Dutchess County Vacations & Trips from ￥309,186

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Top destinations in Dutchess County

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Rhinebeck

Rhinebeck

The Latest Dutchess County Vacation Packages

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

Night Hotel Broadway

3 out of 5
Manhattan
Price was ￥411,768, price is now ￥309,186 per person
￥309,186
per person
Sep 18 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Newark Liberty Intl. Airport (EWR)
7.4/10 Good! (3,182 reviews)
The rooms are neat and clean. It's a no frills hotel but it has everything you'll need. All the amenities were new and functioned great - AC, TV, lights, furniture, bed, linens. The bath was sparkling clean and recently renovated. Staff is helpful and attentive.

Reviewed on Jun 24, 2026

Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Manhattan
Price was ￥650,854, price is now ￥460,237 per person
￥460,237
per person
Sep 11 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to New York (JFK)
9/10 Wonderful! (2,123 reviews)
Beautiful property, excellent location for our needs and the staff were super friendly and helpful. First class hotel at its finest. Lovely courtyard to relax and eat some lunch.

Reviewed on Jun 24, 2026

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Price was ￥508,304, price is now ￥368,665 per person
￥368,665
per person
Sep 18 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (3,080 reviews)
Great location. Corner room has really good view.

Reviewed on Jun 25, 2026

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was ￥478,030, price is now ￥352,488 per person
￥352,488
per person
Sep 18 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (3,636 reviews)
Easy check in, clean, and professional

Reviewed on Jun 24, 2026

Concorde Hotel New York

Concorde Hotel New York

4 out of 5
Manhattan
Price was ￥564,920, price is now ￥429,467 per person
￥429,467
per person
Sep 11 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to New York (JFK)
9.2/10 Wonderful! (1,017 reviews)
Good location on upper east side. Be aware that there are 30+ levels. Initially booked into a “deluxe” room that was on 27th floor. Room was in desperate need of a renovation: smelly carpet, peeling laminate, no view. Remote from amenities. Bathrooms were nice. Moved to 7th floor next day: a different world (better). Bar/restaurant pricey and average. Night manager / day manager were like Jekyl and Hyde.

Reviewed on Jun 23, 2026

Dutchess County Hotel Deals

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 ￥20,059 per night from Jun 29 to Jun 30
￥20,059
￥23,295 total
Jun 29 - Jun 30
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
"Great staff and breakfast."

Reviewed on Jun 25, 2026

Hyatt Place Poughkeepsie / Hudson Valley
Spark by Hilton Fishkill

Spark by Hilton Fishkill

3 out of 5
20 Schuyler Blvd Fishkill NY
Fully refundableReserve now, pay when you stay
The price is ￥16,200 per night from Jul 19 to Jul 20
￥16,200
￥18,731 total
Jul 19 - Jul 20
includes taxes & fees
8.2/10 Very Good! (141 reviews)
"Neat, nice stay, good location."

Reviewed on Jun 24, 2026

Spark by Hilton Fishkill
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 ￥19,265 per night from Jul 5 to Jul 6
￥19,265
￥22,563 total
Jul 5 - Jul 6
includes taxes & fees
8.4/10 Very Good! (1,000 reviews)
"I arrived and was informed that there was no air conditioning or hot water at the hotel. They said they had reached out to other hotels to accommodate their guests. They moved me to a new hotel where I had to book a new room and pay for it out of pocket. They said I would be refunded but then refused ..."

Reviewed on Jun 22, 2026

DoubleTree by Hilton Poughkeepsie Convention Center
See all 406 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 vacation package cost?
Our Dutchess County packages, which start from as low as ￥309,186, are the perfect way to save. Handpick your favorite 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 vacation 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 vacation 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 travelers.
How far in advance should I book my Dutchess County vacation?
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 vacation. 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 vacation 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 vacation rentals like beach villas and spacious residences. The list goes on!
Can I choose my airline with a Dutchess County Expedia vacation 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 vacation package?
If your vacation 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.