7 days in Newburgh, Danbury & Poughkeepsie Itinerary

7 days in Newburgh, Danbury & Poughkeepsie Itinerary

Created using Inspirock United States itinerary builder

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+2
Drive to Orlando International Airport, Fly to La Guardia Airport, Drive to Newburgh
1
Newburgh
— 2 nights
Drive
2
Danbury
— 2 nights
Drive
3
Poughkeepsie
— 2 nights
Fly

S M T W T F S
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2
nights
Newburgh

Newburgh is a city located in Orange County, New York, United States, 60mi north of New York City, and 90mi south of Albany, on the Hudson River. Start off your visit on the 1st (Tue): take in the architecture and atmosphere at St Mary's Episcopal Church, then admire the majestic nature at Bear Mountain State Park, and then get some fabulous bargains at Woodbury Common Premium Outlets. Here are some ideas for day two: take in the architecture and atmosphere at Church of the Immaculate Heart of Mary, fly down the slopes at Mountain Creek, then steep yourself in history at Boscobel House and Gardens, and finally stop by Orange County Choppers.

For reviews, where to stay, traveler tips, and tourist information, you can read our Newburgh visit planner.

Sanford to Newburgh is an approximately 10-hour combination of car and flight. You can also drive. Plan for much colder temperatures traveling from Sanford in December, with highs in Newburgh at 41°F and lows at 27°F. On the 3rd (Thu), you'll have the morning to explore before heading off to Danbury.

Things to do in Newburgh

Shopping · Parks · Historic Sites · Outdoors

Side Trips

2
nights
Danbury

Danbury is a city in northern Fairfield County, Connecticut, United States, located along the Still River approximately 70 miles northeast of New York City. Kick off your visit on the 3rd (Thu): explore the engaging exhibits at Stepping Stones Museum for Children, admire nature's wide array of creatures at The Maritime Aquarium, and then stroll through Norwalk River Valley Trail. On the 4th (Fri), you'll have a packed day of sightseeing: stroll through Happy Landings Farm, trek along Bear Mountain Reservation, see the interesting displays at Danbury Railway Museum, then take an in-depth tour of Danbury Museum & Historical Society, then hike along Tarrywile Park & Mansion, and finally browse the different shops at Danbury Fair Mall.

To see ratings, maps, other places to visit, and tourist information, you can read our Danbury itinerary planner.

You can drive from Newburgh to Danbury in an hour. December in Danbury sees daily highs of 42°F and lows of 27°F at night. Finish your sightseeing early on the 5th (Sat) so you can drive to Poughkeepsie.

Things to do in Danbury

Museums · Parks · Trails · Outdoors

Side Trips

2
nights
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. On the 5th (Sat), shop like a local with Adams Fairacre Farms. Get ready for a full day of sightseeing on the next day: have fun at Orvis, steep yourself in history at Vanderbilt Mansion National Historic Site, then contemplate the long history of Franklin D. Roosevelt Presidential Library and Museum, then contemplate the long history of Home of Franklin D. Roosevelt, and finally snap pictures at Walkway Over the Hudson State Historic Park.

To find out how to plan a trip to Poughkeepsie, use our trip itinerary maker.

Traveling by car from Danbury to Poughkeepsie takes an hour. December in Poughkeepsie sees daily highs of 42°F and lows of 26°F at night. Wrap up your sightseeing on the 7th (Mon) to allow time to travel back home.

Things to do in Poughkeepsie

Historic Sites · Museums · Fun & Games · Shopping

Side Trips