Callicoon Vacations from $424

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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 $578, price is now $424 per person
$424
per person
Mar 18 - Mar 21
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Wilkes-Barre (AVP)
6.2/10 (1,006 reviews)
Very nice stay for New Years. The rooms itself a bit outdated. Also the indoor water park should have had a notice that all the slides were not working prior to buying tickets. That was very disappointing. But the stay itself was good

Reviewed on Jan 7, 2026

Cozy Pocono Mountain Escape

Cozy Pocono Mountain Escape

3 out of 5
Save 100% on your flight
Price was $661, price is now $451 per person
$451
per person
Mar 16 - Mar 19
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Wilkes-Barre (AVP)
9.8/10 Exceptional! (37 reviews)
So peaceful. Able to explore trails in area. Quiet and friendly condo community. Owners are very helpful. Definitely would come back this time of year.

Reviewed on Jun 7, 2025

Cove Haven Resort

Cove Haven Resort

3.5 out of 5
Price was $836, price is now $615 per person
$615
per person
Mar 18 - Mar 21
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Wilkes-Barre (AVP)
8.4/10 Very Good! (1,013 reviews)
Staff was great for working with a skeleton crew

Reviewed on Jan 8, 2026

Maple Oasis by Avantstay Newly Built w/ Hot Tub, Game Room & Fire Pit

Maple Oasis by Avantstay Newly Built w/ Hot Tub, Game Room & Fire Pit

3 out of 5
Briar Crest Woods
Price was $2,071, price is now $1,548 per person
$1,548
per person
Feb 12 - Feb 16
found 14 hours ago
Roundtrip flight included
San Juan (SJU) to Wilkes-Barre (AVP)
No reviews
Lake Daze by Avantstay Lakefront w/ Modern Interior, Enclosed Porch & Hot Tub

Lake Daze by Avantstay Lakefront w/ Modern Interior, Enclosed Porch & Hot Tub

3 out of 5
Save 100% on your flight
Price was $1,636, price is now $1,285 per person
$1,285
per person
Feb 12 - Feb 16
found 15 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Wilkes-Barre (AVP)
No reviews
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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
$171 nightly
The price is $193 total per night from Jan 18 to Jan 19
$193 total
Jan 18 - Jan 19
Total with taxes and fees
6.4/10 (391 reviews)
We had the best time with the kids, for the price cant complain, they keep the kids busy all day. If your looking for fancy this is not the estates nor the place lol. We had a blast!

Reviewed on Jan 3, 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
$218 nightly
The price is $247 total per night from Jan 15 to Jan 16
$247 total
Jan 15 - Jan 16
Total with taxes and fees
8/10 Very Good! (1,919 reviews)
Amazing

Reviewed on Jan 11, 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
$184 nightly
The price is $205 total per night from Jan 14 to Jan 15
$205 total
Jan 14 - Jan 15
Total with taxes and fees
8.6/10 Excellent! (1,114 reviews)
Great resort hotel. Clean and big enough room, and nice people.

Reviewed on Jan 8, 2026

Resorts World Catskills Casino
See all 1,135 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 $424 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.