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

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Check availability on Callicoon Family Hotels

This weekend
Jul 3 - Jul 5
Next weekend
Jul 10 - Jul 12

Our top choices for Callicoon family-friendly hotels

Interior

Chic Home w/ Fireplace & Beautiful Sunsets

Chic Home w/ Fireplace & Beautiful Sunsets
Callicoon
10.0 out of 10, Exceptional, (2 reviews)
The price is CA $283
CA $894 total
includes taxes & fees
Jun 30 - Jul 1
Chic Home w/ Fireplace & Beautiful Sunsets
Indoor pool, sun loungers

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 CA $199
CA $225 total
includes taxes & fees
Jul 13 - Jul 14
Best Western Monticello
Water park

The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark
4.0 star property
Monticello
8.2 out of 10, Very good, (2,262 reviews)
The price is CA $283
CA $421 total
includes taxes & fees
Jul 2 - Jul 3
The Kartrite Resort & Indoor Waterpark
Food and drink

Resorts World Catskills Casino

Resorts World Catskills Casino
4.5 star property
Monticello
8.8 out of 10, Excellent, (1,154 reviews)
  • cleanliness
    Family fun at a luxurious casino resort with indoor pool and spa amenities to please everyone.
The price is CA $293
CA $366 total
includes taxes & fees
Jul 2 - Jul 3
Resorts World Catskills Casino
Romantic Single Room, 1 King Bed | Bathroom

Inn at Monticello

Inn at Monticello
3.5 star property
Monticello
4.0 out of 10, (490 reviews)
  • cleanliness
    Splash into family fun with free perks near The Kartrite Resort & Indoor Waterpark in Monticello's casino area.
The price is CA $88
CA $99 total
includes taxes & fees
Jun 30 - Jul 1
Inn at Monticello
Exterior

Mountaintop Property on 8 acres

Mountaintop Property on 8 acres
Honesdale
8.2 out of 10, Very good, (88 reviews)
The price is CA $96
CA $227 total
includes taxes & fees
Jul 1 - Jul 2
Mountaintop Property on 8 acres
Bar (on property)

Mountaintop Hideaway ~ Piece of Paradise - Apt

Mountaintop Hideaway ~ Piece of Paradise - Apt
Honesdale
9.2 out of 10, Wonderful, (29 reviews)
The price is CA $147
CA $286 total
includes taxes & fees
Jun 30 - Jul 1
Mountaintop Hideaway ~ Piece of Paradise - Apt
Exterior

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, (34 reviews)
The price is CA $284
CA $593 total
includes taxes & fees
Jun 30 - Jul 1
Waterfront property, perfect winter getaway, directly on the Willowemoc!
Interior

Roscoe Cabin Pet Friendly

Roscoe Cabin Pet Friendly
Roscoe
9.4 out of 10, Exceptional, (23 reviews)
  • cleanliness
    Family paradise with cozy cabin vibes, where children's playgrounds, game rooms, and skiing create outdoor adventure for all.
The price is CA $352
CA $541 total
includes taxes & fees
Jul 1 - Jul 2
Roscoe Cabin Pet Friendly
Interior

Charming 120-year-old farmhouse by the creek

Charming 120-year-old farmhouse by the creek
Hancock
9.0 out of 10, Wonderful, (26 reviews)
  • cleanliness
    Creek-side historic ski-in/ski-out farmhouse offers family fun with fireside gatherings and playground.
The price is CA $235
CA $510 total
includes taxes & fees
Jul 13 - Jul 14
Charming 120-year-old farmhouse by the creek
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

Top Callicoon Hotel Reviews

Best Western Monticello

Best Western Monticello

8/10 Good
"The front desk was very helpful when I called prior to arrival. The property was clean but needs some tender loving care. There were weeds out front and high grass. Breakfast was good."
Karen 1-night trip
Posted 1 day ago
Best Western Monticello

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 Tusten Theatre. Make sure you have lots of time for activities like The Museum at Bethel Woods and Western Sullivan Public Library Tusten-Cochecton Branch.

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