Callicoon Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Plan, book, and manage your trip all in one place

Top Callicoon Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Cove Haven Resort

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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 $328 per night from Jul 15 to Jul 16
CA $328
CA $371 total
Jul 15 - Jul 16
includes taxes & fees
6.4/10 (340 reviews)
"Surprised at the age of the main lodge."

Reviewed on Apr. 8, 2025

Villa Roma Resort and Conference Center
Callicoon Creek House with Pool + Hot Tub
Callicoon Creek House with Pool + Hot Tub
Callicoon
8/10 Very Good! (1 review)
Home away from Home
"Overall it was a great trip despite a minor setback with the WiFi before our arrival there was a bit of storm so it knocked out the WiFi so we couldn’t make any calls or do anything with out the use of it until the next day around midday but generally it was a wonderful weekend the property had a ..."

Reviewed on Jul. 6, 2025

Callicoon Creek House with Pool + Hot Tub
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 $235 per night from Aug 4 to Aug 5
CA $235
CA $353 total
Aug 4 - Aug 5
includes taxes & fees
8/10 Very Good! (1,554 reviews)
"Excellent"

Reviewed on Jul. 11, 2025

The Kartrite Resort & Indoor Waterpark
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?
Offering great value package deals from CA $811 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.

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