30 days in New England Itinerary

30 days in New England Itinerary

Created using Inspirock New England tour itinerary planner

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Route & dates

30 days in New England Itinerary

Start: Macon
bus + Fly:  7​h 45​min
1
New Haven
— 4 nights
Drive:  2​h 15​min
2
Newport
— 4 nights
Drive:  1​h 30​min
3
Falmouth
— 3 nights
Drive:  1​h 45​min
4
Provincetown
— 4 nights
Drive:  5​h 15​min
5
North Conway
— 5 nights
Drive:  2​h
6
Ogunquit
— 4 nights
Drive:  1​h 30​min
7
Boston
— 5 nights
Fly:  6​h 15​min
End: Macon

4
nights
New Haven

New Haven ©
New Haven, in the U.S. Explore New Haven's surroundings by going to New Britain Museum of American Art (in New Britain), Hartford (Wadsworth Atheneum Museum of Art & The Mark Twain House & Museum) and Room Escape Games (in West Hartford). Next up on the itinerary: walk around Stanley park, explore the world behind art at Norman Rockwell Museum, delve into the lush surroundings at Gurski Farm- Williams Park, and browse the collection at Beinecke Rare Book & Manuscript Library.

To see reviews, traveler tips, maps, and more tourist information, read New Haven trip planner .

Macon to New Haven is an approximately 8-hour combination of bus and flight. You can also do a combination of bus, flight, and train; or drive. While traveling from Macon, expect colder days and a bit cooler nights in New Haven, ranging from highs of 57°F to lows of 39°F. Finish your sightseeing early on the 5th (Sun) so you can drive to Newport.

Things to do in New Haven

Museums Parks Trails

Side Trips

Hartford, New Britain Museum of American Art, Dr. Seuss National Memorial Sculpture Garden, Pequonnock River Trail, Gurski Farm- Williams Park
Highlights from your plan
Yale University Art Gallery ©
Yale University Art Gallery
Stanley park ©
Stanley park
New Britain Museum of American Art ©

4
nights
Newport

Newport ©
With coastline on the west, south, and east, Newport is a maritime city with a rich history.
Venture out of the city with trips to Mystic (Mystic Aquarium & Mystic Seaport Museum), New Bedford Whaling Museum (in New Bedford) and Monomoy National Wildlife Refuge (in Chatham). There's lots more to do: see the interesting displays at The Breakers, sample the tasty concoctions at Grey Sail Brewing of Rhode Island, walk around Fort Adams State Park, and take a memorable drive along Ocean Drive Historic District.

For traveler tips, more things to do, reviews, and more tourist information, you can read our Newport trip planning tool .

You can drive from New Haven to Newport in 2.5 hours. Other options are to take a train; or take a bus. In April, daily temperatures in Newport can reach 54°F, while at night they dip to 39°F. Finish up your sightseeing early on the 9th (Thu) so you can go by car to Falmouth.

Things to do in Newport

Historic Sites Parks Museums

Side Trips

Mystic, New Bedford Whaling Museum, Grey Sail Brewing of Rhode Island, Monomoy National Wildlife Refuge, Lizzie Borden House
Highlights from your plan
The Breakers ©
The Breakers
Ocean Drive Historic District ©
Ocean Drive Historic District
Mystic Seaport Museum ©
Mystic Seaport Museum

3
nights
Falmouth

Falmouth ©
Falmouth is a town in Barnstable County, Massachusetts, United States; Barnstable County is coextensive with Cape Cod. Change things up with these side-trips from Falmouth: Sandwich (Heritage Museums & Gardens & Old King's Hwy), Plymouth (Plymouth Rock & Plimoth Plantation) and Cape Cod Canal (in Buzzards Bay). And it doesn't end there: tour the pleasant surroundings at Shining Sea Bikeway, view the masterpieces at McDermott Glass Studio, get to know the fascinating history of Cornelia Carey Sanctuary (The Knob), and enjoy the sea views from Nobska Point Lighthouse.

To see photos, other places to visit, maps, and more tourist information, you can read our Falmouth road trip planning website .

Getting from Newport to Falmouth by car takes about 1.5 hours. Other options: take a bus; or do a combination of bus and train. In April, daily temperatures in Falmouth can reach 54°F, while at night they dip to 36°F. Finish your sightseeing early on the 12th (Sun) so you can drive to Provincetown.

