30 days in New England Itinerary

30 days in New England Itinerary

Created using Inspirock United States trip itinerary builder

This plan was created by another user. Make it your plan

Route & dates

Start: Portland
Drive:  1 h
1
Portsmouth
— Few hours
Drive:  1 h
2
Concord
— Few hours
Drive:  1 h 45 min
3
North Conway
— 1 night
Drive:  2 h 15 min
4
Montpelier
— 2 nights
Drive:  30 min
5
Waterbury
— 3 nights
Bus:  30 min
6
Stowe
— 1 night
Drive:  45 min
7
Burlington
— 3 nights
Drive:  4 h 15 min
8
Hartford
— 1 night
Drive:  45 min
9
New Haven
— 3 nights
Drive:  2 h 15 min
10
Newport
— 2 nights
Drive:  30 min
11
Portsmouth
— 1 night
Drive:  45 min
12
Providence
— 2 nights
Drive:  1 h
13
Plymouth
— 3 nights
Drive:  45 min
14
Foxborough
— 2 nights
Drive:  45 min
15
Boston
— 3 nights
Train:  45 min
16
Salem
— 2 nights
Train:  45 min
End: Boston

few
hours
Portsmouth

Portsmouth ©
Portsmouth is a city in Rockingham County, New Hampshire, in the United States. On the 21st (Wed), contemplate the long history of Strawbery Banke Museum.

For other places to visit, more things to do, traveler tips, and other tourist information, read our Portsmouth road trip app.

Portland to Portsmouth is an approximately 1- hour car ride. You can also do a combination of train and bus. In October in Portsmouth, expect temperatures between 62°F during the day and 44°F at night. Wrap up your sightseeing by early afternoon on the 21st (Wed) to allow time for the car ride to Concord.

Things to do in Portsmouth

Museums Historic Sites
Highlights from your plan
Strawbery Banke Museum ©
Strawbery Banke Museum

few
hours
Concord

Concord ©
Concord is the capital city of the U.S. Kick off your visit on the 21st (Wed): ponder the world of politics at New Hampshire State House and then relax in the rural setting at Carter Hill Orchard.

For reviews and tourist information, read Concord trip itinerary planning site.

Drive from Portsmouth to Concord in an hour. In October, plan for daily highs up to 64°F, and evening lows to 40°F. Wrap up your sightseeing on the 21st (Wed) early enough to drive to North Conway.
Highlights from your plan
Carter Hill Orchard ©
Carter Hill Orchard
New Hampshire State House ©
New Hampshire State House

1
night
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.
Start off your visit on the 22nd (Thu): look for gifts at Naked Bohemian and then see the sky in a new way at Mount Washington Observatory Weather Discovery Center.

For more things to do, other places to visit, where to stay, and more tourist information, read North Conway trip maker website.

Getting from Concord to North Conway by car takes about 2 hours. In October, daily temperatures in North Conway can reach 62°F, while at night they dip to 45°F. You will have some time to spend on the 22nd (Thu) before leaving for Montpelier.

Things to do in North Conway

Shopping Museums Childrens Museums
Highlights from your plan
Naked Bohemian ©
Naked Bohemian

2
nights
Montpelier

Montpelier ©
Montpelier is the capital city of the U.S. On the 22nd (Thu), snap pictures at Northfield Covered Bridges and then don't miss a visit to Bragg Farm Sugar House & Gift Shop. On your second day here, take an in-depth tour of Vermont Historical Society Museum, get a sense of history and politics at Vermont State House, and then stroll around Hubbard Park.

For where to stay, traveler tips, maps, and tourist information, use the Montpelier trip itinerary maker app.

Traveling by car from North Conway to Montpelier takes 2.5 hours. Traveling from North Conway in October, Montpelier is slightly colder at night with lows of 38°F. Wrap up your sightseeing on the 24th (Sat) to allow time to drive to Waterbury.

Things to do in Montpelier

Parks Museums Nature

Side Trips

Quechee, Northfield Covered Bridges
Highlights from your plan
Quechee Gorge ©
Quechee Gorge
Morse Farm Maple Sugarworks ©
Morse Farm Maple Sugarworks
Vermont State House ©
Vermont State House

3
nights
Waterbury

Waterbury ©
Waterbury is a town in Washington County in central Vermont, United States. Kick off your visit on the 25th (Sun): trek along Robert Frost Wayside Trail, then indulge your thirst for a good beer at Woodchuck Cider House, and then hit the slopes at Sugarbush Resort. Here are some ideas for day two: admire the sheer force of Warren Falls, then immerse yourself in nature at Little River State Park, and then look for gifts at Cabot Farmers' Store.

