Deals on vacations and trips to Callicoon

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Callicoon flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Lakeside Haven Ping Pong, Fire Pit & Mins to Big Boulder & Lake Harmony

Lakeside Haven Ping Pong, Fire Pit & Mins to Big Boulder & Lake Harmony

3 out of 5
Save 100% on your flight
Price was $749, price is now $592 per person
$592
per person
Oct 16 - Oct 20
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Wilkes-Barre (AVP)
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. An outdoor pool and barbecue grills are also provided.
Cove Haven Resort

Cove Haven Resort

3.5 out of 5
Save 100% on your flight
Price was $939, price is now $654 per person
$654
per person
Oct 16 - Oct 20
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Wilkes-Barre (AVP)
A full-service spa, 2 outdoor pools, and an indoor pool are all featured at this smoke-free hotel. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and WiFi in public areas. There's a restaurant and a poolside bar for dining and drinks, and also a gym on site.
Split Rock Resort

Split Rock Resort

3 out of 5
Price was $1,296, price is now $995 per person
$995
per person
Nov 2 - Nov 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Wilkes-Barre (AVP)
This resort features a water park, 3 indoor tennis courts, and a restaurant. There's fun for all ages with a bowling alley and mini golf, and families will appreciate the onsite laundry facilities. Enjoy the indoor pool and perks like free self parking and free WiFi.
Cozy Pocono Mountain Escape

Cozy Pocono Mountain Escape

3 out of 5
Save 100% on your flight
Price was $781, price is now $612 per person
$612
per person
Oct 16 - Oct 20
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Wilkes-Barre (AVP)
This condo features a seasonal outdoor pool and a hot tub. Free self parking, laundry facilities, and barbecue grills are also on offer.
THE DARBY

THE DARBY

2 out of 5
Save 100% on your flight
Price was $969, price is now $815 per person
$815
per person
Oct 16 - Oct 20
found 23 hours ago
Roundtrip flight included
Orlando (MCO) to Wilkes-Barre (AVP)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. 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. A bar/lounge and concierge services are also provided.

Top Callicoon hotels deals

Villa Roma Resort and Conference Center

Villa Roma Resort and Conference Center

3 out of 5
356 Villa Roma Rd, Callicoon, NY
$244 nightly
The price is $276 total per night
$276 total
Sep 11 - Sep 12
Total with taxes and fees
This smoke-free resort features a golf course, ski-in/ski-out access, and a nightclub. 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

The Kartrite Resort & Indoor Waterpark

4 out of 5
555 Resorts World Drive, Monticello, NY
Free Cancellation
Reserve now, pay when you stay
$216 nightly
The price is $244 total per night
$244 total
Sep 11 - Sep 12
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

Resorts World Catskills Casino

4.5 out of 5
888 Resorts World Drive, Monticello, NY
Free Cancellation
Reserve now, pay when you stay
$162 nightly
The price is $180 total per night
$180 total
Sep 16 - Sep 17
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.
Days Inn by Wyndham Liberty

Days Inn by Wyndham Liberty

2 out of 5
52 Sullivan Ave, Liberty, NY
Free Cancellation
Reserve now, pay when you stay
$93 nightly
The price is $105 total per night
$105 total
Sep 14 - Sep 15
Total with taxes and fees
A restaurant and a gym are featured at this motel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like on-the-go breakfast and free self parking.
The Alder at Resorts World Catskills

The Alder at Resorts World Catskills

2 out of 5
750 Resorts World Drive, Monticello, NY
Free Cancellation
Reserve now, pay when you stay
$151 nightly
The price is $171 total per night
$171 total
Sep 10 - Sep 11
Total with taxes and fees
A full-service spa, 7 restaurants, and an indoor pool are all featured at this hotel. Relax with a drink at one of the 7 bars/lounges and enjoy perks like free self parking. A 24-hour business center, luggage storage, and laundry facilities are also on offer.
Callicoon Hills

Callicoon Hills

2.5 out of 5
1 Hills Resort Rd, Callicoon Center, NY
Free Cancellation
Reserve now, pay when you stay
$154 nightly
The price is $174 total per night
$174 total
Sep 10 - Sep 11
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Enjoy the sauna and perks like free self parking and free WiFi. A business center, a coffee shop, and a terrace are also on offer.
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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

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 Driving Range

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.

Big Island

Garnet Health Medical Center - Catskills, Grover M. Hermann

Though Garnet Health Medical Center - Catskills, Grover M. Hermann might be what brings you to town, perhaps you'll have a chance to explore more of Callicoon while you are here.

Garnet Health Medical Center - Catskills, Grover M. Hermann

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 $592. 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.

Photos of local treasures

Browse Callicoon vacation photos for more inspiration

Photo by Matthew Jay
Photo by Matthew Jay