Dutchess County Trip

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ₹100,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top destinations in Dutchess County

A river with boats docked on the shore, surrounded by autumn-colored trees.
FlightsFlightsHotelsHotels

Poughkeepsie

Poughkeepsie
A rural road flanked by dense greenery and power lines under a cloudy sky.
FlightsFlightsHotelsHotels

Amenia

Amenia

Top Dutchess County Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
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 ₹258,737, price is now ₹163,880 per person
₹163,880
per person
25 Dec - 1 Jan
found 20 hours ago
Return flight included
Toronto (YYZ) to New York (JFK)
8.6/10 Excellent! (2,296 reviews)
The experience was awesome no complaints

Reviewed on 3 Nov 2026

The William Hotel Midtown, New York

The William Hotel Midtown, New York

3.5 out of 5
Manhattan
Price was ₹345,710, price is now ₹193,088 per person
₹193,088
per person
25 Dec - 1 Jan
found 20 hours ago
Return flight included
Toronto (YYZ) to New York (JFK)
9.4/10 Exceptional! (275 reviews)

Hotel Beacon

Hotel Beacon

4 out of 5
Manhattan
Price was ₹377,450, price is now ₹229,980 per person
₹229,980
per person
25 Dec - 1 Jan
found 20 hours ago
Return flight included
Toronto (YYZ) to New York (JFK)
9.4/10 Exceptional! (1,536 reviews)

Grayson Hotel in the Unbound Collection by Hyatt

Grayson Hotel in the Unbound Collection by Hyatt

4 out of 5
Manhattan
Price was ₹331,840, price is now ₹208,938 per person
₹208,938
per person
25 Dec - 1 Jan
found 20 hours ago
Return flight included
Toronto (YYZ) to New York (JFK)
9.2/10 Wonderful! (1,111 reviews)
This was the perfect hotel to stay for the NYC marathon- right by the midtown bus pick up. The area was also convenient to the public library, Bryant Park, and Times Square/Broadway shows. Room was clean and quiet, staff was helpful. Would definitely stay here again. Thank you!

Reviewed on 2 Nov 2026

Margaritaville Resort Times Square

Margaritaville Resort Times Square

4 out of 5
Manhattan
Price was ₹321,488, price is now ₹203,285 per person
₹203,285
per person
25 Dec - 1 Jan
found 20 hours ago
Return flight included
Toronto (YYZ) to New York (JFK)
9/10 Wonderful! (4,191 reviews)

Top hotels in Dutchess County

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 ₹10,406 per night from 17 Nov to 18 Nov
₹10,406
₹12,084 total
17 Nov - 18 Nov
includes taxes & fees
Hyatt Place Poughkeepsie / Hudson Valley
Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn

3.5 out of 5
6387 MILL ST Rhinebeck NY
Fully refundableReserve now, pay when you stay
The price is ₹10,164 per night from 10 Nov to 11 Nov
₹10,164
₹11,498 total
10 Nov - 11 Nov
includes taxes & fees
Beekman Arms and Delamater Inn
Comfort Suites Fishkill near Interstate 84

Comfort Suites Fishkill near Interstate 84

2.5 out of 5
835 Route 52 Fishkill NY
Fully refundable
The price is ₹9,282 per night from 29 Nov to 30 Nov
₹9,282
₹10,732 total
29 Nov - 30 Nov
includes taxes & fees
Comfort Suites Fishkill near Interstate 84
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.

Frequently asked questions

How much does a Dutchess County holiday package cost?
Our Dutchess County packages, which start from as low as ₹163,880, 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.

Stay near popular Dutchess County attractions

A wall with various food-related words and phrases, such as 'EAT', 'MUSTARD', 'LEMON', and 'ROAST'.
Photo by Gregg Tobias
Open Photo by Gregg Tobias

Culinary Institute of America

9.2/10 (275 reviews)
This prestigious culinary college offers a rare chance to dine at student-run restaurants showcasing future chefs. Reserve a table at The Bocuse Restaurant for modern French cuisine with Hudson River views.
See properties
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.