7 days in Hudson River Valley & Middletown Itinerary

7 days in Hudson River Valley & Middletown Itinerary

Created using Inspirock New York State holiday builder
Make it your trip
— 2 nights
— 1 night
Hyde Park
— 3 nights


Poughkeepsie — 2 nights

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. Explore hidden gems such as Locust Grove Estate and Weir Farm National Historic Site. Get out of town with these interesting Poughkeepsie side-trips: Housatonic River Brewing (in New Milford) and West Point Foundry Preserve (in Cold Spring). Next up on the itinerary: snap pictures at Walkway Over the Hudson State Historic Park, don't miss a visit to Sprout Creek Farm, and learn about winemaking at Benmarl Vineyards and Winery.

To see traveler tips, other places to visit, and tourist information, refer to the Poughkeepsie trip itinerary planning tool.

Fort Lauderdale to Poughkeepsie is an approximately 5-hour flight. You can also drive; or do a combination of bus and train. Plan for slightly colder temperatures traveling from Fort Lauderdale in July, with highs in Poughkeepsie at 85°F and lows at 64°F. Cap off your sightseeing on the 12th (Tue) early enough to go by car to Middletown.
Historic Sites · Museums · Parks · Nature
Side Trips

Middletown — 1 night

Middletown is a city in Orange County, New York, United States. On the 13th (Wed), learn about winemaking at Warwick Valley Winery, take a memorable drive along Hawk's Nest Highway, and then get interesting insight from Tours.

For photos, other places to visit, where to stay, and tourist information, use the Middletown holiday planner.

Drive from Poughkeepsie to Middletown in an hour. Expect a daytime high around 85°F in July, and nighttime lows around 63°F. Finish up your sightseeing early on the 13th (Wed) so you can go by car to Hyde Park.
Outdoors · Wineries · Scenic Drive · Tours
Side Trips

Hyde Park — 3 nights

Hyde Park is a town in Dutchess County, New York, bordering the Hudson River north of Poughkeepsie. Start off your visit on the 14th (Thu): learn and have fun at The Culinary Institute of America, then steep yourself in history at Vanderbilt Mansion National Historic Site, then get a taste of the local shopping with Hudson Beach Glass, and finally hike along Clover Brooke Farm Llama Alpaca Hikes. Get ready for a full day of sightseeing on the next day: contemplate the long history of Home of Franklin D. Roosevelt, contemplate the long history of Franklin D. Roosevelt Presidential Library and Museum, and then contemplate the long history of Eleanor Roosevelt National Historic Site.

To find more things to do, other places to visit, ratings, and more tourist information, read Hyde Park online holiday planner.

You can drive from Middletown to Hyde Park in 1.5 hours. Expect a daytime high around 85°F in July, and nighttime lows around 64°F. Finish your sightseeing early on the 16th (Sat) to allow enough time to fly back home.
Historic Sites · Museums · Shopping · Classes
Side Trip