Dutchess County Holidays

Book a Hotel + Flight or Car together to unlock savings

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    Save up to Rp173.195 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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Top destinations in Dutchess County

Franklin D. Roosevelt Presidential Library and Museum showing heritage architecture and heritage elements
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Hyde Park

Hyde Park
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Beacon

Beacon

Top hotels in Dutchess County

Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie

3 out of 5
2641 South Road/Route 9 Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is Rp1.583.253 per night from 16 Feb to 17 Feb
Rp1.583.253
Rp1.791.055 total
16 Feb - 17 Feb
includes taxes & fees
8.8/10 Excellent! (1,006 reviews)
Room was missing cups for coffee maker, had to go chase some down, but otherwise room was clean and comfortable. Tried to call hotel directly to say I’d. be arriving late and the automated reservation robots kept rerouting me to centralized system. Eventually got to talk to an actual human at the ...

Reviewed on 31 Jan 2026

Courtyard by Marriott Poughkeepsie
DoubleTree by Hilton Poughkeepsie Convention Center

DoubleTree by Hilton Poughkeepsie Convention Center

4 out of 5
40 Civic Center Plz Poughkeepsie NY
The price is Rp1.687.295 per night from 24 Feb to 25 Feb
Rp1.687.295
Rp1.976.244 total
24 Feb - 25 Feb
includes taxes & fees
8.4/10 Very Good! (1,001 reviews)
Room was clean and comfortable. Staff was so friendly. Would definitely stay here again

Reviewed on 29 Jan 2026

DoubleTree by Hilton Poughkeepsie Convention Center
Inn at Bellefield / Hyde Park, Residence Inn by Marriott

Inn at Bellefield / Hyde Park, Residence Inn by Marriott

3 out of 5
25 OLD VINEYARD PLACE Hyde Park NY
Fully refundableReserve now, pay when you stay
The price is Rp2.412.576 per night from 16 Feb to 17 Feb
Rp2.412.576
Rp2.729.227 total
16 Feb - 17 Feb
includes taxes & fees
9.6/10 Exceptional! (465 reviews)
The staff is incredibly courteous and helpful. The room is immaculate. Every amenity and convenience is considered in making your stay a pleasure.

Reviewed on 1 Feb 2026

Inn at Bellefield / Hyde Park, Residence Inn by Marriott
See all 3,882 properties in Dutchess County
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.

Frequently asked questions

How much does a Dutchess County holiday package cost?
Our Dutchess County packages, which start from as low as , are the perfect way to save. Handpick your favourite flights, hotels and rental cars to create your dream escape.
How do I get a cheap travel package to Dutchess County?
Bundle your hotels and flights with Expedia to save big bucks on your next exciting adventure. With more than 550 airlines and 1,000,000 hotel options worldwide, your Dutchess County holiday package can be tailored exactly to suit your budget. With all that extra cash, why not include a few fun activities and tours? It's an easy way to unlock even more savings. That holiday you've always dreamed of in Dutchess County is closer than you thought!
What are the top hotels in Dutchess County?
Royal Regency Hotel and Tru By Hilton Albany Airport, NY know how to make their guests feel welcome in Rhinebeck. If you also plan to get to Poughkeepsie, take a look at Courtyard by Marriott Yonkers Westchester County and Hampton Inn & Suites Albany Airport. Both are very popular with travellers.
How far in advance should I book my Dutchess County holiday?
While prices fluctuate, we generally recommend booking your spot as early as possible. Most international airfares are available on Expedia up to 12 months in advance. If you're booking late, you might still be in luck. Cheaper tickets to Dutchess County sometimes appear in the weeks prior to departure.
What does an Expedia Dutchess County travel package include?
Travel packages include hotels, rental cars and flights, but you can combine any of them to create your dream Dutchess County holiday. You can also add on activities and experiences once you've made your booking. You're the boss! When you bundle your bookings with Expedia, you'll get access to discounts you won't find anywhere else.
What should I know before booking a Dutchess County travel package?
Locking in all the parts of your holiday together is one of the best ways to save. Combine your flights, car rentals and hotels into a tidy package. But hotels aren't your only option. Expedia offers all kinds of properties, including holiday rentals like beach villas and spacious residences. The list goes on!
Can I choose my airline with a Dutchess County Expedia holiday package?
Yes, so take your pick! We have access to over 550 partner airlines around the world, so you can design your Dutchess County adventure according to your needs and budget.
If I'm not able to travel, can I cancel my Dutchess County holiday package?
If your holiday plans in Dutchess County have been upended, it's good to know that you can amend or cancel your booking. If your booking was made less than 24 hours ago, you may be able to get a refund. If your booking was made more than 24 hours ago, your airline, hotel or car rental company may impose a fee. To find out more, check our Customer Service Portal.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.