60 days in New England Itinerary

60 days in New England Itinerary

Created using Inspirock New England trip maker

Plan created by another user. Make it yours
Fly
1
Newport
— 6 nights
Drive to Ocean Street Terminal, Hyannis, MA, Ferry to Nantucket
2
Nantucket
— 6 nights
Ferry to Hyannis, MA, Taxi to Provincetown
3
Provincetown
— 7 nights
Drive
4
Sandwich
— 5 nights
Drive
5
Boston
— 8 nights
Drive
6
Ogunquit
— 5 nights
Drive
7
North Conway
— 7 nights
Drive
8
Boothbay Harbor
— 6 nights
Drive
9
Bar Harbor, Mount Desert Island
— 7 nights
Drive
10
Mount Desert, Mount Desert Island
— 2 nights
Drive

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6
nights
Newport

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 Skydive Danielson (in Killingly), Mystic (Mystic Aquarium & Mystic Seaport Museum) and Adventure Rooms (in Middletown). Next up on the itinerary: see the interesting displays at The Breakers, take a memorable drive along Ocean Drive Historic District, explore and take pictures at Cliff Walk, and admire the striking features of The Elms.

For reviews, other places to visit, ratings, and tourist information, read our Newport route builder website.

Atlanta to Newport is an approximately 6-hour flight. You can also drive; or do a combination of bus and train. Plan for slightly colder temperatures traveling from Atlanta in September, with highs in Newport at 74°F and lows at 58°F. Wrap up your sightseeing on the 7th (Mon) to allow time to travel to Nantucket.

Things to do in Newport

Outdoors · Tours · Historic Sites · Parks

Side Trips

6
nights
Nantucket

Nantucket is an island about 30mi by ferry south from Cape Cod, in the American state of Massachusetts. Nantucket is known for museums, beaches, and historic sites. Your plan includes some of its best attractions: examine the collection at Whaling Museum, visit a coastal fixture at Great Point Light, enjoy the sand and surf at Jetties Beach, and get engrossed in the history at Egan Maritime's Nantucket Shipwreck & Lifesaving Museum.

To see other places to visit, reviews, and other tourist information, read Nantucket day trip planner.

You can do a combination of car and ferry from Newport to Nantucket in 3.5 hours. Other options are to do a combination of taxi and ferry; or do a combination of taxi and flight. In September, daytime highs in Nantucket are 71°F, while nighttime lows are 59°F. Cap off your sightseeing on the 13th (Sun) early enough to travel to Provincetown.

Things to do in Nantucket

Historic Sites · Outdoors · Parks · Beaches

7
nights
Provincetown

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.
Explore the numerous day-trip ideas around Provincetown: Nauset Beach (in Orleans) and Eastham (Captain Penniman House, Coast Guard Beach, &more). Next up on the itinerary: appreciate the history behind Pilgrim Monument & Provincetown Museum, tour the pleasant surroundings at Cape Cod National Seashore, kick back and relax at Herring Cove Beach, and get interesting insight from Art's Dune Tours.

For traveler tips, other places to visit, reviews, and other tourist information, read Provincetown road trip planning website.

Do a combination of ferry and taxi from Nantucket to Provincetown in 3 hours. Alternatively, you can do a combination of ferry and bus. In September, plan for daily highs up to 71°F, and evening lows to 57°F. Wrap up your sightseeing on the 20th (Sun) early enough to drive to Sandwich.

Things to do in Provincetown

Outdoors · Parks · Beaches · Museums

Side Trips

5
nights
Sandwich

Sandwich is a town in Barnstable County, Massachusetts, United States. Explore Sandwich's surroundings by going to Mytoi (in Edgartown), Trinity Park Tabernacle (in Oak Bluffs) and Falmouth (Falmouth Museums on the Green, Highfield Hall & Gardens, &more). Next up on the itinerary: see the interesting displays at Heritage Museums & Gardens, take an in-depth tour of Plimoth Patuxet, see majestic marine mammals with Hyannis Whale Watcher Cruises, and contemplate the long history of Hoxie House.

For ratings, other places to visit, and tourist information, go to the Sandwich visit planner.

You can drive from Provincetown to Sandwich in 1.5 hours. Another option is to take a bus. Expect a daytime high around 73°F in September, and nighttime lows around 55°F. Wrap up your sightseeing on the 25th (Fri) to allow time to drive to Boston.

Things to do in Sandwich

Museums · Outdoors · Parks · Historic Sites

Side Trips

8
nights
Boston

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.
Get out of town with these interesting Boston side-trips: The House of the Seven Gables (in Salem), Concord (Louisa May Alcott's Orchard House & Battle Road Trail) and Dolphin & Whale Watching (in Gloucester). And it doesn't end there: admire the natural beauty at Boston Public Garden, appreciate the extensive heritage of Freedom Trail, explore the world behind art at Isabella Stewart Gardner Museum, and buy something for everyone on your list at Faneuil Hall Marketplace.

To find maps, traveler tips, more things to do, and tourist information, read our Boston trip itinerary planning site.

You can drive from Sandwich to Boston in 1.5 hours. Alternatively, you can take a bus. In September in Boston, expect temperatures between 75°F during the day and 59°F at night. Finish your sightseeing early on the 3rd (Sat) so you can drive to Ogunquit.

