36 days in New England Itinerary

36 days in New England Itinerary

Created using Inspirock New England tour planner

Plan created by another user. Make it yours
1
Boston
— 6 nights
2
Acadia National Park, Mount Desert Island
— 5 nights
3
North Conway
— 5 nights
4
Ogunquit
— 5 nights
5
Newport
— 4 nights
6
Sandwich
— 4 nights
7
Provincetown
— 4 nights

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6
nights
Boston

Boston ©

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.
Venture out of the city with trips to Salem (Peabody Essex Museum & The House of the Seven Gables) and Dolphin & Whale Watching (in Gloucester). Next up on the itinerary: admire the masterpieces at Museum of Fine Arts, wander the streets of North End, browse the collection at Boston Public Library, and take an in-depth tour of Boston Tea Party Ships & Museum.

To see traveler tips, where to stay, other places to visit, and more tourist information, you can read our Boston trip itinerary maker app.

Sydney, Australia to Boston is an approximately 25-hour flight. The time zone changes from Australian Eastern Standard Time (AEST) to Eastern Standard Time (EST), which is usually a -15 hour difference. In May in Boston, expect temperatures between 22°C during the day and 11°C at night. Wrap up your sightseeing on the 9th (Sat) to allow time to travel to Acadia National Park.

Things to do in Boston

Museums · Parks · Historic Sites · Tours

Side Trips

Find places to stay May 3 — 9:
Highlights from your plan
Museum of Fine Arts ©
Museum of Fine Arts
Boston Public Garden ©
Boston Public Garden
Boston Common ©
Boston Common

5
nights

Acadia National Park ©

First Eastern National Park

The first national park east of the Mississippi River, Acadia National Park draws visitors with its rugged landscape of ocean shoreline, low-slung granite mountains, dense woodlands, and pristine lakes.
Acadia National Park is known for nature, trails, and scenic drive. Your plan includes some of its best attractions: take your sightseeing to a higher altitude at Cadillac Mountain, explore the activities along Jordan Pond Path Trailhead, stroll through Gorham Mountain Trail, and cruise along Park Loop Road.

To see other places to visit, where to stay, more things to do, and more tourist information, you can read our Acadia National Park sightseeing planner.

Fly from Boston to Acadia National Park in 4.5 hours. Alternatively, you can drive; or take a bus. Traveling from Boston in May, expect Acadia National Park to be a bit cooler, temps between 18°C and 7°C. Finish your sightseeing early on the 14th (Thu) so you can drive to North Conway.

Things to do in Acadia National Park

Parks · Outdoors · Trails · Nature

Side Trip

Find places to stay May 9 — 14:
Highlights from your plan
Cadillac Mountain ©
Cadillac Mountain
Park Loop Road ©
Park Loop Road
Champlain Mountain & Beehive Loop Trail ©
Champlain Mountain & Beehive Loop Trail

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.
Get out of town with these interesting North Conway side-trips: Dog Mountain Home of Stephen Huneck Gallery (in Saint Johnsbury), West Rattlesnake Mountain (in Holderness) and Santa's Village (in Jefferson). There's still lots to do: explore and take pictures at Kancamagus Highway, delve into the lush surroundings at White Mountain National Forest, explore the striking landscape at Flume Gorge, and pause for some serene contemplation at The Little White Church.

For other places to visit, maps, ratings, and tourist information, refer to the North Conway travel itinerary planner.

Getting from Acadia National Park to North Conway by car takes about 5 hours. Other options: do a combination of taxi, bus, and car; or do a combination of bus and car. In May, plan for daily highs up to 17°C, and evening lows to 7°C. Cap off your sightseeing on the 19th (Tue) early enough to go by car to Ogunquit.

Things to do in North Conway

Parks · Nature · Outdoors · Scenic Drive

Side Trips

Find places to stay May 14 — 19:
Highlights from your plan
West Rattlesnake Mountain ©
West Rattlesnake Mountain
Santa's Village ©
Santa's Village
Dog Mountain Home of Stephen Huneck Gallery ©

5
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 (Allagash Brewing Company & Portland Museum of Art), Old Orchard Beach (in Old Orchard Beach) and The Wilson Memorial Chapel (in East Boothbay). There's still lots to do: appreciate the extensive heritage of Marginal Way Walkway, head off the coast to Cabbage Island, visit a coastal fixture at Portland Head Light, and explore the striking landscape at Perkins Cove.

