30 days in New England Itinerary

30 days in New England Itinerary

Created using Inspirock United States travel route planner

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Route & dates

30 days in New England Itinerary

Start: Austin
+2
Fly + foot + bus:  8​h 15​min
1
Portland
— 1 night
Drive:  4​h 15​min
2
Stowe
— 2 nights
Drive:  1​h 30​min
3
Woodstock
— 2 nights
Fly:  2​h 30​min
4
Boston
— 4 nights
train:  1​h 45​min
5
Mystic
— 2 nights
Drive:  1​h
6
Newport
— 2 nights
Drive:  1​h 15​min
7
Sandwich
— 3 nights
Drive:  1​h 15​min
8
Provincetown
— 3 nights
Drive:  3​h 30​min
9
Portsmouth
— 2 nights
Drive:  2​h 15​min
10
Glen
— 2 nights
Drive:  1​h 15​min
11
Lincoln
— 3 nights
Drive:  3​h
12
Plymouth
— 3 nights
+2
bus + foot + Fly:  7​h 15​min
End: Austin

1
night
Portland

Portland ©
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.
Kick off your visit on the 17th (Tue): sample the tasty concoctions at Allagash Brewery, then kick back and relax at Old Orchard Beach, and then wander the streets of Old Port. Keep things going the next day: take in the architecture and atmosphere at The Cathedral Of The Immaculate Conception, then see what you can catch with a fishing tour, then admire the masterpieces at Portland Museum of Art, and finally get engrossed in the history at Victoria Mansion.

To find traveler tips, ratings, maps, and tourist information, refer to the Portland trip planner .

Austin to Portland is an approximately 8.5-hour combination of flight and bus. You can also fly; or drive. The time zone difference when traveling from Austin to Portland is 1 hour. Traveling from Austin in September, you will find days in Portland are cooler (73°F), and nights are little chillier (52°F). Cap off your sightseeing on the 18th (Wed) early enough to go by car to Stowe.

Things to do in Portland

Outdoors Beaches Wildlife

Side Trip

Old Orchard Beach
Highlights from your plan
Old Orchard Beach ©
Old Orchard Beach
Portland Museum of Art ©
Portland Museum of Art
Fishing Charters & Tours

2
nights
Stowe

Stowe ©
Stowe bustles in winter when skiers and snowboarders flock here to challenge themselves on the long, steep trails careening down Vermont's tallest peak, Mt.
Kick off your visit on the 19th (Thu): snap pictures at Gold Brook Covered Bridge (Emily's Covered Bridge), take in the awesome beauty at Mount Mansfield State Forest, and then trek along Stowe Recreation Path. Get ready for a full day of sightseeing on the next day: meet the residents at ECHO, Leahy Center for Lake Champlain and then cool off at Smugglers' Notch Resort.

To see more things to do, ratings, traveler tips, and tourist information, you can read our Stowe journey planner.

Traveling by car from Portland to Stowe takes 4.5 hours. Alternatively, you can take a bus; or take a train. In September in Stowe, expect temperatures between 73°F during the day and 48°F at night. Finish up your sightseeing early on the 20th (Fri) so you can go by car to Woodstock.

Things to do in Stowe

Parks Outdoors Winter Sports

Side Trips

ECHO, Leahy Center for Lake Champlain, Smugglers' Notch Resort
Highlights from your plan
Stowe Recreation Path ©
Stowe Recreation Path
Smugglers' Notch Resort ©
Smugglers' Notch Resort
ECHO, Leahy Center for Lake Champlain ©

2
nights
Woodstock

Woodstock ©
Woodstock is the shire town of Windsor County, Vermont, United States. On the 21st (Sat), explore the wealth of natural beauty at Marsh - Billings - Rockefeller National Historical Park and then explore the stunning scenery at Quechee Gorge. Here are some ideas for day two: contemplate the long history of Billings Farm & Museum, then relax in the rural setting at Sugarbush Farm, then make a trip to Taftsville Covered Bridge, and finally have fun and explore at Vermont Toy Museum.

To find other places to visit, more things to do, photos, and tourist information, you can read our Woodstock trip planner.

Drive from Stowe to Woodstock in 1.5 hours. Alternatively, you can do a combination of train and bus; or take a train. In September in Woodstock, expect temperatures between 75°F during the day and 50°F at night. Wrap up your sightseeing on the 22nd (Sun) to allow time to travel to Boston.

Things to do in Woodstock

Historic Sites Nature Parks

Side Trip

Quechee
Highlights from your plan
Billings Farm & Museum ©
Billings Farm & Museum
Vermont Toy Museum ©
Vermont Toy Museum
Quechee Gorge ©
Quechee Gorge

4
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.
Attractions like Museum of Fine Arts and New England Aquarium make great kid-friendly stops. Go for a jaunt from Boston to Salem to see The House of the Seven Gables about 42 minutes away. And it doesn't end there: admire the natural beauty at Boston Public Garden, get a new perspective on things with Boat Tours & Water Sports, take a stroll through North End, and get a taste of the local shopping with Faneuil Hall Marketplace.

