Dutchess County Vacations & Trips from $402

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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

The Latest Dutchess County Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express & Suites Bronx - Barnabas area by IHG
JW Marriott Essex House New York
1 Hotel Brooklyn Bridge
Loews Regency New York Hotel
The Langham, New York, Fifth Avenue

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

Hyatt Place Poughkeepsie / Hudson Valley

3 out of 5
2165 South Road Poughkeepsie NY
$94 nightly
The price is $109 total per night from Nov 29 to Nov 30
$109 total
Nov 29 - Nov 30
Total with taxes and fees
9/10 Wonderful! (1,161 reviews)
"No microwave and the air conditioner unit inside corner of the room is very loud and noisy."

Reviewed on Nov 10, 2026

Hyatt Place Poughkeepsie / Hudson Valley
Comfort Suites Fishkill near Interstate 84

Comfort Suites Fishkill near Interstate 84

2.5 out of 5
835 Route 52 Fishkill NY
$104 nightly
The price is $120 total per night from Nov 29 to Nov 30
$120 total
Nov 29 - Nov 30
Total with taxes and fees
Comfort Suites Fishkill near Interstate 84
Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn

3.5 out of 5
6387 MILL ST Rhinebeck NY
Fully refundableReserve now, pay when you stay
$159 nightly
The price is $180 total per night from Nov 11 to Nov 12
$180 total
Nov 11 - Nov 12
Total with taxes and fees
8.2/10 Very Good! (1,011 reviews)
"At check at the front desk we were told that our room was 4 blocks away and given a map, told to call the front desk with any questions or requests! Called the front desk no less the 6 times with no answer and no return calls. The room was described king bed with sofa bed , there was no sofa, not ..."

Reviewed on Nov 10, 2026

Beekman Arms and Delamater Inn
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

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.