60 days in New England Itinerary

60 days in New England Itinerary

Created using Inspirock New England planner
Make it your trip
Fly to Logan International Airport, Drive to Provincetown
1
Provincetown
— 4 nights
Drive
2
Sandwich
— 5 nights
Fly
3
Bar Harbor, Mount Desert Island
— 5 nights
Drive
4
Rockland
— 4 nights
Drive
5
Portland
— 5 nights
Drive
6
North Conway
— 5 nights
Drive
7
Lincoln
— 4 nights
Fly to Boston, Ferry to New Shoreham
8
New Shoreham, Block Island
— 2 nights
Ferry
9
Newport
— 6 nights
Drive
10
Hartford
— 6 nights
Drive
11
Lenox
— 5 nights
Drive
12
Boston
— 7 nights
Fly

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Provincetown — 4 nights

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.
Museum-lovers will get to explore Pilgrim Monument & Provincetown Museum and Provincetown Town Hall. Visiting Herring Cove Beach and Art's Dune Tours will get you outdoors. Explore the numerous day-trip ideas around Provincetown: Nauset Beach (in Orleans) and Eastham (Nauset Lighthouse, Nauset Light Beach, &more). There's lots more to do: delve into the lush surroundings at Beech Forest, Provincetown, explore the world behind art at Provincetown Art Association and Museum, explore the wealth of natural beauty at Cape Cod National Seashore, and enjoy the sand and surf at Marconi Beach.

To find where to stay, reviews, other places to visit, and more tourist information, you can read our Provincetown journey maker.

Perth, Australia to Provincetown is an approximately 34.5-hour combination of flight and car. You can also do a combination of flight and ferry. The time zone difference moving from Australian Western Standard Time (AWST) to Eastern Standard Time (EST) is minus 13 hours. Traveling from Perth in November, expect nights in Provincetown to be little chillier, around 39°F, while days are much colder, around 51°F. Wrap up your sightseeing on the 28th (Sun) early enough to drive to Sandwich.
Parks · Outdoors · Beaches · Wildlife
Side Trips

Sandwich — 5 nights

Sandwich is a town in Barnstable County, Massachusetts, United States. Do some cultural sightseeing at New Bedford Whaling Museum and Gay Head Lighthouse. You'll explore the less-touristy side of things at Aquinnah Cliffs and Heritage Museums & Gardens. Get out of town with these interesting Sandwich side-trips: Seagull Beach (in West Yarmouth), Nobska Point Lighthouse (in Woods Hole) and Edgartown (Katama Beach/ South Beach & Edgartown Lighthouse). The adventure continues: engage your brain at Sandwich Glass Museum, contemplate the waterfront views at Cape Cod Canal, get engrossed in the history at Plimoth Patuxet, and experience rural life at Coonamessett Farm.

For more things to do, where to stay, reviews, and tourist information, use the Sandwich trip maker tool.

You can drive from Provincetown to Sandwich in 1.5 hours. Another option is to take a bus. Expect a daytime high around 53°F in November, and nighttime lows around 35°F. Wrap up your sightseeing on the 3rd (Fri) to allow time to fly to Bar Harbor.
Parks · Historic Sites · Outdoors · Museums
Side Trips

Bar Harbor, Mount Desert Island — 5 nights

Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Explore hidden gems such as Ocean Path and Photography Tours. Escape the urban bustle at Great Head Trail and Carriage Roads. Explore the numerous day-trip ideas around Bar Harbor: Wonderland Trail (in Southwest Harbor), Mount Hope Garden Cemetery (in Bangor) and Schoodic Point (in Winter Harbor). Next up on the itinerary: hike along Precipice Trail, indulge in some personalized pampering at some of the best spas, kick back and relax at Sand Beach, and explore the striking landscape at Thunder Hole.

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

Traveling by flight from Sandwich to Bar Harbor takes 3 hours. Alternatively, you can drive; or take a bus. Traveling from Sandwich in December, things will get a bit cooler in Bar Harbor: highs are around 36°F and lows about 21°F. Finish your sightseeing early on the 8th (Wed) so you can drive to Rockland.
Parks · Outdoors · Trails · Nature
Side Trips

Rockland — 4 nights

Rockland is a city in Knox County, Maine, in the United States. Explore hidden gems such as Farnsworth Art Museum and Marshall Point Lighthouse Museum. Escape the urban bustle at Mount Battie and Camden Hills State Park. Get out of town with these interesting Rockland side-trips: Pemaquid Point Lighthouse (in Bristol) and Colby College Museum of Art (in Waterville). Next up on the itinerary: examine the collection at Owls Head Transportation Museum, visit High Street Historic District, enjoy the sea views from Rockland Breakwater Light, and pause for some photo ops at Andre the Seal Statue.

