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.
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
Price was CA $1,248, price is now CA $1,091 per person
CA $1,091
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Albany (ALB)
9/10 Wonderful! (542 reviews)
Enjoyed the room, towels and kitchen. I can recommend.

Reviewed on Aug. 18, 2025

The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

3.5 out of 5
Price was CA $1,799, price is now CA $1,490 per person
CA $1,490
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Albany (ALB)
9/10 Wonderful! (1,000 reviews)
We have stayed at the Cornell Inn in the past. Always a comfortable, convenient and friendly stay. The food, staff and accommodations are perfect.

Reviewed on Aug. 19, 2025

Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
Price was CA $1,264, price is now CA $1,096 per person
CA $1,096
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Albany (ALB)
8.6/10 Excellent! (1,931 reviews)
The property was nice and had activities like a volley ball net and basketball court however no balls were provided. All together the property was very nice but had potential to be nicer. Also daytime front desk staff were not very helpful and actually cranky sounding. Not so pleasant to deal with....

Reviewed on Aug. 20, 2025

Berkshires Untold

Berkshires Untold

3.5 out of 5
Price was CA $1,576, price is now CA $1,416 per person
CA $1,416
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Albany (ALB)
9.2/10 Wonderful! (659 reviews)
Terrific property. The lobby is outstanding for relaxing. Rooms are small but met all needs including a fridge. Linens were very high end, as were the toiletries. Very comfortable bed and pillows. Very clean and neat, all felt new and well maintained. Lots of parking. Very easy and tech heavy checkin and checkout. Easy checkout extension granted until 12pm.

Reviewed on Aug. 18, 2025

La Quinta Inn & Suites by Wyndham Latham Albany Airport

La Quinta Inn & Suites by Wyndham Latham Albany Airport

3 out of 5
Price was CA $1,232, price is now CA $1,145 per person
CA $1,145
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Albany (ALB)
7.4/10 Good! (1,000 reviews)
Great value and location

Reviewed on Aug. 16, 2025

Ready to book your vacation to Red Hook?

 

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Red Hook Hotel Deals

Quality Inn Poughkeepsie

Quality Inn Poughkeepsie

2.5 out of 5
536 Haight Ave, Building A, Poughkeepsie, NY
Fully refundableReserve now, pay when you stay
The price is CA $143 per night from Sep 8 to Sep 9
CA $143
CA $166 total
Sep 8 - Sep 9
includes taxes & fees
7.6/10 Good! (394 reviews)
"The outside building is terrible and in complete disrepair. The actual “inside” building is much better but at the moment it has a mouse problem."

Reviewed on Aug. 17, 2025

Quality Inn Poughkeepsie
Americas Best Value Inn New Paltz

Americas Best Value Inn New Paltz

2 out of 5
7 Terwilliger Ln, New Paltz, NY
Fully refundableReserve now, pay when you stay
The price is CA $131 per night from Aug 28 to Aug 29
CA $131
CA $147 total
Aug 28 - Aug 29
includes taxes & fees
8.8/10 Excellent! (1,006 reviews)
"Convenient, clean, comfortable."

Reviewed on Aug. 19, 2025

Americas Best Value Inn New Paltz
SureStay Plus Hotel by Best Western Highland Poughkeepsie

SureStay Plus Hotel by Best Western Highland Poughkeepsie

2.5 out of 5
3423 US Highway 9W, I-87 Exit 18 to I-9W, Highland, NY
Fully refundableReserve now, pay when you stay
The price is CA $123 per night from Sep 1 to Sep 2
CA $123
CA $137 total
Sep 1 - Sep 2
includes taxes & fees
7.6/10 Good! (858 reviews)
"Could tell it was renovated but it was a good stay"

Reviewed on Aug. 16, 2025

SureStay Plus Hotel by Best Western Highland Poughkeepsie
See all 1,971 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.
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Discover the most popular places to visit in Red Hook

Poet's Walk Park

Explore the great outdoors at Poet's Walk Park, a lovely green space in Red Hook. Experience the area's festivals and entertainment venues.

Poet's Walk Park

Frequently asked questions

How much does a Red Hook vacation package cost?
You can snap up a vacation package to this destination from CA $1,091 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.