Dutchess County Holidays
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Dutchess County Flight & Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Arthouse Hotel New York City
Manhattan
S$2,399
per person
11 Nov - 21 Nov
found 16 hours ago
Return flight included
Atlanta (ATL) to New York (JFK)
8.8/10 Excellent! (2,236 reviews)
Clean hotel in a great area. Walking distance to Central Park and friendly staff. We also received a complimentary croissant and coffee from their bakery. Good for one night before our cruise from manhattan terminal. Only about a 10 minute drive. Perfect location for us.
Reviewed on 3 Oct, 2026
Top hotels in Dutchess County
Hyatt Place Poughkeepsie / Hudson Valley
2165 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
S$140
2 Nov - 3 Nov
includes taxes & fees
9/10 Wonderful! (1,097 reviews)
"Helpful staff . Clean ."
Reviewed on 3 Oct, 2026
Beekman Arms and Delamater Inn
6387 MILL ST Rhinebeck NY
Fully refundableReserve now, pay when you stay
S$194
27 Oct - 28 Oct
includes taxes & fees
8.2/10 Very good! (1,007 reviews)
"Large spacious very clean room . Comfortable bed. Staff was very accommodating. Breakfast was above your average continental breakfast with many choices. Located in a center of town with plenty of places in walking distance."
Reviewed on 3 Oct, 2026
Comfort Suites Fishkill near Interstate 84
835 Route 52 Fishkill NY
Fully refundable
S$144
2 Nov - 3 Nov
includes taxes & fees
9.2/10 Wonderful! (1,006 reviews)
"We found the facility neat, clean and well kept. Enjoyed the breakfast options. Did not interact with staff other than the desk clerk but they were pleasant and helpful."
Reviewed on 1 Oct, 2026
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 S$1,659, 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.
Stay near popular Dutchess County attractions
Photo by Gregg Tobias
Culinary Institute of America
9.2/10 (275 reviews)
This prestigious culinary college offers a rare chance to dine at student-run restaurants showcasing future chefs. Reserve a table at The Bocuse Restaurant for modern French cuisine with Hudson River views.
Bard College
8.6/10 (100 reviews)
Explore the campus of Bard College during your stay in Annandale-on-Hudson. Stroll along the marina or experience the area's festivals.
Photo by (yu+ma)
Dia Beacon
8.6/10 (261 reviews)
Housed in a former Nabisco factory, Dia:Beacon showcases monumental contemporary art bathed in natural light. Explore spacious galleries featuring works by Richard Serra and Dan Flavin in this riverside museum.
Franklin D. Roosevelt Presidential Library and Museum
9.6/10 (249 reviews)
America's first presidential library, designed by FDR himself, offers an intimate look at the Roosevelt era through original documents, exhibits, and personal collections in this Hudson Valley treasure.
Vanderbilt Mansion National Historic Site
9.6/10 (108 reviews)
Step into America's Gilded Age at this Beaux-Arts masterpiece, once home to the Vanderbilt fortune. The mansion's 54 opulent rooms and Hudson River views offer a glimpse into elite 19th-century living.
Omega Institute
9.2/10 (31 reviews)
Take a campus tour or just explore the area of Omega Institute during your travels in Rhinebeck. Stroll along the riverfront or experience the area's festivals.
Dutchess County Fairgrounds
8.8/10 (66 reviews)
The Dutchess County Fairgrounds hosts NY's premier six-day county fair and year-round special events. Explore agricultural exhibits, savour gourmet fair treats, and experience the Hudson Valley Wine & Food Fest.
Hyde Park Station
8.2/10 (282 reviews)
This 1914 Mission-style station, designed by Grand Central Terminal's architects, houses a captivating railway museum. Explore original features and model trains while enthusiasts share stories.
What to do in Dutchess County
Red Hook Brooklyn Walking Tour Explore NYC's Hidden Gem
S$160
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
