The Best Hotels with a Pool in Callicoon, NY from ₩208,026 in 2026

Q: 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 steps from The Kartrite Resort & Indoor Waterpark. 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. Best Western Monticello : Hotel located near The Kartrite Resort & Indoor Waterpark. Features a sauna, an indoor pool, and buffet. Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy : Features daily, a pool, and free self parking.

Aerial shot of a hill near Callicoon, in the Catskills area of upstate, New York

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Our top choices for Callicoon hotels with a pool

Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers

Villa Roma Resort and Conference Center

Callicoon

Year-round aquatic adventures await at this resort with indoor and seasonal outdoor pools, a waterslide, and poolside bar.

₩373,442 total

includes taxes & fees

Jun 28 - Jun 29

Best Western Monticello

Monticello

Dive into refreshing leisure at this hotel's indoor pool sanctuary, complete with sun loungers and a rejuvenating sauna.

₩209,881 total

includes taxes & fees

Jun 10 - Jun 11

Indoor pool, open 7 AM to 10 PM, free cabanas, sun loungers

Resorts World Catskills Casino

Monticello

Indoor pool paradise with casino thrills, spa indulgences, and mountain adventure awaits at this luxury hotel.

₩338,447 total

includes taxes & fees

Jun 15 - Jun 16

Days Inn by Wyndham Liberty

Liberty

Dive into poolside serenity at this Liberty hotel, where comfortable loungers invite all-day relaxation beside sparkling waters.

₩208,026 total

includes taxes & fees

Jun 24 - Jun 25

The Kartrite Resort & Indoor Waterpark

Monticello

Splash into four-season aquatic fun at this family paradise with both indoor and outdoor pool playgrounds.

₩387,648 total

includes taxes & fees

Jun 14 - Jun 15

Hampton Inn Monticello

Monticello

Splash into indoor pool comfort at this Hampton Inn with fitness center and free breakfast buffet.

₩272,874 total

includes taxes & fees

Jun 14 - Jun 15

The Alder at Resorts World Catskills

Monticello

Enjoy all-season splashes in the indoor aquatic oasis, where relaxation flows as freely as the water at this Catskills retreat.

₩281,431 total

includes taxes & fees

Jun 15 - Jun 16

The Arnold House

Livingston Manor

Dive into seasonal bliss at this mountain hotel with a refreshing outdoor pool and poolside bar for a summer escape.

₩449,103 total

includes taxes & fees

Jun 15 - Jun 16

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Choose what matters most at hotels with a pool in Callicoon

Breakfast included

4 stars

Top Callicoon Hotel Reviews

Days Inn by Wyndham Liberty

6/10 Okay

"The room itself wasn’t terrible. However there was a “clean” smell that was used to cover up something else. We both had terrible allergies from the poor air circulation in the room. The vents were filthy. The blankets were clean. The light in the bathroom was a vanity light and didn’t provide enough to reach the shower. Also, have fun playing “where are the tissues?” (Spoiler: they are recessed in the wall right by the entryway, not the bathroom or sleeping area.) Nearly everything outside the room was not operational… ice machine, juice, just to name a few."

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 steps from The Kartrite Resort & Indoor Waterpark. 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. Best Western Monticello: Hotel located near The Kartrite Resort & Indoor Waterpark. Features a sauna, an indoor pool, and buffet. Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy: Features daily, a pool, and free self parking.

What is there to see and do in Callicoon?

The picturesque setting of Upper Delaware River and Delaware River showcase the area's natural beauty. Discover sights such as Big Island, 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.

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