43 days in New England Itinerary

43 days in New England Itinerary

Created using Inspirock New England vacation planner

Make it your trip
Fly to General Edward Lawrence Logan International Airport, Drive to Newport
1
Newport
— 5 nights
Drive
2
Falmouth
— 6 nights
Drive
3
Provincetown
— 6 nights
Fly
4
Bar Harbor, Mount Desert Island
— 7 nights
Drive
5
Boothbay Harbor
— 7 nights
Drive
6
Ogunquit
— 3 nights
Drive
7
Boston
— 8 nights
Fly

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Newport

— 5 nights

City by the Sea

With coastline on the west, south, and east, Newport is a maritime city with a rich history.
Attractions like Boat Tours & Water Sports and The Breakers make great kid-friendly stops. You'll find plenty of places to visit near Newport: Misquamicut State Beach (in Misquamicut), Waterford (Pleasure Beach & Harkness Memorial State Park) and Kinney Azalea Garden (in Kingston). The adventure continues: appreciate the extensive heritage of Cliff Walk, admire the majestic nature at Colt State Park, tour the pleasant surroundings at Roger W. Wheeler State Beach, and take in the exciting artwork at Thames Glass.

To find reviews, ratings, traveler tips, and more tourist information, go to the Newport trip builder site.

Washington to Newport is an approximately 5-hour combination of flight and car. You can also do a combination of flight and car; or drive. In August, plan for daily highs up to 79°F, and evening lows to 63°F. Cap off your sightseeing on the 20th (Fri) early enough to go by car to Falmouth.

Things to do in Newport

Parks · Outdoors · Beaches · Historic Sites

Side Trips

Falmouth

— 6 nights
Falmouth is a town in Barnstable County, Massachusetts, United States; Barnstable County is coextensive with Cape Cod. Kids will appreciate attractions like Shining Sea Bikeway and Plimoth Patuxet. Venture out of the city with trips to Monomoy National Wildlife Refuge (in Chatham), Hyannis Whale Watcher Cruises (in Barnstable) and Craigville Beach (in Centerville). There's lots more to do: admire the majestic nature at Nickerson State Park, stroll through Cape Cod Rail Trail, kick back and relax at Old Silver Beach, and engage your brain at Sandwich Glass Museum.

To find photos, ratings, other places to visit, and tourist information, read Falmouth trip planner.

Drive from Newport to Falmouth in 1.5 hours. Alternatively, you can take a bus; or do a combination of bus and train. In August in Falmouth, expect temperatures between 78°F during the day and 61°F at night. Finish your sightseeing early on the 26th (Thu) to allow enough time to drive to Provincetown.

Things to do in Falmouth

Parks · Outdoors · Beaches · Trails

Side Trips

Provincetown

— 6 nights

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.
Family-friendly places like Cape Cod National Seashore and Dolphin & Whale Watching will thrill your kids. Change things up with these side-trips from Provincetown: Nauset Beach (in Orleans), Chatham (Atwood Museum & Chatham Lighthouse Beach) and Eastham (Captain Penniman House, Nauset Light Beach, &more). Next up on the itinerary: kick back and relax at Long Point, stroll through Marconi Beach, appreciate the history behind Pilgrim Monument & Provincetown Museum, and get a sense of history and politics at Provincetown Town Hall.

For ratings, reviews, and tourist information, read Provincetown sightseeing planning site.

Traveling by car from Falmouth to Provincetown takes 2 hours. Alternatively, you can take a bus. August in Provincetown sees daily highs of 78°F and lows of 62°F at night. Finish up your sightseeing early on the 1st (Wed) so you can catch the flight to Bar Harbor.

Things to do in Provincetown

Outdoors · Parks · Beaches · Museums

Side Trips

Bar Harbor, Mount Desert Island

— 7 nights
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Family-friendly places like Boat Tours & Water Sports and Cadillac Mountain will thrill your kids. Step out of Bar Harbor with an excursion to Schoodic Point in Winter Harbor--about 46 minutes away. There's much more to do: stroll through Precipice Trail, explore the striking landscape at Schoodic Peninsula, trek along Ocean Path, and admire all the interesting features of Park Loop Road.

