Callicoon Vacations

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Find the Best Callicoon Vacation Packages

Callicoon Hotel Deals

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 (338 reviews)
"Surprised at the age of the main lodge."

Reviewed on Apr 8, 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! (1,523 reviews)
"Restaurant staff was amazing,"

Reviewed on Jun 26, 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! (1,003 reviews)
"Very nice stay, very clean and friendly"

Reviewed on Jun 27, 2025

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Resorts World Catskills Casino
See all 1,060 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 vacation package cost?
You can snap up a vacation package to this destination on Expedia. However, how much your vacation 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 vacation packages and you could get some excellent off-season deals.
How many days is enough for Callicoon?
The ideal length for your Callicoon vacation 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 vacation as a package?
Expedia vacation 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 personalized Callicoon vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Callicoon?
If you've got your Callicoon vacation 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 favorite 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 vacation package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.