Callicoon Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Top Callicoon Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Mohegan Pennsylvania Casino Resort - Adults Only 21+

Mohegan Pennsylvania Casino Resort - Adults Only 21+

CA $1,014
per person
Oct 8 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Wilkes-Barre (AVP)
9/10 Wonderful! (1,138 reviews)
Tranquil Waterside by Avantstay Lakefront + Dock, Game Room, Views

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

CA $3,391
per person
Oct 8 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Wilkes-Barre (AVP)
10/10 Exceptional! (1 review)
Pretty Confortable

Reviewed on Jan 2, 2025

Bear Paw Lodge by Avantstay Hot Tub, Deck, & Fire Pit

Bear Paw Lodge by Avantstay Hot Tub, Deck, & Fire Pit

Lake Harmony Estates
CA $2,875
per person
Oct 8 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Wilkes-Barre (AVP)
No reviews
Stillwater by Avantstay Hot Tub + Theater + Game Room Firepit + BBQ Near Lakes, Skiing & Hiking

Stillwater by Avantstay Hot Tub + Theater + Game Room Firepit + BBQ Near Lakes, Skiing & Hiking

CA $2,717
per person
Oct 8 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) 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

CA $1,570
per person
Oct 8 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Wilkes-Barre (AVP)
No reviews

Ready to book your vacation to Callicoon?

Choose your dates

Callicoon Hotel Deals

Villa Roma Resort and Conference Center

Villa Roma Resort and Conference Center

356 Villa Roma Rd Callicoon NY
Fully refundableReserve now, pay when you stay
CA $204
CA $258 total
Aug 25 - Aug 26
includes taxes & fees
Villa Roma Resort and Conference Center
The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark

555 Resorts World Drive Monticello NY
Fully refundableReserve now, pay when you stay
CA $267
CA $400 total
Aug 25 - Aug 26
includes taxes & fees
8.2/10 Very good! (2,392 reviews)
"Sucked all around"

Reviewed on Aug 24, 2026

The Kartrite Resort & Indoor Waterpark
Resorts World Catskills Casino

Resorts World Catskills Casino

888 Resorts World Drive Monticello NY
Fully refundableReserve now, pay when you stay
CA $228
CA $292 total
Sep 14 - Sep 15
includes taxes & fees
8.8/10 Excellent! (1,212 reviews)
"Great room"

Reviewed on Aug 23, 2026

Resorts World Catskills Casino
See all 1,132 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.

Stay near popular Callicoon attractions

Villa Roma Driving Range

You can take time to visit Villa Roma Driving Range during your travels to Callicoon. Amble around the area's gardens or experience its entertainment venues.
See properties

Big Island

Commune with nature and explore the great outdoors at Big Island during your travels in Callicoon. Amble around the area's gardens or experience its entertainment venues.
See properties

Villa Roma Go Kart Track

You can take time to visit Villa Roma Go Kart Track during your travels to Callicoon. Amble around the area's gardens or experience its entertainment venues.
See properties

Frequently asked questions

How much does a Callicoon vacation package cost?
Offering great value package deals from CA $1,014 on Expedia, you'll be surprised at how little a vacation to Callicoon costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Callicoon?
If you'd like to book a cheap Callicoon vacation package, consider visiting in January, March and April. You'll generally find better rates on airfares and hotels during these quieter months — ideal for a budget-friendly getaway.
How many days is enough for Callicoon?
Usually, a handful of days is enough to explore the main sights during your Callicoon vacation. But if you'd like to have time to unwind or go on day tours, think about extending your itinerary.
How to find the best Callicoon package deals?
Landing a cheap Callicoon package deal is a breeze with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your maximum budget, add some filters and browse what's available. You can tailor your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Order the results by "Price: low to high" to view the most economical Callicoon package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Callicoon vacation as a package?
You can enjoy significant savings on your Callicoon break by booking a personalized vacation package. Check the "Package" heading, then select your destination and travel dates to browse the best airfares and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Callicoon?
If you've got your Callicoon travel dates finalized, book as early as you can to grab some incredible deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spur-of-the-moment trips? Our last-minute deals are ideal for travelling on a whim.
How to plan a trip to Callicoon?
  1. Pick your travel dates: What you want to do in Callicoon and your favourite season will help you decide when to go.
  2. Plan your budget wisely: As well as the cost of your stay, you'll need to factor in other expenses. These include flights, transportation and food. Also, put aside a little extra for unexpected expenses that may arise during your trip to Callicoon.
  3. Decide how long to go away for: Now that you're more familiar with Callicoon, you can figure out the right length of your vacation. Create a rough itinerary and give yourself enough time for all the things you want to do.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to choose a Callicoon vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.