Family friendly Hotels in Callicoon, New York

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

Our top choices for Callicoon family-friendly hotels

1. Villa Roma Resort and Conference Center

Villa Roma Resort and Conference Center
3.0 star property
Callicoon
6.4 out of 10, (505 reviews)
  • cleanliness
    All-day family adventures at this ski resort with an 18-hole golf course, indoor and outdoor pools, and waterslide fun.
The price is P8,404
P10,771 total
includes taxes & fees
Nov 23 - Nov 24
Villa Roma Resort and Conference Center

2. Inn at Tyler Hill

Inn at Tyler Hill
3.0 star property
Tyler Hill
10.0 out of 10, Exceptional, (215 reviews)
The price is P7,405
P8,072 total
includes taxes & fees
Nov 16 - Nov 17
Inn at Tyler Hill

3. The North Branch Inn

The North Branch Inn
4.0 star property
North Branch
9.6 out of 10, Exceptional, (46 reviews)
The price is P19,283
P25,502 total
includes taxes & fees
Nov 30 - Dec 1
The North Branch Inn

4. Hampton Inn Monticello

Hampton Inn Monticello
2.5 star property
Monticello
9.4 out of 10, Exceptional, (704 reviews)
The price is P7,529
P8,508 total
includes taxes & fees
Nov 22 - Nov 23
Hampton Inn Monticello

5. Callicoon Hills

Callicoon Hills
2.5 star property
Callicoon Center
9.0 out of 10, Wonderful, (164 reviews)
The price is P10,906
P21,119 total
includes taxes & fees
Dec 3 - Dec 4
Callicoon Hills

6. Best Western Monticello

Best Western Monticello
2.5 star property
Monticello
8.2 out of 10, Very good, (1,003 reviews)
  • cleanliness
    Family retreat offers indoor pool, arcade, and sauna for year-round enjoyment near waterpark.
The price is P6,673
P7,541 total
includes taxes & fees
Nov 22 - Nov 23
Best Western Monticello

7. Resorts World Catskills Casino

Resorts World Catskills Casino
4.5 star property
Monticello
8.8 out of 10, Excellent, (1,297 reviews)
  • cleanliness
    Family fun at a luxurious casino resort with indoor pool and spa amenities to please everyone.
The price is P10,728
P13,716 total
includes taxes & fees
Dec 16 - Dec 17
Resorts World Catskills Casino

8. Days Inn by Wyndham Liberty/Monticello

Days Inn by Wyndham Liberty/Monticello
2.0 star property
Liberty
6.8 out of 10, (1,004 reviews)
  • cleanliness
    Kids will love the arcade and pool fun at this family-friendly hotel with free activities and skiing nearby.
The price is P6,121
P6,917 total
includes taxes & fees
Dec 1 - Dec 2
Days Inn by Wyndham Liberty/Monticello

9. Upper Delaware Inn

Upper Delaware Inn
2.5 star property
Hancock
9.8 out of 10, Exceptional, (284 reviews)
The price is P7,743
P8,517 total
includes taxes & fees
Nov 16 - Nov 17
Upper Delaware Inn

10. The Bradstan Boutique Hotel

The Bradstan Boutique Hotel
3.5 star property
Eldred
9.8 out of 10, Exceptional, (185 reviews)
  • cleanliness
    Family fun awaits at this lakeside retreat with swimming pool, hot tub, and kayaking adventures for kids of all ages.
The price is P21,269
P24,989 total
includes taxes & fees
Nov 16 - Nov 17
The Bradstan Boutique Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Choose what matters most at family-friendly hotels in Callicoon

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.