For traveler tips, more things to do, reviews, and tourist information, refer to the Boston vacation maker site .

Fly from Woodstock to Boston in 2.5 hours. Alternatively, you can drive; or take a bus. Expect a bit warmer evenings in Boston when traveling from Woodstock in September, with lows around 59°F. Cap off your sightseeing on the 26th (Thu) early enough to catch the train to Mystic.

Things to do in Boston

Museums Parks Historic Sites

Side Trip

The House of the Seven Gables
Highlights from your plan
Museum of Fine Arts ©
Museum of Fine Arts
Boston Public Garden ©
Boston Public Garden
New England Aquarium ©
New England Aquarium

2
nights
Mystic

Mystic ©
A historical leading seaport, Mystic has maintained a strong respect for the past.
On the 27th (Fri), steep yourself in history at Olde Mistick Village, admire nature's wide array of creatures at Mystic Aquarium, then examine the collection at Mystic Seaport Museum, and finally stop by The Spice & Tea Exchange. Get ready for a full day of sightseeing on the 28th (Sat): take in the pleasant sights at Mystic River Historical Society, then take in the views from Mystic River Bascule Bridge, then take a tour of Charles W. Morgan, and finally try to win big at Foxwoods Resort Casino.

To see other places to visit, reviews, photos, and tourist information, go to the Mystic trip itinerary planning tool .

Traveling by train from Boston to Mystic takes 2 hours. Alternatively, you can drive. September in Mystic sees daily highs of 75°F and lows of 58°F at night. Wrap up your sightseeing on the 28th (Sat) early enough to drive to Newport.

Things to do in Mystic

Fun & Games Casinos Museums

Side Trip

Foxwoods Resort Casino
Highlights from your plan
Mystic Seaport Museum ©
Mystic Seaport Museum
Mystic Aquarium ©
Mystic Aquarium
Olde Mistick Village ©
Olde Mistick Village

2
nights
Newport

Newport ©
With coastline on the west, south, and east, Newport is a maritime city with a rich history.
Start off your visit on the 29th (Sun): learn about wildlife with up-close encounters at Roger Williams Park Zoo, then examine the collection at The Breakers, and then trek along Cliff Walk. Here are some ideas for day two: steep yourself in history at Marble House, then appreciate the extensive heritage of Ocean Drive Historic District, then admire the landmark architecture of The Elms, and finally look for gifts at Thames Glass.

For reviews, photos, ratings, and more tourist information, use the Newport travel route planner .

You can drive from Mystic to Newport in an hour. Alternatively, you can do a combination of train and bus. September in Newport sees daily highs of 74°F and lows of 58°F at night. Finish your sightseeing early on the 30th (Mon) so you can drive to Sandwich.

Things to do in Newport

Historic Sites Parks Outdoors

Side Trip

Roger Williams Park Zoo
Highlights from your plan
The Breakers ©
The Breakers
Roger Williams Park Zoo ©
Roger Williams Park Zoo
Ocean Drive Historic District ©
Ocean Drive Historic District

3
nights
Sandwich

Sandwich ©
Sandwich is a town in Barnstable County, Massachusetts, United States. Bring the kids along to Sandwich Glass Museum and Sandy Neck Beach. Step out of Sandwich with an excursion to Chatham Lighthouse Beach in Chatham--about 34 minutes away. The adventure continues: examine the collection at Heritage Museums & Gardens, look for gifts at Titcomb's Bookshop, explore the landscape on two wheels at Shining Sea Bikeway, and enjoy the sand and surf at Old Silver Beach.

To find maps, traveler tips, other places to visit, and other tourist information, you can read our Sandwich online trip itinerary builder .

You can drive from Newport to Sandwich in 1.5 hours. Other options are to take a bus; or do a combination of bus and train. Expect a daytime high around 73°F in September, and nighttime lows around 55°F. Finish your sightseeing early on the 3rd (Thu) to allow enough time to drive to Provincetown.

Things to do in Sandwich

Outdoors Parks Beaches

Side Trips

Falmouth, Chatham Lighthouse Beach, John F Kennedy Hyannis Museum
Highlights from your plan
Shining Sea Bikeway ©
Shining Sea Bikeway
Sandwich Glass Museum ©
Sandwich Glass Museum
Old Silver Beach ©
Old Silver Beach

3
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.
Attractions like Cape Cod National Seashore and Herring Cove Beach make great kid-friendly stops. Change things up with a short trip to Nauset Beach in Orleans (about 48 minutes away). The adventure continues: enjoy the sand and surf at Race Point Beach, take in the waterfront at MacMillan Wharf, don't miss a visit to Commercial Street, and take a tour by water with Boat Tours & Water Sports.

To see where to stay, other places to visit, traveler tips, and tourist information, go to the Provincetown trip planner .

Traveling by car from Sandwich to Provincetown takes 1.5 hours. Alternatively, you can take a bus. Expect a daytime high around 63°F in October, and nighttime lows around 49°F. Finish your sightseeing early on the 6th (Sun) to allow enough time to drive to Portsmouth.

