Callicoon Vacation Packages 2026 from $784

Callicoon flight + hotel vacation packages

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

Best Western Hunt's Landing Hotel Matamoras/Milford

$784

per person

Jul 16 - Jul 22

found 15 hours ago

Roundtrip flight included

Orlando (MCO) to Wilkes-Barre (AVP)

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Top Callicoon hotels deals

Villa Roma Resort and Conference Center

356 Villa Roma Rd Callicoon NY

Free Cancellation

Reserve now, pay when you stay

$234 nightly

$264 total

Jun 28 - Jun 29

Total with taxes and fees

This smoke-free resort features a golf course, a nightclub, and 3 restaurants. Take advantage of ski lessons, ski rentals and ski passes on site, and enjoy downhill skiing. Bring the family and enjoy the children's club, bowling alley, and children's pool.

The Kartrite Resort & Indoor Waterpark

555 Resorts World Drive Monticello NY

Free Cancellation

Reserve now, pay when you stay

$220 nightly

$249 total

Jun 14 - Jun 15

Total with taxes and fees

A water park, 5 restaurants, and an outdoor pool are all featured at this smoke-free hotel. There's fun for all ages with a lazy river and a bowling alley, and families will appreciate the onsite laundry facilities. Make the most of the indoor pool and 24-hour gym, and relax with drinks at one of the 2 bars/lounges.

Resorts World Catskills Casino

888 Resorts World Drive Monticello NY

Free Cancellation

Reserve now, pay when you stay

$214 nightly

$239 total

Jun 15 - Jun 16

Total with taxes and fees

This luxury hotel features a casino, a full-service spa, and 6 restaurants. Make the most of the indoor pool and 24-hour gym, and relax with drinks at one of the 6 bars/lounges.

Best Western Monticello

16 Raceway Rd Monticello NY

Free Cancellation

Reserve now, pay when you stay

$119 nightly

$135 total

Jun 30 - Jul 1

Total with taxes and fees

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the sauna and free perks like buffet breakfast and free self parking.

Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy

26 Miller Hollow Rd Roscoe NY

$167 nightly

$184 total

Jul 14 - Jul 15

Total with taxes and fees

This cabin includes express check-out and a virtual front desk. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. Take advantage of the free self parking.

Days Inn by Wyndham Liberty

52 Sullivan Ave Liberty NY

Free Cancellation

Reserve now, pay when you stay

$110 nightly

$124 total

Jun 16 - Jun 17

Total with taxes and fees

This motel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the 4 conference rooms, along with the business center. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.

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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.

Popular places to visit

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.

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.

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.

Frequently asked questions

How much are vacation packages to Callicoon?

Travelocity has great package deals to Callicoon, as well as flights and hotels, starting at just $784. With all the money you save, you could book some popular tours or maybe even add on a few extra nights to your adventure.

How long should my Callicoon vacation be?

Your Callicoon escape can be as short or as long as you would like it to be, but the majority of travelers stay around 3 nights. Eager to venture out and uncover some hidden treasures? Stay a couple of extra nights and experience another side of this destination.

Where can I get the best vacation package deals for Callicoon?

Travelocity will be able to help you find a great Callicoon package deal. With no less than 400 airlines and 1,000,000 properties around the world, you're sure to find the perfect combination.

Why should I book my Callicoon vacation package via Travelocity?

Because we believe in crafting stress-free travel experiences. From hotels and flights to car rentals and activities, everything is at your fingertips. Our customer care is on hand 24/7 to make sure you'll never wander alone. We also offer a Price Match Guarantee, so you can book your vacation knowing you've landed the best deal possible. How? If you find a lower price, we'll match it!

Can I save on my Callicoon car rental if I book it with my hotel or flight?

Bundling your car, hotel and flight into a Callicoon vacation package is the best way to score better prices. Plus, having your own wheels gives you total freedom to get to all those big-name sights you're itching to explore. Located 90 mi from Callicoon, Times Square is one place that should feature on your itinerary. Load up the car and make a day trip of it.

Which airport is best for Callicoon?

Many travelers fly into Scranton Intl. Airport (AVP), 45 mi southwest of downtown Callicoon. Others prefer Greater Binghamton Airport (BGM) (55 mi away from central Callicoon) or Stewart Intl. Airport (SWF) (55 mi away from central Callicoon).

Where should I stay when visiting Callicoon?

The Villa Roma Resort and Conference Center is the first choice of many travelers. Book now before it's too late.