14 days in New England Itinerary

14 days in New England Itinerary

Created using Inspirock New England vacation planner

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

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Bar Harbor, Mount Desert Island

— 1 night
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Kick off your visit on the 28th (Mon): identify plant and animal life at Shore Path. On the 29th (Tue), you'll have a packed day of sightseeing: get a new perspective on things with Boat Tours & Water Sports, then contemplate in the serene atmosphere at St. Saviour's Church :, then explore the landscape on two wheels at Carriage Roads, and finally take in the awesome beauty at Cadillac Mountain.

To see traveler tips, other places to visit, reviews, and tourist information, go to the Bar Harbor trip planner.

Indianapolis to Bar Harbor is an approximately 6.5-hour flight. You can also drive; or take a bus. Traveling from Indianapolis in June, expect Bar Harbor to be slightly colder, temps between 68°F and 52°F. Wrap up your sightseeing on the 29th (Tue) to allow time to drive to Ogunquit.

Things to do in Bar Harbor

Parks · Outdoors · Nature · Wildlife

Side Trip

Ogunquit

— 1 night
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.
Kick off your visit on the 30th (Wed): explore the striking landscape at Perkins Cove, get to know the fascinating history of Marginal Way Walkway, and then enjoy the sand and surf at Ogunquit Beach.

For traveler tips, maps, ratings, and tourist information, use the Ogunquit trip builder website.

Traveling by car from Bar Harbor to Ogunquit takes 4 hours. Alternatively, you can do a combination of flight and bus; or do a combination of bus, train, and taxi. Traveling from Bar Harbor in June, you will find days in Ogunquit are a bit warmer (75°F), and nights are about the same (52°F). Finish your sightseeing early on the 30th (Wed) to allow enough time to drive to Boston.

Things to do in Ogunquit

Parks · Historic Sites · Nature · Beaches

Boston

— 3 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.
Popular historic sites such as Freedom Trail and Louisburg Square are in your itinerary. Explore Boston's surroundings by going to Louisa May Alcott's Orchard House (in Concord) and Dolphin & Whale Watching (in Gloucester). And it doesn't end there: explore the world behind art at Museum of Fine Arts, take a stroll through Newbury Street, stroll the grounds of Mount Auburn Cemetery, and take in nature's colorful creations at Boston Public Garden.

For maps, more things to do, photos, and other tourist information, read our Boston trip itinerary planner.

Traveling by car from Ogunquit to Boston takes 1.5 hours. Alternatively, you can do a combination of taxi and train; or take a bus. Expect somewhat warmer evenings in Boston when traveling from Ogunquit in June, with lows around 60°F. Finish up your sightseeing early on the 3rd (Sat) so you can go by car to Newport.

Things to do in Boston

Historic Sites · Museums · Wildlife · Outdoors

Side Trips

Newport

— 2 nights

City by the Sea

With coastline on the west, south, and east, Newport is a maritime city with a rich history.
Start off your visit on the 4th (Sun): pause for some serene contemplation at St. Mary's Catholic Church, then see the interesting displays at The Breakers, then appreciate the extensive heritage of Cliff Walk, and finally take a memorable drive along Ocean Drive Historic District. On the next day, steep yourself in history at Lizzie Borden House, then contemplate the long history of The Elms, and then get interesting insight from Tours.

To see traveler tips, maps, where to stay, and tourist information, read our Newport travel itinerary planner.

Traveling by car from Boston to Newport takes 2 hours. Alternatively, you can take a bus; or do a combination of train and bus. Expect a daytime high around 80°F in July, and nighttime lows around 66°F. Wrap up your sightseeing on the 5th (Mon) early enough to drive to Hyannis.

Things to do in Newport

Historic Sites · Outdoors · Museums · Scenic Drive

Side Trip

Hyannis

— 2 nights

Capital of Cape Cod

"The Capital of the Cape," Hyannis serves as Cape Cod's main transportation and commercial hub.
Start off your visit on the 6th (Tue): take a tour by water with Hyannis Whale Watcher Cruises and then tour the pleasant surroundings at Nauset Beach. Keep things going the next day: see the interesting displays at Heritage Museums & Gardens, then grab your bike and head to Shining Sea Bikeway, then contemplate the long history of Hoxie House, and finally tour the pleasant surroundings at Craigville Beach.

To see photos, maps, other places to visit, and other tourist information, refer to the Hyannis trip builder app.

Getting from Newport to Hyannis by car takes about 2 hours. Other options: take a bus. In July, daytime highs in Hyannis are 80°F, while nighttime lows are 66°F. Wrap up your sightseeing on the 7th (Wed) early enough to drive to Provincetown.

Things to do in Hyannis

Outdoors · Parks · Wildlife · Beaches

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.
Get in touch with nature at Cape Cod National Seashore and Coast Guard Beach. Relax by the water at Race Point Beach and Herring Cove Beach. Explore Provincetown's surroundings by going to Eastham (Captain Penniman House & Nauset Light Beach). There's still lots to do: enjoy the sand and surf at Long Point, tour the pleasant surroundings at Marconi Beach, trek along Cape Cod Provincelands Trail, and explore the galleries of Pilgrim Monument & Provincetown Museum.

To see other places to visit, where to stay, photos, and tourist information, go to the Provincetown tour itinerary tool.

You can drive from Hyannis to Provincetown in 1.5 hours. Another option is to take a bus. In July, plan for daily highs up to 79°F, and evening lows to 64°F. Cap off your sightseeing on the 11th (Sun) early enough to catch the flight back home.

Things to do in Provincetown

Parks · Outdoors · Beaches · Trails

Side Trips