Dutchess County Vacations & Trips from $357
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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.
The Latest Dutchess County Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Somerset Hills Hotel, Tapestry Collection by Hilton
Save 100% on your flight
Price was $614, price is now $357 per person
$357
per person
Nov 15 - Nov 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (NYC)
8.8/10 Excellent! (215 reviews)
We were in New Jersey for one night to visit family and we chose this Hilton hotel for the location. We’ll definitely will stay here again. It’s a beautiful Hilton! The staff was friendly & our king size room was spacious with comfortable bed. Our drive to Newark airport was approximately 30 minutes.
Reviewed on Oct 2, 2025
1 Hotel Brooklyn Bridge
Price was $3,246, price is now $1,564 per person
$1,564
per person
Nov 17 - Nov 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.8/10 Excellent! (1,006 reviews)
Every staff person I interacted with was friendly and helpful. Loved the views and location. Wished there was more room to walk in the living room when the pull out sofa was open.
Reviewed on Sep 28, 2025
Hotel Riu Plaza New York Times Square
Manhattan
Save 100% on your flight
Price was $1,265, price is now $732 per person
$732
per person
Dec 6 - Dec 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9/10 Wonderful! (2,730 reviews)
Way to loud at night trying to sleep with all the honking all night long!
Reviewed on Oct 5, 2025
NobleDEN Hotel
Manhattan
Save 100% on your flight
Price was $1,104, price is now $645 per person
$645
per person
Dec 13 - Dec 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.8/10 Exceptional! (1,344 reviews)
Beautiful hotel and the location is incredible for dinning and exploring Soho, Chinatown and Little Italy. The staff in Front Desk is super kind. Would stay again in this hotel when visiting New York City next time
Reviewed on Oct 4, 2025
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
Quality Inn Poughkeepsie
536 Haight Ave, Building A, Poughkeepsie, NY
Fully refundableReserve now, pay when you stay
$92 nightly
The price is $106 total per night from Nov 3 to Nov 4
$106 total
Nov 3 - Nov 4
Total with taxes and fees
7.8/10 Good! (436 reviews)
"Really wonderful staff."
Reviewed on Sep 28, 2025
Hampton Inn & Suites Poughkeepsie
2361 South Rd, Poughkeepsie, NY
Fully refundableReserve now, pay when you stay
$114 nightly
The price is $132 total per night from Nov 2 to Nov 3
$132 total
Nov 2 - Nov 3
Total with taxes and fees
8.6/10 Excellent! (1,004 reviews)
"The breakfast area was very neat and orderly. A nice selection of food to enjoy. The front desk staff, Miguel was very friendly, polite and helpful. However, our room was not service after our first night’s stay. There was only one bath towel per person for the 2 nigh stay and the bathroom was not ..."
Reviewed on Oct 3, 2025
Quality Inn & Suites Fishkill South near I-84
849 Route 52, Fishkill, NY
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $106 total per night from Oct 13 to Oct 14
$106 total
Oct 13 - Oct 14
Total with taxes and fees
8.8/10 Excellent! (1,000 reviews)
"Needs an update but all is good."
Reviewed on Sep 27, 2025
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.
