35 days in New England Itinerary

35 days in New England Itinerary

Created using Inspirock New England trip planner

Make it your trip
Fly to Logan International Airport, Drive to Boston
1
Boston
— 3 nights
Drive
2
Lincoln
— 4 nights
Drive
3
North Conway
— 4 nights
Drive
4
Rockland
— 3 nights
Drive
5
Bar Harbor, Mount Desert Island
— 4 nights
Fly
6
Newport
— 4 nights
Ferry
7
New Shoreham, Block Island
— 2 nights
Ferry to Montauk, Ferry to Oak Bluffs
8
Oak Bluffs, Martha's Vineyard
— 2 nights
Ferry
9
Nantucket
— 3 nights
Ferry to Hyannis, MA, Taxi to Provincetown
10
Provincetown
— 5 nights
Drive to Logan International Airport, Fly to Ancona

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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.
You'll explore the less-touristy side of things at Wells Beach and Old State House. Explore Boston's surroundings by going to Dolphin & Whale Watching (in Gloucester) and Marginal Way Walkway (in Ogunquit). There's much more to do: stroll around Boston Public Garden, buy something for everyone on your list at Faneuil Hall Marketplace, explore the world behind art at Museum of Fine Arts, and get to know the fascinating history of Freedom Trail.

To see more things to do, photos, maps, and more tourist information, you can read our Boston online tour planner.

Ancona, Italy to Boston is an approximately 14.5-hour combination of flight and car. You can also do a combination of train and flight. You'll gain 6 hours traveling from Ancona to Boston due to the time zone difference. In August, daily temperatures in Boston can reach 32°C, while at night they dip to 21°C. Finish your sightseeing early on the 6th (Fri) to allow enough time to drive to Lincoln.

Things to do in Boston

Parks · Outdoors · Historic Sites · Tours

Side Trips

Lincoln

— 4 nights
Stretching through the White Mountain National Forest, Lincoln welcomes hikers along the Appalachian Trail.
Step off the beaten path and head to Santa's Village and Off-Road Tours. Venture out of the city with trips to Polar Caves Park (in Rumney) and Squam Lakes Natural Science Center (in Holderness). And it doesn't end there: find something for the whole family at Clark's Trading Post, get outside with Pemi Valley Moose Tours, immerse yourself in nature at Franconia Notch State Park, and explore the striking landscape at The Basin at Franconia Notch State Park.

To find traveler tips, ratings, reviews, and tourist information, refer to the Lincoln online travel route planner.

Getting from Boston to Lincoln by car takes about 2 hours. Other options: take a bus. Plan for slightly colder nights when traveling from Boston in August since evenings lows in Lincoln dip to 14°C. Wrap up your sightseeing on the 10th (Tue) to allow time to drive to North Conway.

Things to do in Lincoln

Parks · Nature · Theme Parks · Wildlife

Side Trips

North Conway

— 4 nights
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.
Eschew the tourist crowds and head to Wright Museum of WWII and Maine Wildlife Park. Get out of town with these interesting North Conway side-trips: Castle in the Clouds (in Moultonborough) and Hacker's Hill Preserve (in Casco). The adventure continues: find something for the whole family at Story Land, take some stellar pictures from Cathedral Ledge, stop by Zeb's General Store, and take in the dramatic scenery at Jackson Falls.

For where to stay, traveler tips, photos, and more tourist information, read North Conway trip itinerary builder.

You can drive from Lincoln to North Conway in 1.5 hours. In August, plan for daily highs up to 28°C, and evening lows to 17°C. Wrap up your sightseeing on the 14th (Sat) to allow time to drive to Rockland.

Things to do in North Conway

Parks · Shopping · Museums · Nature

Side Trips

Rockland

— 3 nights
Rockland is a city in Knox County, Maine, in the United States. Step off the beaten path and head to Rockland Breakwater Light and Cabbage Island. Venture out of the city with trips to The Wilson Memorial Chapel (in East Boothbay), Glidden Point Oyster Farms (in Edgecomb) and Belfast Historical Society & Museum (in Belfast). There's still lots to do: get a new perspective on things with Boat Tours & Water Sports, visit a coastal fixture at Pemaquid Point Lighthouse, explore the world behind art at Farnsworth Art Museum, and immerse yourself in nature at Camden Hills State Park.

To see traveler tips, ratings, maps, and tourist information, go to the Rockland day trip planning tool.

Getting from North Conway to Rockland by car takes about 3.5 hours. Other options: do a combination of car and bus; or take a bus. In August, plan for daily highs up to 27°C, and evening lows to 15°C. Wrap up your sightseeing on the 17th (Tue) to allow time to drive to Bar Harbor.

Things to do in Rockland

Historic Sites · Museums · Nature · Parks

Side Trips

Bar Harbor, Mount Desert Island

— 4 nights
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. You'll discover tucked-away gems like Precipice Trail and Schoodic Peninsula. Take a break from Bar Harbor with a short trip to Schoodic Point in Winter Harbor, about 46 minutes away. The adventure continues: tour the pleasant surroundings at Champlain Mountain & Beehive Loop Trail, explore the landscape on two wheels at Carriage Roads, get engrossed in the history at Somesville Historical Museum and Gardens, and walk around Village Green.

For more things to do, traveler tips, maps, and tourist information, use the Bar Harbor planner.

