Callicoon Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Matthew Jay

Top hotels in Callicoon

Villa Roma Resort and Conference Center
Villa Roma Resort and Conference Center
3 out of 5
356 Villa Roma Rd, Callicoon, NY
Fully refundableReserve now, pay when you stay
6.4/10 (336 reviews)
"Surprised at the age of the main lodge."

Reviewed on 8 Apr 2025

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Villa Roma Resort and Conference Center
The Kartrite Resort & Indoor Waterpark
The Kartrite Resort & Indoor Waterpark
4 out of 5
555 Resorts World Drive, Monticello, NY
Fully refundableReserve now, pay when you stay
8/10 Very Good! (1,517 reviews)
"Kartrite was just a pleasure to stay at along with the staff"

Reviewed on 23 Jun 2025

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The Kartrite Resort & Indoor Waterpark
Resorts World Catskills Casino
Resorts World Catskills Casino
4.5 out of 5
888 Resorts World Drive, Monticello, NY
Fully refundableReserve now, pay when you stay
8.6/10 Excellent! (1,004 reviews)
"This was my wife and I second time staying at this resort and it's still a great place to stay. The hotel and grounds are spectacular. The staff and services are friendly and helpful. I highly recommend restaurants Lotus, Cellaio, Good Friends, and Dos Gatos to eat at. The other places are fine but ..."

Reviewed on 22 Jun 2025

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Resorts World Catskills Casino
See all 1,044 properties in Callicoon
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.

Frequently asked questions

How much does a Callicoon holiday package cost?
You can snap up a holiday package to this destination on Expedia. However, how much your holiday to Callicoon costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Callicoon?
You're likely to find lower rates and greater availability in January, March and April. Browse our cheap Callicoon holiday packages and you could get some excellent off-season deals.
How many days is enough for Callicoon?
The ideal length for your Callicoon holiday depends on what you'd like to do and see. Typically, a handful of days to a week will give you plenty of time to hit all the top attractions and discover some hidden gems along the way.
How to find the best Callicoon package deals?
Begin your search for a Callicoon package deal by entering your preferred travel dates and destination under our "Packages" tab. Then select some filters, like "Property type" and "Popular locations," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the perfect Callicoon package deal straight away, just change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Callicoon escape underway.
Is it cheaper to book a Callicoon holiday as a package?
Expedia holiday packages are designed to help you keep more cash in your pocket. Bundle your flight, car rental and hotel into one great-value price and you could save hundreds of dollars. You'll typically snag a better deal than booking each component individually. And you'll still enjoy the freedom to create a personalised Callicoon holiday by choosing your favourite type of stay, airline and car class.
When to book a holiday package to Callicoon?
If you've got your Callicoon holiday dates confirmed, book as soon as you can to score some outstanding deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are great for jetting off on a whim.
How to plan a trip to Callicoon?

  1. Choose when to get away: Check your schedule and pack your bags. Your favourite time of year and the type of activities available will also help you decide when to visit Callicoon.
  2. Figure out your budget: Make sure you have enough money to cover everything from transportation and meals to activities and flights. Your hotel will likely be the largest expense during your trip to Callicoon.
  3. Set the duration of your trip: Start by making a list of all the sights and activities you'd like to get to in Callicoon. Then, estimate how long you'll need for each, as well as any travel time.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. All that's left is to pick a Callicoon holiday package that brings all your bookings together.