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Check availability on Callicoon Family Hotels

Our top choices for Callicoon family-friendly hotels

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, (397 reviews)
  • cleanliness
    All-day family adventures at this ski resort with an 18-hole golf course, indoor and outdoor pools, and waterslide fun.
Villa Roma Resort and Conference Center
Terrace/patio

Chic Home w/ Fireplace & Beautiful Sunsets

Chic Home w/ Fireplace & Beautiful Sunsets
Callicoon
10.0 out of 10, Exceptional, (1 review)
The price is AED 420
AED 1,840 total
includes taxes & fees
24 Mar - 25 Mar
Chic Home w/ Fireplace & Beautiful Sunsets
Lobby

Best Western Monticello

Best Western Monticello
2.5 star property
Monticello
8.2 out of 10, Very Good, (1,005 reviews)
  • cleanliness
    Family retreat offers indoor pool, arcade, and sauna for year-round enjoyment near waterpark.
The price is AED 352
AED 398 total
includes taxes & fees
16 Mar - 17 Mar
Best Western Monticello
Resort view

Resorts World Catskills Casino

Resorts World Catskills Casino
4.5 star property
Monticello
8.8 out of 10, Excellent, (1,088 reviews)
  • cleanliness
    Family fun at a luxurious casino resort with indoor pool and spa amenities to please everyone.
Resorts World Catskills Casino
Water park

The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark
4.0 star property
Monticello
8.2 out of 10, Very Good, (2,014 reviews)
The price is AED 879
AED 1,239 total
includes taxes & fees
12 Mar - 13 Mar
The Kartrite Resort & Indoor Waterpark
Property grounds

Waterfront property, perfect winter getaway, directly on the Willowemoc!

Waterfront property, perfect winter getaway, directly on the Willowemoc!
Livingston Manor
9.6 out of 10, Exceptional, (29 reviews)
The price is AED 735
AED 1,516 total
includes taxes & fees
11 Mar - 12 Mar
Waterfront property, perfect winter getaway, directly on the Willowemoc!
Property grounds

In the cloud ~your cozy lake house

In the cloud ~your cozy lake house
Swan Lake
9.6 out of 10, Exceptional, (104 reviews)
  • cleanliness
    Family adventure awaits with water park fun, hiking trails, and a cozy lakeside retreat with a firepit perfect for s'mores.
The price is AED 588
AED 1,190 total
includes taxes & fees
11 Mar - 12 Mar
In the cloud ~your cozy lake house
Exterior

Mountaintop Property on 8 acres

Mountaintop Property on 8 acres
Honesdale
8.2 out of 10, Very Good, (85 reviews)
The price is AED 248
AED 588 total
includes taxes & fees
11 Mar - 12 Mar
Mountaintop Property on 8 acres
Dining

Mountaintop Hideaway ~ Piece of Paradise - Apt

Mountaintop Hideaway ~ Piece of Paradise - Apt
Honesdale
9.2 out of 10, Wonderful, (28 reviews)
The price is AED 378
AED 742 total
includes taxes & fees
27 Mar - 28 Mar
Mountaintop Hideaway ~ Piece of Paradise - Apt
Property grounds

The Chalet - Rustic Retreat

The Chalet - Rustic Retreat
Narrowsburg
9.0 out of 10, Wonderful, (12 reviews)
The price is AED 584
AED 1,346 total
includes taxes & fees
16 Mar - 17 Mar
The Chalet - Rustic Retreat
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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Choose what matters most at family-friendly hotels in Callicoon

Breakfast included
Pool

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Top Callicoon Hotel Reviews

Best Western Monticello

Best Western Monticello

8/10 Good
"Room was clean. I had a refrigerator and a microwave, plus a balcony room which was nice. The staff were very friendly and accommodating. I used the pool. The water was cool yet refreshing. Breakfast had both hot and cold choices. "
Melanie 2-night trip
Posted 7 hours ago
Best Western Monticello

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Frequently asked questions

What's Callicoon like for family-friendly vacations?
The historic destination of Callicoon is a great choice if you've been considering a vacation with the kids. The entertainment, excursions, and recreation options are just some of the things that make this a good place for family vacations.
What's the best accommodation when traveling with kids to Callicoon?
Villa Roma Resort and Conference Center is a resort with a children's pool and a kids' club, and it's a top choice on Expedia for families.
When's the best time to book a family-friendly vacation in Callicoon?
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.
What's there to see and do with your family in Callicoon?
While you and your family are vacationing in Callicoon, you might want to visit some family-friendly attractions such as Carousel Water and Fun Park and Western Sullivan Public Library Tusten-Cochecton Branch. Make sure you have lots of time for activities like Tusten Theatre and Upper Delaware River.