Red Hook Vacations from $271

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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.
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
Save 100% on your flight
Price was $399, price is now $271 per person
$271
per person
Mar 11 - Mar 15
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Albany (ALB)
8.8/10 Excellent! (2,134 reviews)
Everything was great, the staff, the room, and the amenities. We will be coming back.

Reviewed on Jan 25, 2026

The Old Catskill Game Farm Inn

The Old Catskill Game Farm Inn

3.5 out of 5
Price was $875, price is now $645 per person
$645
per person
Mar 15 - Mar 20
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Albany (ALB)
9.6/10 Exceptional! (26 reviews)
This Inn was amazing. We booked the Giraffe room for the weekend, and it was a great escape. Our room was super clean, a large jacuzzi tub, and very private. There was also a sauna room, gourmet kitchen, pantry with another stove, refrigerator, dish washer, fully stock with plates, and utensils. Additionally, there is a coffee bar and mini fridge stocked with bottled water. There is also a large common area with several leather sofa, and plenty of games. Another great feature is there is a bar area with a wine fridge. Shawn was amazing, he was very attentive and accommodating, he was right out front to greet us on arrival and gave a tour of the Inn. The decor was very nostalgic with decor from the original Catskill Game Farm. It was a great stay and looking forward to returning again.

Reviewed on Jan 19, 2026

The Landing Hotel at Rivers Casino & Resort

The Landing Hotel at Rivers Casino & Resort

4 out of 5
Nothside
Price was $680, price is now $515 per person
$515
per person
Feb 27 - Mar 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Albany (ALB)
9.2/10 Wonderful! (1,005 reviews)
The check in was quick and pleasant and included chocolate chip cookies. The room was clean and quiet and the bed was very comfortable!

Reviewed on Jan 25, 2026

The Wiltwyck

The Wiltwyck

3.5 out of 5
Price was $655, price is now $515 per person
$515
per person
Mar 15 - Mar 20
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Albany (ALB)
9.4/10 Exceptional! (162 reviews)
Great stay! Well decorated and a beautiful building walking distance from shops restos and the beautiful downtown. The host was waiting to greet us even though we were quite late to check in. Would stay again!

Reviewed on Dec 30, 2025

Hotel Kinsley

Hotel Kinsley

3.5 out of 5
Stockade District
Price was $1,119, price is now $912 per person
$912
per person
Mar 15 - Mar 20
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Albany (ALB)
9/10 Wonderful! (326 reviews)
Great property, area, etc, but be aware, there does not appear to be any lifts; you have to drag all your luggage up narrow stairs.

Reviewed on Jan 5, 2026

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Discover the most popular places to visit in Red Hook

Fokker DR1 Triplane at Old Rhinebeck Aerodrome Rhinebeck NY.

Old Rhinebeck Aerodrome

You can browse the exhibits at Old Rhinebeck Aerodrome, a museum with a story of its own, during your travels to Red Hook. Stroll along the marina or experience the area's festivals.

Old Rhinebeck Aerodrome

Red Hook Hotel Deals

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

2 out of 5
282 Cairo Junction Rd Catskill NY
$159 nightly
The price is $172 total per night from Jan 28 to Jan 29
$172 total
Jan 28 - Jan 29
Total with taxes and fees
9.4/10 Exceptional! (134 reviews)
It was absolutely beautiful!

Reviewed on Jan 20, 2026

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Residence Inn by Marriott Kingston

Residence Inn by Marriott Kingston

3 out of 5
800 Frank Sottile Boulevard Kingston NY
Fully refundableReserve now, pay when you stay
$131 nightly
The price is $147 total per night from Feb 8 to Feb 9
$147 total
Feb 8 - Feb 9
Total with taxes and fees
8.8/10 Excellent! (829 reviews)
Staff is extremely kind and efficient

Reviewed on Jan 19, 2026

Residence Inn by Marriott Kingston
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
$99 nightly
The price is $116 total per night from Feb 24 to Feb 25
$116 total
Feb 24 - Feb 25
Total with taxes and fees
8.2/10 Very Good! (1,001 reviews)
Hotel was Clean and the staff was nice. But the best part of my stay was the cookies they give you during check in.

Reviewed on Jan 18, 2026

DoubleTree by Hilton Poughkeepsie Convention Center
See all 1,979 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.

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 $271 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.