Callicoon Vacations from $354

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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 $483, price is now $354 per person
$354
per person
Dec 30 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Wilkes-Barre (AVP)
6.2/10 (1,016 reviews)
Great place to visit and relax

Reviewed on Oct 26, 2025

Cove Haven Resort

Cove Haven Resort

3.5 out of 5
Save 100% on your flight
Price was $1,588, price is now $1,025 per person
$1,025
per person
Dec 30 - Jan 4
found 8 hours ago
Roundtrip flight included
Boston (BOS) to Wilkes-Barre (AVP)
8.4/10 Very Good! (1,018 reviews)
Good safe but the club was not open not much to do needs to be open no matter of the number of people staying there u should get a full experience when u pay wat i did

Reviewed on Oct 11, 2025

The Willowbrook Golf Hotel At Split Rock

The Willowbrook Golf Hotel At Split Rock

2.5 out of 5
Price was $753, price is now $601 per person
$601
per person
Dec 21 - Dec 24
found 11 hours ago
Roundtrip flight included
San Juan (SJU) to Wilkes-Barre (AVP)
7.4/10 Good! (96 reviews)
Exceptional the nicest place I’ve stayed at

Reviewed on Oct 26, 2025

Mohegan Pennsylvania Casino Resort - Adults Only 21+

Mohegan Pennsylvania Casino Resort - Adults Only 21+

4 out of 5
Price was $763, price is now $618 per person
$618
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Wilkes-Barre (AVP)
8.8/10 Excellent! (1,011 reviews)
Had a lot of restaurants to eat at.

Reviewed on Oct 26, 2025

Four Seasons For Fun

Four Seasons For Fun

4 out of 5
Price was $688, price is now $560 per person
$560
per person
Dec 30 - Jan 4
found 8 hours ago
Roundtrip flight included
Boston (BOS) to Wilkes-Barre (AVP)
10/10 Exceptional! (165 reviews)
One of the best B&B i have been to, Dante and Lisa are amazing hosts, we will definitely be back. Rooms are clean and comfortable, facilities were top notch, breakfast was super fresh and delicious. Highly recommended

Reviewed on Oct 20, 2025

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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
$140 nightly
The price is $158 total per night from Nov 2 to Nov 3
$158 total
Nov 2 - Nov 3
Total with taxes and fees
6.4/10 (383 reviews)
We had a great stay, large beautiful and well maintained area, lots of interesting activities, kids loved every moment

Reviewed on Oct 21, 2025

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
$200 nightly
The price is $226 total per night from Oct 30 to Oct 31
$226 total
Oct 30 - Oct 31
Total with taxes and fees
8/10 Very Good! (1,767 reviews)
Clean

Reviewed on Oct 21, 2025

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
$179 nightly
The price is $200 total per night from Nov 2 to Nov 3
$200 total
Nov 2 - Nov 3
Total with taxes and fees
8.6/10 Excellent! (1,081 reviews)
Clean spacious room - no coffee.

Reviewed on Oct 24, 2025

Resorts World Catskills Casino
See all 1,117 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 $354 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.