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

Find Family Hotels in Callicoon, NY from CA $128

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Check availability on Callicoon Family Hotels

Tonight
Sep 28 - Sep 29
Tomorrow
Sep 29 - Sep 30
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for Callicoon family-friendly hotels

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 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 $160
CA $757 total
includes taxes & fees
Sep 29 - Sep 30
Bright Modern Home * Wood-Stove Nights * Big Deck
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.

2. 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 4 - Oct 5
Best Western Monticello
A modern hotel with a prominent glass facade and a distinctive logo on the building.
A bar area with multiple screens, bar stools, and a counter.
An outdoor seating area with red chairs and tables, a fire pit, and a bar visible through the window.
An indoor swimming pool with clear water, tiled floor, and a few lounge chairs.

3. 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 $211
CA $274 total
includes taxes & fees
Sep 30 - Oct 1
Resorts World Catskills Casino
A cabin with a wooden deck and a staircase leading to a second-story balcony.
A dining area with a wooden table and chairs, a staircase, and a large window providing natural light.
A snow-covered landscape with a house illuminated by warm lights, surrounded by trees and a snowy ground.
A spacious living area with a high ceiling, wooden beams, a dining table with chairs, a sofa with patterned cushions, and a staircase leading to an upper level.

4. Peaceful woodsy retreat with stream and hiking on property / near Bethel Woods

Peaceful woodsy retreat with stream and hiking on property / near Bethel Woods
Narrowsburg
CA $197
CA $505 total
includes taxes & fees
Oct 15 - Oct 16
Peaceful woodsy retreat with stream and hiking on property / near Bethel Woods
A camper van parked at night with a campfire in front, surrounded by wooden furniture and trees.
A compact kitchen with a wooden countertop, a sink, and a window providing a view of the outdoors.
A kitchen with a large sink, wooden countertop, and a view of the outdoors through a window.
A compact interior with a bed, a dining area, and a kitchenette.

5. Glamping in Vintage Airstream with modern comforts with private pond access.

Glamping in Vintage Airstream with modern comforts with private pond access.
Cochecton
CA $247
CA $405 total
includes taxes & fees
Sep 29 - Sep 30
Glamping in Vintage Airstream with modern comforts with private pond access.
A hotel room with two beds, a desk, a chair, a lamp, and artwork on the walls.
A bathroom with a white sink, two faucets, a mirror, and a toilet.
A hotel room with a desk, chair, television, and a minibar.
A two-story house with a gabled roof, a chimney, and an American flag.

6. Super 8 by Wyndham Monticello NY

Super 8 by Wyndham Monticello NY
Monticello
  • Splash into family fun with free perks near The Kartrite Resort & Indoor Waterpark in Monticello's casino area.
CA $113
CA $128 total
includes taxes & fees
Oct 1 - Oct 2
Super 8 by Wyndham Monticello NY
An indoor water park with a large water slide, a pool area, and a glass ceiling structure.
A modern apartment complex with a pool, outdoor seating, and a view of the sunset.
A modern building with a sign reading "The Kartrite Resort & Indoor Waterpark".
A hotel with a pool area, outdoor seating, and a view of the sunset.

7. The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark
Monticello
CA $229
CA $359 total
includes taxes & fees
Oct 1 - Oct 2
The Kartrite Resort & Indoor Waterpark
A wooden house with a porch and a staircase leading to a deck.

8. Cozy Farm Private Artistic Eclectic Cabin - 183 beautiful acres

Cozy Farm Private Artistic Eclectic Cabin - 183 beautiful acres
Callicoon Center
  • Family-friendly cabin paradise with playground, toys, games, and riverside exploring for kid-approved adventures.
CA $163
CA $350 total
includes taxes & fees
Sep 29 - Sep 30
Cozy Farm Private Artistic Eclectic Cabin - 183 beautiful acres
A lakeside walkway with a wooden deck, surrounded by trees and a building with illuminated windows.
A modern interior with a piano, bar area, and seating.
A modern living room with a stone fireplace, wicker furniture, and a flat-screen TV mounted on the wall.
A restaurant with a long dining table, multiple chairs, and a high ceiling with hanging lights.

9. 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 $475
CA $558 total
includes taxes & fees
Oct 5 - Oct 6
The Bradstan Boutique Hotel
A cozy interior with a stone fireplace, a television mounted above it, and a sign reading "Farmers Market Produce-Meat-Cheese."
A snow-covered lodge with a red roof, surrounded by snow-laden trees.
A wooden deck with wicker chairs and a table, overlooking a lush garden and a house with a red door and windows.
A kitchen with dark cabinets, a white refrigerator, a microwave, and a stove. There is a window above the sink and a decorative welcome sign on the fridge.

10. Roscoe Cabin Pet Friendly

Roscoe Cabin Pet Friendly
Roscoe
  • Family paradise with cozy cabin vibes, where children's playgrounds, game rooms, and skiing create outdoor adventure for all.
CA $351
CA $533 total
includes taxes & fees
Sep 29 - Sep 30
Roscoe Cabin Pet Friendly
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
"Very clean, comfortable room"
Allen 1-night trip
Posted 22 hours ago
The Hotel Belvidere
Super 8 by Wyndham Monticello NY

Super 8 by Wyndham Monticello NY

8/10 Good
"I stayed 2 nights. The room was clean, quiet and comfortable. The staff was cordial, knowledgeable and flexible. I would stay here again when passing through. The tv and refrigerator worked well. It would be better if they had an ice machine on the premises and a coffee maker in room, neither of which they had. Air conditioner worked but takes a little figuring out how to use. Better than your average Super 8"
Edward 1-night trip
Posted 12 days ago
Super 8 by Wyndham Monticello NY
Lake Wanoka Resort

Lake Wanoka Resort

10/10 Excellent
"This was our first time staying in a cabin on this property. We found it and staff to be wonderful. We will definitely stay again."
Jenny 2-night trip
Posted 2 weeks 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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