Deals on vacations and trips to Callicoon

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Top Callicoon hotels deals

Villa Roma Resort and Conference Center

Villa Roma Resort and Conference Center

3 out of 5
356 Villa Roma Rd Callicoon NY
Free Cancellation
Reserve now, pay when you stay
$151 nightly
The price is $171 total per night
$171 total
Dec 28 - Dec 29
Total with taxes and fees
This smoke-free resort features a golf course, a nightclub, and 3 restaurants. Take advantage of ski lessons, ski rentals and ski passes on site, and enjoy downhill skiing. Bring the family and enjoy the children's club, bowling alley, and children's pool.
Pool
Hot Tub
The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark

4 out of 5
555 Resorts World Drive Monticello NY
Free Cancellation
Reserve now, pay when you stay
$216 nightly
The price is $244 total per night
$244 total
Jan 8 - Jan 9, 2026
Total with taxes and fees
A water park, 5 restaurants, and an outdoor pool are all featured at this smoke-free hotel. There's fun for all ages with a lazy river and a bowling alley, and families will appreciate the onsite laundry facilities. Make the most of the indoor pool and 24-hour gym, and relax with drinks at one of the 2 bars/lounges.
Pool
Restaurant
Resorts World Catskills Casino

Resorts World Catskills Casino

4.5 out of 5
888 Resorts World Drive Monticello NY
Free Cancellation
Reserve now, pay when you stay
$194 nightly
The price is $216 total per night
$216 total
Dec 24 - Dec 25
Total with taxes and fees
This luxury hotel features a casino, a full-service spa, and 6 restaurants. Make the most of the indoor pool and 24-hour gym, and relax with drinks at one of the 6 bars/lounges.
Pool
Spa
Days Inn by Wyndham Liberty

Days Inn by Wyndham Liberty

2 out of 5
52 Sullivan Ave Liberty NY
Free Cancellation
Reserve now, pay when you stay
$89 nightly
The price is $101 total per night
$101 total
Dec 28 - Dec 29
Total with taxes and fees
A restaurant and a gym are featured at this motel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like on-the-go breakfast and free self parking.
Pool
Breakfast included
Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy

2 out of 5
26 Miller Hollow Rd Roscoe NY
$149 nightly
The price is $164 total per night
$164 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
This cabin includes express check-out and a virtual front desk. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. Take advantage of the free self parking.
Callicoon Hills

Callicoon Hills

2.5 out of 5
1 Hills Resort Rd Callicoon Center NY
Get rates
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Enjoy the sauna and perks like free self parking and free WiFi. A business center, a coffee shop, and a terrace are also on offer.
Pet friendly
Parking included
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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.

Popular places to visit

Villa Roma Driving Range

You can take time to visit Villa Roma Driving Range during your travels to Callicoon. Amble around the area's gardens or experience its entertainment venues.

Villa Roma Driving Range

Garnet Health Medical Center - Catskills, Grover M. Hermann

Though Garnet Health Medical Center - Catskills, Grover M. Hermann might be what brings you to town, perhaps you'll have a chance to explore more of Callicoon while you are here.

Garnet Health Medical Center - Catskills, Grover M. Hermann

Big Island

Commune with nature and explore the great outdoors at Big Island during your travels in Callicoon. Amble around the area's gardens or experience its entertainment venues.

Big Island

Frequently asked questions

How much are vacation packages to Callicoon?
Travelocity has great package deals to Callicoon, as well as flights and hotels, starting at just . With all the money you save, you could book some popular tours or maybe even add on a few extra nights to your adventure.
How long should my Callicoon vacation be?
Your Callicoon escape can be as short or as long as you would like it to be, but the majority of travelers stay around 3 nights. Eager to venture out and uncover some hidden treasures? Stay a couple of extra nights and experience another side of this destination.
Where can I get the best vacation package deals for Callicoon?
Travelocity will be able to help you find a great Callicoon package deal. With no less than 400 airlines and 1,000,000 properties around the world, you're sure to find the perfect combination.
Why should I book my Callicoon vacation package via Travelocity?
Because we believe in crafting stress-free travel experiences. From hotels and flights to car rentals and activities, everything is at your fingertips. Our customer care is on hand 24/7 to make sure you'll never wander alone. We also offer a Price Match Guarantee, so you can book your vacation knowing you've landed the best deal possible. How? If you find a lower price, we'll match it!
Can I save on my Callicoon car rental if I book it with my hotel or flight?
Bundling your car, hotel and flight into a Callicoon vacation package is the best way to score better prices. Plus, having your own wheels gives you total freedom to get to all those big-name sights you're itching to explore. Located 90 mi from Callicoon, Times Square is one place that should feature on your itinerary. Load up the car and make a day trip of it.
Which airport is best for Callicoon?
Many travelers fly into Scranton Intl. Airport (AVP), 45 mi southwest of downtown Callicoon. Others prefer Greater Binghamton Airport (BGM) (55 mi away from central Callicoon) or Stewart Intl. Airport (SWF) (55 mi away from central Callicoon).
Where should I stay when visiting Callicoon?
The Villa Roma Resort and Conference Center is the first choice of many travelers. Book now before it's too late.

Photos of local treasures

Browse Callicoon vacation photos for more inspiration

Photo by Matthew Jay
Photo by Matthew Jay