Callicoon Vacations from $495

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The Latest Callicoon vacation packages

Price found within the past 48 hours. Click for updated prices.
Split Rock Resort

Split Rock Resort

3 out of 5
Price was $622, price is now $495 per person
$495
per person
Dec 4 - Dec 6
found 23 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Wilkes-Barre (AVP)
6/10 (1,001 reviews)
The worst place you and the stove never help you just let your way

Reviewed on Oct 28, 2026

Cove Haven Resort

Cove Haven Resort

3.5 out of 5
Price was $1,140, price is now $818 per person
$818
per person
Dec 23 - Dec 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Wilkes-Barre (AVP)
8.2/10 Very Good! (1,279 reviews)

Tranquil Waterside by Avantstay Lakefront + Dock, Game Room, Views

Tranquil Waterside by Avantstay Lakefront + Dock, Game Room, Views

3 out of 5
Price was $3,333, price is now $2,409 per person
$2,409
per person
Dec 24 - Dec 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Wilkes-Barre (AVP)
10/10 Exceptional! (1 review)
Pretty Confortable

Reviewed on Jan 2, 2025

Mountain Laurel Lodge by Avantstay Lake Harmony Retreat Loft + Games + Ski + Private Club Access

Mountain Laurel Lodge by Avantstay Lake Harmony Retreat Loft + Games + Ski + Private Club Access

3 out of 5
Price was $1,351, price is now $1,065 per person
$1,065
per person
Dec 24 - Dec 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Wilkes-Barre (AVP)
8.8/10 Excellent! (3 reviews)
Our stay was amazing! The check-in process was very easy, the house was clean and very accurate to the listing description. The community location was very private and quiet. The house has everything you need: extra linens, dish soap, laundry detergent, cleaner, pots + pans, cups, etc. The beach was right down the road, and the stay came with 6 complimentary passes to Boulder Lake Club. If you have more than 6 people for your stay, the additional passes are $25/day. There are so many fun games and water activities to do at the beach club! Some negatives: We did have a snafu with security... someone made a complaint that we had too many cars (we had 4). Not really sure how you would have 12 people in a house without having at least 3 cars. My only other complaint would be the mattresses..... most of them were not comfortable at all. Very minor complaints overall, but worth mentioning for future renters! I would love to book a stay in the winter and get to experience all the winter activities and ski lodge. Great stay for the price and great location!

Reviewed on Jul 28, 2026

The Horseshoe Hideaway Lake Harmony Cabin w/ Hot Tub & Game Porch

The Horseshoe Hideaway Lake Harmony Cabin w/ Hot Tub & Game Porch

3 out of 5
Price was $1,211, price is now $960 per person
$960
per person
Dec 24 - Dec 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Wilkes-Barre (AVP)
8/10 Very Good! (2 reviews)
They need to make sure to leave trash bags

Reviewed on Sep 10, 2026

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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.
See properties

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
$159 nightly
The price is $180 total per night from Oct 29 to Oct 30
$180 total
Oct 29 - Oct 30
Total with taxes and fees
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
$214 nightly
The price is $233 total per night from Oct 29 to Oct 30
$233 total
Oct 29 - Oct 30
Total with taxes and fees
8.2/10 Very Good! (2,475 reviews)
"Staff was amazing"

Reviewed on Oct 27, 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
$207 nightly
The price is $231 total per night from Nov 15 to Nov 16
$231 total
Nov 15 - Nov 16
Total with taxes and fees
Resorts World Catskills Casino
See all 1,101 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.

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 $495 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.

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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.