29 days in New England Itinerary

29 days in New England Itinerary

Created using Inspirock New England journey maker

Make it your trip
Ferry to Billy Bishop Toronto City, Fly to Portsmouth
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Portsmouth
— 3 nights
Drive
2
Lincoln
— 4 nights
Drive
3
Stowe
— 4 nights
Drive
4
Williamstown
— 4 nights
Drive
5
Hartford
— 3 nights
Drive
6
Newport
— 3 nights
Fly
7
Provincetown
— 2 nights
Fly
8
Boston
— 5 nights
Fly to Billy Bishop Toronto City, Ferry to Toronto

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Portsmouth

— 3 nights
Portsmouth is a city in Rockingham County, New Hampshire, in the United States. Explore Portsmouth's surroundings by going to Waterfront Park (in Newburyport), Wolfeboro Cross Country Ski Association (in Wolfeboro) and Currier Museum of Art (in Manchester). There's lots more to do: learn the secrets of beer at Granite State Growler Tours, hit the slopes at Pats Peak, steep yourself in history at Strawbery Banke Museum, and explore the engaging exhibits at Children's Museum of New Hampshire.

For other places to visit, ratings, maps, and tourist information, read our Portsmouth trip planner.

Toronto, Canada to Portsmouth is an approximately 5.5-hour combination of ferry and flight. You can also drive; or take a bus. Expect a daytime high around 2°C in February, and nighttime lows around -8°C. Wrap up your sightseeing on the 20th (Sat) early enough to drive to Lincoln.

Things to do in Portsmouth

Parks · Winter Sports · Outdoors · Museums

Side Trips

Lincoln

— 4 nights
Stretching through the White Mountain National Forest, Lincoln welcomes hikers along the Appalachian Trail.
Change things up with these side-trips from Lincoln: Muddy Paw Sled Dog Kennel - Day Tours (in Jefferson), Jackson Ski Touring Foundation (in Jackson) and Great Glen Trails Outdoor Center (in Gorham). There's still lots to do: hit the slopes at Bear Notch Ski Touring Center, make a trip to Ice Castles, do a tasting at Seven Birches Winery, and get great views at Sugar Hill Scenic Vista.

To find other places to visit, reviews, ratings, and more tourist information, use the Lincoln trip itinerary maker.

Getting from Portsmouth to Lincoln by car takes about 2.5 hours. Other options: do a combination of taxi and bus; or take a bus. Traveling from Portsmouth in February, expect slightly colder with lows of -13°C in Lincoln. Wrap up your sightseeing on the 24th (Wed) to allow time to drive to Stowe.

Things to do in Lincoln

Outdoors · Winter Sports · Parks · Tours

Side Trips

Stowe

— 4 nights

The Ski Capital of the East

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.
You'll find plenty of places to visit near Stowe: Eden Dogsledding (in Eden Mills), Mad River Glen (in Waitsfield) and Middlebury College Snow Bowl (in Hancock). There's much more to do: stroll through Killington Resort, sample the fine beverages at Green Mountain Distillers, examine the collection at Shelburne Museum, and hike along Stowe Recreation Path.

For maps, reviews, where to stay, and more tourist information, you can read our Stowe tour itinerary planner.

Getting from Lincoln to Stowe by car takes about 2 hours. Other options: take a bus; or take a bus. In February, daytime highs in Stowe are -1°C, while nighttime lows are -15°C. Cap off your sightseeing on the 28th (Sun) early enough to travel to Williamstown.

Things to do in Stowe

Outdoors · Parks · Winter Sports · Trails

Side Trips

Williamstown

— 4 nights
Williamstown is a town in Berkshire County, in the northwest corner of Massachusetts, United States. Explore Williamstown's surroundings by going to Keene Swampbats (in Keene), Notchview (in Windsor) and Husky Works Mushing Co. (in West Wardsboro). The adventure continues: admire the masterpieces at The Clark Art Institute, get great views at Bennington Battle Monument, tour the pleasant surroundings at Ski Butternut, and hit the slopes at Stratton Mountain Resort.

