Willow Vacations from $375

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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.
The Colonial Motel

The Colonial Motel

2.5 out of 5
Price was $419, price is now $375 per person
$375
per person
Dec 4 - Dec 8
found 20 hours ago
Roundtrip flight included
Austin (AUS) to Hudson (HCC)
9.4/10 Exceptional! (395 reviews)
Older but very clean, great shower, owner was very nice. quiet, comfortable stay

Reviewed on Oct 26, 2025

Eastwind Windham

Eastwind Windham

2 out of 5
Price was $702, price is now $565 per person
$565
per person
Dec 4 - Dec 8
found 20 hours ago
Roundtrip flight included
Austin (AUS) to Hudson (HCC)
9.2/10 Wonderful! (62 reviews)
Not sure how there were "exceptional" ratings prior to our visit. We were in main building which is on a major road and noisy but they did provide ear plugs. Some mold in corner of shower and they must have well water because it had a sulphur odor. Parking was fine. Would not return.

Reviewed on Oct 14, 2025

Wylder Hotel Windham

Wylder Hotel Windham

3.5 out of 5
Price was $771, price is now $630 per person
$630
per person
Dec 4 - Dec 8
found 20 hours ago
Roundtrip flight included
Austin (AUS) to Hudson (HCC)
8.8/10 Excellent! (74 reviews)
The property was very nice. The staff was very friendly and accommodating. Overall our stay was great. My only complaint would be the inconvenience about morning coffee. There is no coffee pot in the rooms and no coffee in the lobby. You have to walk to another building to a bakery to purchase coffee and they don’t open until 7:00. My husband is an early riser and likes his coffee

Reviewed on Oct 13, 2025

Amazing Hiking Cozy Home Close to Mountns Fireplace

Amazing Hiking Cozy Home Close to Mountns Fireplace

2 out of 5
Price was $915, price is now $793 per person
$793
per person
Dec 4 - Dec 8
found 20 hours ago
Roundtrip flight included
Austin (AUS) to Hudson (HCC)
No reviews
Catskill Park Farm by Avantstay Huge Yard, Fire Pit Near Windham Ski Resort

Catskill Park Farm by Avantstay Huge Yard, Fire Pit Near Windham Ski Resort

3 out of 5
Price was $782, price is now $691 per person
$691
per person
Dec 4 - Dec 8
found 20 hours ago
Roundtrip flight included
Austin (AUS) to Hudson (HCC)
10/10 Exceptional! (1 review)
We encountered issues with the kitchen lightings and dish washer. Other than that, the house is beautiful and spacious.

Reviewed on Sep 27, 2025

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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
$114 nightly
The price is $128 total per night from Nov 5 to Nov 6
$128 total
Nov 5 - Nov 6
Total with taxes and fees
7.6/10 Good! (1,056 reviews)
For all the goods, the property seems to be in transition and I can't tell if it's going to get better or worse.

Reviewed on Oct 17, 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
$119 nightly
The price is $129 total per night from Nov 13 to Nov 14
$129 total
Nov 13 - Nov 14
Total with taxes and fees
9.2/10 Wonderful! (794 reviews)
Beautiful quiet room.

Reviewed on Oct 27, 2025

Hunter Lodge, a Bluebird by Lark
AutoCamp Catskills

AutoCamp Catskills

5 out of 5
882 NY-212, Saugerties, NY
Fully refundableReserve now, pay when you stay
$164 nightly
The price is $184 total per night from Nov 19 to Nov 20
$184 total
Nov 19 - Nov 20
Total with taxes and fees
8.8/10 Excellent! (427 reviews)
come here for a short break, love it. it has a grill prepared for u to cook ur own food. great experience, will come again for longer stay.

Reviewed on Oct 13, 2025

AutoCamp Catskills
See all 2,198 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.

Find the Best Willow Vacation Packages

Willow Essential Information

Language
English
Currency
U.S dollars
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Mount Tremper Arts, James Cox Gallery and Catskill Mountains

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Frequently asked questions

How much does a Willow vacation package cost?
You'll find cheap prices from $375 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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.