Dutchess County Holidays from NZ$3,464
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to NZ$2,400 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top destinations in Dutchess County
The Latest Dutchess County Holiday Deals
Price found within the past 48 hours. Click for updated prices.
33 Hotel, New York City, Seaport
Manhattan
NZ$3,464
per person
15 Dec - 22 Dec
found 1 day ago
Return direct flight included
Auckland (AKL) to New York (JFK)
9/10 Wonderful! (1,002 reviews)
The staff is terrific and helpful, from the front desk to the housekeepers. The food and coffee are not as good as I would hope.
Reviewed on 28 Sept 2026
Ink 48 Hotel
Manhattan
NZ$4,948
per person
10 Dec - 16 Dec
found 16 hours ago
Return direct flight included
Auckland (AKL) to New York (JFK)
8.4/10 Very good! (1,768 reviews)
Ink 48 definitely feels like it’s missing some heavy duty management. The staff was lovely, and everything seems clean, but overall it’s just a bit faded and unpolished. In our room, the hotel phone wasn’t working, the clock was set to be wrong time, the air vent seemed to be hanging on for dear life, and the mini bar was stocked with bottles of water from the bodega down the street, literally with these neon pink price stickers still on them. The hotel roof is managed by a different company, and they did not seem to have any hustle or desire to welcome hotel guests up to the roof. I know that has nothing to do with the hotel, but it is on the property and you would think that the rooftop staff would make a point of fussing a little extra over hotel guests. As I said, staff seemed very friendly, but it did look like a ragtag bunch with untucked shirts, a laissez-faire attitude, et cetera. For 750 bucks a night, for the overall stay I have to say I was a little disappointed
Reviewed on 28 Sept 2026
Our pick of the best Dutchess County Hotel Deals
Quality Inn Poughkeepsie
536 Haight Ave, Building A Poughkeepsie NY
Fully refundable
NZ$199
21 Oct - 22 Oct
includes taxes & fees
7.6/10 Good! (594 reviews)
"The room was decent. Clean and comfortable bed. Quiet. Rusty, leaning floor lamp in corner of bedroom. Decent value. The bathroom was not in great condition. Damaged ceiling tile over the shower from second floor. Empty shampoo conditioner mounted on shower wall. Very sparce continental ..."
Reviewed on 29 Sept 2026
Beekman Arms and Delamater Inn
6387 MILL ST Rhinebeck NY
NZ$268
30 Sept - 1 Oct
includes taxes & fees
Hyatt Place Poughkeepsie / Hudson Valley
2165 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
NZ$225
13 Oct - 14 Oct
includes taxes & fees
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 NZ$3,464, 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 homes 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
Self-Guided Audio Driving Tour in Catskills Scenic Byway
NZ$35
per traveller
Hudson Valley: Mindful Art and Photography Walk
NZ$582
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
