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

Find Family Hotels in Callicoon, NY from CA $125

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Check availability on Callicoon Family Hotels

Tonight
Sep 6 - Sep 7
Tomorrow
Sep 7 - Sep 8
Next weekend
Sep 11 - Sep 13
In two weeks
Sep 18 - Sep 20

Our top choices for Callicoon family-friendly hotels

1. Chic Home w/ Fireplace & Beautiful Sunsets

Chic Home w/ Fireplace & Beautiful Sunsets
Callicoon
CA $158
CA $696 total
includes taxes & fees
Sep 15 - Sep 16
Chic Home w/ Fireplace & Beautiful Sunsets

2. Best Western Monticello

Best Western Monticello
Monticello
  • Family retreat offers indoor pool, arcade, and sauna for year-round enjoyment near waterpark.
CA $157
CA $178 total
includes taxes & fees
Oct 1 - Oct 2
Best Western Monticello

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 $207
CA $268 total
includes taxes & fees
Sep 7 - Sep 8
Resorts World Catskills Casino

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

5. 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 $111
CA $125 total
includes taxes & fees
Sep 9 - Sep 10
Super 8 by Wyndham Monticello NY

6. The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark
Monticello
CA $206
CA $331 total
includes taxes & fees
Sep 7 - Sep 8
The Kartrite Resort & Indoor Waterpark

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

Glamping in Vintage Airstream with modern comforts with private pond access.
Cochecton
CA $311
CA $487 total
includes taxes & fees
Sep 7 - Sep 8
Glamping in Vintage Airstream with modern comforts with private pond access.

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 $143
CA $324 total
includes taxes & fees
Sep 9 - Sep 10
Cozy Farm Private Artistic Eclectic Cabin - 183 beautiful acres

9. 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 $244
CA $475 total
includes taxes & fees
Sep 15 - Sep 16
In the cloud ~your cozy lake house

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 $522
CA $611 total
includes taxes & fees
Sep 7 - Sep 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

The Hotel Belvidere

The Hotel Belvidere

10/10 Excellent
"Situated on the small Main Street area where shops and food are nearby!!! The rooms are spacious and priced so well!!! This hotel should not be passed by and if your in the area please stay!!!!!!"
eric 1-night trip
Posted 3 hours ago
The Hotel Belvidere
Villa Roma Resort and Conference Center

Villa Roma Resort and Conference Center

10/10 Excellent
"Peaceful. Refreshing resort."
Benjamin 2-night trip
Posted 10 hours ago
Villa Roma Resort and Conference Center
Wayne Inn

Wayne Inn

10/10 Excellent
"Not bad"
Dennis 3-night trip
Posted 3 days ago
Wayne Inn
Lake Wanoka Resort

Lake Wanoka Resort

10/10 Excellent
"We very much enjoyed staying here. The cabin was adorable. the area to sit in to watch TV needs to have a something else to sit on besides the very low chair. My husband would not have been able to get up out of it and there is no TV in the bedroom area to lay on the bed. We had to bring a chair in from outside. The restaraunt was outstading (food and price). The staff was so nice and helpful. I would absolutly stay here again when we are in the area."
terri 2-night trip
Posted 6 days ago
Lake Wanoka Resort
Super 8 by Wyndham Monticello NY

Super 8 by Wyndham Monticello NY

8/10 Good
"was decent, had a crew staying there, they like it"
Jose 1-night trip
Posted 13 days 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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