Dutchess County Vacations & Trips from $244
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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
Poughkeepsie
The Latest Dutchess County Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Millennium Hilton New York One UN Plaza
Manhattan
Save 100% on your flight
Price was $523, price is now $244 per person
$244
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (NYC)
8.2/10 Very Good! (1,948 reviews)
Rooms left much to be desired. Not a proper placement to room anyone considering rooms were being renovated above which directly affected the plumbing in our room.
Reviewed on Oct 27, 2025
INNSiDE by Meliá New York Nomad
Manhattan
Save 100% on your flight
Price was $556, price is now $257 per person
$257
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (NYC)
9.2/10 Wonderful! (2,030 reviews)
Room was clean, and the staff very helpful. The location of the hotel is excellent, and the room was quiet.
Great stay!
Reviewed on Nov 12, 2025
1 Hotel Brooklyn Bridge
Price was $1,629, price is now $868 per person
$868
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (NYC)
8.8/10 Excellent! (1,012 reviews)
Overall, we loved everything about 1 hotel Brooklyn Bridge. It was a birthday gift trip for my husband, and he enjoyed every minute of our stay. Thank you and we will be back again! Definitely a 5 star hotel and will recommend to my friends.
Reviewed on Nov 9, 2025
Park Lane New York
Manhattan
Save 100% on your flight
Price was $731, price is now $403 per person
$403
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (NYC)
8.4/10 Very Good! (1,646 reviews)
Electrical outlets by windows in 2011 don’t work.
Reviewed on Nov 12, 2025
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
Hampton Inn & Suites Poughkeepsie
2361 South Rd, Poughkeepsie, NY
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $115 total per night from Nov 29 to Nov 30
$115 total
Nov 29 - Nov 30
Total with taxes and fees
8.6/10 Excellent! (1,010 reviews)
Clean room. Nice breakfast. Staff super friendly and helpful.
Reviewed on Nov 9, 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 Nov 19 to Nov 20
$106 total
Nov 19 - Nov 20
Total with taxes and fees
8.8/10 Excellent! (1,008 reviews)
Clean room, staff very helpful and friendly
Reviewed on Nov 8, 2025
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 Dec 3 to Dec 4
$128 total
Dec 3 - Dec 4
Total with taxes and fees
8.2/10 Very Good! (1,001 reviews)
Spotless room, friendly staff, convenient parking and great location for events at Bardavon, Hudson pedestrian bridge in walking distance. We'd stay here again!
Reviewed on Oct 31, 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.