Callicoon Holidays
- Plan, book, travel with confidence
- Better togetherSave up to S$1,300 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top hotels in Callicoon
Villa Roma Resort and Conference Center
356 Villa Roma Rd Callicoon NY
Fully refundableReserve now, pay when you stay
S$259
30 Aug - 31 Aug
includes taxes & fees
6.6/10 (447 reviews)
"Rooms looked like what one would expect to find in an old and outdated nursing home room. Damaged furniture, wallpaper peeling, holes in lampshades, noisy freezer motor, carpets and wall paper in hallways are stained, ripped and look as if they haven't been updated in 50 years. Electronic locks on ..."
Reviewed on 25 Aug, 2026
The Kartrite Resort & Indoor Waterpark
555 Resorts World Drive Monticello NY
Fully refundableReserve now, pay when you stay
S$323
30 Aug - 31 Aug
includes taxes & fees
Resorts World Catskills Casino
888 Resorts World Drive Monticello NY
Fully refundableReserve now, pay when you stay
S$270
14 Sept - 15 Sept
includes taxes & fees
8.8/10 Excellent! (1,212 reviews)
"Clean large room, great resort, good food, casino was nice. Would recommend and stay here again"
Reviewed on 26 Aug, 2026
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.
Stay near popular Callicoon attractions
Villa Roma Driving Range
This pristine driving range offers a serene Catskills backdrop for perfecting your swing technique. Practice various shots while enjoying the peaceful mountain scenery of Villa Roma Golf Club.
Big Island
Commune with nature and explore the great outdoors at Big Island during your travels in Callicoon. Amble around the area's gardens or experience its entertainment choices.
Villa Roma Go Kart Track
You can take time to visit Villa Roma Go Kart Track during your travels to Callicoon. Amble around the area's gardens or experience its entertainment choices.
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?
- 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.
- 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.
- 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.
- 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
