Red Hook Holidays

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Top hotels in Red Hook

Best Western Plus Kingston Hotel And Conference Center

Best Western Plus Kingston Hotel And Conference Center

2.5 out of 5
503 Washington Ave Kingston NY
7.4/10 Good! (1,010 reviews)
"This is an aging property, poorly designed and in need of replacement, not a touch up, not a redecorating or renovation, replacement. The facility surrounds a pool that adds an uncomfortable level of humidity to the entire building. The room AC's can't keep up, particularly on hot days. The cleaning ..."

Reviewed on 8 Jul 2026

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Best Western Plus Kingston Hotel And Conference 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 Rp1.661.799 per night from 19 Jul to 20 Jul
Rp1.661.799
Rp1.861.237 total
19 Jul - 20 Jul
includes taxes & fees
8/10 Very good! (1,013 reviews)
"Great for a lower cost place to stay without sacrificing everything. There is no gym, no pool, no elevator, and poor sound proofing. BUT, guests were respectful during quiet hours, the breakfast was decent, and the staff was helpful and pleasant."

Reviewed on 13 Jul 2026

SureStay Plus Hotel by Best Western Highland Poughkeepsie
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 Rp2.184.067 per night from 27 Jul to 28 Jul
Rp2.184.067
Rp2.558.088 total
27 Jul - 28 Jul
includes taxes & fees
8.4/10 Very good! (1,017 reviews)
"I had mine reservation under my wife name. Had to wait almost 20 minutes waiting for the front desk attendant to find it which it was pretty odds. I do my reservation through Hotel.com, had to contact the customer service to get some help. The problem was resolved immediately, with the the same reservation ..."

Reviewed on 12 Jul 2026

DoubleTree by Hilton Poughkeepsie Convention Center
See all 2,021 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.

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.
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Frequently asked questions

How much does a Red Hook holiday package cost?
You can snap up a holiday package to this destination on Expedia. But how much your holiday to Red Hook costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Red Hook?
To score cheap Red Hook holiday packages, organise your trip outside of busy periods like public holidays and major events. You'll generally find better availability and lower prices when it's less busy.
How many days is enough for Red Hook?
The ideal duration of your Red Hook holiday depends on what you'd like to see and do. Typically, a handful of days to a week will give you plenty of time to check out all the main attractions and explore some hidden treasures along the way.
Is it worth booking a holiday package to Red Hook?
Red Hook has everything you need for an awesome getaway — walking trails, history and golfing are just the start. Whether you'd like to visit attractions such as Old Rhinebeck Aerodrome and Poet's Walk Park, or take the road less traveled, you'll have plenty to experience on your Red Hook holiday.
How to find the best Red Hook package deals?
Start your search for a Red Hook package deal by entering your preferred trip dates and destination under our "Packages" tab. Then apply a few filters, like "Property type" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the ideal Red Hook package deal right away, just tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Red Hook getaway off to a flying start.
Is it cheaper to book a Red Hook holiday as a package?
Expedia holiday packages are designed to give you more bang for your buck. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll generally score a better deal than booking each component separately. And you'll still enjoy the flexibility to create a tailored Red Hook holiday by choosing your favourite accommodation type, airline and car class.
When to book a holiday package to Red Hook?
Land fantastic discounts by booking your flights ahead of time with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for a spur-of-the-moment Red Hook escape.
How to plan a trip to Red Hook?

  1. Choose your travel dates: What you plan to do in Red Hook and your preferred season will help you decide when to go.
  2. Plan your budget wisely: On top of the price of your stay, you'll need to factor in other expenses too. These include food, flights and transportation. Also, set aside a little extra for unexpected expenses that could arise during your trip to Red Hook.
  3. Determine how many days away: Start by compiling a list of the activities and sights you want to get to in Red Hook. Then, estimate how long you'll need at each, along with any travel time.
  4. Bundle your accommodation and airfare: After you've settled on your dates and duration, lock in the right Red Hook holiday package for you.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.