Dutchess County Vacations & Trips from $832
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Your Dutchess County Vacation
Choose a vacation 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 vacation is only clicks away with Expedia.
Top destinations in Dutchess County
Beacon
The Latest Dutchess County Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Radio Hotel
Manhattan
Save 100% on your flight
Price was $1,552, price is now $832 per person
$832
per person
Aug 8 - Aug 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.6/10 Excellent! (2,500 reviews)
Staff was great but that’s about it. Rooms and bathrooms are extremely small. You can hear everything from the hallways
Reviewed on Jul 1, 2026
Hotel Riu Plaza Manhattan Times Square
Manhattan
Price was $2,005, price is now $1,003 per person
$1,003
per person
Sep 19 - Sep 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (3,652 reviews)
Location good, friendly staff.
Reviewed on Jul 3, 2026
Hotel Riu Plaza New York Times Square
Manhattan
Price was $2,067, price is now $1,105 per person
$1,105
per person
Sep 19 - Sep 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (3,130 reviews)
perfect location when visiting the city. Affordable price. Great staff service
Reviewed on Jul 3, 2026
Find the Best Dutchess County Vacation Packages
Dutchess County Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Stewart Intl. Airport (SWF) |
Top Sights | Innisfree Garden, Harlem Valley Rail Trail and Fishkill Ridge |
Dutchess County Hotel Deals
Hyatt Place Poughkeepsie / Hudson Valley
2165 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $128 total per night from Jul 13 to Jul 14
$128 total
Jul 13 - Jul 14
Total with taxes and fees
9/10 Wonderful! (1,001 reviews)
"AMAZING HOTEL!! if you need a place to stay for a night or two definitely choose this one! clean, nice quality, spacious affordable room, nice bathroom, nice indoor pool a& gym and inclusive breakfast! I often go back and forth to this area so I will be back!"
Reviewed on Jun 30, 2026
Spark by Hilton Fishkill
20 Schuyler Blvd Fishkill NY
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $107 total per night from Jul 12 to Jul 13
$107 total
Jul 12 - Jul 13
Total with taxes and fees
8.2/10 Very Good! (152 reviews)
"Reasonable hotel for a short stay, we were flying from Newburgh airport which is only 15 mins away. The communal areas are in need of a refurb and had a bleach smell but the room was fairly modern and clean. Breakfast is very basic. Good number of restaurants within a 5 minute walk. Overall, I would ..."
Reviewed on Jul 3, 2026
DoubleTree by Hilton Poughkeepsie Convention Center
40 Civic Center Plz Poughkeepsie NY
Fully refundableReserve now, pay when you stay
$107 nightly
The price is $125 total per night from Jul 9 to Jul 10
$125 total
Jul 9 - Jul 10
Total with taxes and fees
8.4/10 Very Good! (1,001 reviews)
"Staff was wonderful! Room was clean and spacious and parking was included which was really helpful. Only negative was air conditioner wasn’t fully working, even after having maintenance check on it."
Reviewed on Jul 1, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
