Dutchess County Holidays from NZ$2,277

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    Save up to NZ$616 when you book a flight and hotel together*

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Top destinations in Dutchess County

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

Hyde Park

The Latest Dutchess County Holiday Deals

Price found within the past 48 hours. Click for updated prices.
OYO Times Square

OYO Times Square

4 out of 5
Manhattan
Price was NZ$2,854, price is now NZ$2,277 per person
NZ$2,277
per person
6 May - 10 May
found 13 hours ago
Return flight included
Auckland (AKL) to New York (JFK)
7.2/10 Good! (1,617 reviews)
Room was clean and staff was friendly.

Reviewed on 13 Feb 2026

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was NZ$4,235, price is now NZ$2,924 per person
NZ$2,924
per person
6 May - 10 May
found 13 hours ago
Return flight included
Auckland (AKL) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (3,348 reviews)
Clean and great location

Reviewed on 13 Feb 2026

WestHouse New York

WestHouse New York

5 out of 5
Manhattan
Price was NZ$3,548, price is now NZ$2,744 per person
NZ$2,744
per person
6 May - 10 May
found 13 hours ago
Return flight included
Auckland (AKL) to Newark Liberty Intl. Airport (EWR)
8.4/10 Very Good! (1,000 reviews)
It was great! Everything and everyone was perfect!

Reviewed on 11 Feb 2026

Park Central Hotel New York

Park Central Hotel New York

4 out of 5
Manhattan
Price was NZ$2,874, price is now NZ$2,335 per person
NZ$2,335
per person
6 May - 10 May
found 13 hours ago
Return flight included
Auckland (AKL) to Newark Liberty Intl. Airport (EWR)
7.6/10 Good! (3,714 reviews)
Very clean! Elegant!! Staff was great, definitely staying here again. Close to everything restaurants nightlife you name it 10/10

Reviewed on 12 Feb 2026

The Annual Holiday Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Book now

Our pick of the best Dutchess County Hotel Deals

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 NZ$196 per night from 22 Feb to 23 Feb
NZ$196
22 Feb - 23 Feb
includes taxes & fees
8.8/10 Excellent! (1,012 reviews)
Room was nice. Staff was friendly

Reviewed on 7 Feb 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
Fully refundableReserve now, pay when you stay
The price is NZ$167 per night from 21 Feb to 22 Feb
NZ$167
21 Feb - 22 Feb
includes taxes & fees
8.4/10 Very Good! (1,000 reviews)
Very, very nice hotel. We were checked in quickly by a wonderful front desk crew, especially Henry. The hotel itself is spotless, parking is free, it's literally steps away from the convention center which was nice considering we were there when it was quite cold. The rooms were perfect and clean. ...

Reviewed on 9 Feb 2026

DoubleTree by Hilton Poughkeepsie Convention Center
Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie

2.5 out of 5
2361 South Rd Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is NZ$172 per night from 20 Feb to 21 Feb
NZ$172
20 Feb - 21 Feb
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
Best staff ever great location.

Reviewed on 1 Feb 2026

Hampton Inn & Suites Poughkeepsie
See all 3,864 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 NZ$2,277, 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.