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 · Historic Sites

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 Popham Beach State Park will thrill your kids. Get out of town with these interesting Boothbay Harbor side-trips: Camden (Camden Hills State Park, Mount Battie, &more) and Reid State Park (in Georgetown). Next up on the itinerary: head off the coast to Cabbage Island, identify plant and animal life at Boothbay Region Land Trust, admire the natural beauty at Coastal Maine Botanical Gardens, and observe the fascinating underwater world at Maine State Aquarium.

For ratings, where to stay, other places to visit, and more tourist information, read our Boothbay Harbor visit planner.

You can drive from Ogunquit to Boothbay Harbor in 2 hours. Other options are to do a combination of taxi and train; or do a combination of bus and taxi. In June in Boothbay Harbor, expect temperatures between 73°F during the day and 52°F at night. Wrap up your sightseeing on the 7th (Mon) to allow time to drive to Bar Harbor.

Things to do in Boothbay Harbor

Parks · Nature · Outdoors · Wildlife

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. There's lots more to do: look for all kinds of wild species at Shore Path, explore the striking landscape at Schoodic Peninsula, don't miss a visit to Land Bridge to Bar Island, and stroll through Carriage Roads.

To see ratings, traveler tips, reviews, and more tourist information, read Bar Harbor trip planner.

Traveling by car from Boothbay Harbor to Bar Harbor takes 3 hours. Alternatively, you can do a combination of taxi and bus. While traveling from Boothbay Harbor, expect a bit cooler days and about the same nights in Bar Harbor, ranging from highs of 68°F to lows of 52°F. Wrap up your sightseeing on the 12th (Sat) to allow time to fly 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 Atwood Museum. Change things up with these side-trips from Hyannis: Plymouth (Plimoth Patuxet & Plymouth Rock), Shining Sea Bikeway (in Falmouth) and Chatham Marconi Maritime Center (in North Chatham). And it doesn't end there: take an in-depth tour of Sandwich Glass Museum, steep yourself in history at Captain Bangs Hallet House Museum, stroll through Nauset Beach, and get a new perspective on things with Boat Tours & Water Sports.

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

Parks · Outdoors · 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 The Breakers will thrill your kids. Venture out of the city with trips to Mystic (Mystic Aquarium & Charles W. Morgan), Watch Hill Merry Go Round & Beach (in Watch Hill) and Westerly Library & Wilcox Park (in Westerly). There's still lots to do: get interesting insight from Tours, immerse yourself in nature at Colt State Park, contemplate the long history 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