Dutchess County Holidays from AU$3,631

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Your Dutchess County Holiday

Choose a holiday package to Dutchess County and make planning your adventure easy. With the logistics arranged before you leave, you can focus on enjoying every minute in this exciting destination. With so much to see on a trip to Dutchess County, it can be hard to know where to begin. Kick off your journey in Poughkeepsie at Vanderbilt Mansion National Historic Site and Hyde Park Station — two much-loved attractions here. Another great city worthy of a spot on your itinerary is Pawling. Be sure not to miss Candlewood Lake and Stormville Airport Antique Show & Flea Market. Find some travel buddies and start packing, because your Dutchess County holiday is only clicks away with Expedia.

Top destinations in Dutchess County

FlightsFlightsHotelsHotels

Poughkeepsie

Poughkeepsie

The Latest Dutchess County Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Price was AU$6,111, price is now AU$3,631 per person
AU$3,631
per person
17 June - 24 June
found 1 day ago
Return direct flight included
Sydney (SYD) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (2,979 reviews)
Excellent position. Very clean. Very good breakfast. Would recommend.

Reviewed on 30 Apr 2026

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was AU$6,508, price is now AU$3,797 per person
AU$3,797
per person
17 June - 24 June
found 1 day ago
Return direct flight included
Sydney (SYD) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (3,468 reviews)
Friendly, clean and quick walk right into Times Square

Reviewed on 29 Apr 2026

OYO Times Square

OYO Times Square

4 out of 5
Manhattan
Price was AU$6,865, price is now AU$4,435 per person
AU$4,435
per person
14 July - 21 July
found 1 day ago
Return direct flight included
Sydney (SYD) to New York (JFK)
7/10 Good! (1,855 reviews)
Room was very dirty and run down. Smaller than depicted in picture. Very conveniently located though.

Reviewed on 28 Apr 2026

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Price was AU$5,905, price is now AU$3,968 per person
AU$3,968
per person
14 July - 21 July
found 1 day ago
Return direct flight included
Sydney (SYD) to New York (JFK)
9.8/10 Exceptional! (1,579 reviews)
Great location, friendly staff, and close to many restaurants, shops, and things to do. Easy to get around on foot or by public transit. The hotel offers great views of both midtown and downtown. So many great restaurants nearby, with Little Italy, Chinatown, and Soho within walking distance. The hotel offers good discounts to guests for many nearby restaurants and shops. Very quiet at night. Room was clean and fairly spacious. Highly recommend and would stay here again!

Reviewed on 22 Apr 2026

New York Marriott Marquis

New York Marriott Marquis

4.5 out of 5
Manhattan
Price was AU$6,818, price is now AU$4,608 per person
AU$4,608
per person
14 July - 21 July
found 1 day ago
Return direct flight included
Sydney (SYD) to New York (JFK)
9.4/10 Exceptional! (4,384 reviews)
Traveled with my family and everyone was as nice and helpful

Reviewed on 1 May 2026

Dutchess County Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Stewart Intl. Airport (SWF)
Top Sights
Bowdoin Park, Fishkill Ridge and Innisfree Garden

Our pick of the best Dutchess County Hotel Deals

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 AU$205 per night from 17 May to 18 May
AU$205
17 May - 18 May
includes taxes & fees
9/10 Wonderful! (1,005 reviews)
Great place to stay.

Reviewed on 1 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 AU$157 per night from 18 May to 19 May
AU$157
18 May - 19 May
includes taxes & fees
8/10 Very Good! (80 reviews)
The staff were very accommodating and attentive to my requests of staying in a quieter floor with a later check-in. The room was extremely clean and bigger than I expected, with the AC working perfectly (as I like to sleep in a cold room). Breakfast was no-frills (bagels, cereal, juice, etc) but ...

Reviewed on 30 Apr 2026

Spark by Hilton Fishkill
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 AU$203 per night from 17 May to 18 May
AU$203
17 May - 18 May
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
It was a beautiful hotel. We enjoyed our short stay.

Reviewed on 27 Apr 2026

Courtyard by Marriott Poughkeepsie
See all 400 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.
All Inclusive Holidays
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beach holidays
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Frequently asked questions

How much does a Dutchess County holiday package cost?
Our Dutchess County packages, which start from as low as AU$3,631, 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.