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

Poughkeepsie which includes autumn colours and a river or creek
FlightsFlightsHotelsHotels

Poughkeepsie

Poughkeepsie

Top Dutchess County Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Clark - Newark Area by IHG

Holiday Inn Clark - Newark Area by IHG

3 out of 5
Madison Hill
per person
6 Oct - 9 Oct
found 1 day ago
Return flight included
London (LON) to Newark Liberty Intl. Airport (EWR)
8.4/10 Very Good! (1,000 reviews)
The bed seems old and worn out. Bathroom is small. Overall though everything was good

Reviewed on 4 Aug 2025

Holiday Inn Express Newark Airport Elizabeth by IHG

Holiday Inn Express Newark Airport Elizabeth by IHG

2.5 out of 5
per person
6 Oct - 9 Oct
found 1 day ago
Return flight included
London (LON) to Newark Liberty Intl. Airport (EWR)
8.6/10 Excellent! (1,654 reviews)
It took 45+ to get extra pillows….sucks when you have a early flight

Reviewed on 3 Aug 2025

Holiday Inn Express And Suites Bronx NYC by IHG

Holiday Inn Express And Suites Bronx NYC by IHG

2.5 out of 5
per person
6 Oct - 9 Oct
found 1 day ago
Return flight included
London (LON) to New York (JFK)
8.4/10 Very Good! (310 reviews)
Breakfast, easy access to everything

Reviewed on 5 Aug 2025

Crowne Plaza Newark Airport by IHG

Crowne Plaza Newark Airport by IHG

3.5 out of 5
per person
6 Oct - 9 Oct
found 1 day ago
Return flight included
London (LON) to Newark Liberty Intl. Airport (EWR)
7.8/10 Good! (2,274 reviews)
Internet never worked for me, food was pretty easy to get delivered, the room was super clean. The only thing is that I was put in a handicap room which is fine but it didn’t have a curtain so the rest of the bathroom just got flooded with water everytime I showered.

Reviewed on 5 Aug 2025

Holiday Inn Hasbrouck Heights-Meadowlands by IHG

Holiday Inn Hasbrouck Heights-Meadowlands by IHG

3 out of 5
per person
6 Oct - 9 Oct
found 1 day ago
Return flight included
London (LON) to Newark Liberty Intl. Airport (EWR)
8.6/10 Excellent! (1,039 reviews)
Property was very clean and modern, rooms were great as well. Only issue we had was the pool closes very early (8pm) so if you're planning on swimming in the evening, no such luck.

Reviewed on 30 Jul 2025

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

Wingate by Wyndham Fishkill

Wingate by Wyndham Fishkill

3 out of 5
20 Schuyler Blvd, Fishkill, NY
Fully refundableReserve now, pay when you stay
The price is £89 per night from 17 Aug to 18 Aug
£89
17 Aug - 18 Aug
includes taxes & fees
7.4/10 Good! (462 reviews)
Great hotel
"Great location. Nearby food options. Comfortable hotel. Friendly service"

Reviewed on 3 Aug 2025

Wingate by Wyndham Fishkill
Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

2.5 out of 5
2750 South Road, Poughkeepsie, NY
Fully refundable
The price is £95 per night from 17 Aug to 18 Aug
£95
17 Aug - 18 Aug
includes taxes & fees
8.6/10 Excellent! (1,006 reviews)
"The bathroom needed some work. The edges and corners have a lot of dirt build up"

Reviewed on 3 Aug 2025

Holiday Inn Express Poughkeepsie by IHG
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 £76 per night from 13 Aug to 14 Aug
£76
13 Aug - 14 Aug
includes taxes & fees
7.8/10 Good! (1,004 reviews)
"Convenient, clean, affordable"

Reviewed on 3 Aug 2025

Quality Inn Hyde Park Poughkeepsie North
See all 427 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 £877, 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.

* 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.