Dutchess County Holidays

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Top destinations in Dutchess County

B06FJJ Business district of Beacon New York Hudson Valley. Image shot 2008. Exact date unknown.
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Beacon

Beacon
Beacon, NY - USA - Nov. 29, 2020: Landscape view of the iconic Beacon Falls on the Fishkill creek, located off of Main Street in Beacon.
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Fishkill

Fishkill

Dutchess County Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Z Hotel

Z Hotel

2 out of 5
Queens
Save 100% on your flight
Price was S$2,608, price is now S$1,765 per person
S$1,765
per person
11 May - 21 May
found 6 hours ago
Return flight included
Atlanta (ATL) to New York (JFK)
8.6/10 Excellent! (81 reviews)
Location was decent. We were able to park on the street with no issue which is not common for queens. The staff was very friendly and helpful. Check in was easy. The room was clean . The bed was comfortable. The view of the skyline was great. The water was hot and good water pressure which is a big deal for me. The only issue I ran into was the WiFi stopped working and the TV wouldn’t reconnect to the internet no matter how many times I tried. It was kind of late and I didn’t feel like having to call for service so I just watched TV on my phone. For the price I paid for the room, I would absolutely stay again.

Reviewed on 24 Mar, 2026

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Price was S$6,150, price is now S$3,120 per person
S$3,120
per person
11 May - 21 May
found 6 hours ago
Return flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (2,931 reviews)
Very clean room, amazing staff! They were extremely polite and quick to check in! The cleaning staff was great and friendly and everyone there seemed to enjoy their jobs which makes for a great environment! Will definitely stay again, the only downside is parking which is out of their control. I highly recommend staying and getting a room with a view!

Reviewed on 24 Mar, 2026

Margaritaville Resort Times Square

Margaritaville Resort Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was S$3,922, price is now S$2,402 per person
S$2,402
per person
11 May - 21 May
found 6 hours ago
Return flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (4,149 reviews)
Location was great, room was decent.

Reviewed on 23 Mar, 2026

Hard Rock Hotel New York

Hard Rock Hotel New York

4.5 out of 5
Manhattan
Save 100% on your flight
Price was S$5,117, price is now S$3,296 per person
S$3,296
per person
11 May - 21 May
found 6 hours ago
Return flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
9.4/10 Exceptional! (5,426 reviews)
Excellent restaurant inside the hotel

Reviewed on 24 Mar, 2026

Hotel Stanford

Hotel Stanford

3 out of 5
Manhattan
Save 100% on your flight
Price was S$4,303, price is now S$2,924 per person
S$2,924
per person
11 May - 21 May
found 6 hours ago
Return flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
8.6/10 Excellent! (2,423 reviews)
The room was clean and the maid provided great service. There was reliable free wi fi. Front desk staff gave us free bottles of water which was very nice. The door man was always so attentive and polite.

Reviewed on 23 Mar, 2026

Top hotels in Dutchess County

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 S$171 per night from 31 Mar to 1 Apr
S$171
31 Mar - 1 Apr
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
Clean room with comfortable bed and nice bathroom. Friendly staff.

Reviewed on 23 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 S$146 per night from 30 Mar to 31 Mar
S$146
30 Mar - 31 Mar
includes taxes & fees
8.8/10 Excellent! (760 reviews)
Staff was very nice . Gave us water bottles , and i loved that they didn’t come knocking on the door as soon as it was checkout time

Reviewed on 18 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 S$150 per night from 29 Mar to 30 Mar
S$150
29 Mar - 30 Mar
includes taxes & fees
9/10 Wonderful! (1,006 reviews)
OK

Reviewed on 24 Mar, 2026

Hyatt Place Poughkeepsie / Hudson Valley
See all 3,888 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 S$1,765, 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 rentals 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.