To see reviews, more things to do, where to stay, and other tourist information, read our Waterbury itinerary planner.

Waterbury is just a short distance from Montpelier. Expect a daytime high around 58°F in October, and nighttime lows around 38°F. On the 27th (Tue), wrap the sightseeing up by early afternoon so you can take a bus to Stowe.

Things to do in Waterbury

Parks Outdoors Nature

Side Trips

Warren, Woodchuck Cider House, Birds of Vermont Museum, Cabot Farmers' Store, Robert Frost Wayside Trail
Highlights from your plan
Warren Falls ©
Warren Falls
Little River State Park ©
Little River State Park
Woodchuck Cider House ©
Woodchuck Cider House

1
night
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.
On the 27th (Tue), look for gifts at Remarkable Things at Stowe Craft, then trek along Stowe Recreation Path, and then cruise along Smugglers Notch State Park. Here are some ideas for day two: take your sightseeing to a higher altitude at Mount Mansfield State Forest, fly down the slopes at Trapp Family Lodge Outdoor Center, and then take in the dramatic scenery at Moss Glen Falls.

To find traveler tips, ratings, and more tourist information, you can read our Stowe trip planning app.

Stowe is just a stone's throw from Waterbury. Expect a daytime high around 60°F in October, and nighttime lows around 39°F. Wrap up your sightseeing on the 28th (Wed) early enough to drive to Burlington.

Things to do in Stowe

Parks Outdoors Nature
Highlights from your plan
Mount Mansfield State Forest ©
Mount Mansfield State Forest
Stowe Recreation Path ©
Stowe Recreation Path
Moss Glen Falls ©
Moss Glen Falls

3
nights
Burlington

Burlington ©
Burlington is the most populous city in the U.S. On the 29th (Thu), don't miss a visit to World's Tallest Filing Cabinet, steep yourself in history at Shelburne Farms, then examine the collection at Shelburne Museum, and finally sample the tasty concoctions at Magic Hat Brewing Company. On your second day here, stop by Lake Champlain Chocolates, walk around Waterfront Park, then hike along Burlington Bike Path, and finally hunt for treasures at Church Street Marketplace.

To find maps, more things to do, where to stay, and more tourist information, read Burlington tour planner.

You can drive from Stowe to Burlington in an hour. Another option is to take a bus. In October, plan for daily highs up to 62°F, and evening lows to 44°F. Wrap up your sightseeing on the 31st (Sat) to allow time to drive to Hartford.

Things to do in Burlington

Parks Shopping Museums

Side Trips

Shelburne, Magic Hat Brewing Company
Highlights from your plan
Burlington Bike Path ©
Burlington Bike Path
Shelburne Museum ©
Shelburne Museum
Church Street Marketplace ©
Church Street Marketplace

1
night
Hartford

Hartford ©
Hartford is the capital of the U.S. On the 31st (Sat), explore the world behind art at Wadsworth Atheneum Museum of Art and then steep yourself in history at The Mark Twain House & Museum. Get ready for a full day of sightseeing on the 1st (Sun): take an in-depth tour of Old Sturbridge Village and then get in on the family fun at Six Flags New England.

To see maps, photos, more things to do, and tourist information, read Hartford itinerary maker site.

You can drive from Burlington to Hartford in 4.5 hours. Alternatively, you can take a bus; or do a combination of flight and bus. In October, daytime highs in Hartford are 66°F, while nighttime lows are 47°F. Wrap up your sightseeing on the 1st (Sun) to allow time to drive to New Haven.

Things to do in Hartford

Museums Historic Sites Theme Parks

Side Trips

Six Flags New England, Old Sturbridge Village
Highlights from your plan
The Mark Twain House & Museum ©
The Mark Twain House & Museum
Old Sturbridge Village ©
Old Sturbridge Village
Six Flags New England ©
Six Flags New England

3
nights
New Haven

New Haven ©
New Haven, in the U.S. On the 2nd (Mon), browse the fresh offerings at Farmer Joe's Gardens, immerse yourself in nature at Sleeping Giant State Park, then get lost in a book at Beinecke Rare Book & Manuscript Library, and finally deepen your understanding at Yale University. On the next day, learn more about the world around you at Yale Peabody Museum of Natural History, admire the masterpieces at Yale University Art Gallery, then explore the world behind art at Yale Center for British Art, and finally admire the landmark architecture of New Haven Railroad Station.

