours
Side Trips

Stowe — 7 nights

Stowe bustles in winter when skiers and snowboarders flock here to challenge themselves on the long, steep trails careening down Vermont's tallest peak, Mt.
Venture out of the city with trips to Eden Dogsledding (in Eden Mills), Burlington (Burlington Bike Path, 3rd Alarm Charters & Guide Service, &more) and Mad River Glen (in Waitsfield). Spend the 17th (Thu) exploring nature at Marsh - Billings - Rockefeller National Historical Park. There's much more to do: trek along Stowe Recreation Path, get outside with Outdoor Activities, examine the collection at Shelburne Museum, and relax and rejuvenate at Spa at the Essex.

To find where to stay, traveler tips, maps, and tourist information, use the Stowe trip planning site.

Drive from Lincoln to Stowe in 2 hours. Alternatively, you can take a bus; or take a bus. Traveling from Lincoln in March, Stowe is slightly colder at night with lows of 15°F. Finish your sightseeing early on the 18th (Fri) to allow enough time to travel to Williamstown.
Outdoors · Parks · Tours · Nature
Side Trips

Williamstown — 7 nights

Williamstown is a town in Berkshire County, in the northwest corner of Massachusetts, United States. Explore Williamstown's surroundings by going to Norman Rockwell Museum (in Stockbridge), Ski Butternut (in Great Barrington) and Wilmington (Serenity Spa & The Art of Humor Gallery). There's lots more to do: admire the masterpieces at The Clark Art Institute, browse the exhibits of DaVallia Gallery & Boutique, take an in-depth tour of Bennington Museum, and experience rural life at Taylor Farm.

To find more things to do, reviews, where to stay, and more tourist information, go to the Williamstown trip itinerary builder website.

You can drive from Stowe to Williamstown in 3.5 hours. Traveling from Stowe in March, plan for somewhat warmer nights in Williamstown, with lows around 22°F. Wrap up your sightseeing on the 25th (Fri) to allow time to travel to Hartford.
Museums · Outdoors · Shopping · Parks
Side Trips

Hartford — 7 nights

Hartford is the capital of the U.S. state of Connecticut. Venture out of the city with trips to Old Sturbridge Village (in Sturbridge), Peaked Mountain (in Monson) and Paradise Hills Vineyard (in Wallingford). The adventure continues: explore the world behind art at Yale University Art Gallery, contemplate the long history of The Mark Twain House & Museum, stop by Thorncrest Farm and Milk House Chocolate, and take an in-depth tour of Franklin D. Roosevelt Presidential Library and Museum.

For more things to do, where to stay, reviews, and tourist information, you can read our Hartford trip itinerary planning app.

You can drive from Williamstown to Hartford in 2 hours. Traveling from Williamstown in March, you can expect nighttime temperatures to be a bit warmer in Hartford, with lows of 29°F. Wrap up your sightseeing on the 1st (Fri) to allow time to travel back home.
Museums · Historic Sites · Parks · Outdoors
Side Trips