Find Hotels with a Pool in Callicoon, NY

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Check availability on Callicoon Hotels with a Pool

Our top choices for Callicoon hotels with a pool

Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers
Villa Roma Resort and Conference Center

Villa Roma Resort and Conference Center

Villa Roma Resort and Conference Center
3.0 star property
Callicoon
6.6 out of 10, (389)
"Absolutely fantastic resort. Rokms are clean and the people are so nice."
United States
Roc
Villa Roma Resort and Conference Center
Indoor pool, open 7 AM to 10 PM, free cabanas, sun loungers
Resorts World Catskills Casino

Resorts World Catskills Casino

Resorts World Catskills Casino
4.5 star property
Monticello
8.6 out of 10, Excellent, (1110)
"It is a great place to stay"
United States
Caonabo
Resorts World Catskills Casino
Indoor pool, sun loungers
Best Western Monticello

Best Western Monticello

Best Western Monticello
2.5 star property
Monticello
8.2 out of 10, Very Good, (1001)
"Awesome place to stay"
Canada
Mitchell
The price is ₩135,694
₩153,335 total
includes taxes & fees
Dec 22 - Dec 23
Best Western Monticello
Pool
Days Inn by Wyndham Liberty

Days Inn by Wyndham Liberty

Days Inn by Wyndham Liberty
2.0 star property
Liberty
6.8 out of 10, (1001)
"Been staying here for 30 years and it’s nice to see they are remodeling rooms. "
United States
Joseph
The price is ₩131,068
₩148,108 total
includes taxes & fees
Dec 29 - Dec 30
Days Inn by Wyndham Liberty
Water park
The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark
4.0 star property
Monticello
8.2 out of 10, Very Good, (1862)
"Friendly staff , clean , beautiful design in the hotel and decor . "
United States
Lusvianca
The price is ₩233,793
₩357,761 total
includes taxes & fees
Dec 18 - Dec 19
The Kartrite Resort & Indoor Waterpark
Indoor pool
The Alder at Resorts World Catskills

The Alder at Resorts World Catskills

The Alder at Resorts World Catskills
2.0 star property
Monticello
8.2 out of 10, Very Good, (204)
"I love this hotel and the staff"
United States
Monica
The Alder at Resorts World Catskills
Indoor pool
Hampton Inn Monticello

Hampton Inn Monticello

Hampton Inn Monticello
2.5 star property
Monticello
9.4 out of 10, Exceptional, (620)
"Friendly staff, and room is big"
United States
Yujing
The price is ₩191,749
₩216,675 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hampton Inn Monticello
Outdoor pool
Equestrian House Suites

Equestrian House Suites

Equestrian House Suites
3.0 star property
Pleasant Mount
The price is ₩321,304
₩902,469 total
includes taxes & fees
Dec 17 - Dec 18
Equestrian House Suites
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas
The Bradstan Boutique Hotel

The Bradstan Boutique Hotel

The Bradstan Boutique Hotel
3.5 star property
Eldred
9.8 out of 10, Exceptional, (116)
"This place is so lovely. My family had a wonderful Thanksgiving holiday here. "
United States
Sandi
The price is ₩574,937
₩671,693 total
includes taxes & fees
Jan 1 - Jan 2, 2026
The Bradstan Boutique Hotel
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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Top Callicoon Hotel Reviews

Villa Roma Resort and Conference Center

Villa Roma Resort and Conference Center

10/10 Excellent
"The entrance of the property was Gorgeous but the rooms needs upgrading...."
Marie 1-night trip
Posted 3 weeks ago
Villa Roma Resort and Conference Center

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Frequently asked questions

What are some accommodations with pools in Callicoon?
Villa Roma Resort and Conference Center: Features a children's pool, a seasonal outdoor pool, and 3 restaurants. The Kartrite Resort & Indoor Waterpark: Hotel, 7-minute walk from Resorts World Catskills. Offers a children's pool, an indoor pool, and a water park. Resorts World Catskills Casino: Hotel, 4-minute walk from Resorts World Catskills. Provides 6 restaurants, a pool, and a full-service spa. Days Inn by Wyndham Liberty: Features daily, a pool, and free self parking. Callicoon Hills: Offers free self parking, an outdoor pool, and complimentary wireless internet access.
What is there to see and do in Callicoon?
The picturesque setting of Upper Delaware River and Big Island showcase the area's natural beauty. Discover sights such as Villa Roma Driving Range and Villa Roma Go Kart Track during your stay.
When is the best time to book a hotel with a pool in Callicoon?
Taking into account the local weather in Callicoon can help you maximize your time at the pool during your trip. 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.