To find ratings, other places to visit, photos, and more tourist information, go to the New Haven travel route builder site.

Traveling by car from Hartford to New Haven takes an hour. Alternatively, you can take a train; or take a bus. In November in New Haven, expect temperatures between 53°F during the day and 36°F at night. Wrap up your sightseeing by early afternoon on the 4th (Wed) to allow enough time to drive to Newport.

Things to do in New Haven

Museums Parks Nature

Side Trips

B&B Flower Farm, Farmer Joe's Gardens, Sleeping Giant State Park
Highlights from your plan
Yale University Art Gallery ©
Yale University Art Gallery
Beinecke Rare Book & Manuscript Library ©
Beinecke Rare Book & Manuscript Library
Yale Center for British Art ©
Yale Center for British Art

2
nights
Newport

Newport ©
With coastline on the west, south, and east, Newport is a maritime city with a rich history.
On the 4th (Wed), contemplate the long history of Redwood Library & Athenaeum. Keep things going the next day: take in the architecture and atmosphere at St. Mary's Catholic Church, then examine the collection at The Breakers, then get to know the fascinating history of Cliff Walk, and finally take a memorable drive along Ocean Drive Historic District.

Take the guesswork out of planning a Newport vacation by using our trip itinerary maker.

You can drive from New Haven to Newport in 2.5 hours. Alternatively, you can do a combination of train and bus; or take a bus. In November in Newport, expect temperatures between 53°F during the day and 38°F at night. Finish your sightseeing early on the 6th (Fri) so you can drive to Portsmouth.

Things to do in Newport

Historic Sites Outdoors Museums
Highlights from your plan
The Breakers ©
The Breakers
Cliff Walk ©
Cliff Walk
Ocean Drive Historic District ©
Ocean Drive Historic District

1
night
Portsmouth

Portsmouth ©
Portsmouth is a town in Newport County, Rhode Island, USA. Start off your visit on the 6th (Fri): stroll around Independence Park.

To find traveler tips, ratings, maps, and more tourist information, use the Portsmouth road trip planning tool.

Portsmouth is just a short distance from Newport. In November, daily temperatures in Portsmouth can reach 53°F, while at night they dip to 38°F. Wrap up your sightseeing by early afternoon on the 7th (Sat) to allow enough time to drive to Providence.

Things to do in Portsmouth

Parks Historic Sites

Side Trip

Bristol
Highlights from your plan
Blithewold Mansion, Gardens & Arboretum ©
Blithewold Mansion, Gardens & Arboretum
Independence Park ©
Independence Park

2
nights
Providence

Providence ©
Providence has undergone a major upgrade in recent years, transforming from a rough-around-the-edges industrial city into an epicenter of culture.
Change things up with a short trip to New Bedford Whaling Museum in New Bedford (about 36 minutes away). There's lots more to do: steep yourself in history at Lizzie Borden House, explore the world behind art at RISD Museum, stop by Historic Federal Hill, and get to know the resident critters at Roger Williams Park Zoo.

To find maps, ratings, photos, and tourist information, read Providence trip site.

You can drive from Portsmouth to Providence in an hour. November in Providence sees daily highs of 54°F and lows of 35°F at night. Wrap up your sightseeing on the 9th (Mon) early enough to drive to Plymouth.

Things to do in Providence

Museums Historic Sites Zoos & Aquariums

Side Trips

Lizzie Borden House, New Bedford Whaling Museum
Highlights from your plan
New Bedford Whaling Museum ©
New Bedford Whaling Museum
Lizzie Borden House ©
Lizzie Borden House
Roger Williams Park Zoo ©
Roger Williams Park Zoo

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.
On the 10th (Tue), get engrossed in the history at The Jenney, take in nature's colorful creations at Brewster Gardens, then get engrossed in the history at Plimoth Plantation, and finally appreciate the extensive heritage of Leyden Street, Plymouth Ma. Get ready for a full day of sightseeing on the next day: take an in-depth tour of Pilgrim Hall Museum, see majestic marine mammals with a dolphin and whale watching tour, learn about winemaking at Plymouth Bay Winery, then steep yourself in history at Mayflower II, and finally steep yourself in history at Plymouth Rock.

