Callicoon, NY

Travel Guide

A rural landscape with a house surrounded by autumn-colored trees and rolling hills.
A lush green field with a hilly landscape in the background.
A forested landscape with rolling hills and a distant view of mountains.
A group of people wading in shallow water.
A river winding through a lush green valley with hills in the background.
Villa Roma Resort and Conference Center

Villa Roma Resort and Conference Center

3 out of 5
356 Villa Roma Rd Callicoon NY
$185 nightly
The price is $209 total per night from Oct 12 to Oct 13
$209 total
Oct 12 - Oct 13
Total with taxes and fees
Book a stay at this ski resort in Callicoon. Enjoy free parking, an outdoor pool, and 3 restaurants. Popular attractions Villa Roma Driving Range and Villa Roma ...
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
$270 nightly
The price is $296 total per night from Oct 15 to Oct 16
$296 total
Oct 15 - Oct 16
Total with taxes and fees
Book a stay at this family-friendly hotel in Monticello. Enjoy 5 restaurants, 2 bars/lounges, and water park access (surcharge). Our guests praise the helpful ...
The Kartrite Resort & Indoor Waterpark
Resorts World Catskills Casino

Resorts World Catskills Casino

4.5 out of 5
888 Resorts World Drive Monticello NY
$205 nightly
The price is $228 total per night from Oct 21 to Oct 22
$228 total
Oct 21 - Oct 22
Total with taxes and fees
Book a stay at this luxury hotel in Monticello. Enjoy a full-service spa, 6 restaurants, and a casino. Our guests praise the helpful staff and the clean rooms ...
Resorts World Catskills Casino
See all 1,063 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.
Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy

2.5 out of 5
26 Miller Hollow Rd Roscoe NY
Stay at this cabin in Roscoe. Enjoy free parking, patios, and climate control.
Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy
Cozy cottage by the river in Catskill

Cozy cottage by the river in Catskill

Livingston Manor NY
Book a stay at this family-friendly vacation home in Livingston Manor. Enjoy a garden, laundry facilities, and patios. Popular attractions Catskill Art Society ...
Cozy cottage by the river in Catskill
Mountaintop Property on 8 acres

Mountaintop Property on 8 acres

Honesdale PA
Stay at this apartment in Honesdale. Enjoy a garden, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Honesdale Central Park and Wayne ...
8.2/10 Very Good! (99 reviews)
"Nice views."

Reviewed on Sep 23, 2026

Mountaintop Property on 8 acres
See all 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

Frequently asked questions

Is Callicoon worth visiting?
Callicoon is worth visiting for its local attractions, including the Villa Roma Driving Range and Big Island. Travelers can also enjoy a variety of dining experiences, with options ranging from North American comfort foods to Italian cuisine, featuring dishes like pasta and pizza.
What is Callicoon known for?
Callicoon is known for its recreational attractions, including the Villa Roma Driving Range and the Villa Roma Go Kart Track. Travelers can also explore Big Island, making it a destination with diverse outdoor experiences for all.
What is a good itinerary length for Callicoon?
A good itinerary length for Callicoon is one to two days to enjoy attractions like the Villa Roma Driving Range and Big Island. An extended stay of three to four days allows more time to explore the Villa Roma Go Kart Track and savor the local North American, Italian, and European dining options.
What are the top things to do in and around Callicoon?
In Callicoon, travelers can find outdoor recreation and local points of interest:

  • Practice your swing at the Villa Roma Driving Range.
  • Explore the natural area of Big Island.
  • Race at the Villa Roma Go Kart Track.

How do I plan a trip to Callicoon?
To plan your trip to Callicoon, search for places to stay and book flights in advance. Consider activities like the Villa Roma Driving Range, exploring Big Island, or visiting the Villa Roma Go Kart Track. Remember to pair outdoor plans with indoor backups for weather flexibility. Booking a rental car is also recommended for getting around.
What cuisines can you find in Callicoon?
In Callicoon you can find New American cuisine, featuring gourmet burgers, farm-to-table entrees, artisanal pizzas, and creative small plates. Travelers can also enjoy Italian dishes like fresh pasta, Latin American options such as tacos, and a variety of fresh seafood.
Can I book a refundable hotel in Callicoon?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Callicoon by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.
Why book a trip to Callicoon with Expedia?
Expedia makes it easier to plan your Callicoon trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.
Should I stay in a hotel or vacation rental in Callicoon?
The best choice depends on your travel style. Hotels in Callicoon can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.
How can I manage my Callicoon trip on Expedia?
Once you've booked your Callicoon trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.
What if I need help during my Callicoon trip?
Expedia offers customer support before, during, and after your Callicoon trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.
How can Expedia help me plan my first trip to Callicoon?
If it's your first trip to Callicoon, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.
How can I save on my Callicoon hotel booking with Expedia?
Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your Callicoon hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

Cities near Callicoon

An aerial view of a road through a forest with autumn foliage.

Jeffersonville

A dense forest with tall trees and vibrant yellow foliage.

North Branch

Explore a world of travel with Expedia