Red Hook Vacations from $471
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Your Red Hook Vacation
When a break in the city is calling, answer it with a vacation package to Red Hook. The neighborhood 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 vacation on Expedia.
The Latest Red Hook vacation packages
Price found within the past 48 hours. Click for updated prices.
Lodges At Cresthaven
$471
per person
Nov 19 - Nov 22
found 17 hours ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
9.4/10 Exceptional! (628 reviews)
They have pocket doors on the bathrooms with no locks. The slope of the property was so great that my reasonably healthy wife could not access the beach area. The property is beautiful, but in my opinion it is not well suited for older adults.
Reviewed on Aug 27, 2026
Kingston Regency Inn
$494
per person
Nov 19 - Nov 23
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Albany (ALB)
7.4/10 Good! (1,004 reviews)
We could hear the sound from the hallway and from next door very clearly when we stayed there. We arrived around 1:40pm which was 1 and 20 minutes earlier than 3pm official check in time and was charged $25 for early check in. The room was already available but the staff told us we either coming back 1 hour later or we pay $25 for early check in which was nonsense . I booked the hotel through expedia but the hotel staff told me their record shows my reservation booked directly from them. Not sue whose fault it was, but I got double charged by both expedia and the hotel. I showed the staff my experdia reservation receipt, but he refused to contact expedia to solve the problem. Instead he insisted me to pay the full amount plus the $25 early check in fee and ask me to call expedia myself. It felt pretty cold.
Reviewed on Aug 31, 2026
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.
Red Hook Hotel Deals
Beekman Arms and Delamater Inn
6387 MILL ST Rhinebeck NY
Fully refundableReserve now, pay when you stay
$152 nightly
$172 total
Sep 9 - Sep 10
Total with taxes and fees
8.2/10 Very Good! (994 reviews)
"This is a crunchy and dark old hotel to stay only for the nostalgia- After dragging all our luggage from the way back parking lot we were told we were staying blocks away - I guess if you wanted your guests to know you could have emailed us ( with all the other emails you sent ) Also there is no ..."
Reviewed on Aug 31, 2026
SureStay Plus Hotel by Best Western Highland Poughkeepsie
3423 US Highway 9W Highland NY
Fully refundableReserve now, pay when you stay
$89 nightly
$100 total
Sep 7 - Sep 8
Total with taxes and fees
8/10 Very Good! (1,003 reviews)
"The staff was friendly and courteous. I did not understand why no microwave in the room was. Even though I had a short stay Thank you"
Reviewed on Aug 31, 2026
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
282 Cairo Junction Rd Catskill NY
$199 nightly
$215 total
Sep 2 - Sep 3
Total with taxes and 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.
Find the Best Red Hook Vacation Packages
Red Hook Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 2,000 |
Max Temp Winter | 35ºF |
Max Temp Summer | 80ºF |
Top Sights | Old Rhinebeck Aerodrome, Center for Performing Arts at Rhinebeck and Margaret Lewis Norrie State Park |
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Frequently asked questions
How much does a Red Hook vacation package cost?
You can snap up a vacation package to this destination from $471 on Expedia. But how much your vacation 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?
December, January and February are great times to search for cheap Red Hook vacation packages. Traveling in less busy months means you can generally find lower prices on accommodations and flights.
How many days is enough for Red Hook?
The ideal duration of your Red Hook vacation depends on what you'd like to see and do. Generally, a few days to a week will give you time to go to all the top sights and explore some hidden spots along the way.
Is it worth booking a vacation package to Red Hook?
Red Hook has all the ingredients you need for an awesome getaway — walking trails, history and golfing are just the start. Whether you'd like to check out sights like Old Rhinebeck Aerodrome and Red Hook Golf Club, or take the road less traveled, there's plenty to explore on your Red Hook vacation.
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 vacation as a package?
Expedia vacation 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 vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation 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.
Does Expedia offer Book Now, Pay Later Red Hook vacation packages?
Set off on your dream escape to Red Hook with our Book Now, Pay Later vacations. There's no need to scrimp and save or wait until the next payday — we've teamed up with online lender Affirm to give you financial flexibility. Our vacation packages with payment plans let you spread the cost across 3, 6 or 12 months. With no hidden charges or late payment fees, it's a breeze to stick to your budget and snag great deals before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
