30 days in New England Itinerary

30 days in New England Itinerary

Created using Inspirock New England tour builder

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Make it your trip
Drive
1
Ogunquit
— 2 nights
Drive
2
Boothbay Harbor
— 4 nights
Drive
3
Bar Harbor, Mount Desert Island
— 5 nights
Fly
4
Provincetown
— 4 nights
Drive
5
Hyannis
— 4 nights
Drive
6
Newport
— 10 nights
Drive

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Ogunquit

— 2 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.
Start off your visit on the 2nd (Wed): appreciate the extensive heritage of Marginal Way Walkway and then enjoy the sand and surf at Ogunquit Beach. On the 3rd (Thu), you'll have a packed day of sightseeing: kick back and relax at Old Orchard Beach, get a new perspective on things with Boat Tours & Water Sports, and then enjoy the sand and surf at Wells Beach.

To find ratings, where to stay, maps, and more tourist information, read Ogunquit tour builder app.

Boston to Ogunquit is an approximately 1.5-hour car ride. You can also do a combination of train and taxi; or take a bus. Traveling from Boston in June, Ogunquit is slightly colder at night with lows of 52°F. Finish your sightseeing early on the 3rd (Thu) so you can drive to Boothbay Harbor.

Things to do in Ogunquit

Outdoors · Beaches · Parks · Tours

Side Trips

Boothbay Harbor

— 4 nights
Boothbay Harbor is a town in Lincoln County, Maine, United States. Family-friendly places like Cap'n Fish's Cruises and Mount Battie will thrill your kids. Get out of town with these interesting Boothbay Harbor side-trips: Reid State Park (in Georgetown), Camden (Camden Hills State Park & Camden Harbor Park and Amphitheatre) and Popham Beach State Park (in Phippsburg). There's much more to do: take in the pleasant sights at Coastal Maine Botanical Gardens, tour the pleasant surroundings at Boothbay Region Land Trust, step off the mainland to explore Cabbage Island, and meet the residents at Maine State Aquarium.

To find photos, traveler tips, more things to do, and tourist information, read our Boothbay Harbor tour planner.

Traveling by car from Ogunquit to Boothbay Harbor takes 2 hours. Alternatively, you can do a combination of taxi and train; or do a combination of bus and taxi. Expect a daytime high around 73°F in June, and nighttime lows around 52°F. Cap off your sightseeing on the 7th (Mon) early enough to go by car to Bar Harbor.

Things to do in Boothbay Harbor

Parks · Nature · Wildlife · 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. Bring the kids along to Cadillac Mountain and Schoodic Point. Take a break from Bar Harbor with a short trip to Whopaints Gallery in Winter Harbor, about 56 minutes away. Next up on the itinerary: tour the pleasant surroundings at Shore Path, take in the dramatic natural features at Schoodic Peninsula, don't miss a visit to Land Bridge to Bar Island, and hike along Great Head Trail.

Before you visit Bar Harbor, use our trip planner to discover what you can do and see there.

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 bit cooler weather when traveling from Boothbay Harbor in June: highs in Bar Harbor hover around 68°F, while lows dip to 52°F. Cap off your sightseeing on the 12th (Sat) early enough to catch the flight to Provincetown.

Things to do in Bar Harbor

Parks · Outdoors · Trails · Nature

Side Trips

Provincetown

— 4 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.
You'll visit kid-friendly attractions like Pilgrim Monument & Provincetown Museum and Dolphin & Whale Watching. Venture out of the city with trips to Eastham (Coast Guard Beach, Nauset Light Beach, &more). The adventure continues: tour the pleasant surroundings at Race Point Beach, kick back and relax at Herring Cove Beach, admire the masterpieces at Provincetown Art Association and Museum, and take in the waterfront at MacMillan Wharf.

To see other places to visit, where to stay, photos, and more tourist information, you can read our Provincetown online journey planner.

Getting from Bar Harbor to Provincetown by flight takes about 5.5 hours. Other options: drive; or do a combination of bus and ferry. In June, plan for daily highs up to 72°F, and evening lows to 56°F. Wrap up your sightseeing on the 16th (Wed) to allow time to drive to Hyannis.

Things to do in Provincetown

Outdoors · Parks · Beaches · Museums

Side Trips

Hyannis

— 4 nights

Capital of Cape Cod

"The Capital of the Cape," Hyannis serves as Cape Cod's main transportation and commercial hub.
Kids will enjoy Heritage Museums & Gardens and Sandwich Glass Museum. Change things up with these side-trips from Hyannis: Plymouth (Plimoth Patuxet & Plymouth Rock), Atwood Museum (in Chatham) and Shining Sea Bikeway (in Falmouth). And it doesn't end there: stroll through Nauset Beach, take in the exciting artwork at Cape Cod Maritime Museum, see the interesting displays at John F Kennedy Hyannis Museum, and explore the galleries of Edward Gorey House.

To find traveler tips, photos, ratings, and more tourist information, go to the Hyannis trip planner.

You can drive from Provincetown to Hyannis in 1.5 hours. Another option is to take a bus. In June, plan for daily highs up to 73°F, and evening lows to 58°F. Wrap up your sightseeing on the 20th (Sun) early enough to drive to Newport.

Things to do in Hyannis

Outdoors · Parks · Museums · Trails

Side Trips

Newport

— 10 nights

City by the Sea

With coastline on the west, south, and east, Newport is a maritime city with a rich history.
Family-friendly places like Cliff Walk and Boat Tours & Water Sports will thrill your kids. Venture out of the city with trips to Mystic (Mystic Aquarium & Charles W. Morgan), Westerly Library & Wilcox Park (in Westerly) and Watch Hill Merry Go Round & Beach (in Watch Hill). There's still lots to do: see the interesting displays at The Breakers, contemplate the long history of The Elms, take an in-depth tour of Lizzie Borden House, and take a memorable drive along Ocean Drive Historic District.

To see reviews, traveler tips, other places to visit, and tourist information, refer to the Newport trip planner.

Getting from Hyannis to Newport by car takes about 2 hours. Other options: take a bus. In June, daily temperatures in Newport can reach 73°F, while at night they dip to 58°F. Cap off your sightseeing on the 30th (Wed) early enough to go by car back home.

Things to do in Newport

Parks · Historic Sites · Museums · Outdoors

Side Trips