Willow Vacations from $974

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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.
Wylder Hotel Windham

Wylder Hotel Windham

3.5 out of 5
Price was $1,098, price is now $974 per person
$974
per person
Jul 23 - Jul 26
found 15 hours ago
Roundtrip non-stop flight included
Myrtle Beach (MYR) to Hudson (HCC)
8.8/10 Excellent! (98 reviews)
Family Weekend Getaway. This is our 4th time at this property. Our first time was a year ago during Memorial Day Weekend. Although it was a very droopy weekend, Wylder made it an unforgettable moment . Enough to come back several times. May 16 weekend was one if the best, the weather was perfect, the food as always delicious and the staff amazing. Wylder will always be a perfect location with or without kids/furry babies . I am all ready looking for our next weekend getaway.

Reviewed on May 18, 2026

Mountainview - Guest House by Avantstay Heated Pool + Hot Tub + Games Lake + Cannoe Near Hunter Mountain

Mountainview - Guest House by Avantstay Heated Pool + Hot Tub + Games Lake + Cannoe Near Hunter Mountain

3 out of 5
Save 100% on your flight
Price was $14,998, price is now $10,582 per person
$10,582
per person
Aug 10 - Aug 14
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) to Hudson (HCC)
No reviews
Mountainview Estate - Main House by Avantstay Pool + Hot Tub + Canoe + Outdoor Dining + Game Room Near Windham Mountain

Mountainview Estate - Main House by Avantstay Pool + Hot Tub + Canoe + Outdoor Dining + Game Room Near Windham Mountain

3 out of 5
Save 100% on your flight
Price was $15,010, price is now $10,594 per person
$10,594
per person
Aug 10 - Aug 14
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) to Hudson (HCC)
No reviews
Scenic Catskills Retreat Pool, Hot Tub, Game Room, Lake & Views Mountainview Estate by Avantstay

Scenic Catskills Retreat Pool, Hot Tub, Game Room, Lake & Views Mountainview Estate by Avantstay

3 out of 5
Save 100% on your flight
Price was $8,516, price is now $6,209 per person
$6,209
per person
Jul 23 - Jul 26
found 15 hours ago
Roundtrip non-stop flight included
Myrtle Beach (MYR) to Hudson (HCC)
No reviews
The Haüs Windham

The Haüs Windham

2 out of 5
Price was $1,248, price is now $1,005 per person
$1,005
per person
Jul 23 - Jul 26
found 15 hours ago
Roundtrip non-stop flight included
Myrtle Beach (MYR) to Hudson (HCC)
7.8/10 Good! (28 reviews)
I stayed in the mirror cabin everything was great just prepare to have no microwave and or a burner. So you cannot cook or heat anything up. I was able to make it work by just getting stuff that can be eaten cold and then going out to dinner which was fine. Also because the cabin is mirror please note birds constantly fly into it on purpose. It was one bird that every day i was there from morning to night was hitting the glass and it did get very annoying.

Reviewed on Apr 20, 2026

Don't see what you're looking for?
See all available trips from Columbus to Willow
View all trips

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
$119 nightly
The price is $134 total per night from Jun 7 to Jun 8
$134 total
Jun 7 - Jun 8
Total with taxes and fees
7.4/10 Good! (1,001 reviews)
"Breakfast was cold and tasted old, they used to have free breakfast now you have to $15 extra plus kid $10 Pool didn’t work Rooms were back dated and not that clean No bathroom ventilation"

Reviewed on May 29, 2026

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
$138 nightly
The price is $149 total per night from Jun 9 to Jun 10
$149 total
Jun 9 - Jun 10
Total with taxes and fees
9.2/10 Wonderful! (953 reviews)
"A great place to stay out of the "Commercial Hotel Chains" - A fire in the breakfast area this morning was exceptional. I'm sure not it's done everyday but was a nice change on a chilly morning in May! There is a fire ring - sitting area out back that's well stocked. Great view of the mountains out ..."

Reviewed on May 28, 2026

Hunter Lodge, a Bluebird by Lark
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
$209 nightly
The price is $226 total per night from Jun 29 to Jun 30
$226 total
Jun 29 - Jun 30
Total with taxes and fees
9.6/10 Exceptional! (236 reviews)
"This was my first time renting one of the cabins and my experience was the best thank you for making this experience possible"

Reviewed on May 26, 2026

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
See all 2,267 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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Willow vacation package cost?
You'll find cheap prices from $974 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

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