A rural landscape with a house surrounded by autumn-colored trees and rolling hills.

Callicoon Hotel Guide - Hotels with Pool in Callicoon, New York

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Check availability on Callicoon Hotels with Pool

Tonight
6 Oct - 7 Oct
Tomorrow
7 Oct - 8 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

Our top choices for Callicoon hotels with a pool

A water park with a water play structure and people enjoying the water.
A hotel reception area with a wooden reception desk, multiple computer monitors, and a large chandelier.
A fountain with water jets in the center, surrounded by a circular stone border. In the background, there is a building with a balcony and arched windows.
A wooden building with a staircase leading to a balcony, surrounded by snow and trees.

1. Villa Roma Resort and Conference Center

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.
€174
includes taxes & fees
7 Oct - 8 Oct
Villa Roma Resort and Conference Center
A swimming pool with lounge chairs and umbrellas, surrounded by trees and a building.
A triangular tent-style room with a bed, a small table, and a red lamp.
A large house with multiple sections, including a patio area with outdoor furniture and a stone pathway.
An indoor venue with wooden beams, tables set for dining, and hanging greenery.

2. Callicoon Hills

Callicoon Hills
Callicoon Center
€263
includes taxes & fees
8 Oct - 9 Oct
Callicoon Hills
A modern lobby with a curved sofa, a reception desk, and a flat-screen TV.
A spacious indoor area with multiple tables and chairs, a kitchen area with a counter, and a large window providing natural light.
Accessible bathroom
A hotel room with two beds, a desk, a chair, and a large painting on the wall.

3. Days Inn by Wyndham Liberty/Monticello

Days Inn by Wyndham Liberty/Monticello
Liberty
  • Dive into poolside serenity at this Liberty hotel, where comfortable loungers invite all-day relaxation beside sparkling waters.
€87
includes taxes & fees
1 Nov - 2 Nov
Days Inn by Wyndham Liberty/Monticello
An indoor swimming pool with clear signage, including "NO LIFEGUARD ON DUTY" and "NO DIVING" warnings.
A hotel room with two beds, a nightstand with a lamp, a window with a view, and a carpeted floor.
A Hampton Inn hotel with a modern facade, a clear entrance, and a welcoming gas station.
A gym with treadmills, elliptical machines, and weightlifting equipment.

4. Hampton Inn Monticello

Hampton Inn Monticello
Monticello
  • Splash into indoor pool comfort at this Hampton Inn with fitness centre and free breakfast buffet.
€123
includes taxes & fees
4 Nov - 5 Nov
Hampton Inn Monticello
An indoor swimming pool with clear water, tiled floor, and a few lounge chairs.
A bar area with multiple screens, bar stools, and a counter.
A modern hotel with a prominent glass facade and a distinctive logo on the building.
A modern bar area with a central island, bar stools, and overhead lighting.

5. Resorts World Catskills Casino

Resorts World Catskills Casino
Monticello
  • Indoor pool paradise with casino thrills, spa indulgences, and mountain adventure awaits at this luxury hotel.
€173
includes taxes & fees
12 Oct - 13 Oct
Resorts World Catskills Casino
A rectangular outdoor swimming pool with a metal ladder, surrounded by greenery and trees.
A modern living room with a stone fireplace, wicker furniture, and a flat-screen TV mounted on the wall.
A lakeside walkway with a wooden deck, surrounded by trees and a building with illuminated windows.
A restaurant with a long dining table, multiple chairs, and a high ceiling with hanging lights.

6. The Bradstan Boutique Hotel

The Bradstan Boutique Hotel
Eldred
  • Serene lakeside retreat offers relaxing swims, hot tub soaks, and lounge areas for ultimate outdoor relaxation by the water.
€349
includes taxes & fees
2 Nov - 3 Nov
The Bradstan Boutique Hotel
An indoor water park with a large water slide, a pool area, and a glass ceiling structure.
A modern building with a sign reading "The Kartrite Resort & Indoor Waterpark".
A bar area with a central island, multiple bar stools, and a large screen displaying content.
A hotel with a pool area, outdoor seating, and a view of the sunset.

7. The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark
Monticello
  • Splash into four-season aquatic fun at this family paradise with both indoor and outdoor pool playgrounds.
€227
includes taxes & fees
12 Oct - 13 Oct
The Kartrite Resort & Indoor Waterpark
A large indoor swimming pool with a wooden deck and lounge chairs.
A modern living room with two sofas, a glass coffee table, and a painting of a horse.
A reception area with a marble counter, a wall-mounted artwork, and a ceiling with recessed lighting.
A modern bathroom with a glass shower enclosure, a toilet, and a towel rack with folded towels.

8. Best Western Monticello

Best Western Monticello
Monticello
  • Dive into refreshing leisure at this hotel's indoor pool sanctuary, complete with sun loungers and a rejuvenating sauna.
€114
includes taxes & fees
15 Oct - 16 Oct
Best Western Monticello
An indoor swimming pool with a central column, tiled floor, and a skylight above.
A reception area with a wooden reception desk, a chandelier, and a sign that reads "AWANA SPA & WELLNESS".
An outdoor seating area with red chairs and tables, a fire pit, and a bar visible through the window.
An outdoor bar area with a stainless steel counter, bar stools, and a variety of bottles.

9. The Alder at Resorts World Catskills

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.
€161
includes taxes & fees
1 Nov - 2 Nov
The Alder at Resorts World Catskills
A poolside area with lounge chairs and striped umbrellas, surrounded by a wooden fence and trees.
A large white house with a green roof, surrounded by a well-maintained lawn and a view of a lake.
A living room with a stone fireplace, two armchairs, a coffee table, and a bookshelf.
A spacious dining area with multiple tables and chairs, large potted plants, and a view of the outdoors through large windows.

10. Kenoza Hall

Kenoza Hall
Kenoza Lake
  • Seasonal outdoor pool sanctuary offers sun-soaked relaxation amid hiking trails at this indulgent spa retreat in the countryside.
€460
includes taxes & fees
12 Oct - 13 Oct
Kenoza Hall
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Choose what matters most at hotels with a pool in Callicoon

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Callicoon Hotel Reviews

Days Inn by Wyndham Liberty/Monticello

Days Inn by Wyndham Liberty/Monticello

10/10 Excellent
"Restaurant was amazing . Staff very informative about history of Woodstock"
Mary 1-night trip
Posted 4 days ago
Days Inn by Wyndham Liberty/Monticello

Frequently asked questions

What are some accommodation options 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 located near 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. Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy: Offers daily, a pool and free self parking. Days Inn by Wyndham Liberty/Monticello: Hotel located near Resorts World Catskills. Offers a sauna, an indoor pool and buffet.
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 Villa Roma Driving Range, Big Island and Villa Roma Go Kart Track during your stay.
When is the best time to book a hotel with a pool in Callicoon?
Taking the local weather in Callicoon into account can help you maximise your time at the pool during your trip. The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Callicoon are January, February, December and March, with each month seeing an average of 24 cm of snowfall.