51 days in New England Itinerary

51 days in New England Itinerary

Created using Inspirock New England travel route planner
Make it your trip
Fly
1
Nantucket
— 4 nights
Ferry
2
Oak Bluffs, Martha's Vineyard
— 5 nights
Ferry to Hyannis, MA, Taxi to Provincetown
3
Provincetown
— 4 nights
Fly to Boston, Ferry to New Shoreham
4
New Shoreham, Block Island
— 3 nights
Ferry to Newport Visitor Center, Fly to Bar Harbor
5
Bar Harbor, Mount Desert Island
— 7 nights
Drive
6
Rockland
— 4 nights
Drive
7
Portland
— 7 nights
Drive
8
North Conway
— 5 nights
Drive
9
Lincoln
— 6 nights
Drive
10
Burlington
— 5 nights
Fly

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Nantucket — 4 nights

Nantucket is an island about 30mi by ferry south from Cape Cod, in the American state of Massachusetts. Explore hidden gems such as Brant Point Lighthouse and Sankaty Head Lighthouse. And it doesn't end there: take an in-depth tour of Nantucket Shipwreck & Lifesaving Museum, enjoy the sand and surf at Jetties Beach, tour the pleasant surroundings at Nobadeer, and visit a coastal fixture at Great Point Light.

To find reviews, ratings, maps, and more tourist information, go to the Nantucket trip itinerary planner.

Columbus to Nantucket is an approximately 5.5-hour flight. You can also do a combination of car and ferry; or do a combination of bus and ferry. When traveling from Columbus in September, plan for a bit cooler days in Nantucket, with highs around 71°F, while nights are about the same with lows around 59°F. Wrap up your sightseeing on the 15th (Thu) to allow time to ride a ferry to Oak Bluffs.
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Outdoors · Parks · Beaches · Historic Sites

Oak Bluffs, Martha's Vineyard — 5 nights

Oak Bluffs is a town located on the island of Martha's Vineyard in Dukes County, Massachusetts, United States. You'll discover tucked-away gems like Trinity Park Tabernacle and Ocean Park. Explore the numerous day-trip ideas around Oak Bluffs: Shining Sea Bikeway (in Falmouth), Aquinnah (Gay Head & Gay Head Lighthouse) and Woods Hole (Nobska Point Lighthouse & Woods Hole Drawbridge). There's lots more to do: experience rural life at Morning Glory Farm, stroll through Aquinnah Cliffs, admire the natural beauty at Polly Hill Arboretum, and make a trip to Flying Horses Carousel.

To find photos, other places to visit, where to stay, and tourist information, use the Oak Bluffs trip planning site.

Traveling by ferry from Nantucket to Oak Bluffs takes 2 hours. Traveling from Nantucket in September, expect a bit cooler with lows of 54°F in Oak Bluffs. Finish your sightseeing early on the 20th (Tue) so you can travel to Provincetown.
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Parks · Historic Sites · Outdoors · Neighborhoods
Side Trips

Provincetown — 4 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 hidden gems such as Salt Pond Visitor Center and Nauset Lighthouse. Venture out of the city with trips to Chatham Pier and Fish Market (in Chatham), Nauset Beach (in Orleans) and Coast Guard Beach (in Eastham). The adventure continues: take in the waterfront at MacMillan Wharf, ponder the world of politics at Provincetown Town Hall, kick back and relax at Herring Cove Beach, and explore the world behind art at Provincetown Art Association and Museum.

To find reviews, traveler tips, more things to do, and more tourist information, refer to the Provincetown day trip planning app.

Getting from Oak Bluffs to Provincetown by combination of ferry and taxi takes about 3 hours. Other options: do a combination of ferry and car; or do a combination of ferry and bus. In September, daytime highs in Provincetown are 71°F, while nighttime lows are 57°F. Finish up your sightseeing early on the 24th (Sat) so you can travel to New Shoreham.
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Outdoors · Parks · Beaches · Museums
Side Trips

New Shoreham, Block Island — 3 nights

New Shoreham is a town in Washington County, Rhode Island, United States. Eschew the tourist crowds and head to South East Lighthouse and Mansion Beach. Change things up with a short trip to Bluff Point, Groton, Ct in Groton (about 50 minutes away). The adventure continues: visit a coastal fixture at North Lighthouse, stroll through Fred Benson Town Beach, experience rural life at 1661 Farm and Gardens, and kick back and relax at Mohegan Bluffs.

To see traveler tips, where to stay, reviews, and other tourist information, you can read our New Shoreham travel app.

Traveling by combination of flight and ferry from Provincetown to New Shoreham takes 7 hours. Alternatively, you can do a combination of ferry, train, taxi, and flight; or do a combination of flight, train, and ferry; or do a combination of ferry and train. Expect a daytime high around 71°F in September, and nighttime lows around 61°F. Wrap up your sightseeing on the 27th (Tue) early enough to travel to Bar Harbor.
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Parks · Outdoors · Beaches · Historic Sites
Side Trip

Bar Harbor, Mount Desert Island — 7 nights

Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Step off the beaten path and head to Bubble Rock and Village Green. Step out of Bar Harbor to go to Winter Harbor and see Schoodic Point, which is approximately 46 minutes away. There's lots more to do: admire the natural beauty at Asticou Azalea Garden, explore the striking landscape at Schoodic Peninsula, paddle through the water with a kayaking and canoeing tour, and stroll through Carriage Roads.

