Willow Vacations from $299

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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.
Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties

2 out of 5
Price was $323, price is now $299 per person
$299
per person
Feb 13 - Feb 15
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Hudson (HCC)
7.6/10 Good! (1,004 reviews)
The check-in process was quick and easy and the lady at the front desk was nice. The property is a little outdated, but in decent shape. Definitely fulfilled the purpose of a one night stay.

Reviewed on Nov 22, 2025

AutoCamp Catskills

AutoCamp Catskills

5 out of 5
Price was $480, price is now $387 per person
$387
per person
Feb 13 - Feb 15
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Hudson (HCC)
9/10 Wonderful! (433 reviews)
Great location. Amazing views.

Reviewed on Nov 15, 2025

Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

3 out of 5
Price was $538, price is now $505 per person
$505
per person
Feb 13 - Feb 15
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Hudson (HCC)
9.2/10 Wonderful! (808 reviews)
Room was clean. Hotel is outdated all around, except the welcoming lobby

Reviewed on Nov 21, 2025

Overlook Hotel

Overlook Hotel

2 out of 5
Price was $394, price is now $370 per person
$370
per person
Feb 13 - Feb 15
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Hudson (HCC)
8.2/10 Very Good! (20 reviews)
We were in town for a wedding and elected to stay at the family owned Overlook Hotel. This hotel is under renovation and coming along nicely. The rehabilitated buildings come with luxurious fixtures and relaxing decor. A perfect retreat! Being that it is just up and running, some ammentities will need to catch up. If your stay in the near future requires anything in particular, be sure to communicate with the owners- i am certain the be sure you have all you need!

Reviewed on Oct 27, 2025

The Woodbine Inn

The Woodbine Inn

3.5 out of 5
Price was $408, price is now $383 per person
$383
per person
Feb 13 - Feb 15
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Hudson (HCC)
9.6/10 Exceptional! (19 reviews)
Lovely and peaceful.

Reviewed on Aug 10, 2025

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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
$111 nightly
The price is $124 total per night from Dec 4 to Dec 5
$124 total
Dec 4 - Dec 5
Total with taxes and fees
8.8/10 Excellent! (781 reviews)
Friendly staff, it is always clean, welcoming entrance , close by shopping , best breakfast coffee. We like the water and cookies in the afternoon . Hotel room clean. Our room was not ready and Manager gave us a discounted rate on our pet fee.

Reviewed on Nov 23, 2025

Residence Inn by Marriott Kingston
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
$144 nightly
The price is $156 total per night from Dec 10 to Dec 11
$156 total
Dec 10 - Dec 11
Total with taxes and fees
9.2/10 Wonderful! (813 reviews)
Room was clean. Hotel is outdated all around, except the welcoming lobby

Reviewed on Nov 21, 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
$207 nightly
The price is $232 total per night from Dec 10 to Dec 11
$232 total
Dec 10 - Dec 11
Total with taxes and fees
8.8/10 Excellent! (434 reviews)
Clean room, cool setup, lively clubhouse! Ypu will have everything you need here!

Reviewed on Nov 16, 2025

AutoCamp Catskills
See all 2,211 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 $299 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.