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 18 - Oct 19
Tomorrow
Oct 19 - Oct 20
Next weekend
Oct 23 - Oct 25
In two weeks
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 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.
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.

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 $178
CA $229 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 bathroom with a freestanding bathtub, a glass shower enclosure, and a window with wooden blinds.
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.

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

Bright Modern Home * Wood-Stove Nights * Big Deck
Callicoon
CA $246
CA $883 total
includes taxes & fees
Oct 26 - Oct 27
Bright Modern Home * Wood-Stove Nights * Big Deck
A covered outdoor area with a wooden deck and a view of a green landscape.
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.
A covered outdoor deck with a round table and four chairs, surrounded by white railings and trees.
A wooden staircase with a cushioned bench at the bottom.

3. Inn at Tyler Hill

Inn at Tyler Hill
Tyler Hill
CA $192
CA $210 total
includes taxes & fees
Nov 2 - Nov 3
Inn at Tyler Hill
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 bar area with wooden cabinets, a counter with various bottles, and green chairs.
A garden with a gazebo, various flowering plants, and a pathway.

4. The North Branch Inn

The North Branch Inn
North Branch
CA $431
CA $570 total
includes taxes & fees
Nov 2 - Nov 3
The North Branch Inn
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 triangular tent-style room with a bed, a small table, and a red lamp.
A modern cabin with a wooden deck, large windows, and a black roof, surrounded by dense forest.

5. Callicoon Hills

Callicoon Hills
Callicoon Center
CA $231
CA $456 total
includes taxes & fees
Oct 22 - Oct 23
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 rustic interior with stone walls, wooden beams, and large windows offering a view of the outdoors.
A wooden interior with a ping pong table, tables, chairs, and large windows.

6. Roscoe Mountain Club

Roscoe Mountain Club
Roscoe
CA $138
CA $156 total
includes taxes & fees
Oct 28 - Oct 29
Roscoe Mountain Club
A modern kitchen area with a central island, various appliances, and a chalkboard wall with food-related drawings.
A hotel room with two beds, a nightstand with a lamp, a window with a view, and a carpeted floor.
A gym with treadmills, elliptical machines, and weightlifting equipment.
A Hampton Inn hotel with a modern facade, a clear entrance, and a welcoming gas station.

7. Hampton Inn Monticello

Hampton Inn Monticello
Monticello
CA $173
CA $196 total
includes taxes & fees
Nov 8 - Nov 9
Hampton Inn 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 building with a covered porch, a door labeled "OFFICE," and a well-maintained lawn with a tree and potted plants.
Room

8. Upper Delaware Inn

Upper Delaware Inn
Hancock
CA $155
CA $170 total
includes taxes & fees
Oct 25 - Oct 26
Upper Delaware Inn
A modern living room with two sofas, a glass coffee table, and a painting of a horse.
A reception area with a marble counter, a wall-mounted artwork, and a ceiling with recessed lighting.
A modern bathroom with a glass shower enclosure, a toilet, and a towel rack with folded towels.
A hotel with a brick facade, a covered entrance, and a parking lot with cars.

9. Best Western Monticello

Best Western Monticello
Monticello
  • Family retreat offers indoor pool, arcade, and sauna for year-round enjoyment near waterpark.
CA $161
CA $181 total
includes taxes & fees
Oct 25 - Oct 26
Best Western 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 house surrounded by trees and a river.
A kitchen with green cabinets, a wooden island with two black bar stools, a chandelier, and modern appliances.

10. Callicoon Creek Farmhouse

Callicoon Creek Farmhouse
Callicoon
CA $177
CA $493 total
includes taxes & fees
Oct 28 - Oct 29
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

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 2 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 3 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 6 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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