Willow Vacations from $491

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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.
Kaatskill Mountain Club at Hunter Mountain

Kaatskill Mountain Club at Hunter Mountain

2 out of 5
Price was $529, price is now $491 per person
$491
per person
Feb 17 - Feb 19
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Hudson (HCC)
9.2/10 Wonderful! (314 reviews)
Excellent location , great staff and clean room. Very happy with our stay.

Reviewed on Jan 6, 2026

Game Farm Villa by Avantstay 10bdr, Private Pond, Spa, Pool Family-friendly

Game Farm Villa by Avantstay 10bdr, Private Pond, Spa, Pool Family-friendly

3 out of 5
Save 100% on your flight
Price was $2,032, price is now $1,791 per person
$1,791
per person
Feb 17 - Feb 19
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Hudson (HCC)
No reviews
Wylder Hotel Windham

Wylder Hotel Windham

3.5 out of 5
Price was $621, price is now $549 per person
$549
per person
Feb 17 - Feb 19
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Hudson (HCC)
8.8/10 Excellent! (80 reviews)
This place is GREAT!! Outstanding room, top notch service, cool staff, and good food!! Mmm mm!! I'm ready to go again!!

Reviewed on Jan 10, 2026

The Haüs Windham

The Haüs Windham

2 out of 5
Price was $603, price is now $549 per person
$549
per person
Feb 17 - Feb 19
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Hudson (HCC)
8.6/10 Excellent! (17 reviews)
I loved the view and the area

Reviewed on Jul 31, 2025

Deer Mountain Inn

Deer Mountain Inn

2 out of 5
Price was $705, price is now $648 per person
$648
per person
Feb 17 - Feb 19
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Hudson (HCC)
9/10 Wonderful! (4 reviews)
I loved the guest room with the pool table and self attend bar.

Reviewed on Oct 22, 2024

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Willow Hotel Deals

Residence Inn by Marriott Kingston

Residence Inn by Marriott Kingston

3 out of 5
800 Frank Sottile Boulevard Kingston NY
Fully refundableReserve now, pay when you stay
$128 nightly
The price is $143 total per night from Jan 19 to Jan 20
$143 total
Jan 19 - Jan 20
Total with taxes and fees
8.8/10 Excellent! (821 reviews)
You can tell they take care of the property

Reviewed on Jan 7, 2026

Residence Inn by Marriott Kingston
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
$169 nightly
The price is $183 total per night from Jan 14 to Jan 15
$183 total
Jan 14 - Jan 15
Total with taxes and fees
9.4/10 Exceptional! (119 reviews)
I loved every single part of the stay

Reviewed on Jan 8, 2026

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
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
$98 nightly
The price is $109 total per night from Jan 20 to Jan 21
$109 total
Jan 20 - Jan 21
Total with taxes and fees
7.4/10 Good! (1,002 reviews)
Staff was kind & efficient. Check-in was a breeze. Hallways to room were quite dark. All else was/is fine.

Reviewed on Jan 1, 2026

Best Western Plus Kingston Hotel And Conference Center
See all 2,213 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 $491 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.