Callicoon Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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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
The price is CA $275 per night from Jul 13 to Jul 14
CA $275
CA $339 total
Jul 13 - Jul 14
includes taxes & fees
6.6/10 (412 reviews)
"It was obvious that they were trying to revive the timeshare business against the hotel. Food was great. They need to get a system to control air conditioning. You should not be cold all the time. Definitely need hire front desk staff at hotel frontdedk"

Reviewed on Jul 11, 2026

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
The price is CA $432 per night from Jul 26 to Jul 27
CA $432
CA $589 total
Jul 26 - Jul 27
includes taxes & fees
8.2/10 Very good! (2,304 reviews)
"Excelente hotel para pasar un fin de semana en familia y que los niños se dirviertan, tiene michas opciones de entretenimiento a cualquier hora del dia. Lo recomiendo."

Reviewed on Jul 12, 2026

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
The price is CA $253 per night from Jul 14 to Jul 15
CA $253
CA $322 total
Jul 14 - Jul 15
includes taxes & fees
8.8/10 Excellent! (1,171 reviews)
"Me gusto mucho el personal bien amable"

Reviewed on Jul 12, 2026

Resorts World Catskills Casino
See all 1,121 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.
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Stay near popular Callicoon attractions

Villa Roma Driving Range

You can take time to visit Villa Roma Driving Range during your travels to Callicoon. Amble around the area's gardens or experience its entertainment venues.
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Frequently asked questions

How much does a Callicoon vacation package cost?
Offering great value package deals on Expedia, you'll be surprised at how little a vacation to Callicoon costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Callicoon?
If you'd like to book a cheap Callicoon vacation package, consider visiting in January, March and April. You'll generally find better rates on airfares and hotels during these quieter months — ideal for a budget-friendly getaway.
How many days is enough for Callicoon?
Usually, a handful of days is enough to explore the main sights during your Callicoon vacation. But if you'd like to have time to unwind or go on day tours, think about extending your itinerary.
How to find the best Callicoon package deals?
Landing a cheap Callicoon package deal is a breeze with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your maximum budget, add some filters and browse what's available. You can tailor your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Order the results by "Price: low to high" to view the most economical Callicoon package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Callicoon vacation as a package?
You can enjoy significant savings on your Callicoon break by booking a personalized vacation package. Check the "Package" heading, then select your destination and travel dates to browse the best airfares and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Callicoon?
If you've got your Callicoon travel dates finalized, book as early as you can to grab some incredible deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spur-of-the-moment trips? Our last-minute deals are ideal for travelling on a whim.
How to plan a trip to Callicoon?

  1. Pick your travel dates: What you want to do in Callicoon and your favourite season will help you decide when to go.
  2. Plan your budget wisely: As well as the cost of your stay, you'll need to factor in other expenses. These include flights, transportation and food. Also, put aside a little extra for unexpected expenses that may arise during your trip to Callicoon.
  3. Decide how long to go away for: Now that you're more familiar with Callicoon, you can figure out the right length of your vacation. Create a rough itinerary and give yourself enough time for all the things you want to do.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to choose a Callicoon vacation package that brings all your bookings together.

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