Dutchess County Holidays

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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

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

Poughkeepsie

Poughkeepsie

Top Dutchess County Flight + Hotel Deals

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

Radio Hotel

4 out of 5
Manhattan
Save 100% on your flight
Price was £1,709, price is now £1,009 per person
£1,009
per person
11 Sept - 17 Sept
found 11 hours ago
Return direct flight included
Manchester (MAN) to New York (JFK)
8.6/10 Excellent! (2,498 reviews)
Staff was great but that’s about it. Rooms and bathrooms are extremely small. You can hear everything from the hallways

Reviewed on 1 Jul 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
Price was £3,323, price is now £1,860 per person
£1,860
per person
17 Sept - 21 Sept
found 1 day ago
Return direct flight included
London (LHR) to New York (JFK)
9/10 Wonderful! (1,006 reviews)
Fabulous experience. Front desk staff was extremely helpful, friendly, and efficient. Especially while checking-in. Would come back again! Rooms are thoughtfully designed and have amazing views!

Reviewed on 5 Jul 2026

1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
Save 100% on your flight
Price was £5,488, price is now £3,242 per person
£3,242
per person
21 Sept - 28 Sept
found 1 day ago
Return direct flight included
Manchester (MAN) to New York (JFK)
9/10 Wonderful! (1,002 reviews)
Not the standard for a 1 Hotel property. I came in late and the fire alarm was falsely going off the entire time. No courtesy call and no zero attempt to accommodate the guests. The rooms need some work. Felt dingy and could use some serious touch ups and repairs. Just didn’t feel like the others.

Reviewed on 6 Jul 2026

The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

5 out of 5
Manhattan
Save 100% on your flight
Price was £6,279, price is now £3,903 per person
£3,903
per person
7 Aug - 19 Aug
found 1 day ago
Return direct flight included
London (LON) to New York (JFK)
9.2/10 Wonderful! (685 reviews)
Great location, great view

Reviewed on 5 Jul 2026

The Surrey A Corinthia Hotel

The Surrey A Corinthia Hotel

5 out of 5
Manhattan
Save 100% on your flight
Price was £7,431, price is now £4,666 per person
£4,666
per person
7 Aug - 19 Aug
found 1 day ago
Return direct flight included
London (LON) to Newark Liberty Intl. Airport (EWR)
9.8/10 Exceptional! (57 reviews)

Dutchess County Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Stewart Intl. Airport (SWF)
Top Sights
Innisfree Garden, Bowdoin Park and Harlem Valley Rail Trail

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 £109 per night from 21 Jul to 22 Jul
£109
21 Jul - 22 Jul
includes taxes & fees
9/10 Wonderful! (1,009 reviews)
"Almost new property! Good size rooms and an incredible breakfast!"

Reviewed on 7 Jul 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 £80 per night from 21 Jul to 22 Jul
£80
21 Jul - 22 Jul
includes taxes & fees
8.4/10 Very good! (156 reviews)
"Room is clean, which is important to me. Staff is friendly, breakfast, ok."

Reviewed on 6 Jul 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 £99 per night from 12 Jul to 13 Jul
£99
12 Jul - 13 Jul
includes taxes & fees
8.4/10 Very good! (1,010 reviews)
"Unfortunately the air conditioning was not working when we arrived. The staff told us before we checked in & we had the option to go elsewhere. We decided to stay because tge location was perfect for us. The parking garage was very clean & felt safe being there. The staff was outstanding, always ..."

Reviewed on 7 Jul 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Dutchess County travel package cost?
Our Dutchess County travel packages, which start from as low as £1,009, are an awesome way to save big. Handpick your favourite hotels, flights and rental car to create your perfect itinerary.
If I'm not able to travel, can I cancel my Dutchess County travel package?
If your travel plans in Dutchess County have been upended, it's comforting to know that you can cancel your booking. If your booking was made in the last 24 hours, you may be eligible to receive a refund. If your booking is older than that, your hotel, airline or car rental company may charge a cancellation fee. To learn more, visit our Customer Service Portal.
How do I get a cheap travel package to Dutchess County?
Combine your bookings with Expedia to save on your next getaway. With over 550 partner airlines and 1,000,000 properties throughout the world, your Dutchess County holiday package can be tailored exactly to suit your travel style. With all that extra cash, why not include one or more awesome tours and experiences? It's an easy way to unlock even more bargains. That holiday you've always dreamed of in Dutchess County is closer than you thought!
Does Expedia offer Book Now, Pay Later Dutchess County holidays?
Expedia has joined forces with online lender Klarna to make your next getaway easier on your bank balance. Paying by instalment means you can spread the costs of your next big adventure, leaving you with more cash to spend while you're away. Klarna has several payment plans to choose from, so you're sure to find something that fits your budget. Consider these flexible payment options:

  • Pay monthly holidays: Klarna has convenient monthly payment plans that work for all types of budgets, so you can book that well-earned holiday sooner.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna allows you to pay for your holiday over multiple transactions.
  • Low deposit holidays: Clicking the "book now" button is much easier with this option. Just put down a small deposit on your holiday and then start working on your travel plans.

What are the top hotels in Dutchess County?
When it comes to properties in Rhinebeck, HYATT house Fishkill/Poughkeepsie and Hyatt Place Poughkeepsie are among the favourites. If you're also visiting Red Hook, HYATT house Fishkill/Poughkeepsie and Hyatt Place Poughkeepsie look forward to welcoming you.
How far in advance should I book my Dutchess County holiday?
It's hard to pick the ideal time for airfares, but we generally suggest the earlier, the better. Most international flights on Expedia become available up to a year in advance. If you can't book ahead, don't stress. Cheap prices appear from time to time just weeks before departure dates.
What does an Expedia Dutchess County travel package include?
Hotels, flights and a shiny set of wheels for your road trip adventures. Simply choose your favourite bundle and gain access to great discounts. Once you've made your booking, add on a couple of experiences and tours and watch your savings stack up. When it comes to organising your Dutchess County break, you're the boss!
What should I know before booking a Dutchess County travel package?
Bundling your bookings into a Dutchess County travel package is the easiest way to organise your trip. Not only that, you'll save big when you combine your flights, hotels and car rentals. Once you've booked, why not add on a tour or an activity?
Can I choose my airline with a Dutchess County Expedia travel package?
Yes — that's one of the best things about an Expedia package. You can mix and match your flights, hotels and more. We have access to more than 550 partner airlines throughout the world, so you have options galore when creating your Dutchess County escape.

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

What to do in Dutchess County

Self-Guided Audio Driving Tour in Catskills Scenic Byway

Self-Guided Audio Driving Tour in Catskills Scenic Byway

£13
per traveller
Self-Guided Audio Driving Tour in Catskills Scenic Byway
Explore NYC's Best: 6 Self-Guided Walking Tours in One Bundle

Discover New York City: 6+ Must-See Self-Guided Walking Audio Tours

£38
per traveller
Discover New York City: 6+ Must-See Self-Guided Walking Audio Tours
See all activities in Dutchess County

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.