For more things to do, other places to visit, ratings, and other tourist information, read Williamstown online journey planner.

You can drive from Stowe to Williamstown in 3.5 hours. Traveling from Stowe in February, plan for somewhat warmer nights in Williamstown, with lows around -10°C. Cap off your sightseeing on the 4th (Thu) early enough to travel to Hartford.

Things to do in Williamstown

Outdoors · Parks · Winter Sports · Museums

Side Trips

Hartford

— 3 nights
Hartford is the capital of the U.S. state of Connecticut. You'll find plenty of places to visit near Hartford: Yale University Art Gallery (in New Haven), Farmer Joe's Gardens (in Wallingford) and Dr. Seuss National Memorial Sculpture Garden (in Springfield). There's lots more to do: explore the world behind art at New Britain Museum of American Art, take in the views from Old Drake Hill Flower Bridge, sample the tasty concoctions at Alvarium Beer Company, and ski along the peaceful trails at Winding Trails.

To find out how to plan a trip to Hartford, use our trip itinerary maker.

You can drive from Williamstown to Hartford in 2 hours. Traveling from Williamstown in March, you can expect nighttime temperatures to be somewhat warmer in Hartford, with lows of -1°C. Wrap up your sightseeing on the 7th (Sun) to allow time to drive to Newport.

Things to do in Hartford

Museums · Winter Sports · Outdoors · Historic Sites

Side Trips

Newport

— 3 nights

City by the Sea

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 Mystic (Mystic & Shoreline Visitor Information Center & The Spice & Tea Exchange), Foxwoods Resort Casino (in Mashantucket) and Shining Sea Bikeway (in Falmouth). There's much more to do: see the interesting displays at Newport Car Museum, admire the masterpieces at RISD Museum, get to know the fascinating history of Cliff Walk, and admire the landmark architecture of Providence Performing Arts Center.

To find other places to visit, ratings, maps, and tourist information, go to the Newport trip itinerary planner.

You can drive from Hartford to Newport in 2 hours. Other options are to take a bus; or do a combination of train and bus. In March, daily temperatures in Newport can reach 7°C, while at night they dip to -1°C. Finish your sightseeing early on the 10th (Wed) to allow enough time to fly to Provincetown.

Things to do in Newport

Outdoors · Museums · Historic Sites · Trails

Side Trips

Provincetown

— 2 nights

Birthplace of American Liberty

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.
On the 11th (Thu), appreciate the history behind Pilgrim Monument & Provincetown Museum, examine the collection at Provincetown Art Association and Museum, then tour the pleasant surroundings at Race Point Beach, and finally make a trip to Commercial Street. On the 12th (Fri), you'll have a packed day of sightseeing: kick back and relax at Herring Cove Beach, enjoy the sand and surf at Coast Guard Beach, and then kick back and relax at Chatham Lighthouse Beach.

To find more things to do, traveler tips, other places to visit, and more tourist information, you can read our Provincetown trip planner.

You can fly from Newport to Provincetown in 2 hours. Other options are to drive; or do a combination of bus and ferry. In March in Provincetown, expect temperatures between 5°C during the day and -1°C at night. Wrap up your sightseeing on the 12th (Fri) to allow time to fly to Boston.

Things to do in Provincetown

Beaches · Parks · Outdoors · Museums

Side Trips

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.
When in Boston, make a side trip to see Peabody Essex Museum in Salem, approximately Salem away. The adventure continues: admire the masterpieces at Museum of Fine Arts, stroll around Boston Common, meet the residents at New England Aquarium, and appreciate the extensive heritage of Freedom Trail.

To see reviews, other places to visit, traveler tips, and more tourist information, you can read our Boston day trip planning app.

Getting from Provincetown to Boston by flight takes about 2 hours. Other options: ride a ferry; or drive. In March, plan for daily highs up to 7°C, and evening lows to -1°C. Finish your sightseeing early on the 17th (Wed) to allow enough time to travel back home.

Things to do in Boston

Museums · Parks · Shopping · Historic Sites

Side Trips