Dutchess County Vacations & Trips from $539
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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.
Hotel Riu Plaza New York Times Square
Manhattan
Save 100% on your flight
Price was $973, price is now $539 per person
$539
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (3,130 reviews)
Clean room
Reviewed on Jul 7, 2026
Radio Hotel
Manhattan
Save 100% on your flight
Price was $1,220, price is now $633 per person
$633
per person
Sep 10 - Sep 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.6/10 Excellent! (2,498 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
1 Hotel Brooklyn Bridge
Save 100% on your flight
Price was $3,025, price is now $1,691 per person
$1,691
per person
Sep 11 - Sep 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9/10 Wonderful! (1,002 reviews)
Fabulous experience. Front desk staff was extremely helpful, friendly, and efficient. Especially while checking-in. Would come back again! Rooms are thoughtfully designed and have amazing views!
Reviewed on Jul 5, 2026
Hotel Riu Plaza Manhattan Times Square
Manhattan
Save 100% on your flight
Price was $1,936, price is now $1,133 per person
$1,133
per person
Sep 9 - Sep 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (3,652 reviews)
The breakfast buffet was huge, it had 15 hot items plus fruit and cereal. The location was nice because of how close it was to transit.
I think a resort fee for this property is a little extreme, give that fee covered use of a “business center” (1 computer and a printer) and the gym (which was the same as any other hotel gym)
Reviewed on Jul 7, 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 19 to Jul 20
$128 total
Jul 19 - Jul 20
Total with taxes and fees
9/10 Wonderful! (1,007 reviews)
"I strongly recommend this hotel. love it."
Reviewed on Jul 6, 2026
Spark by Hilton Fishkill
20 Schuyler Blvd Fishkill NY
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $103 total per night from Aug 2 to Aug 3
$103 total
Aug 2 - Aug 3
Total with taxes and fees
8.4/10 Very Good! (156 reviews)
"Room is clean, which is important to me. Staff is friendly, breakfast, ok."
Reviewed on Jul 6, 2026
DoubleTree by Hilton Poughkeepsie Convention Center
40 Civic Center Plz Poughkeepsie NY
Fully refundableReserve now, pay when you stay
$111 nightly
The price is $130 total per night from Jul 12 to Jul 13
$130 total
Jul 12 - Jul 13
Total with taxes and fees
8.4/10 Very Good! (1,009 reviews)
"Comfortable bed, spacious room, nice walk-in shower, convenient location.. but watch out for cars speeding across drop-off area from the bus station across the street!"
Reviewed on Jul 6, 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.
Stay near popular Dutchess County attractions
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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.
