Red Hook Vacation Packages
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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.
Top Red Hook Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Fairfield Inn & Suites by Marriott Albany Downtown
Downtown Albany
CA $939
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Albany (ALB)
8.6/10 Excellent! (1,002 reviews)
The room was ok, pretty basic, but the A/C did not work - it was 78° in the room, and the bathroom sink drain was stopped up with hair that had never been cleaned. The staff was friendly enough and the breakfast was about what you would expect.
Reviewed on Aug 10, 2026
Ready to book your vacation to Red Hook?
Red Hook Hotel Deals
Beekman Arms and Delamater Inn
6387 MILL ST Rhinebeck NY
Fully refundableReserve now, pay when you stay
CA $171
CA $193 total
Aug 16 - Aug 17
includes taxes & fees
DoubleTree by Hilton Poughkeepsie Convention Center
40 Civic Center Plz Poughkeepsie NY
Fully refundableReserve now, pay when you stay
CA $152
CA $178 total
Aug 20 - Aug 21
includes taxes & fees
8.4/10 Very good! (1,001 reviews)
"Well"
Reviewed on Aug 12, 2026
SureStay Plus Hotel by Best Western Highland Poughkeepsie
3423 US Highway 9W Highland NY
Fully refundableReserve now, pay when you stay
CA $124
CA $139 total
Sep 13 - Sep 14
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)
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.
Poet's Walk Park
10.0/10 (2 reviews)
Explore the great outdoors at Poet's Walk Park, a lovely green space in Red Hook. Experience the area's festivals and entertainment venues.
Red Hook Golf Club
Enjoy a round of golf in Red Hook at Red Hook Golf Club. Stroll along the marina or experience the area's festivals.
Lake Carvel
Commune with nature and explore the great outdoors at Lake Carvel during your travels in Red Hook. Stroll along this romantic area's lakeside, or simply enjoy its coffeehouses.
Frequently asked questions
How much does a Red Hook vacation package cost?
You can snap up a vacation package to this destination from CA $712 on Expedia. But how much your vacation to Red Hook costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Red Hook?
The off-season is the best time to head to Red Hook if you're trying to keep costs down. Another tip for getting cheap Red Hook vacation packages? Avoid visiting during public holidays and any major festivals.
How many days is enough for Red Hook?
To fully enjoy your Red Hook vacation, we suggest staying for 3 days. Split your time between visiting Saugerties Lighthouse, Centre for Performing Arts at Rhinebeck and other leading sights, on top of experiencing neighbourhoods like Saugerties South and Town of Clermont. If you've got some time to spare, add a day trip or tour to your Red Hook vacation itinerary.
Is it worth booking a vacation package to Red Hook?
Red Hook has all the ingredients you need for an amazing trip — walking trails, history and golfing are just the start. Whether you want to check out attractions like Old Rhinebeck Aerodrome and Poet's Walk Park, or venture off the beaten track, there's plenty to see and do on your Red Hook vacation.
How to find the best Red Hook package deals?
Bagging a cheap Red Hook package deal is a breeze with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your budget range, apply a couple of filters and browse what's available. You can fine-tune your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to view the most wallet-friendly Red Hook package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are often lower.
Is it cheaper to book a Red Hook vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging flights and stays separately. Better still, you can tailor your Red Hook getaway to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Red Hook?
Land amazing discounts by reserving your flights ahead of time with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for a spur-of-the-moment Red Hook trip.
How to plan a trip to Red Hook?
- Choose when to go: Check your schedule and get your bags packed. Your preferred season and the activities on offer will also help you decide when to visit Red Hook.
- Budget wisely: On top of the price of your hotel, you'll need to consider other expenses too. These include transportation, flights and food. Also, set aside some extra funds for unexpected costs that may arise during your trip to Red Hook.
- Determine how many days away: Start by listing all the activities and sights you'd like to get to in Red Hook. Then, estimate how long you'll need at each, along with any travel time.
- Combine your accommodations and airfare: Once you've settled on your travel dates and duration, lock in the right Red Hook vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