Things to do in Boston

Museums · Historic Sites · Parks · Tours

Side Trips

5
nights
Ogunquit

Ogunquit means "beautiful place by the sea" in the language of the Native Americans who inhabited the region long ago, and this remains an accurate description of this holiday destination today.
Change things up with these side-trips from Ogunquit: Gundalow Company (in Portsmouth), Portland Head Light (in Cape Elizabeth) and Portland (The Maine Brew Bus, Allagash Brewing Company, &more). There's still lots to do: appreciate the extensive heritage of Marginal Way Walkway, explore the striking landscape at Perkins Cove, steep yourself in history at Strawbery Banke Museum, and cruise along Ocean Ave.

For ratings, traveler tips, other places to visit, and other tourist information, go to the Ogunquit trip itinerary maker site.

You can drive from Boston to Ogunquit in 1.5 hours. Alternatively, you can do a combination of train and taxi; or take a bus. Expect slightly colder evenings in Ogunquit when traveling from Boston in October, with lows around 38°F. Finish your sightseeing early on the 8th (Thu) so you can drive to North Conway.

Things to do in Ogunquit

Historic Sites · Breweries & Distilleries · Outdoors · Parks

Side Trips

7
nights
North Conway

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.
Explore the numerous day-trip ideas around North Conway: West Rattlesnake Mountain (in Holderness), Saint Johnsbury (The Dog Chapel & Dog Mountain Home of Stephen Huneck Gallery) and Franconia (Flume Gorge & Franconia Notch State Park). The adventure continues: take a memorable drive along Kancamagus Highway, take in the dramatic scenery at Glen Ellis Falls, explore the activities along Lake Willoughby, and take a peaceful walk through White Mountain National Forest.

To see photos, where to stay, traveler tips, and tourist information, read our North Conway trip builder site.

Traveling by car from Ogunquit to North Conway takes 2 hours. Alternatively, you can take a bus. Traveling from Ogunquit in October, plan for somewhat warmer nights in North Conway, with lows around 45°F. Wrap up your sightseeing on the 15th (Thu) early enough to drive to Boothbay Harbor.

Things to do in North Conway

Parks · Nature · Outdoors · Scenic Drive

Side Trips

6
nights
Boothbay Harbor

Boothbay Harbor is a town in Lincoln County, Maine, United States. Explore Boothbay Harbor's surroundings by going to Owls Head Transportation Museum (in Owls Head), Camden (Mount Battie & Curtis Island Light) and Cellardoor Winery (in Lincolnville). There's much more to do: admire the natural beauty at Coastal Maine Botanical Gardens, explore the world behind art at Colby College Museum of Art, identify plant and animal life at Boothbay Region Land Trust, and step off the mainland to explore Cabbage Island.

For reviews, photos, other places to visit, and tourist information, read Boothbay Harbor trip itinerary builder site.

Traveling by car from North Conway to Boothbay Harbor takes 3 hours. Alternatively, you can do a combination of bus and taxi. In October, plan for daily highs up to 61°F, and evening lows to 41°F. Cap off your sightseeing on the 21st (Wed) early enough to go by car to Bar Harbor.

Things to do in Boothbay Harbor

Parks · Wildlife · Nature · Outdoors

Side Trips

7
nights
Bar Harbor, Mount Desert Island

Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Explore the numerous day-trip ideas around Bar Harbor: Orono Bog Boardwalk (in Orono), Winter Harbor (Schoodic Point & Whopaints Gallery) and Spring Woods Gallery (in Sullivan). There's much more to do: take a tour by water with Boat Tours & Water Sports, explore the activities along Frenchman Bay, explore the striking landscape at Schoodic Peninsula, and make a trip to Land Bridge to Bar Island.

To find other places to visit, where to stay, photos, and more tourist information, go to the Bar Harbor online day trip planner.

You can drive from Boothbay Harbor to Bar Harbor in 3 hours. Another option is to do a combination of taxi and bus. Expect a daytime high around 59°F in October, and nighttime lows around 42°F. Cap off your sightseeing on the 28th (Wed) early enough to go by car to Mount Desert.

Things to do in Bar Harbor

Parks · Outdoors · Nature · Trails

Side Trips

2
nights
Mount Desert, Mount Desert Island

Mount Desert is a town on Mount Desert Island in Hancock County, Maine, United States. Start off your visit on the 29th (Thu): get a new perspective on things with Island Cruises, hike along Beech Mountain Trail, and then see the interesting displays at The Seal Cove Auto Museum. Get ready for a full day of sightseeing on the next day: grab your bike and head to Carriage Roads and then admire the natural beauty at Asticou Azalea Garden.

For reviews, more things to do, where to stay, and more tourist information, you can read our Mount Desert trip itinerary website.

Mount Desert is just a short distance from Bar Harbor. Expect a daytime high around 59°F in October, and nighttime lows around 42°F. Wrap up your sightseeing by early afternoon on the 30th (Fri) to allow enough time to travel back home.

Things to do in Mount Desert

Outdoors · Parks · Trails · Museums

Side Trips