Photo by Matthew Jay

Best Resorts in Callicoon

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Check prices for these dates

Next weekend
May 9 - May 11
In two weeks
May 16 - May 18
In one month
May 30 - Jun 1
In two months
Jun 27 - Jun 29

Compare 10 Resorts in Callicoon with updated reviews, rates, and availability.

Lake Wanoka Resort
Standard Cabin, Multiple Beds | Exterior

Lake Wanoka Resort

2.5 star property
8.6 out of 10, Excellent, (438)
"It is a great place to stay at a great price and has a nice restaurant on site"
The price is $117
includes taxes & fees
$99 per night
May 1 - May 2
Lake Wanoka Resort
Villa Roma Resort and Conference Center
Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers

Villa Roma Resort and Conference Center

3.0 star property
6.6 out of 10, (330)
"Surprised at the age of the main lodge."
The price is $271
includes taxes & fees
$239 per night
May 10 - May 11
Villa Roma Resort and Conference Center
Willow Pond Resort 18 Bedroom - Family Friendly, Reunions.
Fridge, microwave, oven, stovetop

Willow Pond Resort 18 Bedroom - Family Friendly, Reunions.

9.6 out of 10, Exceptional, (74)
"We had a great time. Area was beautiful"
Willow Pond Resort 18 Bedroom - Family Friendly, Reunions.
Rustic Charm Barn & 3 Cozy Homes [Sleeps 43] - Lake, Hot Tubs, Pools On-Site
10 bedrooms, desk, travel crib, free WiFi

Rustic Charm Barn & 3 Cozy Homes [Sleeps 43] - Lake, Hot Tubs, Pools On-Site

10.0 out of 10, Exceptional, (1)
"My friends and I stayed at Isaac’s place to host a Summer Camp themed birthday party and had an absolute blast! The barn was a perfect multipurpose space and the separate homes made it easier for us to accommodate different sleep times. The pool was beautiful and so much fun. Next time we are in the area we will be looking to see if this place is available!"
Rustic Charm Barn & 3 Cozy Homes [Sleeps 43] - Lake, Hot Tubs, Pools On-Site
Western Barn Suite @ Driftwood Ranch - a Horse and Cattle Ranch - White Lake, NY
1 bedroom, desk, free WiFi, bed sheets

Western Barn Suite @ Driftwood Ranch - a Horse and Cattle Ranch - White Lake, NY

2.0 star property
10.0 out of 10, Exceptional, (2)
"DRIFTWOOD RANCH IS A SPECIAL PLACE WHERE YOU CAN EXPERIENCE THE LIFE OF A RANCHER OUT WEST RIGHT HERE IN NY. The Hosts/ Owners , Steve and Anne are real life ranchers and the kindest people I know. The accommodations were spectacular. The cabins are beautiful. You feel like you’re in a log home in Montana."
Western Barn Suite @ Driftwood Ranch - a Horse and Cattle Ranch - White Lake, NY
Longhorn Suite at Driftwood Ranch - a Horse and Cattle Ranch - White Lake, NY
Smart TV, fireplace

Longhorn Suite at Driftwood Ranch - a Horse and Cattle Ranch - White Lake, NY

2.0 star property
10.0 out of 10, Exceptional, (1)
"My husband and I truly enjoyed our recent visit to Driftwood Ranch. The owners, Anne and Steve and their team created a warm and welcoming experience that will always remain in our hearts and minds. The accommodations were spectacular and there were so many well-planned and elegant touches. Our welcome by the hostess was warm and friendly and it was great treat to have a beautifully prepared charcuterie board and fine red wine. We arrived late on Friday and so it was such a surprise to go on...
Longhorn Suite at Driftwood Ranch - a Horse and Cattle Ranch - White Lake, NY
The Museum Suite @ Driftwood Ranch - a Horse and Cattle Ranch - White Lake, NY
Smart TV, fireplace, offices

The Museum Suite @ Driftwood Ranch - a Horse and Cattle Ranch - White Lake, NY

2.0 star property
The Museum Suite @ Driftwood Ranch - a Horse and Cattle Ranch - White Lake, NY
Cattle Drive Suite @ Driftwood Ranch - a Horse and Cattle Ranch - White Lake, NY
2 bedrooms, WiFi, bed sheets