For where to stay, photos, more things to do, and tourist information, go to the Rockland tour itinerary planner.

Getting from Bar Harbor to Rockland by car takes about 2.5 hours. Other options: drive; or take a bus. December in Rockland sees daily highs of 37°F and lows of 22°F at night. Finish up your sightseeing early on the 12th (Sun) so you can go by car to Portland.
Historic Sites · Museums · Nature · Parks
Side Trips

Portland — 5 nights

Maine's biggest and perhaps most vibrant city, Portland was established as a fishing village in 1633 and grew to become New England's largest port.
Maine Maritime Museum and USS Albacore Museum are good opportunities to explore the local culture. Discover out-of-the-way places like Allagash Brewing Company and Strawbery Banke Museum. You'll find plenty of places to visit near Portland: Boothbay Region Land Trust (in Boothbay Harbor), Maine Wildlife Park (in Gray) and Maine State Museum (in Augusta). The adventure continues: grab your bike and head to Eastern Promenade Trail, look for all kinds of wild species at Wells Reserve at Laudholm, wander the streets of Old Port, and get to know the fascinating history of Marginal Way Walkway.

For ratings, photos, other places to visit, and other tourist information, refer to the Portland journey planner.

You can drive from Rockland to Portland in 2 hours. Alternatively, you can take a bus; or do a combination of bus and train. December in Portland sees daily highs of 37°F and lows of 22°F at night. Finish up your sightseeing early on the 17th (Fri) so you can go by car to North Conway.
Parks · Historic Sites · Wildlife · Museums
Side Trips

North Conway — 5 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.
Step out of the city life by going to Cranmore Mountain Resort and Glen Ellis Falls. Do your shopping at Settlers Green and Zeb's General Store. You'll find plenty of places to visit near North Conway: Grafton Notch State Park (in Bethel), Crawford Notch State Park (in Hart's Location) and Wright Museum of WWII (in Wolfeboro). There's much more to do: stroll through Cathedral Ledge, take in the architecture and atmosphere at The Little White Church, admire the sheer force of Jackson Falls, and glide through natural beauty at Great Glen Trails Outdoor Center.

To find more things to do, traveler tips, photos, and tourist information, read North Conway day trip tool.

You can drive from Portland to North Conway in 2 hours. Alternatively, you can do a combination of bus and taxi. Expect a daytime high around 40°F in December, and nighttime lows around 24°F. Cap off your sightseeing on the 22nd (Wed) early enough to go by car to Lincoln.
Parks · Nature · Outdoors · Winter Sports
Side Trips

Lincoln — 4 nights

Stretching through the White Mountain National Forest, Lincoln welcomes hikers along the Appalachian Trail.
Let the collections at Montshire Museum of Science and Billings Farm & Museum capture your imagination. Step off the beaten path and head to The Basin at Franconia Notch State Park and Quechee Gorge. Change things up with these side-trips from Lincoln: Vermont Institute of Natural Science (VINS) (in Quechee), Bretton Woods Canopy Tour (in Bretton Woods) and Squam Lakes Natural Science Center (in Holderness). There's still lots to do: get outside with Outdoor Activities, indulge your thirst for a good beer at Harpoon Brewery, walk around Lost River Gorge and Boulder Caves, and tour the pleasant surroundings at Killington Resort.

To find where to stay, ratings, traveler tips, and more tourist information, read Lincoln trip itinerary planner.

You can drive from North Conway to Lincoln in 1.5 hours. In December, Lincoln is a bit cooler than North Conway - with highs of 34°F and lows of 19°F. Finish up your sightseeing early on the 26th (Sun) so you can travel to New Shoreham.
Parks · Wildlife · Outdoors · Tours
Side Trips

New Shoreham, Block Island — 2 nights

New Shoreham is a town in Washington County, Rhode Island, United States. Kick off your visit on the 27th (Mon): cast your line with a fishing tour, enjoy the sea views from South East Lighthouse, and then tour the pleasant surroundings at Mohegan Bluffs. Get ready for a full day of sightseeing on the next day: stroll through Sachem Pond Wildlife Refuge, take a leisurely stroll along Mansion Beach, and then view the masterpieces at Jessie Edwards Studio.

For where to stay, other places to visit, more things to do, and more tourist information, go to the New Shoreham online road trip planner.

