Red Hook Holidays from £812

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Your Red Hook Holiday

When a break in the city is calling, answer it with a holiday package to Red Hook. The neighbourhood of Kingston Stockade District, which is good for families, festivals and markets, makes a great base for your adventures. Fill your free time with tours of Bard College, Dutchess County Fairgrounds and Old Rhinebeck Aerodrome, some of the things you just have to see during your trip to Red Hook. A couple of quick clicks is all it takes to put together the ideal Red Hook holiday on Expedia.

Top Red Hook Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
Price was £1,043, price is now £812 per person
£812
per person
4 Sept - 11 Sept
found 1 day ago
Return direct flight included
Manchester (MAN) to Albany (ALB)
8.8/10 Excellent! (2,463 reviews)
This property was excellent! Very clean, as well as being in very close proximity to Jiminy Peak. The pools were perfect, and the room had everything we need. The only negative thing was the pullout couch. It was extremely uncomfortable for the kids.

Reviewed on 29 Jul 2026

Hideaway Inn Lenox

Hideaway Inn Lenox

2 out of 5
Price was £1,560, price is now £1,207 per person
£1,207
per person
4 Sept - 11 Sept
found 1 day ago
Return direct flight included
Manchester (MAN) to Albany (ALB)
7.8/10 Good! (27 reviews)

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 out of 5
Price was £1,139, price is now £913 per person
£913
per person
4 Sept - 11 Sept
found 1 day ago
Return direct flight included
Manchester (MAN) to Albany (ALB)
9.2/10 Wonderful! (940 reviews)
Room was dated.. bathtub in primary bedroom had mold and mildew!

Reviewed on 28 Jul 2026

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South

2.5 out of 5
Price was £1,138, price is now £915 per person
£915
per person
4 Sept - 11 Sept
found 1 day ago
Return direct flight included
Manchester (MAN) to Albany (ALB)
8.4/10 Very good! (1,002 reviews)

Berkshires Untold

Berkshires Untold

3.5 out of 5
Price was £1,308, price is now £1,079 per person
£1,079
per person
4 Sept - 11 Sept
found 1 day ago
Return direct flight included
Manchester (MAN) to Albany (ALB)
9/10 Wonderful! (1,007 reviews)

Red Hook Essential Information

Language
English
Currency
U.S dollars
Population
2,000
Max Temp Winter
2ºC
Max Temp Summer
27ºC
Top Sights
Lake Taghkanic State Park, Ulster Performing Arts Centre and Old Rhinebeck Aerodrome

Top hotels in Red Hook

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 £112 per night from 2 Aug to 3 Aug
£112
2 Aug - 3 Aug
includes taxes & fees
8.2/10 Very good! (941 reviews)
"This is a lovely inn. I have always wanted to stay here. The bar was great. The food was amazing. However, the wifi did not function in my room. The check in staff did not inform me that coffee would be available in the lobby in the morning. Frankly, I found him somewhat condescending. The property ..."

Reviewed on 29 Jul 2026

Beekman Arms and Delamater Inn
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 £111 per night from 16 Aug to 17 Aug
£111
16 Aug - 17 Aug
includes taxes & fees
DoubleTree by Hilton Poughkeepsie Convention Center
SureStay Plus Hotel by Best Western Highland Poughkeepsie

SureStay Plus Hotel by Best Western Highland Poughkeepsie

2.5 out of 5
3423 US Highway 9W Highland NY
Fully refundableReserve now, pay when you stay
The price is £83 per night from 2 Aug to 3 Aug
£83
2 Aug - 3 Aug
includes taxes & fees
8/10 Very good! (1,020 reviews)
"They were SUPER dog friendly which was great to see and we could walk around the property to give our pup some exercise and others were doing the same. It was very clean and very comfortable and everything we needed and looking for."

Reviewed on 28 Jul 2026

SureStay Plus Hotel by Best Western Highland Poughkeepsie
See all 2,031 properties in Red Hook
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.
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Stay near popular Red Hook attractions

A biplane with red and white stripes flying against a clear blue sky.

Old Rhinebeck Aerodrome

9.4/10 (8 reviews)
This living aviation museum displays rare flyable aircraft (1900-1935) with weekend airshows featuring WWI dogfights. Experience the golden age of flight with an open-cockpit biplane ride over the Hudson Valley.
See properties

Frequently asked questions

How much does a Red Hook travel package cost?
Our Red Hook packages, which begin from just £812, are an awesome way to save precious money. Pick your favourite flights, hotels and rental cars to create your ideal escape.
If I'm not able to travel, can I cancel my Red Hook travel package?
We totally understand that the universe can throw the odd curveball. If you've locked in a Red Hook travel package and need to cancel or amend it, we can help. We suggest taking a look at our Customer Service Portal first for information. But generally speaking, if you've taken out your package within 24 hours, you may be able to change your itinerary for free. If it's been longer than 24 hours, your hotel, airline or car rental company may impose a fee.
How do I get a cheap travel package to Red Hook?
Combine your bookings with Expedia to save on your next trip. With more than 550 partner airlines and 1,000,000 hotel options around the globe, your Red Hook travel package can be tailored exactly to suit your budget. With all that extra cash, why not throw in one or more interesting experiences and tours? It's an easy way to unlock even more discounts. Your dream holiday in Red Hook is much closer than you thought!
Does Expedia offer Book Now, Pay Later Red Hook holidays?
Yes. Expedia has joined forces with online lender Klarna to help you conveniently pay for your trip in manageable instalments. Simply click on the payment plan best suited to your needs during checkout and take the stress out of budgeting for your next trip. Make sure you bundle your accommodation, flights and car hire with Expedia to get the biggest bang for your travel buck. Consider these flexible payment options below:

  • Pay monthly holidays: If paying small amounts each month works for you, Klarna can help. Paying in easy monthly instalments will make that dream getaway possible.
  • Pay in instalments holidays: Into the idea of paying off your holiday in multiple transactions? Then check out this Book Now, Pay Later option with Klarna.
  • Low deposit holidays: If paying a small percentage of your trip (rather than the total upfront) makes it easier to click that "book now" button, go for a low deposit holiday payment plan with Klarna.

Where should I stay in Red Hook?
Close to the action. Many people book hotels around popular sights, like Bard College, Old Rhinebeck Aerodrome and Red Hook Golf Club.
What are the top hotels in Red Hook?
Secure a room at HYATT house Fishkill/Poughkeepsie. It's one of the area's most sought-after properties. Another top-rated option in Red Hook is Hyatt Place Poughkeepsie.
How far in advance should I book my Red Hook holiday?
While not all air carriers release ticket prices early, you can normally look up international flights on Expedia up to 12 months in advance. This is the time when you'll nab some incredible bargains. If you're purchasing tickets last minute, there's a chance you could get lucky. Low prices sometimes become available only weeks prior to departure.
What does an Expedia Red Hook travel package include?
From hotels and airfares to car rentals, Expedia can help you put together a Red Hook package that's ideal for you. Heading off for a week or two? Look into a rental car, hotel and flight bundle. If your break is short, a hotel and flight deal may be more your style. Tours and activities can be added once you've made your booking. Our packages make it a cinch to save and plan.
What should I know before booking a Red Hook travel package?
You can save a tidy sum by combining your airfares, hotels and rental cars. Once you've created your package, add on fun stuff like day tours or experiences. Your next awesome holiday is only a couple of clicks away.
Can I choose my airline with a Red Hook Expedia travel package?
With a travel package, you're in control. Whether you're hoping to fly to Red Hook in economy or business class, simply choose from the available airline options. Expedia has access to more than 550 partner airlines globally.

* 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.