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 25 - Sep 26
Tomorrow
Sep 26 - Sep 27
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

Our top choices for Callicoon family-friendly hotels

A wooden deck with Adirondack chairs and a small table, overlooking a garden.
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 bathroom with a freestanding bathtub, a glass shower enclosure, and a window with wooden blinds.
A modern wooden house with a deck, large windows, and a separate black section.

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

Bright Modern Home * Wood-Stove Nights * Big Deck
Callicoon
CA $160
CA $754 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 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.

2. Best Western Monticello

Best Western Monticello
Monticello
  • Family retreat offers indoor pool, arcade, and sauna for year-round enjoyment near waterpark.
CA $160
CA $181 total
includes taxes & fees
Oct 5 - Oct 6
Best Western Monticello
A modern hotel with a prominent glass facade and a distinctive logo on the building.
A modern bar area with a central island, bar stools, and overhead lighting.
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.

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 $210
CA $273 total
includes taxes & fees
Sep 28 - Sep 29
Resorts World Catskills Casino
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 kitchen with a sink, stove, and window overlooking a garden.

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

Glamping in Vintage Airstream with modern comforts with private pond access.
Cochecton
CA $246
CA $404 total
includes taxes & fees
Sep 28 - Sep 29
Glamping in Vintage Airstream with modern comforts with private pond access.
An indoor water park with a large water slide, a pool area, and a glass ceiling structure.
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.
A bar area with a central island, multiple bar stools, and a large screen displaying content.

5. The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark
Monticello
CA $228
CA $358 total
includes taxes & fees
Oct 15 - Oct 16
The Kartrite Resort & Indoor Waterpark
A hotel room with two beds, a desk, a chair, a lamp, and artwork on the walls.
A bathroom with a sink, mirror, shower, and bathtub.
A two-story house with a gabled roof, a chimney, and an American flag.
A hotel room with a desk, chair, television, and a minibar.

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
Sep 27 - Sep 28
Super 8 by Wyndham Monticello NY

7. 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 $173
CA $345 total
includes taxes & fees
Sep 29 - Sep 30
Cozy Farm Private Artistic Eclectic Cabin - 183 beautiful acres
A circular outdoor seating area with wooden chairs and a central table, surrounded by a stone-paved circle.
A wooden interior with a hallway leading to a room.
A wooden deck with chairs and a table overlooking a calm lake surrounded by dense trees.
A blue house by a calm river surrounded by lush greenery.

8. In the cloud ~your cozy lake house

In the cloud ~your cozy lake house
Swan Lake
  • Family adventure awaits with water park fun, hiking trails, and a cozy lakeside retreat with a firepit perfect for s'mores.
CA $251
CA $487 total
includes taxes & fees
Oct 5 - Oct 6
In the cloud ~your cozy lake house
A dining area with a table set for four, a kitchen in the background, and a hallway leading to a bathroom.
A fire pit with logs, surrounded by rocks and gravel, with two red chairs and a tree stump nearby.
A cozy dining area with a long wooden table, chairs, and a decorative centerpiece.
A kitchen with a central island, a stove, a refrigerator, and cabinets.

9. Roscoe Cottage Pet Friendly

Roscoe Cottage Pet Friendly
Roscoe
  • Family fun at lakeside cottage with playground, garden, and firepit for endless outdoor adventures and game nights.
CA $222
CA $343 total
includes taxes & fees
Sep 29 - Sep 30
Roscoe Cottage Pet Friendly
A lakeside walkway with a wooden deck, surrounded by trees and a building with illuminated windows.
A restaurant with a long dining table, multiple chairs, and a high ceiling with hanging lights.
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.

10. 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 $511
CA $598 total
includes taxes & fees
Oct 7 - Oct 8
The Bradstan Boutique Hotel
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

Days Inn by Wyndham Liberty/Monticello

Days Inn by Wyndham Liberty/Monticello

8/10 Good
"The room was clean and comfortable. The restaurant was a nice surprise. The breakfast was all carbs and sugar and the coffee was not fresh brewed coffee. Will stay there again, but will go out for breakfast."
Cam 1-night trip
Posted 20 hours ago
Days Inn by Wyndham Liberty/Monticello
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 8 days ago
Super 8 by Wyndham Monticello NY
Villa Roma Resort and Conference Center

Villa Roma Resort and Conference Center

8/10 Good
"Bowling alley needs some attention"
Jeffrey 3-night trip
Posted 9 days ago
Villa Roma Resort and Conference Center
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 12 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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