Red Hook Vacations from $361

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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
Price was $512, price is now $361 per person
$361
per person
Aug 2 - Aug 6
found 4 hours ago
Roundtrip flight included
New York (JFK) to Albany (ALB)
8.8/10 Excellent! (2,342 reviews)
Everything was great!

Reviewed on May 10, 2026

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
Save 100% on your flight
Price was $695, price is now $482 per person
$482
per person
Aug 2 - Aug 6
found 4 hours ago
Roundtrip flight included
New York (JFK) to Albany (ALB)
9.2/10 Wonderful! (890 reviews)
Family friendly resort with amenities the whole family can enjoy!

Reviewed on May 12, 2026

Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
Price was $535, price is now $378 per person
$378
per person
Aug 2 - Aug 6
found 4 hours ago
Roundtrip flight included
New York (JFK) to Albany (ALB)
9/10 Wonderful! (922 reviews)
These are all 1 bedroom suites. There was plenty of room in kitchen cupboards for our groceries. The kitchen was well supplied with cooking utensils, dishes and glassware. The location is excellent with several grocery stores and restaurants close by. Everything was perfect except for the height of the toilets. My husband and I are tall and the toilets are very small and a very short distance to the floor.

Reviewed on May 11, 2026

Hampton Inn Albany-Wolf Road (Airport)

Hampton Inn Albany-Wolf Road (Airport)

2.5 out of 5
Price was $1,042, price is now $776 per person
$776
per person
Jun 24 - Jun 29
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
8.8/10 Excellent! (1,004 reviews)
Staff was great. Bathrooms could use a little upkeep.

Reviewed on May 1, 2026

Berkshires Untold

Berkshires Untold

3.5 out of 5
Save 100% on your flight
Price was $670, price is now $500 per person
$500
per person
Aug 2 - Aug 6
found 4 hours ago
Roundtrip flight included
New York (JFK) to Albany (ALB)
9/10 Wonderful! (930 reviews)
Place was clean, staff very helpful and was a great place overall to stay. I liked that there was a bottle of water when I arrived and the soaps and lotions were great. There was a faint smell of dog pee near the desk area however and two days in a row they did not put out hot water for tea, which I would’ve liked.

Reviewed on May 12, 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

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
Fully refundableReserve now, pay when you stay
$95 nightly
The price is $107 total per night from May 19 to May 20
$107 total
May 19 - May 20
Total with taxes and fees
7.4/10 Good! (1,009 reviews)
The carpet in our room smelled like urine. The staff was friendly however the hotel is very rundown and feels dirty. We spent as little time as possible there

Reviewed on May 10, 2026

Best Western Plus Kingston Hotel And Conference Center
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
$199 nightly
The price is $215 total per night from May 19 to May 20
$215 total
May 19 - May 20
Total with taxes and fees
9.6/10 Exceptional! (221 reviews)
The place is beautiful, offering plenty of privacy. Very clean & comfortable. Would def book again....

Reviewed on May 10, 2026

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
AutoCamp Catskills

AutoCamp Catskills

5 out of 5
882 NY-212 Saugerties NY
$169 nightly
The price is $189 total per night from May 21 to May 22
$189 total
May 21 - May 22
Total with taxes and fees
9/10 Wonderful! (495 reviews)
The airstream was not as clean as we had hoped. I understand we are in the woods and so cleanliness might not be 100% possible, however there were coffee rings on my bedside tables from the person who had just checked out before me which was disappointing; as well as a big stain on the couch when ...

Reviewed on May 5, 2026

AutoCamp Catskills
See all 1,987 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 $361 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.