20 days in New England Itinerary

20 days in New England Itinerary

Created using Inspirock New England trip itinerary maker

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

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Newport

— 4 nights

City by the Sea

With coastline on the west, south, and east, Newport is a maritime city with a rich history.
Attractions like Cliff Walk and Pleasure Beach make great kid-friendly stops. You'll get in some beach time at Sachuest Beach (Second Beach) and Goosewing Beach Preserve. Get out of town with these interesting Newport side-trips: Narragansett (Scarborough State Beaches (North and South), Narragansett Beach, &more), Charlestown (East Beach & Blue Shutters Beach) and Misquamicut State Beach (in Misquamicut). There's much more to do: get a new perspective on things with Boat Tours & Water Sports, tour in style with a train tour, take in the waterfront at Skip's Dock, and kick back and relax at King Park.

To find more things to do, other places to visit, ratings, and tourist information, you can read our Newport trip itinerary website.

Boston to Newport is an approximately 2-hour car ride. You can also take a bus; or do a combination of train and bus. In June in Newport, expect temperatures between 73°F during the day and 58°F at night. Finish your sightseeing early on the 5th (Sat) to allow enough time to drive to Hyannis.

Things to do in Newport

Outdoors · Parks · Beaches · Historic Sites

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.
Attractions like Nauset Beach and Gray's Beach make great kid-friendly stops. You'll enjoy a bit of beach vacationing at Craigville Beach and Corporation Beach. You'll find plenty of places to visit near Hyannis: Skaket Beach (in Orleans) and Cape Cod Canal (in Buzzards Bay). The adventure continues: get up close to creatures of the deep with Hyannis Whale Watcher Cruises, kick back and relax at Kalmus Beach, and take a stroll through Main Street Hyannis.

To see other places to visit, traveler tips, and tourist information, read our Hyannis holiday planner.

Traveling by car from Newport to Hyannis takes 2 hours. Alternatively, you can take a bus. In June, daytime highs in Hyannis are 73°F, while nighttime lows are 58°F. Cap off your sightseeing on the 9th (Wed) early enough to go by car to Provincetown.

Things to do in Hyannis

Outdoors · Parks · Beaches · Wildlife

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.
Attractions like Race Point Beach and Cape Cod National Seashore make great kid-friendly stops. Your itinerary includes some good beach time at Herring Cove Beach and Coast Guard Beach. When in Provincetown, make a side trip to see Nauset Light Beach in Eastham, approximately Eastham away. There's much more to do: kick back and relax at Long Point, stroll through Marconi Beach, get a new perspective on things with Boat Tours & Water Sports, and take a leisurely stroll along MacMillan Wharf.

For where to stay, reviews, and more tourist information, use the Provincetown day trip planning app.

You can drive from Hyannis to Provincetown in 1.5 hours. Another option is to take a bus. In June, plan for daily highs up to 72°F, and evening lows to 56°F. Wrap up your sightseeing on the 13th (Sun) early enough to travel to Bar Harbor.

Things to do in Provincetown

Outdoors · Beaches · Parks · Wildlife

Side Trips

Bar Harbor, Mount Desert Island

— 4 nights
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Bring the kids along to Cadillac Mountain and Land Bridge to Bar Island. Relax by the water at Little Hunters Beach and Sand Beach. Explore the numerous day-trip ideas around Bar Harbor: Camden (Camden Hills State Park, Mount Battie, &more). There's lots more to do: identify plant and animal life at Shore Path, trek along Champlain Mountain & Beehive Loop Trail, surround yourself with nature on a nature and wildlife tour, and take in the dramatic natural features at Thunder Hole.

To see ratings, other places to visit, photos, and tourist information, refer to the Bar Harbor trip itinerary planning tool.

Traveling by flight from Provincetown to Bar Harbor takes 6 hours. Alternatively, you can drive; or do a combination of ferry and bus. Expect a daytime high around 68°F in June, and nighttime lows around 52°F. Finish up your sightseeing early on the 18th (Fri) so you can go by car to Ogunquit.

Things to do in Bar Harbor

Parks · Outdoors · Nature · Wildlife

Side Trips

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.
Kids will enjoy Marginal Way Walkway and Perkins Cove. Visit Ogunquit Beach and Wells Beach for some beach relaxation. Take a break from Ogunquit with a short trip to Old Orchard Beach in Old Orchard Beach, about 38 minutes away. There's much more to do: take a tour by water with Boat Tours & Water Sports, kick back and relax at Long Sands Beach, admire all the interesting features of Ocean Ave, and stroll through Short Sands Beach.

For maps, other places to visit, photos, and tourist information, refer to the Ogunquit online itinerary planner.

Drive from Bar Harbor to Ogunquit in 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 somewhat warmer (75°F), and nights are about the same (52°F). Finish your sightseeing early on the 20th (Sun) to allow enough time to drive back home.

Things to do in Ogunquit

Outdoors · Parks · Beaches · Scenic Drive

Side Trips