Callicoon Vacations from $491

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The Latest Callicoon vacation packages

Price found within the past 48 hours. Click for updated prices.
Cozy Pocono Mountain Escape

Cozy Pocono Mountain Escape

3 out of 5
Save 100% on your flight
Price was $797, price is now $491 per person
$491
per person
Jul 7 - Jul 10
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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 $797, price is now $608 per person
$608
per person
Jul 7 - Jul 10
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Wilkes-Barre (AVP)
8.2/10 Very Good! (1,133 reviews)
Staff was very friendly, and there where a lot of of activities to do around the property, me and my wife really enjoyed our stay here.

Reviewed on May 13, 2026

Spa Retreat With Hot Tub Sauna and Game Rooms

Spa Retreat With Hot Tub Sauna and Game Rooms

2 out of 5
Save 100% on your flight
Price was $3,164, price is now $2,533 per person
$2,533
per person
Jul 2 - Jul 5
found 1 day ago
Roundtrip flight included
Miami (MIA) to Wilkes-Barre (AVP)
No reviews
Walk to Lake Renovated Secluded Forest Escape The Biddle House by Avantstay

Walk to Lake Renovated Secluded Forest Escape The Biddle House by Avantstay

3 out of 5
Price was $1,312, price is now $1,052 per person
$1,052
per person
Aug 6 - Aug 9
found 20 hours ago
Roundtrip flight included
Chicago (ORD) to Wilkes-Barre (AVP)
No reviews
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 $1,256, price is now $1,022 per person
$1,022
per person
Aug 6 - Aug 9
found 20 hours ago
Roundtrip flight included
Chicago (ORD) to Wilkes-Barre (AVP)
8/10 Very Good! (1 review)
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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
$157 nightly
The price is $177 total per night from May 17 to May 18
$177 total
May 17 - May 18
Total with taxes and fees
6.6/10 (399 reviews)
It’s outdated. New owners aren’t upgrading the facility, Evening entertainment is boring. The place was exciting when Doc was in charge of the activities. He kept it fun.

Reviewed on May 10, 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
$242 nightly
The price is $274 total per night from May 17 to May 18
$274 total
May 17 - May 18
Total with taxes and fees
8.2/10 Very Good! (2,184 reviews)
I had a very disappointing experience with this hotel’s customer service. I had an issue with my account, and the front desk kept avoiding responsibility, saying they couldn’t adjust the charge until another department reviewed the ticket. There is no direct customer service phone number — everything ...

Reviewed on May 15, 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
$194 nightly
The price is $216 total per night from May 17 to May 18
$216 total
May 17 - May 18
Total with taxes and fees
8.8/10 Excellent! (1,123 reviews)
Room was very clean, staff were friendly.

Reviewed on May 15, 2026

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 $491 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.