Willow Vacations from $670

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Your Willow Vacation

When a city break is calling, answer it with a Willow vacation package. The neighborhood of West Hurley, which is great for cycling, hiking and walking, makes a great base for your adventures. Fill your itinerary with visits to Overlook Mountain Trailhead, Woodstock Music Shop and Karma Triyana Dharmachakra Monastery, some of the things you should see during a trip to Willow. Your dream Willow vacation is clicks away. Browse hotels, flights and more on Expedia for an adventure that's tailored just for you.

The Latest Willow vacation packages

Price found within the past 48 hours. Click for updated prices.
AutoCamp Catskills

AutoCamp Catskills

5 out of 5
Save 100% on your flight
per person
Sep 11 - Sep 16
found 12 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Hudson (HCC)
9/10 Wonderful! (408 reviews)
Fun stay at this well designed property- enjoyed the spacious clubhouse for a leisurely breakfast, a comfortable stay in our well equipped airstream. It was quieter than expected despite many other lodgers. Great spot for exploring Saugerties and Woodstock.

Reviewed on Jul 30, 2025

Coldbrook Bed and Breakfast

Coldbrook Bed and Breakfast

4 out of 5
Save 100% on your flight
per person
Sep 11 - Sep 16
found 12 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Hudson (HCC)
10/10 Exceptional! (6 reviews)
This property is gorgeous and the owners did an amazing job at creating a tranquil environment for their guests to enjoy. The check-in process is seamless, the food is delicious, and the rooms are clean and comfortable. We would highly recommend and absolutely come back ourselves.

Reviewed on Apr 23, 2025

Woodstock Way Hotel

Woodstock Way Hotel

4 out of 5
Save 100% on your flight
per person
Sep 11 - Sep 16
found 12 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Hudson (HCC)
9.6/10 Exceptional! (157 reviews)
Improve the service

Reviewed on Jul 31, 2025

Clove by Avantstay Gorgeous Cottage w/ Pool, Privacy, Pool Table & Close to Hunter Mountain

Clove by Avantstay Gorgeous Cottage w/ Pool, Privacy, Pool Table & Close to Hunter Mountain

3.5 out of 5
Save 100% on your flight
per person
Sep 11 - Sep 16
found 12 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Hudson (HCC)
No reviews
Family Fun Oasis Hot Tub Steam Room Pool Stream Firepit Games

Family Fun Oasis Hot Tub Steam Room Pool Stream Firepit Games

2 out of 5
Save 100% on your flight
per person
Sep 11 - Sep 16
found 12 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Hudson (HCC)
No reviews
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Willow 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
$131 nightly
The price is $147 total per night from Aug 10 to Aug 11
$147 total
Aug 10 - Aug 11
Total includes taxes and fees
7.8/10 Good! (1,001 reviews)
Nice hotel
"It was fine, the breakfast was good. They varied the options every day"

Reviewed on Jul 31, 2025

Best Western Plus Kingston Hotel And Conference Center
Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

3 out of 5
7433 Main St, Hunter, NY
Fully refundableReserve now, pay when you stay
$169 nightly
The price is $183 total per night from Aug 4 to Aug 5
$183 total
Aug 4 - Aug 5
Total includes taxes and fees
9.2/10 Wonderful! (718 reviews)
"Our king room was very spacious and clean. Bed mattress in Rm 208 was not great and should be replaced. There have been too many bodies in the same spot and the mattress indents are terrible. This makes all the difference in a hotel stay when you can wake refreshed and ready to travel. This was not ..."

Reviewed on Jul 31, 2025

Hunter Lodge, a Bluebird by Lark
Postcard Cabins Eastern Catskills

Postcard Cabins Eastern Catskills

2 out of 5
282 Cairo Junction Rd, Catskill, NY
$204 nightly
The price is $220 total per night from Aug 4 to Aug 5
$220 total
Aug 4 - Aug 5
Total includes taxes and fees
9.4/10 Exceptional! (46 reviews)
"Postcard Cabins was a great, relaxing and quiet get away while exploring the Hudson Valley. I will return!"

Reviewed on Jul 28, 2025

Postcard Cabins Eastern Catskills
See all 2,181 properties in Willow
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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Frequently asked questions

How much does a Willow vacation package cost?
You'll find cheap prices from $670 on Expedia for your Willow break. However, a range of factors like the season, length of stay and your choice of hotel will determine how much your vacation to Willow costs.
What are the cheapest months to go to Willow?
You can typically find reduced prices and better availability in November, December and January. Browse our cheap Willow vacation packages and you could get some great off-season deals.
How many days is enough for Willow?
The ideal length for your Willow vacation depends on what you'd like to do. Typically, a handful of days to a week will give you enough time to check out all the main attractions and discover some hidden treasures along the way.
How to find the best Willow package deals?
Bagging a cheap Willow package deal is a breeze with Expedia. Once you've entered your destination and travel dates under our "Packages" tab, set your maximum budget, apply some filters and browse what's available. You can customize your search by "Amenities," "Property type," "Traveler experience" and more. Order the results by "Price: low to high" to view the most affordable Willow package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Willow vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking hotels and flights individually. Better still, you can personalize your Willow getaway to fit your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Willow?
If you're planning a spur-of-the-moment Willow adventure, browse our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can score terrific deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later Willow vacation packages?
If you're like us, you love discovering new places but are not a fan of the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the cost of your Willow trip across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can snap up great vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.