Callicoon Vacations from $383

Book a Hotel + Flight or Car together to unlock savings

Photo by Matthew Jay

The Latest Callicoon vacation packages

Price found within the past 48 hours. Click for updated prices.
Hotel Wayne

Hotel Wayne

3 out of 5
Price was $497, price is now $383 per person
$383
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Wilkes-Barre (AVP)
7.2/10 Good! (484 reviews)
The bartender was awesome, considerate and caring. Great food and atmosphere in the dining room.

Reviewed on Oct 25, 2025

Cove Haven Resort

Cove Haven Resort

3.5 out of 5
Save 100% on your flight
Price was $931, price is now $646 per person
$646
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Wilkes-Barre (AVP)
8.4/10 Very Good! (1,018 reviews)
Clean room and very peaceful.

Reviewed on Nov 2, 2025

Split Rock Resort

Split Rock Resort

3 out of 5
Price was $926, price is now $728 per person
$728
per person
Jan 11 - Jan 14
found 18 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Wilkes-Barre (AVP)
6.2/10 (1,016 reviews)
The room was awesome, I did the romantic package they had it set up perfectly. My girlfriend was so surprised. Well done sincerely Gary.

Reviewed on Nov 9, 2025

Lakeside Dock Hot Tub Kayaks Arcade Playset

Lakeside Dock Hot Tub Kayaks Arcade Playset

2 out of 5
Save 100% on your flight
Price was $1,577, price is now $1,290 per person
$1,290
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Wilkes-Barre (AVP)
No reviews
Mohegan Pennsylvania Casino Resort - Adults Only 21+

Mohegan Pennsylvania Casino Resort - Adults Only 21+

4 out of 5
Price was $615, price is now $503 per person
$503
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Wilkes-Barre (AVP)
8.8/10 Excellent! (1,011 reviews)
We always love it here , a great weekend getaway, love the rooms ,cleanliness,awesome casino and Ruth Chris there is the best

Reviewed on Nov 9, 2025

Don't see what you're looking for?
See all available trips from Columbus to Callicoon
View all trips

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
$159 nightly
The price is $180 total per night from Nov 13 to Nov 14
$180 total
Nov 13 - Nov 14
Total with taxes and fees
6.4/10 (386 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
$209 nightly
The price is $236 total per night from Nov 13 to Nov 14
$236 total
Nov 13 - Nov 14
Total with taxes and fees
8/10 Very Good! (1,793 reviews)
Amazing stay! Kids had a blast

Reviewed on Nov 8, 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
$186 nightly
The price is $207 total per night from Nov 11 to Nov 12
$207 total
Nov 11 - Nov 12
Total with taxes and fees
8.6/10 Excellent! (1,081 reviews)
.

Reviewed on Nov 7, 2025

Resorts World Catskills Casino
See all 1,124 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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Callicoon vacation package cost?
You can snap up a vacation package to this destination from $383 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

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.