Dutchess County Vacations & Trips from $574
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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 Manhattan Times Square
Manhattan
Save 100% on your flight
Price was $1,067, price is now $574 per person
$574
per person
Sep 6 - Sep 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (3,632 reviews)
From check in to check out, was very efficient, breakfast was very good, large selection! Everyone was very helpful! Will stay here again!
Reviewed on Jul 3, 2026
Radio Hotel
Manhattan
Save 100% on your flight
Price was $1,248, price is now $663 per person
$663
per person
Sep 10 - Sep 14
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
Allegria Hotel
Save 100% on your flight
Price was $1,667, price is now $954 per person
$954
per person
Sep 18 - Sep 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
8/10 Very Good! (1,329 reviews)
Beautiful room with panoramic beach views. Loved the pool deck and easy access to the hotel from the boardwalk. Quiet, peaceful stay. Will definitely return.
Reviewed on Jul 2, 2026
Hotel Riu Plaza New York Times Square
Manhattan
Save 100% on your flight
Price was $1,021, price is now $587 per person
$587
per person
Sep 6 - Sep 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (3,099 reviews)
Excellent location and really amazing breakfast buffet (better than expected)
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! (150 reviews)
"The people. I was treated like family and it made my trip memorable. Thank you."
Reviewed on Jul 1, 2026
DoubleTree by Hilton Poughkeepsie Convention Center
40 Civic Center Plz Poughkeepsie NY
Fully refundableReserve now, pay when you stay
$109 nightly
The price is $128 total per night from Jul 7 to Jul 8
$128 total
Jul 7 - Jul 8
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.
