Dutchess County Holidays from NZ$2,912

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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.
Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was NZ$4,614, price is now NZ$2,912 per person
NZ$2,912
per person
1 May - 6 May
found 9 hours ago
Return flight included
Auckland (AKL) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (3,348 reviews)
Clean room, but they should offer a minimum of one water bottle daily.

Reviewed on 19 Feb 2026

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was NZ$5,380, price is now NZ$3,254 per person
NZ$3,254
per person
1 May - 6 May
found 9 hours ago
Return flight included
Auckland (AKL) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (2,790 reviews)
We had a fantastic stay at the Riu Plaza New York Times Square with our 2 daughters, age 15 and 11. The staff were very friendly at check-in and check-out, and they seemed to really enjoy their jobs. The workers who helped store our luggage were friendly, helpful, and

Reviewed on 19 Feb 2026

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Price was NZ$4,437, price is now NZ$3,036 per person
NZ$3,036
per person
1 May - 6 May
found 9 hours ago
Return flight included
Auckland (AKL) to New York (JFK)
9.8/10 Exceptional! (1,411 reviews)
The room and hotel cleanliness, comfortable beds, friendly staff and convenient location

Reviewed on 19 Feb 2026

Sonder by Marriott Bonvoy Court Square Apartments Long Island City

Sonder by Marriott Bonvoy Court Square Apartments Long Island City

3.5 out of 5
Queens
Price was NZ$4,277, price is now NZ$3,085 per person
NZ$3,085
per person
1 May - 6 May
found 9 hours ago
Return flight included
Auckland (AKL) to New York (JFK)
8.8/10 Excellent! (158 reviews)
Excellent rooms and amenities

Reviewed on 17 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$199 per night from 11 Mar to 12 Mar
NZ$199
11 Mar - 12 Mar
includes taxes & fees
8.8/10 Excellent! (1,013 reviews)
room was clean, quiet, safe area around allot of stores

Reviewed on 17 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$170 per night from 1 Mar to 2 Mar
NZ$170
1 Mar - 2 Mar
includes taxes & fees
8.4/10 Very Good! (1,002 reviews)
Very helpful staff. Clean rooms.

Reviewed on 19 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$190 per night from 28 Feb to 1 Mar
NZ$190
28 Feb - 1 Mar
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
Terrible gym. Needs to have weights and strength training equipment.

Reviewed on 19 Feb 2026

Hampton Inn & Suites Poughkeepsie
See all 3,850 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$2,912, 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.