Cattle Drive Suite @ Driftwood Ranch - a Horse and Cattle Ranch - White Lake, NY

2.0 star property
Cattle Drive Suite @ Driftwood Ranch - a Horse and Cattle Ranch - White Lake, NY
Catskill Mountains, Villa Roma Resort is the perfect destination vacation
Pool

Catskill Mountains, Villa Roma Resort is the perfect destination vacation

Catskill Mountains, Villa Roma Resort is the perfect destination vacation
Luxury Cabin with Waterfront View
Exterior

Luxury Cabin with Waterfront View

Luxury Cabin with Waterfront View
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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Other property types in Callicoon

Postcard Cabins Western Catskills
Exterior

Postcard Cabins Western Catskills

2.0 star property
9.8 out of 10, Exceptional, (6)
"They had excellent communication, it was easy to get to the cabin and door key pad worked great. It was very clean, the floors are industrial carpeted, so I recommend bringing slippers or house shoes so you aren’t wearing your shoes inside. The water pressure on the shower was minimal- which can be expected when glamping- so don’t expect to take a long hot shower and wash your hair. Remember you are comfort camping :) the little extras were great! S’mores kit, hot cocoa, tea, water, etc. "
The price is $187
includes taxes & fees
$170 per night
May 7 - May 8
Postcard Cabins Western Catskills
Handcrafted Riverfront Cabin on 10 acres
Exterior

Handcrafted Riverfront Cabin on 10 acres

10.0 out of 10, Exceptional, (151)
"Great cabin exactly as advertised. Go ahead and book it you won’t be disappointed. "
The price is $332
includes taxes & fees
$305 per night
May 14 - May 15
Handcrafted Riverfront Cabin on 10 acres
Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!
5 bedrooms, desk, iron/ironing board, free WiFi

Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!

9.0 out of 10, Wonderful, (73)
"We had an amazing stay at this property! Everything was exactly as described—clean, comfortable, and beautifully maintained. It felt like a true home away from home. The location was perfect, and all the amenities were thoughtfully provided.What really stood out was how smooth and stress-free the whole process was. Communication with the owner was excellent from start to finish—quick responses, clear instructions, and super helpful throughout. It made the entire experience even better.Highly...
Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!
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.

Frequently asked questions

What can I expect from a resort vacation in Callicoon?
You deserve some time off, and a resort is the perfect place to pamper yourself with the services and amenities you need for a relaxing stay in Callicoon. One of the comfortable resort hotels in the surrounding area could be just what you’re searching for, whether you’re hoping for great restaurants on site, a state-of-the-art fitness center, or activities for the kids.
What's a favorite resort for my stay in Callicoon?
Our top-rated resorts near Callicoon: Villa Roma Resort and Conference Center - Ski resort. 4.2 mi (6.7 km) from Callicoon. Features 3 restaurants, 2 bars, and a golf course. Lake Wanoka Resort - Family-friendly resort. 20.8 mi (33.4 km) from Callicoon. Enjoy the 2 restaurants, free water park access, and free self parking. Willow Pond Resort 18 Bedroom - Family Friendly, Reunions. - Family-friendly resort. 13.6 mi (21.8 km) from Callicoon. Amenities include beach sun loungers, a car charging station, and a garden. Rustic Charm Barn & 3 Cozy Homes [Sleeps 43] - Lake, Hot Tubs, Pools On-Site - Family-friendly resort. 15.9 mi (25.6 km) from Callicoon. Access to a water park, a garden, and an outdoor pool.
What can I do in Callicoon?
Upper Delaware River, Villa Roma Driving Range, and Big Island are a few of the interesting sights to visit. In the area, other attractions include Bethel Woods and Bethel Woods Center For The Arts.
What's the seasonal weather like in Callicoon?
The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Callicoon are January, February, December, and March, with each month seeing an average of 9 inches of snowfall.
What's the best way to get to and around Callicoon?
Fly into Stewart Intl. Airport (SWF), which is located 52.3 mi (84.1 km) from the city center. If you’d like to venture out around the area, consider renting a car to take in more sights.