30 days in New England Itinerary

30 days in New England Itinerary

Created using Inspirock New England trip itinerary builder

This plan was created by another user. Make it your plan

Route & dates

Start: Columbus
Fly:  8 h
1
Bar Harbor, Mount Desert Island
— 4 nights
Drive:  4 h 30 min
2
North Conway
— 4 nights
Drive:  2 h
3
Ogunquit
— 4 nights
Drive:  3 h
4
Newport
— 3 nights
Drive:  1 h 30 min
5
Sandwich
— 4 nights
Drive:  1 h 15 min
6
Provincetown
— 4 nights
Ferry:  1 h 30 min
7
Boston
— 6 nights
Fly:  4 h
End: Columbus

4
nights
Bar Harbor, Mount Desert Island

Bar Harbor ©
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Explore Bar Harbor's surroundings by going to Chipman's Wharf (in Milbridge), Mount Battie (in Camden) and Cellardoor Winery (in Lincolnville). The adventure continues: take your sightseeing to a higher altitude at Cadillac Mountain, explore the landscape on two wheels at Carriage Roads, contemplate in the serene atmosphere at St. Saviour's Church :, and get interesting insight from Tours.

Take the guesswork out of planning a Bar Harbor vacation by using our trip itinerary maker.

Columbus to Bar Harbor is an approximately 8- hour flight. You can also do a combination of flight and bus; or drive. Plan for slightly colder temperatures traveling from Columbus in September, with highs in Bar Harbor at 70°F and lows at 52°F. Finish your sightseeing early on the 5th (Sun) to allow enough time to drive to North Conway.

Things to do in Bar Harbor

Parks Nature Outdoors

Side Trips

Acadia National Park, Schoodic Point, Chipman's Wharf, The Seal Cove Auto Museum, Mount Battie
Highlights from your plan
The Seal Cove Auto Museum ©
The Seal Cove Auto Museum
Cadillac Mountain ©
Cadillac Mountain
Boat Tours & Water Sports

4
nights
North Conway

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.
Venture out of the city with trips to Dog Mountain Home of Stephen Huneck Gallery (in Saint Johnsbury), Franconia (Franconia Notch State Park & Flume Gorge) and Mount Washington Auto Road (in Gorham). Next up on the itinerary: explore and take pictures at Kancamagus Highway, take in the dramatic natural features at Cathedral Ledge, take in the dramatic scenery at Diana's Baths, and stroll through Rocky Gorge.

Take the guesswork out of planning a North Conway vacation by using our trip itinerary maker.

Drive from Bar Harbor to North Conway in 4.5 hours. Alternatively, you can do a combination of flight and bus; or do a combination of bus and car. In September, daily temperatures in North Conway can reach 70°F, while at night they dip to 54°F. Finish up your sightseeing early on the 9th (Thu) so you can go by car to Ogunquit.

Things to do in North Conway

Parks Nature Outdoors

Side Trips

Franconia, Dog Mountain Home of Stephen Huneck Gallery, Glen Ellis Falls, Mount Washington Auto Road, Rocky Gorge
Highlights from your plan
Dog Mountain Home of Stephen Huneck Gallery ©
Kancamagus Highway ©
Kancamagus Highway
Mount Washington Auto Road ©
Mount Washington Auto Road

4
nights
Ogunquit

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.
Venture out of the city with trips to Portland Head Light (in Cape Elizabeth), Allagash Brewing Company (in Portland) and Pemaquid Point Lighthouse (in Bristol). There's still lots to do: appreciate the extensive heritage of Marginal Way Walkway, identify plant and animal life at Boothbay Region Land Trust, get interesting insight from Tours, and step off the mainland to explore Cabbage Island.

For maps, reviews, where to stay, and tourist information, use the Ogunquit trip itinerary planner.

Traveling by car from North Conway to Ogunquit takes 2 hours. Alternatively, you can take a bus. Traveling from North Conway in September, expect little chillier with lows of 48°F in Ogunquit. Wrap up your sightseeing on the 13th (Mon) to allow time to drive to Newport.

Things to do in Ogunquit

Parks Historic Sites Outdoors

Side Trips

Boothbay Harbor, Portland Head Light, Allagash Brewing Company, Boat Tours & Water Sports, Pemaquid Point Lighthouse
Highlights from your plan
Marginal Way Walkway ©
Marginal Way Walkway
Portland Head Light ©
Portland Head Light
Perkins Cove ©
Perkins Cove

3
nights
Newport

Newport ©
With coastline on the west, south, and east, Newport is a maritime city with a rich history.
Explore Newport's surroundings by going to Tantaquidgeon Museum (in Uncasville), Lizzie Borden House (in Fall River) and Mystic Seaport Museum (in Mystic). And it doesn't end there: examine the collection at The Breakers, take a memorable drive along Ocean Drive Historic District, tour the old-fashioned way with a train tour, and pause for some serene contemplation at St. Mary's Catholic Church.

