
Dutchess County Holidays from AU$3,340
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Your Dutchess County Holiday
Choose a holiday package to Dutchess County and make planning your adventure easy. With the logistics arranged before you leave, you can focus on enjoying every minute in this exciting destination. With so much to see on a trip to Dutchess County, it can be hard to know where to begin. Kick off your journey in Poughkeepsie at Vanderbilt Mansion National Historic Site and Hyde Park Station — two much-loved attractions here. Another great city worthy of a spot on your itinerary is Pawling. Be sure not to miss Candlewood Lake and Stormville Airport Antique Show & Flea Market. Find some travel buddies and start packing, because your Dutchess County holiday is only clicks away with Expedia.
Top destinations in Dutchess County

Poughkeepsie
The Latest Dutchess County Holiday Deals

Hotel Riu Plaza New York Times Square
Reviewed on 16 Mar 2026

Loews Regency New York Hotel
Reviewed on 16 Mar 2026

Placemakr Wall Street
Reviewed on 17 Mar 2026

Candlewood Suites New York City-Times Square by IHG
Reviewed on 17 Mar 2026

Hotel Beacon
Reviewed on 17 Mar 2026
Dutchess County Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Stewart Intl. Airport (SWF) |
Top Sights | Bowdoin Park, Fishkill Ridge and Innisfree Garden |
Our pick of the best Dutchess County Hotel Deals

Hampton Inn & Suites Poughkeepsie
It was a nice stay, no complaints. We will definitely stay here again next time we are in the area!
Reviewed on 17 Mar 2026

Courtyard by Marriott Fishkill
Very clean and quiet
Reviewed on 13 Mar 2026

Hyatt Place Poughkeepsie / Hudson Valley
We stay in Poughkeepsie 5 to 10 times a year and I believe this will be our new go to. While the other hotel we stay at is lovely, we enjoyed the Hyatt a little bit better. Thank you for having us.
Reviewed on 15 Mar 2026













