17 days in New England Itinerary

17 days in New England Itinerary

Created using Inspirock New England journey planner

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Make it your trip
Fly
1
Kennebunkport
— 2 nights
Drive
2
Rockland
— 3 nights
Drive
3
Bar Harbor, Mount Desert Island
— 5 nights
Fly
4
Nantucket
— 3 nights
Fly to New Bedford, Taxi to Newport
5
Newport
— 3 nights
Fly

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Kennebunkport

— 2 nights
Kennebunkport is a town in York County, Maine, United States. Satisfy your inner culture vulture at Marginal Way Walkway and St. Ann's Episcopal Church. Get outdoors at Wells Beach and Rachel Carson National Wildlife Refuge. Take a break from Kennebunkport with a short trip to Portsmouth Harbor Lighthouse in New Castle, about 46 minutes away. There's lots more to do: cruise along Ocean Ave, take a tour by water with Boat Tours & Water Sports, and explore and take pictures at Walker's Point.

Find out how to plan Kennebunkport trip without stress by asking Inspirock to help create an itinerary.

Atlanta to Kennebunkport is an approximately 4-hour flight. You can also drive; or do a combination of bus and train. Plan for a bit cooler temperatures traveling from Atlanta in September, with highs in Kennebunkport at 74°F and lows at 48°F. Finish your sightseeing early on the 29th (Wed) to allow enough time to drive to Rockland.

Things to do in Kennebunkport

Outdoors · Historic Sites · Scenic Drive · Parks

Side Trips

Rockland

— 3 nights
Rockland is a city in Knox County, Maine, in the United States. Popular historic sites such as Farnsworth Art Museum and Owls Head Lighthouse are in your itinerary. Satisfy your inner culture vulture at Owls Head Transportation Museum and Maine Lighthouse Museum. There's more to do: get outside with Outdoor Activities and admire the majestic nature at Camden Hills State Park.

For other places to visit, reviews, where to stay, and tourist information, you can read our Rockland road trip site.

Traveling by car from Kennebunkport to Rockland takes 2.5 hours. Alternatively, you can take a bus; or do a combination of bus and train. Expect a bit cooler weather when traveling from Kennebunkport in September: highs in Rockland hover around 69°F, while lows dip to 51°F. Finish your sightseeing early on the 2nd (Sat) to allow enough time to drive to Bar Harbor.

Things to do in Rockland

Museums · Historic Sites · Shopping · Outdoors

Side Trips

Bar Harbor, Mount Desert Island

— 5 nights
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Explore hidden gems such as Thunder Hole and Ocean Path. Visiting Sand Beach and Photography Tours will get you outdoors. And it doesn't end there: take in the dramatic natural features at Otter Cliff, trek along Bubble Rock, tour the pleasant surroundings at Champlain Mountain & Beehive Loop Trail, and grab your bike and head to Carriage Roads.

To see where to stay, more things to do, traveler tips, and other tourist information, use the Bar Harbor online attractions planner.

You can drive from Rockland to Bar Harbor in 2.5 hours. Another option is to take a bus. In October in Bar Harbor, expect temperatures between 59°F during the day and 42°F at night. Finish up your sightseeing early on the 7th (Thu) so you can catch the flight to Nantucket.

Things to do in Bar Harbor

Outdoors · Parks · Trails · Tours

Side Trip

Nantucket

— 3 nights
Nantucket is an island about 30mi by ferry south from Cape Cod, in the American state of Massachusetts. Get in touch with nature at Madaket Beach and Siasconset Beach. Discover out-of-the-way places like Brant Point Lighthouse and Cisco Brewers. Next up on the itinerary: enjoy the sea views from Sankaty Head Lighthouse, see the interesting displays at Nantucket Lightship Basket Museum, and steep yourself in history at Wauwinet.

To find other places to visit, more things to do, reviews, and tourist information, you can read our Nantucket day trip planner.

Traveling by flight from Bar Harbor to Nantucket takes 5 hours. Alternatively, you can do a combination of car and ferry; or do a combination of bus and ferry. Traveling from Bar Harbor in October, you can expect nighttime temperatures to be somewhat warmer in Nantucket, with lows of 51°F. Finish your sightseeing early on the 10th (Sun) so you can travel to Newport.

Things to do in Nantucket

Historic Sites · Outdoors · Beaches · Parks

Newport

— 3 nights

City by the Sea

With coastline on the west, south, and east, Newport is a maritime city with a rich history.
Deepen your sense of the past at sights like Cliff Walk and Plymouth Rock. Lizzie Borden House and Heritage Museums & Gardens are good opportunities to explore the local culture. Venture out of the city with trips to Falmouth (Shining Sea Bikeway & Coonamessett Farm) and Sandwich (Hoxie House & Sandwich Glass Museum). There's more to do: steep yourself in history at Fort Adams State Park and see the interesting displays at The Breakers.

To see other places to visit, maps, traveler tips, and more tourist information, read Newport vacation planner.

Getting from Nantucket to Newport by combination of flight and taxi takes about 3.5 hours. Other options: do a combination of ferry and car; or do a combination of ferry and taxi. In October, daily temperatures in Newport can reach 64°F, while at night they dip to 50°F. Wrap up your sightseeing on the 13th (Wed) to allow time to fly back home.

Things to do in Newport

Museums · Historic Sites · Parks · Trails

Side Trips