To see reviews, other places to visit, photos, and tourist information, read Ogunquit trip itinerary maker tool.

You can drive from North Conway to Ogunquit in 2 hours. Alternatively, you can take a bus. Traveling from North Conway in May, you will find days in Ogunquit are a bit warmer (22°C), and nights are about the same (7°C). Cap off your sightseeing on the 24th (Sun) early enough to go by car to Newport.

Things to do in Ogunquit

Parks · Historic Sites · Outdoors · Nature

Side Trips

Find places to stay May 19 — 24:
Highlights from your plan
Marginal Way Walkway ©
Marginal Way Walkway
Coastal Maine Botanical Gardens ©
Coastal Maine Botanical Gardens
Nubble Lighthouse ©
Nubble Lighthouse

4
nights
Newport

Newport ©

City by the Sea

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), Main Street Park, Essex Village (in Essex) and Lizzie Borden House (in Fall River). There's lots more to do: see the interesting displays at The Breakers, admire the striking features of Marble House, stop by Milk and Honey Bazaar, and experience rural life at Wright's Dairy Farm and Bakery.

To see ratings, where to stay, traveler tips, and more tourist information, refer to the Newport trip itinerary planning website.

Getting from Ogunquit to Newport by car takes about 3 hours. Other options: take a bus; or do a combination of bus and train. Traveling from Ogunquit in May, Newport is a bit warmer at night with lows of 11°C. Cap off your sightseeing on the 28th (Thu) early enough to go by car to Sandwich.

Things to do in Newport

Side Trips

Find places to stay May 24 — 28:
Highlights from your plan
The Breakers ©
The Breakers
Cliff Walk ©
Cliff Walk
Mystic Seaport Museum ©
Mystic Seaport Museum

4
nights
Sandwich

Sandwich ©
Sandwich is a town in Barnstable County, Massachusetts, United States. Get out of town with these interesting Sandwich side-trips: Captain Bangs Hallet House Museum (in Yarmouth Port), Nickerson State Park (in Brewster) and Highfield Hall & Gardens (in Falmouth). There's lots more to do: take an in-depth tour of Plimoth Plantation, appreciate the history behind Plymouth Rock, steep yourself in history at Mayflower II, and identify plant and animal life at Monomoy National Wildlife Refuge.

To find where to stay, ratings, more things to do, and other tourist information, go to the Sandwich road trip tool.

Getting from Newport to Sandwich by car takes about 1.5 hours. Other options: take a bus; or do a combination of bus and train. May in Sandwich sees daily highs of 21°C and lows of 9°C at night. Finish your sightseeing early on the 1st (Mon) to allow enough time to drive to Provincetown.

Things to do in Sandwich

Parks · Museums · Trails · Outdoors

Side Trips

Find places to stay May 28 — Jun 1:
Highlights from your plan
Cape Cod Rail Trail ©
Cape Cod Rail Trail
Plimoth Plantation ©
Plimoth Plantation
Sandwich Glass Museum ©
Sandwich Glass Museum

4
nights
Provincetown

Provincetown ©

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 find plenty of places to visit near Provincetown: Nauset Beach (in Orleans) and Eastham (Coast Guard Beach & Salt Pond Visitor Center). There's much more to do: appreciate the history behind Pilgrim Monument & Provincetown Museum, kick back and relax at Marconi Beach, stroll through Herring Cove Beach, and identify plant and animal life at Wildlife Areas.

To see photos, traveler tips, maps, and tourist information, go to the Provincetown day trip website.

You can drive from Sandwich to Provincetown in 1.5 hours. Another option is to take a bus. Expect a daytime high around 26°C in June, and nighttime lows around 15°C. Wrap up your sightseeing on the 5th (Fri) early enough to travel back home.

Things to do in Provincetown

Outdoors · Parks · Beaches · Museums

Side Trips

Find places to stay Jun 1 — 5:
Highlights from your plan
Cape Cod National Seashore ©
Cape Cod National Seashore
Pilgrim Monument & Provincetown Museum ©
Pilgrim Monument & Provincetown Museum
Race Point Beach ©
Race Point Beach

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