To see maps, where to stay, more things to do, and other tourist information, use the Newport sightseeing planner.

Traveling by car from Ogunquit to Newport takes 3 hours. Alternatively, you can take a bus; or take a train. Plan for a bit warmer nights when traveling from Ogunquit in September since evenings lows in Newport dip to 58°F. Wrap up your sightseeing on the 16th (Thu) early enough to drive to Sandwich.

Things to do in Newport

Historic Sites Museums Outdoors

Side Trips

Tantaquidgeon Museum, Lizzie Borden House, Mystic Seaport Museum
Highlights from your plan
The Breakers ©
The Breakers
Cliff Walk ©
Cliff Walk
Boat Tours & Water Sports

4
nights
Sandwich

Sandwich ©
Sandwich is a town in Barnstable County, Massachusetts, United States. Venture out of the city with trips to Oak Bluffs (Farm Neck Golf Club, Flying Horses Carousel, &more), Highfield Hall & Gardens (in Falmouth) and New Bedford Whaling Museum (in New Bedford). The adventure continues: examine the collection at Heritage Museums & Gardens, grab your bike and head to Shining Sea Bikeway, explore the activities along Cape Cod Canal, and pause for some photo ops at Plymouth Rock.

Quickly create a custom-made itinerary for Sandwich using our trip planner.

Getting from Newport to Sandwich by car takes about 1.5 hours. Other options: take a bus; or do a combination of bus and train. In September, daytime highs in Sandwich are 73°F, while nighttime lows are 55°F. Wrap up your sightseeing on the 20th (Mon) to allow time to drive to Provincetown.

Things to do in Sandwich

Museums Outdoors Parks

Side Trips

Plymouth, Oak Bluffs, Falmouth, Cape Cod Canal, New Bedford Whaling Museum
Highlights from your plan
Heritage Museums & Gardens ©
Heritage Museums & Gardens
Sandwich Glass Museum ©
Sandwich Glass Museum
Plimoth Plantation ©
Plimoth Plantation

4
nights
Provincetown

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.
Explore Provincetown's surroundings by going to Nauset Beach (in Orleans) and Eastham (Salt Pond Visitor Center, Coast Guard Beach, &more). There's still lots to do: see the interesting displays at Pilgrim Monument & Provincetown Museum, take in the waterfront at MacMillan Wharf, kick back and relax at Cape Cod National Seashore, and stroll through Race Point Beach.

Plan my trip to Provincetown with suggested itineraries provided by Inspirock.

Drive from Sandwich to Provincetown in 1.5 hours. Alternatively, you can take a bus. In September in Provincetown, expect temperatures between 71°F during the day and 57°F at night. Finish up your sightseeing early on the 24th (Fri) so you can catch the ferry to Boston.

Things to do in Provincetown

Outdoors Beaches Parks

Side Trips

Eastham, Nauset Beach, Cape Cod National Seashore, Marconi Beach
Highlights from your plan
Cape Cod National Seashore ©
Cape Cod National Seashore
Pilgrim Monument & Provincetown Museum ©
Pilgrim Monument & Provincetown Museum
Race Point Beach ©
Race Point Beach

6
nights
Boston

Boston ©
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.
Explore Boston's surroundings by going to Dolphin & Whale Watching (in Gloucester) and Salem (Salem Witch Museum, The House of the Seven Gables, &more). And it doesn't end there: explore the world behind art at Museum of Fine Arts, don't miss a visit to Faneuil Hall Marketplace, engage your brain at Museum of Science, and browse the collection at John F. Kennedy Presidential Museum & Library.

To see traveler tips, photos, more things to do, and more tourist information, read our Boston trip maker tool.

You can ride a ferry from Provincetown to Boston in 1.5 hours. Other options are to fly; or drive. In September, daily temperatures in Boston can reach 75°F, while at night they dip to 59°F. Wrap up your sightseeing on the 30th (Thu) to allow time to travel back home.

Things to do in Boston

Museums Parks Historic Sites

Side Trips

Salem, Dolphin & Whale Watching
Highlights from your plan
Museum of Fine Arts ©
Museum of Fine Arts
Boston Public Garden ©
Boston Public Garden
Dolphin & Whale Watching

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