Photo by Matthew Jay

Callicoon Hotel Guide - Family Friendly Hotels in Callicoon, New York

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check availability on Callicoon Family Friendly Hotels

Top Callicoon Family Friendly Hotels

Villa Roma Resort and Conference Center
Indoor pool, seasonal outdoor pool, pool umbrellas, pool loungers

Villa Roma Resort and Conference Center

3.0 star property
6.6 out of 10, (352)
"Very nice place to get away for the weekend"
Villa Roma Resort and Conference Center
Resorts World Catskills Casino
Property grounds

Resorts World Catskills Casino

4.5 star property
8.6 out of 10, Excellent, (1014)
"Great place to stay"
Resorts World Catskills Casino
Best Western Monticello
Free daily buffet breakfast

Best Western Monticello

2.5 star property
8.0 out of 10, Very good, (1001)
"Rooms are older, bathroom really gross and smelly Great location"
The price is €145
includes taxes & fees
19 Aug - 20 Aug
Best Western Monticello
Lakefront Catskills Lodge
Interior

Lakefront Catskills Lodge

10.0 out of 10, Exceptional, (10)
"My friends and I had a perfect time. It was comfortable for a group of adults, the property is gorgeous, and the host was very responsive to my messages before and during our stay. The photos do not do this house justice! We’d absolutely come back! "
Lakefront Catskills Lodge
Amazing All-Season, Private Lakefront Retreat!
Fridge, microwave, oven, stovetop

Amazing All-Season, Private Lakefront Retreat!

9.8 out of 10, Exceptional, (58)
"Had a wonderful time. The house was fantastic and the lake was enjoyable. Would definitely come back."
The price is €601
includes taxes & fees
25 Aug - 26 Aug
Amazing All-Season, Private Lakefront Retreat!
Lakefront | 22 acres | HotTub | Game Room
Pool

Lakefront | 22 acres | HotTub | Game Room

10.0 out of 10, Exceptional, (32)
"It's a gem place that offers adventure for kids and relaxing for adults. Anyone could have awonderful time with family or friends. Definitel friends! "
Lakefront | 22 acres | HotTub | Game Room
The Bradstan Boutique Hotel
Dinner and brunch served, al fresco dining

The Bradstan Boutique Hotel

3.5 star property
9.8 out of 10, Exceptional, (85)
"the nice walk to their lake"
The price is €450
includes taxes & fees
19 Aug - 20 Aug
The Bradstan Boutique Hotel
Cozy Cottage with Jacuzzi, Fire Pit and Reading Nook!
Pool

Cozy Cottage with Jacuzzi, Fire Pit and Reading Nook!

9.6 out of 10, Exceptional, (21)
"Thank you very much, we really enjoyed ourselves."
The price is €346
includes taxes & fees
19 Aug - 20 Aug
Cozy Cottage with Jacuzzi, Fire Pit and Reading Nook!
In the cloud ~your cozy lake house
Interior

In the cloud ~your cozy lake house

9.6 out of 10, Exceptional, (94)
"very enjoyable place to relax surrounded by nature with updated amenities . Even inside the house we felt like we were literally on a boat on the water! We appreciated the details and creativity in the decor . all in all it is a place we would recommend and even visit again' ' "
The price is €344
includes taxes & fees
1 Sept - 2 Sept
In the cloud ~your cozy lake house
Cozy Farm Private Cabin-30% off Spring Special - 183 beautiful acres

Cozy Farm Private Cabin-30% off Spring Special - 183 beautiful acres

10.0 out of 10, Exceptional, (26)
"Our Valentine’s weekend getaway was great :). The area and guest house is beautiful, we visited some cool restaurants. The host Dr. Norris was very helpful, hospitable, and friendly. The host made sure our stay was comfortable and was flexible with our needs. Great place!!! Thank you!! We hope to visit again. "
The price is €205
includes taxes & fees
18 Aug - 19 Aug
Cozy Farm Private Cabin-30% off Spring Special - 183 beautiful acres
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.

Top Callicoon Hotel Reviews

Best Western Monticello

Best Western Monticello

10/10 Excellent
"Room was beautiful and clean. Everything functioned properly. The staff was cheerful, respectful, and professional. Each had a great smile and warm personality. Our only issue was the size of the bathroom. It had a great tub and a fully functioning jacuzzi but it was small. Very small. Also, the mixer handle of the shower/tub was not functioning properly. Turned to the top it was off. Turn it to the left it went from cold to colder. Turn it back to the top the water would stop. Now turn it to the right and it would start out scalding hot and as you turned it all the way to the right it would be very hot. There was no way of getting a comfortable mixture of warm water. I ended taking extremely hot showers. Not fun. But otherwise the accommodations were excellent and I would be happy to return and recommend this place to my friends. (Of course I would give them a heads up about the shower and tell them to see if other rooms have a larger bathroom.) Also, I really enjoyed your swimming pool. Very refreshing. "
David 2-night trip
Posted 1 day ago
Best Western Monticello

Frequently asked questions

What's Callicoon like for family-friendly holidays?
The historic destination of Callicoon is a great choice if you've been considering a holiday with the children. The entertainment, excursions and recreation options are just some of the things that make this a good destination for family holidays.
What's the best family accommodation in Callicoon?
Villa Roma Resort and Conference Center is a resort with a children's pool and a children's club, and it's a top choice on Expedia for families.
When's the best time to book a family-friendly holiday in Callicoon?
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.
What's there to see and do with your family in Callicoon?
While you and your family are holidaying in Callicoon, you may want to visit some family-friendly attractions such as Bethel Woods Center For The Arts and Carousel Water and Fun Park. Make sure that you have lots of time for activities such as Catskill Art Society Art Center and Western Sullivan Public Library Tusten-Cochecton Branch.