Find Hotels with a Pool in Callicoon, NY

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Our top choices for Callicoon hotels with a pool

Villa Roma Resort and Conference Center

Villa Roma Resort and Conference Center
3.0 star property
Callicoon
6.6 out of 10, (397 reviews)
  • cleanliness
    Year-round aquatic adventures await at this resort with indoor and seasonal outdoor pools, a waterslide, and poolside bar.
$157 nightly
The price is $177
Apr 12 - Apr 13
Total with taxes and fees
Villa Roma Resort and Conference Center

Resorts World Catskills Casino

Resorts World Catskills Casino
4.5 star property
Monticello
8.6 out of 10, Excellent, (1,094 reviews)
  • cleanliness
    Indoor pool paradise with casino thrills, spa indulgences, and mountain adventure awaits at this luxury hotel.
$194 nightly
The price is $216
Apr 6 - Apr 7
Total with taxes and fees
Resorts World Catskills Casino

The Alder at Resorts World Catskills

The Alder at Resorts World Catskills
2.0 star property
Monticello
8.2 out of 10, Very Good, (212 reviews)
  • cleanliness
    Enjoy all-season splashes in the indoor aquatic oasis, where relaxation flows as freely as the water at this Catskills retreat.
$148 nightly
The price is $168
Apr 16 - Apr 17
Total with taxes and fees
The Alder at Resorts World Catskills

Best Western Monticello

Best Western Monticello
2.5 star property
Monticello
8.2 out of 10, Very Good, (1,001 reviews)
  • cleanliness
    Dive into refreshing leisure at this hotel's indoor pool sanctuary, complete with sun loungers and a rejuvenating sauna.
$122 nightly
The price is $138
Apr 12 - Apr 13
Total with taxes and fees
Best Western Monticello

Hampton Inn Monticello

Hampton Inn Monticello
2.5 star property
Monticello
9.4 out of 10, Exceptional, (644 reviews)
  • cleanliness
    Splash into indoor pool comfort at this Hampton Inn with fitness center and free breakfast buffet.
$133 nightly
The price is $150
Apr 26 - Apr 27
Total with taxes and fees
Hampton Inn Monticello

The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark
4.0 star property
Monticello
8.2 out of 10, Very Good, (2,051 reviews)
  • cleanliness
    Splash into four-season aquatic fun at this family paradise with both indoor and outdoor pool playgrounds.
$242 nightly
The price is $273
Apr 12 - Apr 13
Total with taxes and fees
The Kartrite Resort & Indoor Waterpark

Days Inn by Wyndham Liberty

Days Inn by Wyndham Liberty
2.0 star property
Liberty
6.8 out of 10, (1,000 reviews)
  • cleanliness
    Dive into poolside serenity at this Liberty hotel, where comfortable loungers invite all-day relaxation beside sparkling waters.
$110 nightly
The price is $124
Apr 6 - Apr 7
Total with taxes and fees
Days Inn by Wyndham Liberty

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.
$493 nightly
The price is $537
Apr 8 - Apr 9
Total with taxes and fees
Equestrian House Suites

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.
$277 nightly
The price is $313
Apr 19 - Apr 20
Total with taxes and fees
The Arnold House

Spacious 4 bedroom house with a private pool in a quiet area

Spacious 4 bedroom house with a private pool in a quiet area
Glen Spey
10.0 out of 10, Exceptional, (7 reviews)
$394 nightly
The price is $443
Apr 13 - Apr 14
Total with taxes and fees
Spacious 4 bedroom house with a private pool in a quiet area
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.

Choose what matters most at hotels with a pool in Callicoon

Top Callicoon Hotel Reviews

Frequently asked questions

What are the best hotels in Callicoon with outdoor pools?
The Villa Roma Resort and Conference Center is a charming 3-star hotel in Callicoon that features a delightful outdoor pool, great for families looking to unwind after a day of adventure. Guests appreciate the poolside bar, where you can sip refreshing drinks while enjoying the sun on comfortable loungers.

This resort is not just about relaxation; it also offers an array of activities that cater to the adventurous spirit. For those who enjoy winter sports, the Villa Roma has onsite skiing options, including ski lessons and rentals, with nearby ski areas to explore. Reviews highlight the friendly and helpful staff, who contribute to a pleasant atmosphere, as well as the beautifully maintained lobby and bar area, making it an inviting choice for families seeking both fun and comfort.
How much does a hotel with outdoor pool in Callicoon cost?
Enjoy staying in a hotel in Callicoon with an outdoor pool. You can find a great deal from $124 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
Which Callicoon hotels offer poolside service for food and drinks?
The Villa Roma Resort and Conference Center is a delightful 3-star retreat in Callicoon, superb for families seeking relaxation and fun. This resort features a vibrant poolside bar where guests can enjoy refreshing drinks and delicious snacks without having to leave their sun loungers. The ambiance is lively, and many travellers appreciate the friendly and helpful staff who enhance the overall experience.

In addition to the inviting poolside service, Villa Roma offers a range of amenities that cater to both relaxation and adventure. Families can take advantage of the resort-inclusive atmosphere, which allows for a seamless experience while enjoying the beautiful surroundings. With options for skiing nearby and lessons available on-site, it's an ideal spot for both winter sports enthusiasts and those simply looking to unwind by the pool.
Is it cheaper to book flights and a Callicoon hotel with a pool as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect vacation package.
How can I save on a Callicoon hotel with a pool with Expedia?
Before booking your Callicoon hotel, remember to join One Key™, Expedia's free travel rewards program. Just sign up and sign in to access our lowest Member Prices as well as members-only perks. Booking your hotel in advance will typically help you save, but there are last-minute deals to explore too.
Can I cancel my hotel reservation on Expedia?
Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel in Callicoon for you.

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