To see ratings, traveler tips, more things to do, and tourist information, read our Bar Harbor holiday maker.

Traveling by combination of ferry and flight from New Shoreham to Bar Harbor takes 8 hours. Alternatively, you can do a combination of ferry, train, and flight; or do a combination of ferry, train, and bus; or do a combination of ferry and bus. Traveling from New Shoreham in September, expect slightly colder with lows of 52°F in Bar Harbor. Wrap up your sightseeing on the 4th (Tue) to allow time to drive to Rockland.
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Parks · Outdoors · Trails · Nature
Side Trips

Rockland — 4 nights

Rockland is a city in Knox County, Maine, in the United States. Step off the beaten path and head to Owls Head Transportation Museum and Colonial Pemaquid State Historic Site. Step out of Rockland with an excursion to Pemaquid Point Lighthouse in Bristol--about 1h 5 min away. Next up on the itinerary: visit a coastal fixture at Owls Head Lighthouse, admire the masterpieces at Farnsworth Art Museum, get outside with Outdoor Activities, and admire the majestic nature at Camden Hills State Park.

For ratings, other places to visit, more things to do, and more tourist information, read Rockland day trip site.

Drive from Bar Harbor to Rockland in 2.5 hours. Alternatively, you can drive; or take a bus. In October, daily temperatures in Rockland can reach 58°F, while at night they dip to 42°F. Finish up your sightseeing early on the 8th (Sat) so you can go by car to Portland.
more
Historic Sites · Museums · Parks · Nature
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.
You'll find plenty of places to visit near Portland: Maine Maritime Museum (in Bath), Kennebunkport (St. Ann's Episcopal Church, Boat Tours & Water Sports, &more) and Wells (Wells Beach & Rachel Carson National Wildlife Refuge). There's much more to do: head off the coast to Casco Bay Islands, take in panoramic vistas at Portland Observatory, indulge your thirst for a good beer at Allagash Brewing Company, and get engrossed in the history at Victoria Mansion.

To see maps, traveler tips, other places to visit, and other tourist information, read our Portland sightseeing planner.

Traveling by car from Rockland to Portland takes 2 hours. Alternatively, you can take a bus; or do a combination of bus and train. October in Portland sees daily highs of 62°F and lows of 43°F at night. Wrap up your sightseeing on the 15th (Sat) to allow time to drive to North Conway.
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Outdoors · Parks · Museums · Scenic Drive
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.
Step off the beaten path and head to Glen Ellis Falls and White Mountain National Forest. Explore North Conway's surroundings by going to Wright Museum of WWII (in Wolfeboro) and Castle in the Clouds (in Moultonborough). There's still lots to do: revel in the low prices at Settlers Green, explore the striking landscape at Cathedral Ledge, take in the dramatic scenery at Jackson Falls, and get in on the family fun at Story Land.

To find where to stay, ratings, and more tourist information, refer to the North Conway itinerary website.

Drive from Portland to North Conway in 2 hours. Alternatively, you can do a combination of bus and taxi. Expect a daytime high around 62°F in October, and nighttime lows around 45°F. Wrap up your sightseeing on the 20th (Thu) to allow time to drive to Lincoln.
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Parks · Nature · Shopping · Museums
Side Trips

Lincoln — 6 nights

Stretching through the White Mountain National Forest, Lincoln welcomes hikers along the Appalachian Trail.
You'll explore the less-touristy side of things at Sabbaday Falls and Cannon Mountain. Get out of town with these interesting Lincoln side-trips: Sugarbush Farm (in Woodstock), Polar Caves Park (in Rumney) and Quechee Gorge (in Quechee). And it doesn't end there: stroll around Dog Mountain Home of Stephen Huneck Gallery, get in on the family fun at Clark's Trading Post, look for all kinds of wild species at Lost River Gorge and Boulder Caves, and take in the dramatic natural features at The Basin at Franconia Notch State Park.

For photos, where to stay, reviews, and tourist information, read Lincoln trip site.

You can drive from North Conway to Lincoln in 1.5 hours. Traveling from North Conway in October, expect a bit cooler with lows of 38°F in Lincoln. Finish your sightseeing early on the 26th (Wed) so you can drive to Burlington.
more
Parks · Nature · Theme Parks · Outdoors
Side Trips

Burlington — 5 nights

Burlington is the most populous city in the U.S. state of Vermont and the seat of Chittenden County. Discover out-of-the-way places like Rock of Ages Granite Quarry and Moss Glen Falls. Venture out of the city with trips to Mount Mansfield State Forest (in Stowe) and Montpelier (Vermont State House & Morse Farm Maple Sugarworks). And it doesn't end there: walk around Waterfront Park, tour the pleasant surroundings at Burlington Bike Path, learn the secrets of beer at a beer tour and tasting, and contemplate the long history of Shelburne Farms.

For ratings, reviews, photos, and other tourist information, use the Burlington sightseeing planning app.

Traveling by car from Lincoln to Burlington takes 2.5 hours. Alternatively, you can do a combination of car and bus; or take a bus. Traveling from Lincoln in October, expect a bit warmer with lows of 44°F in Burlington. Finish your sightseeing early on the 31st (Mon) so you can fly back home.
more
Parks · Nature · Outdoors · Museums
Side Trips