Dutchess County Vacations & Trips

Book a Hotel + Flight or Car together to unlock savings

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  • Plan, book, travel with confidence

  • Better together

    Save up to NT$25,000 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

FlightsFlightsHotelsHotels

Poughkeepsie

Poughkeepsie

Dutchess County Hotel Deals

Spark by Hilton Fishkill

Spark by Hilton Fishkill

3 out of 5
20 Schuyler Blvd Fishkill NY
Fully refundableReserve now, pay when you stay
The price is NT$3,172 per night from Jul 2 to Jul 3
NT$3,172
NT$3,668 total
Jul 2 - Jul 3
includes taxes & fees
8.2/10 Very Good! (127 reviews)
"Best stay that I had in the area hands down. My name on the tv was a nice touch"

Reviewed on 2026/6/11

Spark by Hilton Fishkill
Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

3 out of 5
2165 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is NT$3,606 per night from Jun 21 to Jun 22
NT$3,606
NT$4,188 total
Jun 21 - Jun 22
includes taxes & fees
9/10 Wonderful! (1,023 reviews)
"Wonderful breakfast!! Comfortable beds and updated TV!!"

Reviewed on 2026/6/13

Hyatt Place Poughkeepsie / Hudson Valley
Studio 6 Extended Stay Fishkill Route 9 NY

Studio 6 Extended Stay Fishkill Route 9 NY

2.5 out of 5
25 Merritt Blvd Fishkill NY
Fully refundableReserve now, pay when you stay
The price is NT$2,530 per night from Jun 28 to Jun 29
NT$2,530
NT$2,926 total
Jun 28 - Jun 29
includes taxes & fees
6.6/10 (1,004 reviews)
"I prepaid my stay at this establishment and after traveling all day to attend a wedding the next day I was told at the front desk that they had NO ROOMS AVAILABLE and that it was first come first first served even though and again it was prepaid through Hotels.com, who only offered me a refund. Leaving ..."

Reviewed on 2026/6/12

Studio 6 Extended Stay Fishkill Route 9 NY
See all 400 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 vacation package cost?
Our Dutchess County packages, which start from as low as , are the perfect way to save. Handpick your favorite 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 vacation 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 vacation 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 travelers.
How far in advance should I book my Dutchess County vacation?
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 vacation. 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 vacation 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 vacation rentals like beach villas and spacious residences. The list goes on!
Can I choose my airline with a Dutchess County Expedia vacation 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 vacation package?
If your vacation 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.

Stay near popular Dutchess County attractions

Old garden wall with scenic view of Hudson River Valley in Dutchess County, New York

Bard College

4.3/5 (100 reviews)
Enjoy the collegiate vibe at Bard College during your visit to Annandale-on-Hudson. Stroll along the marina or experience the area's festivals.
See properties
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.