Hotels with Swimming Pool in Callicoon, New York

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Callicoon Hotels with Swimming 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
3.0 star property
Callicoon
6.6 out of 10, (399 reviews)
  • cleanliness
    Year-round aquatic adventures await at this resort with indoor and seasonal outdoor pools, a waterslide, and poolside bar.
The price is P7,721
P9,960 total
includes taxes & fees
May 19 - May 20
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
4.5 star property
Monticello
8.8 out of 10, Excellent, (1,126 reviews)
  • cleanliness
    Indoor pool paradise with casino thrills, spa indulgences, and mountain adventure awaits at this luxury hotel.
The price is P15,498
P19,056 total
includes taxes & fees
Jun 18 - Jun 19
Resorts World Catskills Casino
Indoor pool, sun loungers

Best Western Monticello

Best Western Monticello
2.5 star property
Monticello
8.2 out of 10, Very Good, (1,002 reviews)
  • cleanliness
    Dive into refreshing leisure at this hotel's indoor pool sanctuary, complete with sun loungers and a rejuvenating sauna.
The price is P7,962
P8,997 total
includes taxes & fees
May 24 - May 25
Best Western Monticello
Indoor pool

Hampton Inn Monticello

Hampton Inn Monticello
2.5 star property
Monticello
9.4 out of 10, Exceptional, (651 reviews)
  • cleanliness
    Splash into indoor pool comfort at this Hampton Inn with fitness center and free breakfast buffet.
The price is P9,225
P10,424 total
includes taxes & fees
May 25 - May 26
Hampton Inn Monticello
Pool

Days Inn by Wyndham Liberty

Days Inn by Wyndham Liberty
2.0 star property
Liberty
6.8 out of 10, (1,002 reviews)
  • cleanliness
    Dive into poolside serenity at this Liberty hotel, where comfortable loungers invite all-day relaxation beside sparkling waters.
The price is P7,962
P8,997 total
includes taxes & fees
May 19 - May 20
Days Inn by Wyndham Liberty
Water park

The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark
4.0 star property
Monticello
8.2 out of 10, Very Good, (2,188 reviews)
  • cleanliness
    Splash into four-season aquatic fun at this family paradise with both indoor and outdoor pool playgrounds.
The price is P10,814
P17,034 total
includes taxes & fees
May 21 - May 22
The Kartrite Resort & Indoor Waterpark
Indoor pool

The Alder at Resorts World Catskills

The Alder at Resorts World Catskills
2.0 star property
Monticello
8.2 out of 10, Very Good, (219 reviews)
  • cleanliness
    Enjoy all-season splashes in the indoor aquatic oasis, where relaxation flows as freely as the water at this Catskills retreat.
The price is P8,500
P11,148 total
includes taxes & fees
Jun 11 - Jun 12
The Alder at Resorts World Catskills
Outdoor pool

Equestrian House Suites

Equestrian House Suites
3.0 star property
Pleasant Mount
  • cleanliness
    Scenic outdoor pool beckons at this riverside cottage retreat with premium comforts.
The price is P9,349
P33,401 total
includes taxes & fees
May 19 - May 20
Equestrian House Suites
Restaurant

The Arnold House

The Arnold House
2.0 star property
Livingston Manor
8.0 out of 10, Very Good, (2 reviews)
  • cleanliness
    Dive into seasonal bliss at this mountain hotel with a refreshing outdoor pool and poolside bar for a summer escape.
The price is P16,054
P20,301 total
includes taxes & fees
May 20 - May 21
The Arnold House
Seasonal outdoor pool

Inn at Lake Joseph

Inn at Lake Joseph
4.0 star property
Forestburgh
8.4 out of 10, Very Good, (11 reviews)
The price is P18,208
P20,575 total
includes taxes & fees
May 19 - May 20
Inn at Lake Joseph
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.
View all properties

Choose what matters most at hotels with a pool in Callicoon

Breakfast included
4 stars

Top Callicoon Hotel Reviews

Best Western Monticello

Best Western Monticello

8/10 Good
"Room was a little outdated but very clean. Staff was super nice. Indoor pool was nice to have. Good stay"
Ray 1-night trip
Posted 2 days ago
Best Western Monticello

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 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. Best Western Monticello: Hotel located near Resorts World Catskills. Features a sauna, an indoor pool, and buffet. Days Inn by Wyndham Liberty: Offers 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.

Explore a world of travel with Expedia