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

Find Family Hotels in Callicoon, NY from CA $151

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Check availability on Callicoon Family Hotels

Tonight
Oct 12 - Oct 13
Tomorrow
Oct 13 - Oct 14
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Our top choices for Callicoon family-friendly hotels

A water park with a water play structure and people enjoying the water.
A wooden building with a staircase leading to a balcony, surrounded by snow and trees.
A hotel lobby with round tables, cushioned chairs, a large pillar, and a projection screen displaying a movie.
A hotel reception area with a wooden reception desk, multiple computer monitors, and a large chandelier.

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 $200
CA $255 total
includes taxes & fees
Oct 13 - Oct 14
Villa Roma Resort and Conference Center
A wooden deck with Adirondack chairs and a small table, overlooking a garden.
A modern wooden house with a deck, large windows, and a separate black section.
A modern bathroom with a freestanding bathtub, a glass shower enclosure, and a window with wooden blinds.
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 $179
CA $788 total
includes taxes & fees
Nov 2 - Nov 3
Bright Modern Home * Wood-Stove Nights * Big Deck
A covered outdoor area with a wooden deck and a view of a green landscape.
A bathroom with a wooden vanity, a mirror, and a glass-enclosed shower.
A covered outdoor deck with a round table and four chairs, surrounded by white railings and trees.
A neatly made bed with white linens, a wooden headboard, and two bedside lamps. A window with curtains is visible, and a small table with a chair is in the corner.

3. Inn at Tyler Hill

Inn at Tyler Hill
Tyler Hill
CA $194
CA $212 total
includes taxes & fees
Nov 2 - Nov 3
Inn at Tyler Hill
A rustic cabin with a stone foundation, surrounded by a well-maintained lawn and a variety of trees.
A rustic lodge with a green roof, surrounded by tall pine trees and a well-maintained lawn.
A rustic interior with stone walls, wooden beams, and large windows offering a view of the outdoors.
A rustic wooden interior with leather sofas, a round wooden coffee table, and a large window offering a view of a field.

4. Roscoe Mountain Club

Roscoe Mountain Club
Roscoe
CA $154
CA $174 total
includes taxes & fees
Oct 28 - Oct 29
Roscoe Mountain Club
An indoor venue with wooden beams, tables set for dining, and hanging 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.
A wooden bridge leading to a building with a blue roof, surrounded by dense greenery.

5. Callicoon Hills

Callicoon Hills
Callicoon Center
CA $233
CA $460 total
includes taxes & fees
Oct 22 - Oct 23
Callicoon Hills
A covered porch with outdoor seating, surrounded by lush greenery and a stone pathway.
A garden with a gazebo, various flowering plants, and a pathway.
A bedroom with a large bed, a chair, a bedside table, and a wall-mounted lamp.
A bar area with wooden cabinets, a counter with various bottles, and green chairs.

6. The North Branch Inn

The North Branch Inn
North Branch
CA $361
CA $491 total
includes taxes & fees
Nov 12 - Nov 13
The North Branch Inn
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.

7. 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 $133
CA $151 total
includes taxes & fees
Nov 1 - Nov 2
Days Inn by Wyndham Liberty/Monticello
A motel with a covered porch, outdoor seating, and flower planters.
A hotel reception desk with a desktop computer, a window with a view of the outside, and various informational brochures.
A hotel room with a flat-screen TV mounted on the wall, a wooden dresser with drawers, a tray with toiletries, and a sign on the wall.
A building with a covered porch, a door labeled "OFFICE," and a well-maintained lawn with a tree and potted plants.

8. Upper Delaware Inn

Upper Delaware Inn
Hancock
CA $166
CA $182 total
includes taxes & fees
Oct 15 - Oct 16
Upper Delaware Inn
A modern kitchen area with a central island, various appliances, and a chalkboard wall with food-related drawings.
A gym with treadmills, elliptical machines, and weightlifting equipment.
An indoor swimming pool with clear signage, including "NO LIFEGUARD ON DUTY" and "NO DIVING" warnings.
A Hampton Inn hotel with a modern facade, a clear entrance, and a welcoming gas station.

9. Hampton Inn Monticello

Hampton Inn Monticello
Monticello
CA $175
CA $197 total
includes taxes & fees
Nov 8 - Nov 9
Hampton Inn Monticello
A house with a covered porch and a grassy yard.
A bathroom with a bathtub, toilet, vanity with a mirror, and a window.
A kitchen with green cabinets, a wooden island with two black bar stools, a chandelier, and modern appliances.
A pool table in a room with wooden flooring, a ceiling fan, and a billiards rack.

10. Callicoon Creek Farmhouse

Callicoon Creek Farmhouse
Callicoon
CA $178
CA $502 total
includes taxes & fees
Oct 27 - Oct 28
Callicoon Creek Farmhouse
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

Best Western Monticello

Best Western Monticello

10/10 Excellent
"Excellent property"
Bernard 1-night trip
Posted 18 hours ago
Best Western Monticello
Days Inn by Wyndham Liberty/Monticello

Days Inn by Wyndham Liberty/Monticello

10/10 Excellent
"Management needs to be more generous with the quantity of "Continental Breakfast" items, which sold out around 8:45 and were not replenished. Many guests were left hungry, and this should be corrected."
robert 1-night trip
Posted 23 hours ago
Days Inn by Wyndham Liberty/Monticello
Hotel Wayne

Hotel Wayne

10/10 Excellent
"Great for night or long stay. Has a lot of character"
Chris 1-night trip
Posted 1 day ago
Hotel Wayne
Super 8 by Wyndham Monticello NY

Super 8 by Wyndham Monticello NY

10/10 Excellent
"Renovations and improvements, along with staff members are exeptional"
Darrius 2-night trip
Posted 1 day ago
Super 8 by Wyndham Monticello NY

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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