7 days in Hudson River Valley & Pleasant Valley Itinerary

7 days in Hudson River Valley & Pleasant Valley Itinerary

Created using Inspirock New York State vacation maker
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Make it your trip
Fly
1
Hyde Park
— 2 nights
Drive
2
Pleasant Valley
— 1 night
Drive
3
Poughkeepsie
— 3 nights
Fly

S M T W T F S
31
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Hyde Park — 2 nights

Hyde Park is a town in Dutchess County, New York, bordering the Hudson River north of Poughkeepsie. Visit Franklin D. Roosevelt Presidential Library and Museum and Staatsburgh State Historic Site / Mills Mansion for their historical value. You'll discover tucked-away gems like The Clermont Mansion and Rondout Lighthouse. Change things up with these side-trips from Hyde Park: Hudson Valley Distillers (in Germantown) and Montgomery Place (in Annandale on Hudson). Next up on the itinerary: contemplate the long history of Vanderbilt Mansion National Historic Site and relax in the rural setting at Clover Brooke Farm Llama Alpaca Hikes.

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

Fort Lauderdale to Hyde Park is an approximately 5-hour flight. You can also drive; or take a bus. In July, Hyde Park is a bit cooler than Fort Lauderdale - with highs of 85°F and lows of 64°F. Finish up your sightseeing early on the 2nd (Tue) so you can go by car to Pleasant Valley.
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Historic Sites · Parks · Zoos & Aquariums · Trails
Side Trips
Find places to stay Jul 31 — Aug 2:

Pleasant Valley — 1 night

Pleasant Valley is a town in Dutchess County, New York, United States. On the 3rd (Wed), hunt for treasures at Stormville Airport Antique Show & Flea Market and then immerse yourself in nature at James Baird State Park.

To see photos, ratings, and other tourist information, you can read our Pleasant Valley tour builder.

Pleasant Valley is just a stone's throw from Hyde Park. August in Pleasant Valley sees daily highs of 83°F and lows of 60°F at night. Wrap up your sightseeing on the 3rd (Wed) early enough to drive to Poughkeepsie.
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Parks · Shopping · Nature
Side Trip
Find places to stay Aug 2 — 3:

Poughkeepsie — 3 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. Get some cultural insight at West Point Foundry Preserve and New Windsor Cantonment State Historic Site. Your inner history buff will appreciate Fort Montgomery State Historic Site and The Poughkeepsie Post Office. You'll find plenty of places to visit near Poughkeepsie: National Purple Heart Hall Of Honor (in New Windsor) and Hudson Valley Bucket List (in Beacon). There's lots more to do: take in the views from Walkway Over the Hudson State Historic Park, get a taste of the local shopping with Meadowbrook Farm Market, and deepen your understanding at Marist College.

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

Poughkeepsie is just a short distance from Pleasant Valley. In August, plan for daily highs up to 83°F, and evening lows to 60°F. Wrap up your sightseeing on the 6th (Sat) early enough to fly back home.
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Historic Sites · Museums · Tours · Wineries
Side Trips
Find places to stay Aug 3 — 6: