Callicoon Vacations from $1,381
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The Latest Callicoon vacation packages
Price found within the past 48 hours. Click for updated prices.
Crestline Retreat by Avantstay Luxury Mountain Condo Hot Tub + Game Room Steps to Big Boulder
$1,381
per person
Dec 17 - Dec 21
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Wilkes-Barre (AVP)
10/10 Exceptional! (1 review)
Me and my children take a family trip every year. We’ve made it a family tradition we like staying at Lake Harmony and Big Boulder and where I stayed this weekend was very nice. It’s very cozy very clean and neat and we had fun. I love the hot tub and will be back again. Thank you.
Reviewed on Mar 23, 2026
The Boulder Inn by Avantstay Indoor Hot Tub, Game Room, Outdoor Fire Pit
$1,449
per person
Nov 11 - Nov 18
found 19 hours ago
Roundtrip non-stop flight included
Wichita (ICT) to Wilkes-Barre (AVP)
6/10 (2 reviews)
I was unhappy that the spa bathtub in master bathroom was inoperable and the hot tub was also not able to be used because once turned on the chemical smell was so bad it caused my daughters nose to bleed, i had to stand outside in the cold air to stop the burning in my nose and chest. Not safe
Reviewed on Dec 24, 2024
Chalet on Chalet by Avantstay Pocono Retreat + Firepit Summer Beach Access + Mins to Big Boulder Skiing
Lake Harmony Estates
$1,519
per person
Nov 11 - Nov 18
found 15 hours ago
Roundtrip non-stop flight included
Wichita (ICT) to Wilkes-Barre (AVP)
10/10 Exceptional! (1 review)
Excellent experience for me family and I. AvantStay made it very enjoyable
Reviewed on Jan 1, 2026
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.
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 venues.
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 venues.
Callicoon Hotel Deals
Villa Roma Resort and Conference Center
356 Villa Roma Rd Callicoon NY
Fully refundableReserve now, pay when you stay
$205 nightly
$231 total
Oct 4 - Oct 5
Total with taxes and fees
The Kartrite Resort & Indoor Waterpark
555 Resorts World Drive Monticello NY
Fully refundableReserve now, pay when you stay
$270 nightly
$296 total
Oct 4 - Oct 5
Total with taxes and fees
8.2/10 Very Good! (2,447 reviews)
"Happy with it"
Reviewed on Oct 1, 2026
Resorts World Catskills Casino
888 Resorts World Drive Monticello NY
Fully refundableReserve now, pay when you stay
$177 nightly
$197 total
Oct 13 - Oct 14
Total with taxes and fees
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.
Find the Best Callicoon Vacation Packages
Callicoon Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 170 |
Max Temp Winter | 30ºF |
Max Temp Summer | 75ºF |
Top Sights | Lake Superior State Park, Fort Delaware Museum and Bethel Woods |
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Frequently asked questions
How much does a Callicoon vacation package cost?
You can snap up a vacation package to this destination from $1,381 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?
If you're hoping to snag a cheap Callicoon vacation package, consider planning a trip in September, October and November. You'll generally find better prices on flights and accommodations during these months — ideal for budget-conscious travelers.
How many days is enough for Callicoon?
The ideal duration for your Callicoon vacation depends on what you'd like to do. Generally, a handful of days to a week will give you enough time to check out all the major attractions and explore some hidden treasures 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.
Does Expedia offer Book Now, Pay Later Callicoon vacation packages?
Your Callicoon trip is meant to be an escape from your busy life, not a reason for money worries. So to allow you a little more flexibility, we've partnered with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.
Explore a world of travel with Expedia
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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.