Things to do in Provincetown

Outdoors Beaches Parks

Side Trips

Cape Cod National Seashore, Nauset Beach
Highlights from your plan
Race Point Beach ©
Race Point Beach
Cape Cod National Seashore ©
Cape Cod National Seashore
Nauset Beach ©
Nauset Beach

2
nights
Portsmouth

Portsmouth ©
Portsmouth is a city in Rockingham County, New Hampshire, in the United States. On the 7th (Mon), explore the different monuments and memorials at St. John's Episcopal Church, then tour the pleasant surroundings at Ogunquit Beach, then appreciate the extensive heritage of Marginal Way Walkway, and finally enjoy the sea views from Nubble Lighthouse. On the 8th (Tue), you'll have a packed day of sightseeing: steep yourself in history at Strawbery Banke Museum, take a stroll through Perkins Cove, then stop by The Salt Cellar, and finally kick back and relax at Hampton Beach State Park.

To find reviews, maps, more things to do, and more tourist information, go to the Portsmouth online sightseeing planner .

Getting from Provincetown to Portsmouth by car takes about 3.5 hours. Other options: do a combination of ferry and bus; or do a combination of flight and bus. Traveling from Provincetown in October, Portsmouth is slightly colder at night with lows of 44°F. Wrap up your sightseeing on the 8th (Tue) to allow time to travel to Glen.

Things to do in Portsmouth

Parks Historic Sites Beaches

Side Trips

Ogunquit, Hampton Beach State Park, Nubble Lighthouse
Highlights from your plan
Ogunquit Beach ©
Ogunquit Beach
Hampton Beach State Park ©
Hampton Beach State Park
Marginal Way Walkway ©
Marginal Way Walkway

2
nights
Glen

Glen ©
Start off your visit on the 9th (Wed): find something for the whole family at Story Land, then see the sky in a new way at Mount Washington Observatory Weather Discovery Center, and then take in the dramatic natural features at Cathedral Ledge. Get ready for a full day of sightseeing on the next day: explore and take pictures at Mount Washington Auto Road and then take a memorable drive along Kancamagus Highway.

To see other places to visit, reviews, traveler tips, and more tourist information, use the Glen road trip tool .

Traveling by car from Portsmouth to Glen takes 2 hours. In October, daytime highs in Glen are 62°F, while nighttime lows are 45°F. Wrap up your sightseeing on the 10th (Thu) early enough to drive to Lincoln.

Things to do in Glen

Scenic Drive Outdoors Theme Parks

Side Trips

North Conway, Mount Washington Auto Road
Highlights from your plan
Kancamagus Highway ©
Kancamagus Highway
Story Land ©
Story Land

3
nights
Lincoln

Lincoln ©
Stretching through the White Mountain National Forest, Lincoln welcomes hikers along the Appalachian Trail.
Start off your visit on the 11th (Fri): take in the dramatic natural features at Flume Gorge, then admire the majestic nature at Franconia Notch State Park, and then look for all kinds of wild species at Lost River Gorge and Boulder Caves. On the 12th (Sat), you'll have a packed day of sightseeing: stop by Chutters, then take in the dramatic natural features at The Basin at Franconia Notch State Park, and then cool off at Whales Tale Waterpark.

For traveler tips, more things to do, reviews, and other tourist information, read Lincoln online tour planner .

Getting from Glen to Lincoln by car takes about 1.5 hours. Traveling from Glen in October, expect slightly colder with lows of 38°F in Lincoln. Wrap up your sightseeing by early afternoon on the 13th (Sun) to allow enough time to drive to Plymouth.

Things to do in Lincoln

Parks Nature Theme Parks

Side Trips

Franconia, Lost River Gorge and Boulder Caves, Chutters
Highlights from your plan
The Basin at Franconia Notch State Park ©
Lost River Gorge and Boulder Caves ©
Whales Tale Waterpark ©
Whales Tale Waterpark

3
nights
Plymouth

Plymouth ©
Rightly calling itself "America's Hometown," Plymouth holds a prominent place in the nation's history and culture as the site of the first Puritan colony.
You'll visit kid-friendly attractions like Plimoth Plantation and Brown's Bank. There's lots more to do: pause for some photo ops at Plymouth Rock, see the sky in a new way at Blake Planetarium, take an in-depth tour of Pilgrim Hall Museum, and take in nature's colorful creations at Brewster Gardens.

To see maps, ratings, other places to visit, and tourist information, read our Plymouth tour itinerary maker site .

You can drive from Lincoln to Plymouth in 3 hours. Alternatively, you can take a bus. Traveling from Lincoln in October, you can expect nighttime temperatures to be a bit warmer in Plymouth, with lows of 46°F. Wrap up your sightseeing by early afternoon on the 16th (Wed) to allow time for travel back home.

Things to do in Plymouth

Museums Parks Nature
Highlights from your plan
Plimoth Plantation ©
Plimoth Plantation
Plymouth Rock ©
Plymouth Rock
Brewster Gardens ©
Brewster Gardens

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