5 days in United States Itinerary

5 days in United States Itinerary

Created using Inspirock United States tour itinerary builder

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Route & dates

5 days in United States Itinerary

Start: Brooklyn
Drive:  2​h
1
Poughkeepsie
— 1 night
Drive:  2​h
2
Middletown
— 1 night
Drive:  1​h 45​min
3
Amherst
— 1 night
Drive:  1​h 45​min
4
Williamstown
— 1 night
Drive:  2​h 45​min
End: New Haven

1
night
Poughkeepsie

Poughkeepsie ©
Poughkeepsie, officially the City of Poughkeepsie, is a city in the state of New York, United States, which is the county seat of Dutchess County. Your day-by-day itinerary now includes Frances Lehman Loeb Art Center at Vassar College. On the 7th (Tue), explore the world behind art at Frances Lehman Loeb Art Center at Vassar College and then revel in the low prices at Woodbury Common Premium Outlets. Here are some ideas for day two: contemplate the long history of Boscobel House and Gardens, then explore the world behind art at Storm King Art Center, and then take in the views from Walkway Over the Hudson State Historic Park.

To find more things to do, maps, reviews, and more tourist information, go to the Poughkeepsie trip planner .

Brooklyn to Poughkeepsie is an approximately 2-hour car ride. You can also do a combination of subway and train; or do a combination of subway and bus. Traveling from Brooklyn in August, you can expect nighttime temperatures to be a bit cooler in Poughkeepsie, with lows of 60°F. Cap off your sightseeing on the 8th (Wed) early enough to travel to Middletown.

Things to do in Poughkeepsie

Museums Shopping Parks

Side Trips

Storm King Art Center, Boscobel House and Gardens, Woodbury Common Premium Outlets
Highlights from your plan
Boscobel House and Gardens ©
Boscobel House and Gardens
Woodbury Common Premium Outlets ©
Woodbury Common Premium Outlets
Storm King Art Center ©
Storm King Art Center

1
night
Middletown

Middletown ©
Middletown is a city located in Middlesex County, Connecticut, along the Connecticut River, in the central part of the state, 16 miles (26 km) south of Hartford. On the 9th (Thu), get some fabulous bargains at Clinton Crossing Premium Outlets, then admire the masterpieces at Florence Griswold Museum, and then explore and take pictures at Gillette Castle State Park.

For maps, reviews, other places to visit, and other tourist information, use the Middletown trip planner .

Traveling by car from Poughkeepsie to Middletown takes 2 hours. Expect a daytime high around 83°F in August, and nighttime lows around 61°F. Cap off your sightseeing on the 9th (Thu) early enough to travel to Amherst.

Things to do in Middletown

Historic Sites Shopping Nature

Side Trips

Clinton Crossing Premium Outlets, Florence Griswold Museum, Gillette Castle State Park
Highlights from your plan
Gillette Castle State Park ©
Gillette Castle State Park
Florence Griswold Museum ©
Florence Griswold Museum
Clinton Crossing Premium Outlets ©
Clinton Crossing Premium Outlets

1
night
Amherst

Amherst ©
Amherst is a town in Hampshire County, Massachusetts, United States, in the Connecticut River valley. To see maps, where to stay, other places to visit, and more tourist information, go to the Amherst online trip maker .

Getting from Middletown to Amherst by car takes about 1.5 hours. Expect a daytime high around 82°F in August, and nighttime lows around 57°F. Wrap up your sightseeing by early afternoon on the 10th (Fri) to allow enough time to travel to Williamstown.

Things to do in Amherst

Museums Historic Sites
Highlights from your plan
Emily Dickinson Museum ©
Emily Dickinson Museum

1
night
Williamstown

Williamstown ©
Williamstown is a town in Berkshire County, in the northwest corner of Massachusetts, United States. On the 10th (Fri), look for gifts at A.L. Avery & Son General Store.

To find reviews and tourist information, read our Williamstown trip itinerary tool .

Traveling by car from Amherst to Williamstown takes 2 hours. Expect a daytime high around 78°F in August, and nighttime lows around 56°F. Finish your sightseeing early on the 11th (Sat) so you can travel back home.

Things to do in Williamstown

Shopping Museums Parks

Side Trips

Manchester, The Apple Barn and Country Bake Shop, A.L. Avery & Son General Store
Highlights from your plan
The Clark Art Institute ©
The Clark Art Institute
Hildene, The Lincoln Family Home ©
Hildene, The Lincoln Family Home
Northshire Bookstore ©
Northshire Bookstore