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

Find Family Hotels in Callicoon, NY from CA $149

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Check availability on Callicoon Family Hotels

Tonight
Oct 20 - Oct 21
Tomorrow
Oct 21 - Oct 22
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

Our top choices for Callicoon family-friendly hotels

A water park with a water play structure and people enjoying the water.
A hotel reception area with a wooden reception desk, multiple computer monitors, and a large chandelier.
A fountain with water jets in the center, surrounded by a circular stone border. In the background, there is a building with a balcony and arched windows.
A wooden building with a staircase leading to a balcony, surrounded by snow and trees.

1. Villa Roma Resort and Conference Center

Villa Roma Resort and Conference Center
Callicoon
  • All-day family adventures at this ski resort with an 18-hole golf course, indoor and outdoor pools, and waterslide fun.
CA $177
CA $228 total
includes taxes & fees
Oct 21 - Oct 22
Villa Roma Resort and Conference Center
A wooden deck with Adirondack chairs and a small table, overlooking a garden.
A modern kitchen with a central island, stainless steel appliances, and wooden shelves.
A modern wooden house with a deck, large windows, and a separate black section.
A spacious living area with a large sofa, a dining table with chairs, and a view of a deck with a wooden railing.

2. Bright Modern Home * Wood-Stove Nights * Big Deck

Bright Modern Home * Wood-Stove Nights * Big Deck
Callicoon
CA $228
CA $856 total
includes taxes & fees
Oct 27 - Oct 28
Bright Modern Home * Wood-Stove Nights * Big Deck
A covered outdoor area with a wooden deck and a view of a green landscape.
A covered outdoor deck with a round table and four chairs, surrounded by white railings and trees.
A bathroom with a wooden vanity, a mirror, and a glass-enclosed shower.
A wooden staircase with a cushioned bench at the bottom.

3. Inn at Tyler Hill

Inn at Tyler Hill
Tyler Hill
CA $192
CA $209 total
includes taxes & fees
Nov 11 - Nov 12
Inn at Tyler Hill
An indoor venue with wooden beams, tables set for dining, and hanging greenery.
A wooden bridge leading to a building with a blue roof, surrounded by dense greenery.
A modern cabin with a wooden deck, large windows, and a black roof, surrounded by dense forest.
A large house with multiple sections, including a patio area with outdoor furniture and a stone pathway.

4. Callicoon Hills

Callicoon Hills
Callicoon Center
CA $216
CA $439 total
includes taxes & fees
Nov 20 - Nov 21
Callicoon Hills
A rustic cabin with a stone foundation, surrounded by a well-maintained lawn and a variety of trees.
A rustic wooden interior with leather sofas, a round wooden coffee table, and a large window offering a view of a field.
A wooden interior with a ping pong table, tables, chairs, and large windows.
A rustic interior with stone walls, wooden beams, and large windows offering a view of the outdoors.

5. Roscoe Mountain Club

Roscoe Mountain Club
Roscoe
CA $138
CA $156 total
includes taxes & fees
Oct 28 - Oct 29
Roscoe Mountain Club
A covered porch with outdoor seating, surrounded by lush greenery and a stone pathway.
A bedroom with a large bed, a chair, a bedside table, and a wall-mounted lamp.
A cozy room with a wood-burning stove, a rocking chair, and a fireplace.
A garden with a gazebo, various flowering plants, and a pathway.

6. The North Branch Inn

The North Branch Inn
North Branch
CA $430
CA $569 total
includes taxes & fees
Nov 4 - Nov 5
The North Branch Inn
A motel with a covered porch, outdoor seating, and flower planters.
Room
A hotel reception desk with a desktop computer, a window with a view of the outside, and various informational brochures.
A building with a covered porch, a door labeled "OFFICE," and a well-maintained lawn with a tree and potted plants.

7. Upper Delaware Inn

Upper Delaware Inn
Hancock
CA $154
CA $170 total
includes taxes & fees
Nov 10 - Nov 11
Upper Delaware Inn
A modern kitchen area with a central island, various appliances, and a chalkboard wall with food-related drawings.
A Hampton Inn hotel with a modern facade, a clear entrance, and a welcoming gas station.
An indoor swimming pool with clear signage, including "NO LIFEGUARD ON DUTY" and "NO DIVING" warnings.
A gym with treadmills, elliptical machines, and weightlifting equipment.

8. Hampton Inn Monticello

Hampton Inn Monticello
Monticello
CA $172
CA $194 total
includes taxes & fees
Nov 8 - Nov 9
Hampton Inn Monticello
A modern lobby with a curved sofa, a reception desk, and a flat-screen TV.
A spacious indoor area with multiple tables and chairs, a kitchen area with a counter, and a large window providing natural light.
Accessible bathroom
A banquet hall with round tables covered in white tablecloths and chairs, a carpeted floor, and a ceiling with recessed lighting.

9. Days Inn by Wyndham Liberty/Monticello

Days Inn by Wyndham Liberty/Monticello
Liberty
  • Kids will love the arcade and pool fun at this family-friendly hotel with free activities and skiing nearby.
CA $132
CA $149 total
includes taxes & fees
Nov 1 - Nov 2
Days Inn by Wyndham Liberty/Monticello
A modern living room with two sofas, a glass coffee table, and a painting of a horse.
A hotel with a brick facade, a covered entrance, and a parking lot with cars.
A large indoor swimming pool with a wooden deck and lounge chairs.
A reception area with a marble counter, a wall-mounted artwork, and a ceiling with recessed lighting.

10. Best Western Monticello

Best Western Monticello
Monticello
  • Family retreat offers indoor pool, arcade, and sauna for year-round enjoyment near waterpark.
CA $148
CA $167 total
includes taxes & fees
Oct 26 - Oct 27
Best Western Monticello
View all properties

Choose what matters most at family-friendly hotels in Callicoon

Breakfast included
Pool
All-inclusive
4 stars
5 stars

Top Callicoon Hotel Reviews

The Hotel Belvidere

The Hotel Belvidere

10/10 Excellent
"Great ambience, beautiful space and excellent bar and restaurant on premises… would definitely return and recommend to anyone!"
Daniel 2-night trip
Posted 23 hours ago
The Hotel Belvidere
Best Western Monticello

Best Western Monticello

10/10 Excellent
"Very clean with great beds."
Eric 2-night trip
Posted 2 days ago
Best Western Monticello
Villa Roma Resort and Conference Center

Villa Roma Resort and Conference Center

8/10 Good
"very nice, clean hotel, we were in town for a wedding at another venue and shuttles were offered"
Tim 2-night trip
Posted 4 days ago
Villa Roma Resort and Conference Center
Super 8 by Wyndham Monticello NY

Super 8 by Wyndham Monticello NY

10/10 Excellent
"Great job with the redesign. Place looks awesome."
Jonathan 2-night trip
Posted 5 days ago
Super 8 by Wyndham Monticello NY
Hotel Wayne

Hotel Wayne

10/10 Excellent
"Great for night or long stay. Has a lot of character"
Chris 1-night trip
Posted 9 days ago
Hotel Wayne

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

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