Dutchess County Holidays from NZ$5,068

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Top destinations in Dutchess County

FlightsFlightsHotelsHotels

Rhinebeck

Rhinebeck

The Latest Dutchess County Holiday Deals

Price found within the past 48 hours. Click for updated prices.
The Westin New York Grand Central

The Westin New York Grand Central

4.5 out of 5
Manhattan
Price was NZ$6,602, price is now NZ$5,068 per person
NZ$5,068
per person
29 June - 8 July
found 5 hours ago
Return direct flight included
New Plymouth (NPL) to New York (JFK)
9/10 Wonderful! (3,809 reviews)
It was perfect for our girls weekend. Great amenities and close to everything.

Reviewed on 15 May 2026

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was NZ$7,369, price is now NZ$5,187 per person
NZ$5,187
per person
21 June - 27 June
found 1 day ago
Return flight included
Auckland (AKL) to New York (JFK)
9.2/10 Wonderful! (3,482 reviews)
Good size room and clean. A/C worked wonderfully as did blackout curtains. Bed and pillows comfy. Was worried about outside noise due to Times Square location but it was a non issue. Bell hops were friendly and timely with bags. Some small negatives: bathroom frosted glass door shines bright light into room at night (if not staying alone) and no fan; pretty noisy from neighbors and doors slamming (glad I had ear plugs); was surprised at check-in they needed multiple ids and cc swiped twice.

Reviewed on 15 May 2026

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Price was NZ$7,197, price is now NZ$5,099 per person
NZ$5,099
per person
21 June - 27 June
found 1 day ago
Return flight included
Auckland (AKL) to New York (JFK)
9/10 Wonderful! (2,980 reviews)
Very clean and nice hotel! Breakfast buffet was great!

Reviewed on 16 May 2026

OYO Times Square

OYO Times Square

4 out of 5
Manhattan
Price was NZ$6,967, price is now NZ$5,133 per person
NZ$5,133
per person
29 June - 8 July
found 5 hours ago
Return direct flight included
New Plymouth (NPL) to New York (JFK)
7/10 Good! (1,867 reviews)
We enjoyed our stay, the room was spacious for the location, regrettably the beds weren’t the comfiest.

Reviewed on 15 May 2026

Eurostars Wall Street

Eurostars Wall Street

4 out of 5
Manhattan
Price was NZ$7,017, price is now NZ$5,316 per person
NZ$5,316
per person
29 June - 8 July
found 5 hours ago
Return direct flight included
New Plymouth (NPL) to New York (JFK)
8/10 Very Good! (1,003 reviews)
clean, quiet, safe area in town

Reviewed on 11 May 2026

Our pick of the best Dutchess County Hotel Deals

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 NZ$158 per night from 31 May to 1 June
NZ$158
31 May - 1 June
includes taxes & fees
6.6/10 (1,005 reviews)
Staff could not do anything when i was charged twice.

Reviewed on 14 May 2026

Studio 6 Extended Stay Fishkill Route 9 NY
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 NZ$235 per night from 15 June to 16 June
NZ$235
15 June - 16 June
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
Hotel and rooms were very clean. Staff was very helpful. Enjoyed our stay.

Reviewed on 14 May 2026

Hyatt Place Poughkeepsie / Hudson Valley
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 NZ$183 per night from 3 June to 4 June
NZ$183
3 June - 4 June
includes taxes & fees
8/10 Very Good! (88 reviews)
Easy check in, comfortable bed, minimal breakfast but enough to get us going.

Reviewed on 15 May 2026

Spark by Hilton Fishkill
See all 406 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$5,068, 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.