Red Hook Holidays
- Plan, book, travel with confidence
- Better togetherSave up to S$1,300 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top hotels in Red Hook
Beekman Arms and Delamater Inn
6387 MILL ST Rhinebeck NY
Fully refundableReserve now, pay when you stay
S$231
20 Sept - 21 Sept
includes taxes & fees
8.2/10 Very good! (987 reviews)
"I have a habit of calling ahead a day or two before my arrival to make sure my reservation is confirmed. I made numerous attempts to to so and no one was answering the phones? It took from 1.30pm - 8.30pm to reach someone.... Other than the trash can missed being empty, all was very nice. I will ..."
Reviewed on 26 Aug, 2026
DoubleTree by Hilton Poughkeepsie Convention Center
40 Civic Center Plz Poughkeepsie NY
Fully refundableReserve now, pay when you stay
S$188
13 Sept - 14 Sept
includes taxes & fees
8.4/10 Very good! (1,000 reviews)
"First-class hotel, except for the breakfast. My spouse and child waited for 40 minutes to be fed until they gave up and left. They observed other patrons not getting any breakfast, either. Probably just as well, as the prices were outrageously high (even if the service had been even remotely competent). ..."
Reviewed on 25 Aug, 2026
SureStay Plus Hotel by Best Western Highland Poughkeepsie
3423 US Highway 9W Highland NY
Fully refundableReserve now, pay when you stay
S$127
31 Aug - 1 Sept
includes taxes & fees
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
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.
Poet's Walk Park
10.0/10 (2 reviews)
Meandering through meadows framed by woodlands, Poets' Walk Park offers stunning views of the Hudson River and Catskills. The trail features rustic pavilions where Washington Irving once found inspiration.
Red Hook Golf Club
This historic Hudson Valley course challenges golfers with scenic fairways and well-maintained greens since 1931. Book early morning tee times in spring or fall to experience the vibrant seasonal foliage.
Lake Carvel
Lake Carvel offers a peaceful retreat for locals seeking natural surroundings away from tourist crowds. Enjoy quiet shoreline walks and scenic views in this tranquil community spot.
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?
- Choose your travel dates: What you plan to do in Red Hook and your preferred season will help you decide when to go.
- 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.
- 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.
- Bundle your accommodation and airfare: After you've settled on your dates and duration, lock in the right Red Hook holiday package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
