19 days in New England Itinerary

19 days in New England Itinerary

Created using Inspirock New England travel route planner
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Make it your trip
Fly to Boston, Bus to Lincoln
1
Lincoln
— 2 nights
Drive
2
Portland
— 2 nights
Drive
3
Rockland
— 2 nights
Drive
4
Bar Harbor, Mount Desert Island
— 3 nights
Fly
5
Nantucket
— 2 nights
Ferry to Ocean Street Terminal, Hyannis, MA, Taxi to Eastham
6
Eastham
— 3 nights
Fly to Boston, Ferry to New Shoreham
7
New Shoreham, Block Island
— 1 night
Ferry
8
Newport
— 2 nights
Fly

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Lincoln — 2 nights

Stretching through the White Mountain National Forest, Lincoln welcomes hikers along the Appalachian Trail.
Discover out-of-the-way places like Echo Lake Beach and Artist Bluff Trail. Take a break from Lincoln with a short trip to Crawford Notch State Park in Hart's Location, about 42 minutes away. There's lots more to do: grab your bike and head to White Mountains, take your sightseeing to a higher altitude at Mount Pemigewasset, explore the striking landscape at Indian Head, and explore the activities along Lonesome Lake.

For maps, more things to do, reviews, and tourist information, refer to the Lincoln tour itinerary builder app.

Amsterdam, The Netherlands to Lincoln is an approximately 13-hour combination of flight and bus. You can also fly. Traveling from Amsterdam to Lincoln, you'll gain 6 hours due to the time zone difference. Expect a bit warmer weather when traveling from Amsterdam in August: highs in Lincoln hover around 30°C, while lows dip to 14°C. Finish up your sightseeing early on the 29th (Mon) so you can go by car to Portland.
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Parks · Nature · Outdoors · Trails
Side Trips

Portland — 2 nights

The Forest City

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.
Kick off your visit on the 30th (Tue): kick back and relax at Willard Beach, contemplate the long history of Fort Preble, steep yourself in history at Fort Gorges, then get some thrills on the water with a speed boat tour, and finally explore the different monuments and memorials at Eastern Cemetery. Get ready for a full day of sightseeing on the next day: take in the architecture and atmosphere at The Cathedral Of The Immaculate Conception, see the interesting displays at Maine Jewish Museum, then visit a coastal fixture at Portland Breakwater Lighthouse, then see the interesting displays at South Portland Historical Society Museum, and finally explore the different monuments and memorials at Evergreen Cemetery.

For other places to visit, maps, ratings, and tourist information, go to the Portland road trip planner.

Getting from Lincoln to Portland by car takes about 2.5 hours. Other options: take a bus. In August, daily temperatures in Portland can reach 30°C, while at night they dip to 17°C. Finish up your sightseeing early on the 31st (Wed) so you can go by car to Rockland.
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Historic Sites · Museums · Outdoors · Tours
Side Trip

Rockland — 2 nights

Rockland is a city in Knox County, Maine, in the United States. Kick off your visit on the 1st (Thu): immerse yourself in nature at Ducktrap River Park, don't miss a visit to Curtis Island Light, wander the streets of High Street Historic District, then do a tasting at Sweetgrass Farm Winery and Distillery, then see the interesting displays at Fawcetts Art/Antiques Toy Museum, and finally steep yourself in history at General Henry Knox Museum / Montpelier. Keep things going the next day: do a tasting at Breakwater Vineyards, see the interesting displays at Sail Power and Steam Museum, see the interesting displays at Maine Lighthouse Museum, then examine the collection at Project Puffin Visitor Center, and finally enjoy the sand and surf at Sandy Beach.

To see more things to do, reviews, maps, and other tourist information, you can read our Rockland trip itinerary maker.

Getting from Portland to Rockland by car takes about 2 hours. Other options: take a bus; or do a combination of train and bus. While traveling from Portland, expect a bit cooler days and about the same nights in Rockland, ranging from highs of 27°C to lows of 15°C. Wrap up your sightseeing on the 2nd (Fri) to allow time to drive to Bar Harbor.
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Museums · Historic Sites · Parks · Beaches
Side Trips

Bar Harbor, Mount Desert Island — 3 nights

Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. The Seal Cove Auto Museum and Ship Harbor Nature Trail are good opportunities to explore the local culture. You'll discover tucked-away gems like Precipice Trail and Asticou Terraces / Thuya Garden. The adventure continues: trek along Beech Mountain Trail, stroll through Cadillac Mountain North Ridge Trail, see the interesting displays at Wendell Gilley Museum, and take in the awesome beauty at Dorr Mountain.

