16 days in New England Itinerary

16 days in New England Itinerary

Created using Inspirock New England trip itinerary maker

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Plan created by another user. Make it yours

Route & dates

1
Southwest Harbor, Mount Desert Island
— 1 night
2
Rockland
— 1 night
3
York
— 2 nights
4
Lincoln
— 2 nights
5
Edgartown, Martha's Vineyard
— 2 nights
6
Nantucket
— 3 nights
7
Provincetown
— 3 nights

1
night
Southwest Harbor, Mount Desert Island

Southwest Harbor ©
Southwest Harbor is a town in Hancock County, Maine, United States. Start off your visit on the 4th (Wed): look for all kinds of wild species at Indian Point Blagden Preserve, thenexplore the activities along Jordan Pond Path Trailhead, and then take a memorable drive along Park Loop Road. Get ready for a full day of sightseeing on the 5th (Thu): appreciate the extensive heritage of Ship Harbor Nature Trail, grab your bike and head to Carriage Roads, and then enjoy the sand and surf at Sand Beach.

To see ratings, maps, reviews, and other tourist information, read Southwest Harbor tour itinerary planner.

Cleveland to Southwest Harbor is an approximately 8-hour combination of flight and car. Plan for little chillier temperatures traveling from Cleveland in September, with highs in Southwest Harbor at °F and lows at °F. Cap off your sightseeing on the 5th (Thu) early enough to travel to Rockland.

Things to do in Southwest Harbor

Parks Outdoors Scenic Drive

Side Trips

Acadia National Park, Indian Point Blagden Preserve, Ship Harbor Nature Trail
Highlights from your plan
Ship Harbor Nature Trail ©
Ship Harbor Nature Trail
Carriage Roads ©
Carriage Roads
Indian Point Blagden Preserve ©
Indian Point Blagden Preserve

1
night
Rockland

Rockland ©
Rockland is a city in Knox County, Maine, in the United States. Start off your visit on the 6th (Fri): explore the world behind art at Farnsworth Art Museum, thentake your sightseeing to a higher altitude at Mount Battie, and then admire the majestic nature at Camden Hills State Park.

To find maps and tourist information, use the Rockland trip website.

Traveling by journey from Southwest Harbor to Rockland takes 2 hours. September in Rockland sees daily highs of °F and lows of °F at night. Wrap up your sightseeing on the 6th (Fri) to allow time to drive to York.

Things to do in Rockland

Parks Nature Museums

Side Trip

Camden
Highlights from your plan
Mount Battie ©
Mount Battie
Farnsworth Art Museum ©
Farnsworth Art Museum
Camden Hills State Park ©
Camden Hills State Park

2
nights
York

York ©
York is a town in York County, Maine, United States, near the southern tip of the state. Kick off your visit on the 7th (Sat): enjoy the sand and surf at Ogunquit Beach, thenenjoy the sea views from Nubble Lighthouse, and then stroll through Long Sands Beach. Get ready for a full day of sightseeing on the next day: kick back and relax at Wells Beach, tour the pleasant surroundings at Drakes Island Beach, and then appreciate the extensive heritage of Marginal Way Walkway.

For ratings, where to stay, reviews, and other tourist information, go to the York trip planner.

Drive from Rockland to York in 2.5 hours. Alternatively, you can fly; or do a combination of bus and taxi. Expect a daytime high around °F in September, and nighttime lows around °F. Finish your sightseeing early on the 8th (Sun) to allow enough time to drive to Lincoln.

Things to do in York

Outdoors Parks Beaches

Side Trips

Ogunquit, Wells
Highlights from your plan
Drakes Island Beach ©
Drakes Island Beach
Marginal Way Walkway ©
Marginal Way Walkway
Nubble Lighthouse ©
Nubble Lighthouse

2
nights
Lincoln

Lincoln ©
Stretching through the White Mountain National Forest, Lincoln welcomes hikers along the Appalachian Trail.
Start off your visit on the 9th (Mon): admire the majestic nature at Franconia Notch State Park, take in the dramatic natural features at The Basin at Franconia Notch State Park, and then stroll around Lost River Gorge and Boulder Caves. Get ready for a full day of sightseeing on the next day: tour the pleasant surroundings at Flume Gorge and then take in the dramatic scenery at Cascade Falls.

