Dutchess County Holidays from AU$3,836

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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
FlightsFlightsHotelsHotels

Poughkeepsie

Poughkeepsie

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
Price was AU$5,534, price is now AU$3,836 per person
AU$3,836
per person
9 Apr - 16 Apr
found 14 hours ago
Return flight included
Sydney (SYD) to New York (JFK)
9.2/10 Wonderful! (3,348 reviews)
Wonderful stay, close to times square. Would book again :)

Reviewed on 31 Jan 2026

1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
Save 100% on your flight
Price was AU$7,208, price is now AU$4,957 per person
AU$4,957
per person
9 Mar - 17 Mar
found 5 hours ago
Return flight included
Sydney (SYD) to New York (JFK)
9/10 Wonderful! (1,001 reviews)
It was a wonderful stay! Loved this location. The staff were genuinely friendly and helpful. No attitude with fake smiles. I can't wait) it to come back to NYC so I can stay there again!

Reviewed on 11 Jan 2026

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Price was AU$5,602, price is now AU$3,860 per person
AU$3,860
per person
9 Apr - 16 Apr
found 14 hours ago
Return flight included
Sydney (SYD) to New York (JFK)
9.8/10 Exceptional! (1,411 reviews)
Great location, very nice room. Will come back.

Reviewed on 28 Jan 2026

The Langham, New York, Fifth Avenue

The Langham, New York, Fifth Avenue

5 out of 5
Manhattan
Save 100% on your flight
Price was AU$9,065, price is now AU$6,538 per person
AU$6,538
per person
9 Mar - 17 Mar
found 5 hours ago
Return flight included
Sydney (SYD) to New York (JFK)
9.4/10 Exceptional! (1,001 reviews)
Excellent stay in club suite, exceptional service in all areas, look forward to future stays

Reviewed on 20 Jan 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

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$143 per night from 15 Feb to 16 Feb
AU$143
15 Feb - 16 Feb
includes taxes & fees
8.8/10 Excellent! (1,016 reviews)
Everything was great. Staff were pleasant. My only problem was too much noise in the night, as if they were standing or trying to enter my room.

Reviewed on 25 Jan 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 AU$141 per night from 24 Feb to 25 Feb
AU$141
24 Feb - 25 Feb
includes taxes & fees
8.4/10 Very Good! (1,002 reviews)
Room was clean and comfortable. Staff was so friendly. Would definitely stay here again

Reviewed on 29 Jan 2026

DoubleTree by Hilton Poughkeepsie Convention Center
Inn at Bellefield / Hyde Park, Residence Inn by Marriott

Inn at Bellefield / Hyde Park, Residence Inn by Marriott

3 out of 5
25 OLD VINEYARD PLACE Hyde Park NY
Fully refundableReserve now, pay when you stay
The price is AU$262 per night from 11 Feb to 12 Feb
AU$262
11 Feb - 12 Feb
includes taxes & fees
9.6/10 Exceptional! (459 reviews)
Tasteful, large room, and pleasant staff.

Reviewed on 25 Jan 2026

Inn at Bellefield / Hyde Park, Residence Inn by Marriott
See all 3,873 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
Cheap Holidays
Cheap Holidays
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$3,836, 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.