Make your Plymouth itinerary with Inspirock to find out what to see and where to go.

You can drive from Providence to Plymouth in an hour. Other options are to do a combination of train and bus; or take a bus. In November, daily temperatures in Plymouth can reach 52°F, while at night they dip to 34°F. On the 12th (Thu), wrap the sightseeing up by early afternoon so you can drive to Foxborough.

Things to do in Plymouth

Museums Wildlife Tours
Highlights from your plan
Plimoth Plantation ©
Plimoth Plantation
Plymouth Rock ©
Plymouth Rock
Mayflower II ©
Mayflower II

2
nights
Foxborough

Foxborough ©
Foxborough is a town in Norfolk County, Massachusetts, United States, about 22mi southwest of Boston and 18mi northeast of Providence, Rhode Island. Venture out of the city with trips to Clinton (Central Park & Museum of Russian Icons) and Wright's Dairy Farm and Bakery (in North Smithfield). The adventure continues: get a taste of the local shopping with The Patriots Hall of Fame, experience rural life at Tangerini's Spring Street Farm, stop by Bass Pro Shops, and revel in the low prices at Wrentham Village Premium Outlets.

To plan Foxborough vacation without wasting time, ask Inspirock to design an itinerary.

Traveling by car from Plymouth to Foxborough takes an hour. In November, daytime highs in Foxborough are 53°F, while nighttime lows are 31°F. Finish your sightseeing early on the 14th (Sat) so you can drive to Boston.

Things to do in Foxborough

Shopping Museums Casinos

Side Trips

Wrentham, Clinton, Tangerini's Spring Street Farm, Plainridge Park Casino, Wright's Dairy Farm and Bakery
Highlights from your plan
The Patriots Hall of Fame ©
The Patriots Hall of Fame
Museum of Russian Icons ©
Museum of Russian Icons
Wright's Dairy Farm and Bakery ©
Wright's Dairy Farm and Bakery

3
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.
Start off your visit on the 15th (Sun): take an in-depth tour of Boston Tea Party Ships & Museum, then get engrossed in the history at John F. Kennedy Presidential Museum & Library, and then get to know the fascinating history of Freedom Trail. Keep things going the next day: get engrossed in the history at USS Constitution Museum, then admire the masterpieces at Museum of Fine Arts, then stroll around Boston Public Garden, and finally browse the different shops at Faneuil Hall Marketplace.

To find more things to do, photos, and other tourist information, read Boston trip itinerary app.

Traveling by car from Foxborough to Boston takes an hour. Expect a bit warmer evenings in Boston when traveling from Foxborough in November, with lows around 37°F. Wrap up your sightseeing by early afternoon on the 17th (Tue) to allow enough time to take a train to Salem.

Things to do in Boston

Museums Parks Historic Sites
Highlights from your plan
Museum of Fine Arts ©
Museum of Fine Arts
Boston Public Garden ©
Boston Public Garden
Boston Common ©
Boston Common

2
nights
Salem

Salem ©
Best known for its 1692 witch trials, Salem has a number of significant historical sites, a bustling downtown, and many witch-themed attractions.
Salem is known for museums, nightlife, and historic sites. Your plan includes some of its best attractions: take an in-depth tour of The House of the Seven Gables, explore the world behind art at Count Orlok's Nightmare Gallery, pause for some photo ops at Bewitched Statue of Elizabeth Montgomery, and take in the waterfront activity at Pickering Wharf.

For where to stay, other places to visit, traveler tips, and other tourist information, use the Salem tour builder website.

Take a train from Boston to Salem in an hour. Alternatively, you can drive; or take a bus. In November, daily temperatures in Salem can reach 51°F, while at night they dip to 33°F. Finish your sightseeing early on the 19th (Thu) so you can take a train back home.

Things to do in Salem

Museums Historic Sites Parks
Highlights from your plan
The House of the Seven Gables ©
The House of the Seven Gables
Salem Witch Museum ©
Salem Witch Museum
Peabody Essex Museum ©
Peabody Essex Museum

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