Dutchess County Holidays from AU$3,340

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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

Poughkeepsie showing autumn colours and a river or creek
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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
Save 100% on your flight
Price was AU$5,404, price is now AU$3,340 per person
AU$3,340
per person
3 June - 10 June
found 24 hours ago
Return direct flight included
Brisbane (BNE) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (2,931 reviews)
The staff is AMAZING and makes this hotel where we stay every trip to NYC. The breakfast is also a big selling point, along with easy location for shows. The rooms are terribly small, not in super fantastic condition; but we don’t spend much time in the room anyway.

Reviewed on 16 Mar 2026

Loews Regency New York Hotel

Loews Regency New York Hotel

5 out of 5
Manhattan
Save 100% on your flight
Price was AU$12,679, price is now AU$7,955 per person
AU$7,955
per person
3 June - 10 June
found 24 hours ago
Return direct flight included
Brisbane (BNE) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,002 reviews)
Hotel is very nice great location and rooms were very nice and clean. Staff was very friendly.

Reviewed on 16 Mar 2026

Placemakr Wall Street

Placemakr Wall Street

4 out of 5
Manhattan
Save 100% on your flight
Price was AU$5,376, price is now AU$3,642 per person
AU$3,642
per person
3 June - 10 June
found 24 hours ago
Return direct flight included
Brisbane (BNE) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (890 reviews)
The room was clean & stylish, and my kiddos loved the bunk beds. Although the separate queen bed was very firm, it was still comfy enough. The front desk employees were helpful and accommodating. Also, I love this location. It’s close to bars, restaurants, the ferry, subway, etc… everything we needed.

Reviewed on 17 Mar 2026

Candlewood Suites New York City-Times Square by IHG

Candlewood Suites New York City-Times Square by IHG

2.5 out of 5
Manhattan
Price was AU$5,294, price is now AU$3,717 per person
AU$3,717
per person
16 Apr - 23 Apr
found 1 day ago
Return flight included
Sydney (SYD) to Newark Liberty Intl. Airport (EWR)
8.6/10 Excellent! (1,777 reviews)
Very good place to stay, quiet room, A/C perfect, awesome location and affordable price

Reviewed on 17 Mar 2026

Hotel Beacon

Hotel Beacon

4 out of 5
Manhattan
Price was AU$4,643, price is now AU$3,389 per person
AU$3,389
per person
3 June - 10 June
found 24 hours ago
Return direct flight included
Brisbane (BNE) to Newark Liberty Intl. Airport (EWR)
9.4/10 Exceptional! (1,445 reviews)
Staff is friendly and hotel location is great. However there were roaches in the room. Also the cleaning staff accidentally threw away my son’s retainer in the bathroom. Although accidentally, it cost $350 to replace.

Reviewed on 17 Mar 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

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 AU$160 per night from 3 Apr to 4 Apr
AU$160
3 Apr - 4 Apr
includes taxes & fees
9/10 Wonderful! (1,005 reviews)
It was a nice stay, no complaints. We will definitely stay here again next time we are in the area!

Reviewed on 17 Mar 2026

Hampton Inn & Suites Poughkeepsie
Courtyard by Marriott Fishkill

Courtyard by Marriott Fishkill

3 out of 5
17 Westage Drive Fishkill NY
Fully refundableReserve now, pay when you stay
The price is AU$162 per night from 19 Mar to 20 Mar
AU$162
19 Mar - 20 Mar
includes taxes & fees
8.8/10 Excellent! (755 reviews)
Very clean and quiet

Reviewed on 13 Mar 2026

Courtyard by Marriott Fishkill
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$166 per night from 25 Mar to 26 Mar
AU$166
25 Mar - 26 Mar
includes taxes & fees
9/10 Wonderful! (1,004 reviews)
We stay in Poughkeepsie 5 to 10 times a year and I believe this will be our new go to. While the other hotel we stay at is lovely, we enjoyed the Hyatt a little bit better. Thank you for having us.

Reviewed on 15 Mar 2026

Hyatt Place Poughkeepsie / Hudson Valley
See all 3,894 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
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
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beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does a Dutchess County holiday package cost?
Our Dutchess County packages, which start from as low as AU$3,340, 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.