To see photos, traveler tips, reviews, and more tourist information, you can read our Bar Harbor visit planner.

Drive from Rockland to Bar Harbor in 2.5 hours. Alternatively, you can take a bus. September in Bar Harbor sees daily highs of 24°C and lows of 13°C at night. Finish your sightseeing early on the 5th (Mon) so you can fly to Nantucket.
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Parks · Outdoors · Trails · Museums
Side Trips

Nantucket — 2 nights

Nantucket is an island about 30mi by ferry south from Cape Cod, in the American state of Massachusetts. On the 6th (Tue), don't miss a visit to St Paul's Episcopal Church, contemplate the long history of Fire Hose Cart House, steep yourself in history at Greater Light, then contemplate the long history of Hadwen House, and finally steep yourself in history at Quaker Meeting House. On the 7th (Wed), you'll have a packed day of sightseeing: enjoy the sand and surf at Nobadeer, see the interesting displays at Nantucket Lightship Basket Museum, steep yourself in history at Old Gaol, then get to know the fascinating history of Milestone Bog, and finally get to know the fascinating history of Altar Rock.

To see ratings, where to stay, more things to do, and more tourist information, read our Nantucket vacation tool.

You can fly from Bar Harbor to Nantucket in 5 hours. Other options are to do a combination of car and ferry; or do a combination of bus and ferry. Traveling from Bar Harbor in September, Nantucket is somewhat warmer at night with lows of 17°C. Wrap up your sightseeing on the 7th (Wed) to allow time to travel to Eastham.
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Historic Sites · Parks · Beaches · Outdoors

Eastham — 3 nights

Eastham is a town in Barnstable County, Massachusetts, United States, Barnstable County being coextensive with Cape Cod. Get a sense of the local culture at Marconi Wireless Station and White Cedar Swamp. You'll get in some beach time at Harding Beach and Coast Guard Beach. There's lots more to do: steep yourself in history at Chatham's Godfrey Windmill, stroll through Great Island Trail, see the interesting displays at Nauset Model Railroad Club, and make a trip to The Three Sisters Lighthouses.

For more things to do, where to stay, ratings, and more tourist information, read Eastham trip itinerary planning website.

Traveling by combination of ferry and taxi from Nantucket to Eastham takes 2.5 hours. Alternatively, you can do a combination of ferry and taxi; or do a combination of ferry and bus. In September, plan for daily highs up to 26°C, and evening lows to 17°C. Finish up your sightseeing early on the 10th (Sat) so you can travel to New Shoreham.
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Historic Sites · Parks · Outdoors · Beaches
Side Trips

New Shoreham, Block Island — 1 night

New Shoreham is a town in Washington County, Rhode Island, United States. Start off your visit on the 11th (Sun): cast your line with a fishing tour, view the masterpieces at Spring Street Gallery, then experience rural life at Abrams Animal Farm, then tour the pleasant surroundings at Greenway Walking Trails, and finally enjoy the sand and surf at Coast Guard Beach.

To see reviews, traveler tips, and tourist information, refer to the New Shoreham travel planner.

Traveling by combination of flight and ferry from Eastham to New Shoreham takes 4 hours. Alternatively, you can do a combination of flight, taxi, and ferry; or do a combination of bus and ferry. In September in New Shoreham, expect temperatures between 25°C during the day and 19°C at night. Wrap up your sightseeing on the 11th (Sun) early enough to ride a ferry to Newport.
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Outdoors · Parks · Tours · Wildlife
Side Trip

Newport — 2 nights

City by the Sea

With coastline on the west, south, and east, Newport is a maritime city with a rich history.
On the 12th (Mon), admire the landmark architecture of Isaac Bell House, get lost in a book at Redwood Library & Athenaeum, then take in the architecture and atmosphere at St. Mary's Catholic Church, then see the interesting displays at Audrain Automobile Museum, and finally see the interesting displays at Kingscote. Here are some ideas for day two: visit a coastal fixture at Castle Hill Lighthouse, take in the architecture and atmosphere at Trinity Church, then contemplate the long history of The Preservation Society of Newport County, and finally enjoy the sea views from Rose Island Lightouse.

To see traveler tips, reviews, where to stay, and tourist information, read Newport planning website.

You can ride a ferry from New Shoreham to Newport in 2 hours. Another option is to do a combination of ferry and taxi. September in Newport sees daily highs of 27°C and lows of 17°C at night. Finish up your sightseeing early on the 13th (Tue) so you can catch the flight back home.
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Historic Sites · Museums