11 days in New England Itinerary

11 days in New England Itinerary

Created using Inspirock New England holiday builder

Make it your trip
Fly
1
Boston
— 2 nights
Drive
2
Newport
— 2 nights
Drive
3
Manchester
— 1 night
Drive
4
Burlington
— 1 night
Drive
5
Waterbury
Drive
6
Portland
— 1 night
Drive
7
Ogunquit
— 2 nights
Drive
8
Boston
Fly

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Boston

— 2 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.
Kick off your visit on the 14th (Fri): ponder the world of politics at Massachusetts State House and then admire the landmark architecture of Marriott's Custom House. On your second day here, contemplate the long history of Saugus Iron Works, get to know the fascinating history of HarborWalk, then pause for some serene contemplation at Trinity Church, and finally visit Back Bay.

To see reviews, more things to do, other places to visit, and other tourist information, refer to the Boston trip planner.

Stockholm, Sweden to Boston is an approximately 13-hour flight. You'll gain 6 hours traveling from Stockholm to Boston due to the time zone difference. Expect a bit warmer temperatures when traveling from Stockholm in May; daily highs in Boston reach 22°C and lows reach 11°C. Finish your sightseeing early on the 16th (Sun) so you can drive to Newport.

Things to do in Boston

Historic Sites · Neighborhoods · Parks · Museums

Side Trips

Newport

— 2 nights

City by the Sea

With coastline on the west, south, and east, Newport is a maritime city with a rich history.
Kick off your visit on the 17th (Mon): enjoy the sand and surf at Sachuest Beach (Second Beach), steep yourself in history at The Preservation Society of Newport County, then contemplate the long history of Chateau-sur-Mer, and finally pause for some serene contemplation at St. Mary's Catholic Church.

For where to stay, more things to do, reviews, and tourist information, read our Newport travel itinerary planner.

Traveling by car from Boston to Newport takes 2 hours. Alternatively, you can take a bus; or do a combination of train and bus. Expect a daytime high around 21°C in May, and nighttime lows around 11°C. Finish up your sightseeing early on the 18th (Tue) so you can go by car to Manchester.

Things to do in Newport

Historic Sites · Parks · Beaches · Outdoors

Side Trip

Manchester

— 1 night
Manchester is a town in, and one of two shire towns (county seats) of, Bennington County, Vermont, United States. Start off your visit on the 18th (Tue): explore the different monuments and memorials at New Catholic Cemetery, stroll the grounds of The Old First Church, and then take in the views from Burt Henry Covered Bridge. On the 19th (Wed), you'll have a packed day of sightseeing: indulge in some personalized pampering at Spa at Equinox, look for all kinds of wild species at Equinox Preservation Trust, then admire the sheer force of Lye Brook Falls, and finally experience rural life at North Meadow Farm.

To see other places to visit, ratings, where to stay, and other tourist information, you can read our Manchester online trip builder.

You can drive from Newport to Manchester in 4.5 hours. Other options are to take a bus; or do a combination of bus and train. May in Manchester sees daily highs of 24°C and lows of 8°C at night. Finish your sightseeing early on the 19th (Wed) to allow enough time to drive to Burlington.

Things to do in Manchester

Parks · Historic Sites · Spas · Wildlife

Side Trip

Burlington

— 1 night
Burlington is the most populous city in the U.S. state of Vermont and the seat of Chittenden County. Start off your visit on the 20th (Thu): do a tasting at Beverage Warehouse, then stroll through North Beach Park, and then sample the tasty concoctions at Foam Brewers.

To find reviews, more things to do, photos, and other tourist information, use the Burlington trip planner.

Traveling by car from Manchester to Burlington takes 3 hours. Alternatively, you can take a bus. In May, plan for daily highs up to 25°C, and evening lows to 11°C. Finish your sightseeing early on the 20th (Thu) so you can drive to Waterbury.

Things to do in Burlington

Breweries & Distilleries · Parks · Beaches · Wineries

Side Trip

Waterbury

Waterbury is a town in Washington County in central Vermont, United States. To find where to stay, reviews, maps, and tourist information, refer to the Waterbury trip builder website.

Waterbury is very close to Burlington. Prepare for slightly colder weather when traveling from Burlington in May: high temperatures in Waterbury hover around 22°C and lows are around 7°C. On the 20th (Thu), you'll travel to Portland.

Things to do in Waterbury

Parks · Outdoors · Shopping · Nature

Portland

— 1 night

The Forest City

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 21st (Fri): steep yourself in history at Wadsworth-Longfellow House, then learn about winemaking at Maine Mead Works, and then learn insider's secrets on The Maine Brew Bus.

To find more things to do, reviews, traveler tips, and other tourist information, go to the Portland driving holiday planning website.

Traveling by car from Waterbury to Portland takes 4 hours. Alternatively, you can take a bus; or take a bus. In May, daily temperatures in Portland can reach 20°C, while at night they dip to 8°C. Finish your sightseeing early on the 21st (Fri) to allow enough time to drive to Ogunquit.

Things to do in Portland

Wineries · Tours · Breweries & Distilleries · Historic Sites

Ogunquit

— 2 nights
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.
Kick off your visit on the 22nd (Sat): get your bearings at Ogunquit Memorial Library, get to know the fascinating history of Marginal Way Walkway, then sample the tasty concoctions at Tributary Brewing, and finally kick back and relax at Drakes Island Beach.

To see reviews, more things to do, where to stay, and other tourist information, use the Ogunquit trip itinerary planning app.

Drive from Portland to Ogunquit in an hour. Alternatively, you can take a bus; or do a combination of train and taxi. May in Ogunquit sees daily highs of 22°C and lows of 7°C at night. Finish your sightseeing early on the 23rd (Sun) so you can drive to Boston.

Things to do in Ogunquit

Parks · Historic Sites · Beaches · Outdoors

Side Trips

Boston

Beantown

On the 23rd (Sun), sample some tasty brews at a beer tour and tasting and then take in the architecture and atmosphere at King's Chapel.

For more things to do, where to stay, ratings, and more tourist information, use the Boston travel itinerary planner.

You can drive from Ogunquit to Boston in 1.5 hours. Other options are to do a combination of taxi and train; or take a bus. Expect somewhat warmer evenings in Boston when traveling from Ogunquit in May, with lows around 11°C. Finish up your sightseeing early on the 23rd (Sun) so you can catch the flight back home.

Things to do in Boston

Tours · Breweries & Distilleries · Historic Sites