Things to do in Falmouth

Museums Parks Historic Sites

Side Trips

Sandwich, Plymouth, Cape Cod Children's Museum, Cape Cod Canal
Highlights from your plan
Heritage Museums & Gardens ©
Heritage Museums & Gardens
Sandwich Glass Museum ©
Sandwich Glass Museum
Cornelia Carey Sanctuary (The Knob) ©

4
nights
Provincetown

Provincetown ©
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.
Explore the numerous day-trip ideas around Provincetown: Eastham (Captain Penniman House, Coast Guard Beach, & more) and Chatham Railroad Museum (in Chatham). And it doesn't end there: see the interesting displays at Pilgrim Monument & Provincetown Museum, take in the waterfront at MacMillan Wharf, enjoy the sand and surf at Race Point Beach, and stroll through Cape Cod National Seashore.

For photos, where to stay, maps, and tourist information, go to the Provincetown trip builder app .

You can drive from Falmouth to Provincetown in 2 hours. Another option is to take a bus. April in Provincetown sees daily highs of 51°F and lows of 39°F at night. Finish up your sightseeing early on the 16th (Thu) so you can go by car to North Conway.

Things to do in Provincetown

Beaches Outdoors Parks

Side Trips

Eastham, Uncle Tim's Bridge, Cape Cod National Seashore, Chatham Railroad Museum
Highlights from your plan
Cape Cod National Seashore ©
Cape Cod National Seashore
Race Point Beach ©
Race Point Beach

5
nights
North Conway

North Conway ©
North Conway combines colonial New England architecture with outlet shops selling goods from some of the world's most recognizable brands, all set amid the scenery of the White Mountains.
You'll find plenty of places to visit near North Conway: West Rattlesnake Mountain (in Holderness) and Zipline (in Lincoln). Next up on the itinerary: explore and take pictures at Kancamagus Highway, grab your bike and head to Conway Loop, tour the pleasant surroundings at Rocky Gorge, and explore the striking landscape at Black Cap Hiking Trail.

To see more things to do, maps, traveler tips, and tourist information, read North Conway road trip app .

Traveling by car from Provincetown to North Conway takes 5.5 hours. Alternatively, you can do a combination of ferry and bus; or do a combination of flight and bus. In April in North Conway, expect temperatures between 54°F during the day and 36°F at night. Cap off your sightseeing on the 21st (Tue) early enough to go by car to Ogunquit.

Things to do in North Conway

Outdoors Parks Trails

Side Trips

Rocky Gorge, Tamworth Distilling, Rocky Gorge, White Mountain National Forest, Great Glen Trails Outdoor Center
Highlights from your plan
West Rattlesnake Mountain ©
West Rattlesnake Mountain
Kancamagus Highway ©
Kancamagus Highway
White Mountain National Forest ©
White Mountain National Forest

4
nights
Ogunquit

Ogunquit ©
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.
Get out of town with these interesting Ogunquit side-trips: Portland (Portland Museum of Art & Allagash Brewery), Coastal Maine Botanical Gardens (in Boothbay) and Mt. Apatite (in Auburn). There's still lots to do: get to know the fascinating history of Marginal Way Walkway, enjoy the sand and surf at Ogunquit Beach, enjoy the sea views from Nubble Lighthouse, and examine the collection at Portland Head Light.

Quickly create a custom-made itinerary for Ogunquit using our trip planner.

Drive from North Conway to Ogunquit in 2 hours. Alternatively, you can take a bus. Expect slightly colder evenings in Ogunquit when traveling from North Conway in April, with lows around 30°F. Wrap up your sightseeing on the 25th (Sat) early enough to drive to Boston.

Things to do in Ogunquit

Parks Outdoors Museums

Side Trips

Portland, York, Coastal Maine Botanical Gardens, Mt. Apatite, Portland Head Light
Highlights from your plan
Marginal Way Walkway ©
Marginal Way Walkway
Portland Head Light ©
Portland Head Light
Coastal Maine Botanical Gardens ©
Coastal Maine Botanical Gardens

5
nights
Boston

Boston ©
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.
Boston is known for historic sites, museums, parks, shopping, and nightlife. Your plan includes some of its best attractions: explore the world behind art at Museum of Fine Arts, engage your brain at Museum of Science, take an in-depth tour of John F. Kennedy Presidential Museum & Library, and meet the residents at New England Aquarium.

For other places to visit, maps, ratings, and other tourist information, read Boston trip itinerary maker tool .

You can drive from Ogunquit to Boston in 1.5 hours. Alternatively, you can take a train; or take a bus. Traveling from Ogunquit in April, Boston is a bit warmer at night with lows of 40°F. Wrap up your sightseeing on the 30th (Thu) early enough to travel back home.

Things to do in Boston

Museums Parks Historic Sites

Side Trip

Mount Auburn Cemetery
Highlights from your plan
Museum of Fine Arts ©
Museum of Fine Arts
Boston Public Garden ©
Boston Public Garden
Boston Common ©
Boston Common

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