Traveling by combination of flight and ferry from Lincoln to New Shoreham takes 5 hours. Alternatively, you can do a combination of bus and ferry; or do a combination of bus, train, and ferry. Traveling from Lincoln in December, things will get somewhat warmer in New Shoreham: highs are around 45°F and lows about 35°F. Wrap up your sightseeing on the 28th (Tue) early enough to ride a ferry to Newport.
Outdoors · Parks · Wildlife · Beaches

Newport — 6 nights

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 Lizzie Borden House and Bellevue Avenue Historic District. Do some cultural sightseeing at Rosecliff and Thames Street. Explore Newport's surroundings by going to Colt State Park (in Bristol), Fishing Charters & Tours (in Narragansett) and Battleship Cove (in Fall River). Spend the 30th (Thu) exploring nature at Sachuest Point National Wildlife Refuge. Next up on the itinerary: take in the exciting artwork at Thames Glass, examine the collection at Newport Car Museum, stroll around Fort Adams State Park, and admire the masterpieces at RISD Museum.

To find where to stay, more things to do, reviews, and other tourist information, read Newport vacation website.

Traveling by ferry from New Shoreham to Newport takes 2 hours. Alternatively, you can do a combination of ferry and taxi. In December in Newport, expect temperatures between 44°F during the day and 32°F at night. Wrap up your sightseeing on the 3rd (Mon) to allow time to drive to Hartford.
Parks · Museums · Wildlife · Nature
Side Trips

Hartford — 6 nights

Hartford is the capital of the U.S. state of Connecticut. Discover out-of-the-way places like Wadsworth Atheneum Museum of Art and Yankee Candle Flagship Store. Get some historical perspective at Historic Deerfield and Gillette Castle State Park. Change things up with these side-trips from Hartford: Mashantucket Pequot Museum & Research Center (in Mashantucket), Magic Wings Butterfly Conservatory and Gardens (in South Deerfield) and The Submarine Force Museum (in Groton). The adventure continues: learn more about the world around you at Yale Peabody Museum of Natural History, stroll through White Memorial Conservation Center, admire the majestic nature at Kent Falls State Park, and get engrossed in the history at Springfield Museums.

To find other places to visit, photos, ratings, and more tourist information, read Hartford trip planner.

Getting from Newport to Hartford by car takes about 2 hours. Other options: take a bus; or do a combination of bus and train. In January, plan for daily highs up to 36°F, and evening lows to 21°F. Wrap up your sightseeing on the 9th (Sun) early enough to drive to Lenox.
Museums · Parks · Nature · Wildlife
Side Trips

Lenox — 5 nights

Lenox is an affluent town in Berkshire County, Massachusetts, United States. The Mount, Edith Wharton's Home and National Shrine of the Divine Mercy will appeal to history buffs. You'll explore and learn at MASS MoCA and Hancock Shaker Village. You'll find plenty of places to visit near Lenox: Vermont Country Store (in Weston), Equinox Preservation Trust (in Manchester) and Mount Greylock State Reservation (in Lanesborough). There's lots more to do: tour the pleasant surroundings at Pleasant Valley Sanctuary, head outdoors with Outdoor Activities, do a tasting at Furnace Brook Winery at Hilltop Orchards, and take your sightseeing to a higher altitude at Monument Mountain.

To find where to stay, photos, other places to visit, and more tourist information, refer to the Lenox trip itinerary builder website.

Traveling by car from Hartford to Lenox takes 1.5 hours. Alternatively, you can take a bus; or do a combination of train and bus. Traveling from Hartford in January, expect Lenox to be slightly colder, temps between 31°F and 14°F. Finish your sightseeing early on the 14th (Fri) to allow enough time to drive to Boston.
Museums · Parks · Historic Sites · Wildlife
Side Trips

Boston — 7 nights

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.
Get in touch with nature at Minute Man National Historical Park and Massabesic Audubon Center. Sleepy Hollow Cemetery and Charlestown Navy Yard will appeal to history buffs. Explore the numerous day-trip ideas around Boston: Parker River National Wildlife Refuge (in Newburyport), Louisa May Alcott's Orchard House (in Concord) and Currier Museum of Art (in Manchester). There's lots more to do: browse the exhibits of The Mapparium, tour the pleasant surroundings at Chatham Lighthouse Beach, get engrossed in the history at Boston Tea Party Ships & Museum, and take in the spiritual surroundings of Trinity Church.

To see more things to do, where to stay, and more tourist information, refer to the Boston travel route site.

Drive from Lenox to Boston in 2.5 hours. Alternatively, you can take a bus; or do a combination of bus and train. Traveling from Lenox in January, things will get a bit warmer in Boston: highs are around 37°F and lows about 23°F. Finish your sightseeing early on the 21st (Fri) so you can fly back home.
Parks · Wildlife · Museums · Nature
Side Trips