Dutchess County Holidays

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    Save up to S$134 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Top destinations in Dutchess County

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Beacon

Beacon

Dutchess County Flight & Hotel Packages

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

NobleDEN Hotel

4 out of 5
Manhattan
per person
19 Oct - 24 Oct
found 1 day ago
Return direct flight included
Singapore (SIN) to New York (JFK)
9.8/10 Exceptional! (1,271 reviews)
Great hotel, diligent staff, clean, convenient location, attention to detail.

Reviewed on 17 Aug, 2025

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Save 100% on your flight
per person
19 Oct - 24 Oct
found 1 day ago
Return direct flight included
Singapore (SIN) to New York (JFK)
9/10 Wonderful! (2,737 reviews)
The server was so good specially the luggage man

Reviewed on 16 Aug, 2025

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Save 100% on your flight
per person
19 Oct - 24 Oct
found 1 day ago
Return direct flight included
Singapore (SIN) to New York (JFK)
9.2/10 Wonderful! (3,368 reviews)
The staff is so kind in this place.It feels warm but still luxurious. We will definitely be back!

Reviewed on 17 Aug, 2025

W New York - Times Square

W New York - Times Square

4.5 out of 5
Manhattan
per person
19 Oct - 24 Oct
found 1 day ago
Return direct flight included
Singapore (SIN) to New York (JFK)
8.6/10 Excellent! (1,740 reviews)
We had a great time at the W Times Square. Ish was simply fantastic, he made our checkin process easy and explained the property in a funny and friendly way. We were able to go to the TMPL gym and got our complimentary drinks. He also signed us up to become Marriott members, so we’re looking ahead to a long time relationship with the chain. Ish, you’re amazing and you deserve a HUGE raise. Best, David and Alejandro from Vegas

Reviewed on 16 Aug, 2025

The Dominick

The Dominick

5 out of 5
Manhattan
Save 100% on your flight
per person
19 Oct - 24 Oct
found 1 day ago
Return direct flight included
Singapore (SIN) to New York (JFK)
9.2/10 Wonderful! (1,008 reviews)
Perfect location for the girls trip with my 15year old daughter. Soho shopping was great! The pool was fantastic and the location was less than a block to the subway. We rode the subway all week and never felt unsafe. Excellent hotel, we will be back!

Reviewed on 14 Aug, 2025

Top hotels in Dutchess County

Quality Inn Poughkeepsie

Quality Inn Poughkeepsie

2.5 out of 5
536 Haight Ave, Building A, Poughkeepsie, NY
Fully refundableReserve now, pay when you stay
The price is S$154 per night from 8 Sept to 9 Sept
S$154
8 Sept - 9 Sept
includes taxes & fees
7.6/10 Good! (392 reviews)
"Nice."

Reviewed on 15 Aug, 2025

Quality Inn Poughkeepsie
Quality Inn & Suites Fishkill South near I-84

Quality Inn & Suites Fishkill South near I-84

2.5 out of 5
849 Route 52, Fishkill, NY
Fully refundableReserve now, pay when you stay
The price is S$144 per night from 7 Sept to 8 Sept
S$144
7 Sept - 8 Sept
includes taxes & fees
8.8/10 Excellent! (1,004 reviews)
"No bad for the price is a place to go sleep and that’s it"

Reviewed on 15 Aug, 2025

Quality Inn & Suites Fishkill South near I-84
Quality Inn Hyde Park Poughkeepsie North

Quality Inn Hyde Park Poughkeepsie North

2.5 out of 5
4142 Albany Post Rd, Hyde Park, NY
Fully refundableReserve now, pay when you stay
The price is S$116 per night from 7 Sept to 8 Sept
S$116
7 Sept - 8 Sept
includes taxes & fees
8/10 Very Good! (1,003 reviews)
"Quiet"

Reviewed on 16 Aug, 2025

Quality Inn Hyde Park Poughkeepsie North
See all 426 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$2,171, 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.