Getting from Rockland to Bar Harbor by car takes about 2.5 hours. Other options: take a bus. In August, plan for daily highs up to 28°C, and evening lows to 16°C. Wrap up your sightseeing on the 21st (Sat) early enough to fly to Newport.

Things to do in Bar Harbor

Parks · Outdoors · Trails · Nature

Side Trips

Newport

— 4 nights

City by the Sea

With coastline on the west, south, and east, Newport is a maritime city with a rich history.
Step off the beaten path and head to Shining Sea Bikeway and The Submarine Force Museum. Get out of town with these interesting Newport side-trips: Gillette Castle State Park (in East Haddam), Spohr Gardens (in Falmouth) and Lizzie Borden House (in Fall River). The adventure continues: stroll through Fort Adams State Park, examine the collection at The Breakers, get a new perspective on things with Boat Tours & Water Sports, and tour in style with a train tour.

To see reviews, where to stay, traveler tips, and more tourist information, you can read our Newport day trip app.

Traveling by flight from Bar Harbor to Newport takes 3 hours. Alternatively, you can drive; or take a bus. Plan for a bit warmer nights when traveling from Bar Harbor in August since evenings lows in Newport dip to 20°C. Wrap up your sightseeing on the 25th (Wed) early enough to ride a ferry to New Shoreham.

Things to do in Newport

Parks · Historic Sites · Museums · Outdoors

Side Trips

New Shoreham, Block Island

— 2 nights
New Shoreham is a town in Washington County, Rhode Island, United States. On the 26th (Thu), relax in the rural setting at Abrams Animal Farm, visit a coastal fixture at South East Lighthouse, then explore the striking landscape at Mohegan Bluffs, and finally relax in the rural setting at 1661 Farm and Gardens. On the 27th (Fri), you'll have a packed day of sightseeing: stroll around Bluff Point, Groton, Ct, take a leisurely stroll along Mansion Beach, and then stroll through Fred Benson Town Beach.

Plan my New Shoreham trip by asking Inspirock to come up with tips and suggestions.

Traveling by ferry from Newport to New Shoreham takes 2 hours. Alternatively, you can do a combination of taxi and ferry. In August, plan for daily highs up to 29°C, and evening lows to 21°C. Finish up your sightseeing early on the 27th (Fri) so you can travel to Oak Bluffs.

Things to do in New Shoreham

Parks · Outdoors · Beaches · Trails

Side Trips

Oak Bluffs, Martha's Vineyard

— 2 nights
Oak Bluffs is a town located on the island of Martha's Vineyard in Dukes County, Massachusetts, United States. Kick off your visit on the 28th (Sat): explore the striking landscape at Aquinnah Cliffs, enjoy the sand and surf at Katama Beach/ South Beach, then enjoy the sea views from Edgartown Lighthouse, and finally contemplate the long history of Trinity Park Tabernacle. On your second day here, wander the streets of Martha's Vineyard Camp meeting Association (MVCMA), then don't miss a visit to Flying Horses Carousel, then stroll around Ocean Park, and finally kick back and relax at Inkwell Beach.

To see photos, ratings, other places to visit, and more tourist information, refer to the Oak Bluffs trip itinerary planner.

Traveling by ferry from New Shoreham to Oak Bluffs takes 4.5 hours. Traveling from New Shoreham in August, expect slightly colder with lows of 17°C in Oak Bluffs. Wrap up your sightseeing on the 29th (Sun) early enough to ride a ferry to Nantucket.

Things to do in Oak Bluffs

Parks · Historic Sites · Outdoors · Beaches

Side Trips

Nantucket

— 3 nights
Nantucket is an island about 30mi by ferry south from Cape Cod, in the American state of Massachusetts. Eschew the tourist crowds and head to Great Point Light and Madaket Beach. The adventure continues: enjoy the sand and surf at Surfside Beach, visit a coastal fixture at Brant Point Lighthouse, stroll through Cisco Beach, and see the interesting displays at Nantucket Lightship Basket Museum.

For maps, ratings, reviews, and more tourist information, use the Nantucket trip itinerary website.

You can ride a ferry from Oak Bluffs to Nantucket in 2 hours. In August, daytime highs in Nantucket are 28°C, while nighttime lows are 20°C. Finish your sightseeing early on the 1st (Wed) so you can travel to Provincetown.

Things to do in Nantucket

Outdoors · Beaches · Parks · Historic Sites

Provincetown

— 5 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.
Eschew the tourist crowds and head to First Encounter Beach and Art's Dune Tours. You'll find plenty of places to visit near Provincetown: Nauset Beach (in Orleans), Coast Guard Beach (in Eastham) and Chatham (Chatham Pier and Fish Market & Chatham Lighthouse Beach). And it doesn't end there: get to know the fascinating history of Wellfleet Bay Wildlife Sanctuary, enjoy the sand and surf at Herring Cove Beach, stroll through Cape Cod National Seashore, and appreciate the history behind Pilgrim Monument & Provincetown Museum.

To see photos, maps, and other tourist information, read our Provincetown trip itinerary planner.

Do a combination of ferry and taxi from Nantucket to Provincetown in 3 hours. Alternatively, you can do a combination of ferry and bus. In September in Provincetown, expect temperatures between 25°C during the day and 16°C at night. Wrap up your sightseeing on the 6th (Mon) to allow time to fly back home.

Things to do in Provincetown

Outdoors · Parks · Beaches · Historic Sites

Side Trips