Willow Vacations from $405

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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 $506, price is now $405 per person
$405
per person
Oct 2 - Oct 5
found 15 hours ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Hudson (HCC)
9.2/10 Wonderful! (266 reviews)
Very convenient to hiking trails. Staff very friendly and helpful

Reviewed on Aug 23, 2025

AutoCamp Catskills

AutoCamp Catskills

5 out of 5
Save 100% on your flight
Price was $971, price is now $688 per person
$688
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Phoenix (PHX) to Hudson (HCC)
9/10 Wonderful! (411 reviews)
It was good expensive overall, but they can do better

Reviewed on Aug 7, 2025

Coldbrook Bed and Breakfast

Coldbrook Bed and Breakfast

4 out of 5
Save 100% on your flight
Price was $766, price is now $571 per person
$571
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Phoenix (PHX) to Hudson (HCC)
10/10 Exceptional! (7 reviews)
This was an absolutely amazing experience! The property was beautiful, clean, quiet and nestled in the most picturesque location. Close to nature and lots of trails.

Reviewed on Aug 19, 2025

Cortland by Avantstay Charming Heritage Estate w/ Private Lake & Pool

Cortland by Avantstay Charming Heritage Estate w/ Private Lake & Pool

3.5 out of 5
Save 100% on your flight
Price was $1,600, price is now $1,245 per person
$1,245
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Phoenix (PHX) to Hudson (HCC)
9/10 Wonderful! (2 reviews)
Fine, elegant, house. A great departure from one’s daily life. Great layout but could use more lighting. There were old quirks about the house but it made it more unique. Some doors don’t shut and will rattle when windows are open. Could use a griddle or larger pans/more baking sheets. The property is gorgeous and the crisp air was refreshing. Lovely experience and would book again!

Reviewed on Apr 7, 2024

Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties

2 out of 5
Price was $545, price is now $460 per person
$460
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Phoenix (PHX) to Hudson (HCC)
7.6/10 Good! (1,001 reviews)
Bathrooms need updates- ceiling tiles water stained - get rid of the tubs and install walk-in showers- shower curtains are nasty

Reviewed on Aug 19, 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
$140 nightly
The price is $157 total per night from Sep 2 to Sep 3
$157 total
Sep 2 - Sep 3
Total with taxes and fees
7.8/10 Good! (1,010 reviews)
"Great hotel, with friendly staff. Great amenities and close to major highway."

Reviewed on Aug 21, 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
$175 nightly
The price is $189 total per night from Sep 8 to Sep 9
$189 total
Sep 8 - Sep 9
Total with taxes and fees
9.2/10 Wonderful! (741 reviews)
"Comfortable, clean room. Beautiful surroundings. Friendly, helpful staff."

Reviewed on Aug 23, 2025

Hunter Lodge, a Bluebird by Lark
Hotel Vienna

Hotel Vienna

2.5 out of 5
107 State Route 296, Windham, NY
$133 nightly
The price is $144 total per night from Sep 25 to Sep 26
$144 total
Sep 25 - Sep 26
Total with taxes and fees
9.2/10 Wonderful! (622 reviews)
Nice surprise!
"What a nice surprise the Hotel Vienna turned out to be! I highly recommend it if you're visiting the Catskills. It had what we were looking for: an easy to moderate hike, an indoor heated swimming pool, great selection of cable TV channels and clean, clean, clean."

Reviewed on Aug 21, 2025

Hotel Vienna
See all 2,204 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 $405 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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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