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

Find Family Hotels in Callicoon, NY from CA $143

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Check availability on Callicoon Family Hotels

Tonight
Oct 5 - Oct 6
Tomorrow
Oct 6 - Oct 7
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Our top choices for Callicoon family-friendly hotels

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 spacious living area with a large sofa, a dining table with chairs, and a view of a deck with a wooden railing.
A modern kitchen with a central island, stainless steel appliances, and wooden shelves.

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

Bright Modern Home * Wood-Stove Nights * Big Deck
Callicoon
CA $205
CA $811 total
includes taxes & fees
Nov 3 - Nov 4
Bright Modern Home * Wood-Stove Nights * Big Deck
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.

2. The North Branch Inn

The North Branch Inn
North Branch
CA $404
CA $540 total
includes taxes & fees
Nov 5 - Nov 6
The North Branch Inn
A covered outdoor area with a wooden deck and a view of a green landscape.
A wooden staircase with a cushioned bench at the bottom.
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.

3. Inn at Tyler Hill

Inn at Tyler Hill
Tyler Hill
CA $177
CA $193 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 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.
A wooden interior with a ping pong table, tables, chairs, and large windows.

4. Roscoe Mountain Club

Roscoe Mountain Club
Roscoe
CA $127
CA $143 total
includes taxes & fees
Oct 19 - Oct 20
Roscoe Mountain Club
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 large indoor swimming pool with a wooden deck and lounge chairs.

5. Best Western Monticello

Best Western Monticello
Monticello
  • Family retreat offers indoor pool, arcade, and sauna for year-round enjoyment near waterpark.
CA $162
CA $183 total
includes taxes & fees
Oct 12 - Oct 13
Best Western Monticello
A house with a covered porch and a grassy yard.
A pool table in a room with wooden flooring, a ceiling fan, and a billiards rack.
A house surrounded by trees and a river.
A bathroom with a bathtub, toilet, vanity with a mirror, and a window.

6. Callicoon Creek Farmhouse

Callicoon Creek Farmhouse
Callicoon
CA $178
CA $495 total
includes taxes & fees
Oct 6 - Oct 7
Callicoon Creek Farmhouse
A lakeside walkway with a wooden deck, surrounded by trees and a building with illuminated windows.
A modern building with a wooden walkway leading to a covered entrance.
A modern living room with a stone fireplace, wicker furniture, and a flat-screen TV mounted on the wall.
A modern interior with a piano, bar area, and seating.

7. The Bradstan Boutique Hotel

The Bradstan Boutique Hotel
Eldred
  • Family fun awaits at this lakeside retreat with swimming pool, hot tub, and kayaking adventures for kids of all ages.
CA $419
CA $494 total
includes taxes & fees
Nov 4 - Nov 5
The Bradstan Boutique Hotel
A modern hotel with a prominent glass facade and a distinctive logo on the building.
An indoor swimming pool with clear water, tiled floor, and a few lounge chairs.
A modern bar area with a central island, bar stools, and overhead lighting.
A bar area with multiple screens, bar stools, and a counter.

8. Resorts World Catskills Casino

Resorts World Catskills Casino
Monticello
  • Family fun at a luxurious casino resort with indoor pool and spa amenities to please everyone.
CA $213
CA $276 total
includes taxes & fees
Oct 12 - Oct 13
Resorts World Catskills Casino
A sunroom with wooden beams, large windows, and a variety of potted plants.
A bedroom with a large bed, a nightstand with books, a lamp, and a view of a lake and trees through large windows.
A living room with a stone fireplace, two armchairs, a coffee table, and a bookshelf.
A spacious dining area with multiple tables and chairs, large potted plants, and a view of the outdoors through large windows.

9. Kenoza Hall

Kenoza Hall
Kenoza Lake
CA $560
CA $682 total
includes taxes & fees
Oct 27 - Oct 28
Kenoza Hall
A cozy cabin interior with wooden walls and a bunk bed.
A wooden cabin with a kitchen and a bed, surrounded by trees.
A person sitting on a wooden floor inside a cabin, holding playing cards.
A small cabin with a door and windows, surrounded by trees and a picnic table.

10. Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy
Roscoe
CA $168
CA $248 total
includes taxes & fees
Nov 3 - Nov 4
Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy
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Choose what matters most at family-friendly hotels in Callicoon

Breakfast included
Pool
All-inclusive
4 stars
5 stars

Top Callicoon Hotel Reviews

Days Inn by Wyndham Liberty/Monticello

Days Inn by Wyndham Liberty/Monticello

10/10 Excellent
"Restaurant was amazing . Staff very informative about history of Woodstock"
Mary 1-night trip
Posted 2 days ago
Days Inn by Wyndham Liberty/Monticello
Lake Wanoka Resort

Lake Wanoka Resort

10/10 Excellent
"It’s magic place. I love that"
Zaira 1-night trip
Posted 4 days ago
Lake Wanoka Resort

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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