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

Find Family Hotels in Callicoon, NY

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Check availability on Callicoon Family Hotels

Tonight
Aug 26 - Aug 27
Tomorrow
Aug 27 - Aug 28
This weekend
Aug 28 - Aug 30
Next weekend
Sep 4 - Sep 6

Our top choices for Callicoon family-friendly hotels

1. Chic Home w/ Fireplace & Beautiful Sunsets

Chic Home w/ Fireplace & Beautiful Sunsets
Callicoon
¥19,600
¥82,684 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.
¥23,704
¥26,786 total
includes taxes & fees
Aug 27 - Aug 28
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.
¥26,399
¥33,809 total
includes taxes & fees
Sep 14 - Sep 15
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
¥24,198
¥59,728 total
includes taxes & fees
Sep 8 - Sep 9
Peaceful woodsy retreat with stream and hiking on property / near Bethel Woods

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

Glamping in Vintage Airstream with modern comforts with private pond access.
Cochecton
¥35,795
¥56,310 total
includes taxes & fees
Sep 8 - Sep 9
Glamping in Vintage Airstream with modern comforts with private pond access.

6. The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark
Monticello
¥30,919
¥46,279 total
includes taxes & fees
Aug 27 - Aug 28
The Kartrite Resort & Indoor Waterpark

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.
¥19,486
¥41,398 total
includes taxes & fees
Sep 1 - Sep 2
Cozy Farm Private Artistic Eclectic Cabin - 183 beautiful acres

8. 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.
¥12,564
¥14,196 total
includes taxes & fees
Sep 1 - Sep 2
Super 8 by Wyndham Monticello NY

9. NEW: Legacy Family Farmhouse near Callicoon

NEW: Legacy Family Farmhouse near Callicoon
Long Eddy
¥33,203
¥117,901 total
includes taxes & fees
Aug 31 - Sep 1
NEW: Legacy Family Farmhouse near Callicoon

10. Mountaintop Property on 8 acres

Mountaintop Property on 8 acres
Honesdale
¥10,739
¥25,483 total
includes taxes & fees
Aug 31 - Sep 1
Mountaintop Property on 8 acres
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

Best Western Monticello

Best Western Monticello

10/10 Excellent
"Convenient location off 17. Also has a great Italian restaurant next door."
Michael 1-night trip
Posted 16 hours ago
Best Western Monticello
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 2 days ago
Super 8 by Wyndham Monticello NY
The Hotel Belvidere

The Hotel Belvidere

10/10 Excellent
"Quaint and charming, the Hotel Belvidere feels a bit like stepping back in time. Not modern... but cozy and comfortable. And the on-site dining (The Ridge) may be the best Italian restaurant in the area..."
George 1-night trip
Posted 2 days ago
The Hotel Belvidere
Wayne Inn

Wayne Inn

10/10 Excellent
"The room was very clean and there was shops all around motel"
Christene 1-night trip
Posted 8 days ago
Wayne Inn
Lake Wanoka Resort

Lake Wanoka Resort

10/10 Excellent
"⭐⭐⭐⭐⭐ We planned to stay at Lake Wanoka Resort Friday through Sunday, but loved the peace and quiet so much that we added another night. The wonderful staff made it incredibly easy and accommodating. We stayed in Cabin 3, with two bunk beds and a double bed. Everything was very clean, with a full private bathroom, hot water, working A/C, and a Roku TV. There's also a pond for swimming and a fantastic honor-system general store with ice, food, souvenirs, and old-time candy. The staff was extremely pleasant, and having KC Peppers Bar & Grill right there is another huge plus. The surrounding area makes the stay even better. Hartler Farms is minutes away for incredible fresh milk and meat, while Alpine Restaurant & Deli had the best beef bacon and Canadian bacon I've ever had. There are wonderful local dairies, butchers, farms, and restaurants everywhere. You can buy some of the best local meat and dairy around, bring it back, cook an amazing meal, and enjoy the peace of the campground. Well worth our 4+ hour drive. Clean, peaceful, welcoming, and a place we would absolutely return to. Five stars!"
Anthony 2-night trip
Posted 9 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 Carousel Water and Fun Park and The Museum at Bethel Woods. Make sure you have lots of time for activities like Western Sullivan Public Library Tusten-Cochecton Branch and Tusten Theatre.

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