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

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Check availability on Callicoon Family Hotels

Tonight
22 Sep - 23 Sep
Tomorrow
23 Sep - 24 Sep
This weekend
25 Sep - 27 Sep
Next weekend
2 Oct - 4 Oct

Our top choices for Callicoon family-friendly hotels

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

Bright Modern Home * Wood-Stove Nights * Big Deck
Callicoon
AED 416
AED 1,912 total
includes taxes & fees
23 Sep - 24 Sep
Bright Modern Home * Wood-Stove Nights * Big Deck

2. Best Western Monticello

Best Western Monticello
Monticello
  • Family retreat offers indoor pool, arcade, and sauna for year-round enjoyment near waterpark.
AED 417
AED 471 total
includes taxes & fees
1 Oct - 2 Oct
Best Western Monticello

3. The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark
Monticello
AED 594
AED 934 total
includes taxes & fees
24 Sep - 25 Sep
The Kartrite Resort & Indoor Waterpark

4. 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.
AED 548
AED 711 total
includes taxes & fees
28 Sep - 29 Sep
Resorts World Catskills Casino

5. 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.
AED 1,344
AED 1,574 total
includes taxes & fees
30 Sep - 1 Oct
The Bradstan Boutique Hotel

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

Glamping in Vintage Airstream with modern comforts with private pond access.
Cochecton
AED 631
AED 1,044 total
includes taxes & fees
23 Sep - 24 Sep
Glamping in Vintage Airstream with modern comforts with private pond access.

7. 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.
AED 651
AED 1,269 total
includes taxes & fees
24 Sep - 25 Sep
In the cloud ~your cozy lake house

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.
AED 294
AED 332 total
includes taxes & fees
24 Sep - 25 Sep
Super 8 by Wyndham Monticello NY

9. Movie Theatre * Wellness Retreat * Lakefront

Movie Theatre * Wellness Retreat * Lakefront
Jeffersonville
AED 1,231
AED 4,929 total
includes taxes & fees
28 Sep - 29 Sep
Movie Theatre * Wellness Retreat * Lakefront

10. 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.
AED 585
AED 906 total
includes taxes & fees
23 Sep - 24 Sep
Roscoe Cottage Pet Friendly
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
"Really great price, convenient location. The best part was the staff was incredibly accommodating when we needed to check in early, they made it happen. I loved the coffee bar and the hotel was quiet and clean."
Kristen 2-night trip
Posted 2 days ago
The Hotel Belvidere
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 5 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 7 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 10 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.