To find photos, where to stay, other places to visit, and other tourist information, use the Bar Harbor road trip planning website.

Fly from Provincetown to Bar Harbor in 5.5 hours. Alternatively, you can drive; or do a combination of ferry and bus. Expect little chillier evenings in Bar Harbor when traveling from Provincetown in September, with lows around 52°F. Wrap up your sightseeing on the 8th (Wed) early enough to drive to Boothbay Harbor.

Things to do in Bar Harbor

Parks · Outdoors · Nature · Trails

Side Trips

Boothbay Harbor

— 7 nights
Boothbay Harbor is a town in Lincoln County, Maine, United States. Bring the kids along to Cap'n Fish's Cruises and Mount Battie. Get out of town with these interesting Boothbay Harbor side-trips: Bristol (The Swimming Hole At Bristol Dam & Pemaquid Point Lighthouse), Dodge Point Public Reserved Land (in Newcastle) and Camden Hills State Park (in Camden). The adventure continues: go for a walk through Coastal Maine Botanical Gardens, indulge your taste buds at Food & Drink, head off the coast to Damariscove Island, and head outdoors with Sheepscot Links.

To see photos, traveler tips, ratings, and other tourist information, refer to the Boothbay Harbor online tour itinerary planner.

Traveling by car from Bar Harbor to Boothbay Harbor takes 3 hours. Alternatively, you can do a combination of bus and taxi. In September in Boothbay Harbor, expect temperatures between 73°F during the day and 51°F at night. Finish up your sightseeing early on the 15th (Wed) so you can go by car to Ogunquit.

Things to do in Boothbay Harbor

Parks · Nature · Wildlife · Outdoors

Side Trips

Ogunquit

— 3 nights
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.
You'll visit kid-friendly attractions like Marginal Way Walkway and Boat Tours & Water Sports. You'll find plenty of places to visit near Ogunquit: Old Orchard Beach (Pirate's Cove & Old Orchard Beach), Portland Head Light (in Cape Elizabeth) and Funtown Splashtown USA (in Saco). And it doesn't end there: enjoy the sand and surf at Ogunquit Beach, take in the dramatic natural features at Perkins Cove, and enjoy the sea views from Nubble Lighthouse.

To see more things to do, other places to visit, and other tourist information, you can read our Ogunquit trip planner.

You can drive from Boothbay Harbor to Ogunquit in 2 hours. Alternatively, you can do a combination of taxi and train; or do a combination of taxi and bus. In September, plan for daily highs up to 74°F, and evening lows to 48°F. Finish your sightseeing early on the 18th (Sat) so you can drive to Boston.

Things to do in Ogunquit

Outdoors · Parks · Historic Sites · Beaches

Side Trips

Boston

— 8 nights

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.
Family-friendly places like Dolphin & Whale Watching and Freedom Trail will thrill your kids. Change things up with these side-trips from Boston: Salem (The Derby House, The House of the Seven Gables, &more), Walden Pond State Reservation (in Concord) and Fishermen's Memorial Monument (in Gloucester). There's lots more to do: admire the natural beauty at Boston Public Garden, wander the streets of North End, explore the galleries of Boston Tea Party Ships & Museum, and stroll around Boston Common.

To see reviews, photos, maps, and tourist information, use the Boston day trip tool.

You can drive from Ogunquit to Boston in 1.5 hours. Other options are to do a combination of taxi and train; or take a bus. Traveling from Ogunquit in September, you can expect nighttime temperatures to be somewhat warmer in Boston, with lows of 59°F. Wrap up your sightseeing on the 26th (Sun) early enough to travel back home.

Things to do in Boston

Museums · Parks · Historic Sites · Neighborhoods

Side Trips