To see reviews, traveler tips, and tourist information, use the Lincoln trip planning site.

You can drive from York to Lincoln in 2.5 hours. Alternatively, you can do a combination of car and bus; or do a combination of taxi and bus. Expect a bit cooler evenings in Lincoln when traveling from York in September, with lows around °F. Wrap up your sightseeing on the 10th (Tue) to allow time to travel to Edgartown.

Things to do in Lincoln

Parks Nature Wildlife

Side Trips

Franconia, Woodstock
Highlights from your plan
Flume Gorge ©
Flume Gorge
Franconia Notch State Park ©
Franconia Notch State Park
Lost River Gorge and Boulder Caves ©
Lost River Gorge and Boulder Caves

2
nights
Edgartown, Martha's Vineyard

Edgartown ©
Edgartown is a town located on Martha's Vineyard in Dukes County, Massachusetts, United States. Kick off your visit on the 11th (Wed): tour the pleasant surroundings at Menemsha Public Beach, thenkick back and relax at Menemsha Hills, and then enjoy the sea views from Edgartown Lighthouse. Here are some ideas for day two: take in the dramatic natural features at Aquinnah Cliffs, kick back and relax at Norton Point Beach, and then stroll through Katama Beach/ South Beach.

To find where to stay, more things to do, other places to visit, and tourist information, use the Edgartown holiday tool.

Traveling by car from Lincoln to Edgartown takes 5.5 hours. Alternatively, you can take a bus; or fly. Traveling from Lincoln in September, Edgartown is somewhat warmer at night with lows of °F. Finish your sightseeing early on the 12th (Thu) so you can travel to Nantucket.

Things to do in Edgartown

Parks Outdoors Beaches

Side Trips

Menemsha Hills, Aquinnah Cliffs, Menemsha Public Beach
Highlights from your plan
Menemsha Public Beach ©
Menemsha Public Beach
Menemsha Hills ©
Menemsha Hills
Norton Point Beach ©
Norton Point Beach

3
nights
Nantucket

Nantucket ©
Nantucket is an island about 30mi by ferry south from Cape Cod, in the American state of Massachusetts. Brant Point Lighthouse and Sankaty Head Lighthouse are good opportunities to explore the local culture. Deepen your sense of the past at sights like First Congregational Church and St Paul's Episcopal Church. There's lots more to do: kick back and relax at Jetties Beach, stroll through Cisco Beach, appreciate the extensive heritage of Milestone Bog, and take in the architecture and atmosphere at Unitarian Universalist Meeting House Nantucket.

For more things to do, where to stay, ratings, and more tourist information, you can read our Nantucket vacation builder website.

Traveling by combination of bus and ferry from Edgartown to Nantucket takes 2.5 hours. In September, daily temperatures in Nantucket can reach °F, while at night they dip to °F. Wrap up your sightseeing on the 15th (Sun) to allow time to travel to Provincetown.

Things to do in Nantucket

Outdoors Parks Beaches
Highlights from your plan
Sankaty Head Lighthouse ©
Sankaty Head Lighthouse
Brant Point Lighthouse ©
Brant Point Lighthouse
Madaket Beach ©
Madaket Beach

3
nights
Provincetown

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.
Take a break from the city and head to Dolphin & Whale Watching and Nauset Beach. Your cultural itinerary includes sights like Highland Light and Left Bank Art Gallery. Go for a jaunt from Provincetown to Eastham to see Coast Guard Beach about 34 minutes away. The adventure continues: examine the collection at Pilgrim Monument & Provincetown Museum, stroll through Herring Cove Beach, and kick back and relax at Race Point Beach.

For reviews, maps, and other tourist information, read our Provincetown itinerary website.

Traveling by combination of ferry and taxi from Nantucket to Provincetown takes 3 hours. Alternatively, you can fly; or do a combination of ferry and bus. Expect a daytime high around °F in September, and nighttime lows around °F. Cap off your sightseeing on the 18th (Wed) early enough to travel back home.

Things to do in Provincetown

Outdoors Parks Beaches

Side Trips

Wellfleet, Highland Light, Coast Guard Beach, Nauset Beach
Highlights from your plan
Dolphin & Whale Watching
Highland Light ©
Highland Light
Race Point Beach ©
Race Point Beach

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