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

Search Family-Friendly Hotels in Callicoon

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
  • Be picky

    Search almost a million properties worldwide

Check availability on Callicoon Family-Friendly Hotels

Tonight
25 Oct - 26 Oct
Tomorrow
26 Oct - 27 Oct
Next weekend
30 Oct - 1 Nov
In two weeks
6 Nov - 8 Nov

Our top choices for Callicoon family-friendly hotels

1. Villa Roma Resort and Conference Center

Villa Roma Resort and Conference Center
Callicoon
  • All-day family adventures at this ski resort with an 18-hole golf course, indoor and outdoor pools, and waterslide fun.
฿4,241
฿5,467 total
includes taxes & fees
26 Oct - 27 Oct
Villa Roma Resort and Conference Center

2. Inn at Tyler Hill

Inn at Tyler Hill
Tyler Hill
฿4,596
฿5,010 total
includes taxes & fees
2 Nov - 3 Nov
Inn at Tyler Hill

3. The North Branch Inn

The North Branch Inn
North Branch
฿10,301
฿13,607 total
includes taxes & fees
8 Nov - 9 Nov
The North Branch Inn

4. Hampton Inn Monticello

Hampton Inn Monticello
Monticello
฿4,133
฿4,670 total
includes taxes & fees
22 Nov - 23 Nov
Hampton Inn Monticello

5. Callicoon Hills

Callicoon Hills
Callicoon Center
฿5,522
฿10,899 total
includes taxes & fees
29 Oct - 30 Oct
Callicoon Hills

6. Days Inn by Wyndham Liberty/Monticello

Days Inn by Wyndham Liberty/Monticello
Liberty
  • Kids will love the arcade and pool fun at this family-friendly hotel with free activities and skiing nearby.
฿3,157
฿3,567 total
includes taxes & fees
1 Nov - 2 Nov
Days Inn by Wyndham Liberty/Monticello

7. Best Western Monticello

Best Western Monticello
Monticello
  • Family retreat offers indoor pool, arcade, and sauna for year-round enjoyment near waterpark.
฿3,833
฿4,331 total
includes taxes & fees
1 Nov - 2 Nov
Best Western Monticello

8. Upper Delaware Inn

Upper Delaware Inn
Hancock
฿4,102
฿4,513 total
includes taxes & fees
26 Oct - 27 Oct
Upper Delaware Inn

9. 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.
฿6,047
฿7,677 total
includes taxes & fees
27 Oct - 28 Oct
Resorts World Catskills Casino

10. Roscoe Mountain Club

Roscoe Mountain Club
Roscoe
฿3,920
฿4,430 total
includes taxes & fees
28 Oct - 29 Oct
Roscoe Mountain Club
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

10/10 Excellent
"Clean room"
Milagros 1-night trip
Posted 17 hours ago
Days Inn by Wyndham Liberty/Monticello
Best Western Monticello

Best Western Monticello

8/10 Good
"Muy bonito lugar. Me encantó la pasé muy bien con mi esposa y mi hija. Un sitio para descansar de la rutina del trabajo. Muy recomendado de verdad"
Mauricio 1-night trip
Posted 2 days ago
Best Western Monticello
Super 8 by Wyndham Monticello NY

Super 8 by Wyndham Monticello NY

10/10 Excellent
"Great job with the redesign. Place looks awesome."
Jonathan 2-night trip
Posted 10 days ago
Super 8 by Wyndham Monticello NY
Hotel Wayne

Hotel Wayne

10/10 Excellent
"Great for night or long stay. Has a lot of character"
Chris 1-night trip
Posted 2 weeks ago
Hotel Wayne

Frequently asked questions

What's Callicoon like for family-friendly holidays?
The historic destination of Callicoon is a great choice if you've been considering a holiday with the children. The entertainment, excursions and recreation options are just some of the things that make this a good destination for family holidays.
What's the best family accommodation in Callicoon?
Villa Roma Resort and Conference Center is a resort with a children's pool and a children's club, and it's a top choice on Expedia for families.
When's the best time to book a family-friendly holiday in Callicoon?
The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Callicoon are January, February, December and March, with each month seeing an average of 24 cm of snowfall.
What's there to see and do with your family in Callicoon?
While you and your family are holidaying in Callicoon, you may want to visit some family-friendly attractions such as The Museum at Bethel Woods and Carousel Water and Fun Park. Make sure that you have lots of time for activities such as Western Sullivan Public Library Tusten-Cochecton Branch and Tusten Theatre.

Explore a world of travel with Expedia