A rural landscape with a house surrounded by autumn-colored trees and rolling hills.

Callicoon Holidays from £948

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    Discover the most popular places to visit in Callicoon

    Villa Roma Driving Range

    This pristine driving range offers a serene Catskills backdrop for perfecting your swing technique. Practice various shots while enjoying the peaceful mountain scenery of Villa Roma Golf Club.

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    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 choices.

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    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 choices.

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    Callicoon Hotel Deals

    Villa Roma Resort and Conference Center

    A fountain with water jets in the center, surrounded by a circular stone border. In the background, there is a building with a balcony and arched windows.
    • Address: 356 Villa Roma Rd, Callicoon, NY, 12723, US
    • Location: 4.2 mi from Callicoon
    • Star rating: 3/5
    • Guest rating: 6.4/10 (505 reviews)
    • Price: £134, includes taxes & fees, 22 Nov - 23 Nov

    Inn at Tyler Hill

    A covered outdoor area with a wooden deck and a view of a green landscape.
    • Address: 1221 Cochecton Turnpike, Tyler Hill, PA, 18469, US
    • Location: 6.1 mi from Callicoon
    • Star rating: 3/5
    • Guest rating: 10/10 (Exceptional, 215 reviews)
    • Price: £96, includes taxes & fees, 16 Nov - 17 Nov
    • Review: We had a great time here! The property was beautiful and the room was perfect. I highly recommend staying here, the delicious breakfast was also a big plus. We will definitely be looking to stay here again soon

    Callicoon Hills

    A modern cabin with a wooden deck, large windows, and a black roof, surrounded by dense forest.
    • Address: 1 Hills Resort Rd, Callicoon Center, NY, 12724, US
    • Location: 7.6 mi from Callicoon
    • Star rating: 2.5/5
    • Guest rating: 9/10 (Wonderful, 164 reviews)
    • Price: £251, includes taxes & fees, 3 Dec - 4 Dec
    • Review: "If you plan to stay here, be sure to ask if there are any weddings planned for your weekend. The weekend we were there, there were two weddings. Consequently we were unable to eat the restaurant, go to the bar or even have breakfast on Sunday morning. The pool house rooms are basically spruced up Motel rooms that seem to have been built in the 1960's. I can't speak to the other rooms on the property though. It does seem like a beautiful venue for a wedding, but we were just there hoping to enjoy...

    Kenoza Lake View Manor

    A two-story house with a stone facade and a large window.
    • Address: 56 Swiss Hill N Rd, Jeffersonville, NY, 12750, US
    • Location: 5.9 mi from Callicoon
    • Star rating: 3/5
    • Guest rating: 8.8/10 (Excellent, 449 reviews)
    • Price: £130, includes taxes & fees, 25 Nov - 26 Nov
    • Review: "Kenoza Lake View Manor is a truly exceptional property, lovingly maintained and adorned with beautiful period furnishings that reflect the charm and elegance of a bygone era. Every room showcases the care, attention, and pride that have gone into preserving this remarkable home, making it much more than just a place to stay. It is an experience in itself. Important to mention that Bethel Woods Museum is close by. For anyone who appreciates historic homes, timeless décor, and antique...

    Days Inn by Wyndham Liberty/Monticello

    A modern lobby with a curved sofa, a reception desk, and a flat-screen TV.
    • Address: 52 Sullivan Ave, Liberty, NY, 12754, US
    • Location: 16.9 mi from Callicoon
    • Star rating: 2/5
    • Guest rating: 6.8/10 (1002 reviews)
    • Price: £82, includes taxes & fees, 18 Nov - 19 Nov

    Best Western Monticello

    A hotel with a brick facade, a covered entrance, and a parking lot with cars.
    • Address: 16 Raceway Rd, Monticello, NY, 12701, US
    • Location: 19.6 mi from Callicoon
    • Star rating: 2.5/5
    • Guest rating: 8.2/10 (Very good, 1002 reviews)
    • Price: £89, includes taxes & fees, 23 Nov - 24 Nov

    The North Branch Inn

    A covered porch with outdoor seating, surrounded by lush greenery and a stone pathway.
    • Address: 869 N Branch Rd, North Branch, NY, 12766, US
    • Location: 4.2 mi from Callicoon
    • Star rating: 4/5
    • Guest rating: 9.6/10 (Exceptional, 46 reviews)
    • Price: £302, includes taxes & fees, 15 Dec - 16 Dec

    Hampton Inn Monticello

    A modern hotel with a stone facade, a well-lit entrance, and a clear view of the parking area.
    • Address: 29 Golden Ridge Road, Monticello, NY, 12701, US
    • Location: 21 mi from Callicoon
    • Star rating: 2.5/5
    • Guest rating: 9.4/10 (Exceptional, 703 reviews)
    • Price: £101, includes taxes & fees, 22 Nov - 23 Nov

    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.

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    Frequently Asked Questions

    How much does a Callicoon travel package cost?

    Discover the best of Callicoon from as little as £948. We offer a wonderful selection of rental cars, hotels and flights to suit your budget. Land even better deals when you add some activities or tours to your travel package.

    If I'm not able to travel, can I cancel my Callicoon travel package?

    It's difficult to predict what the future holds, so it's comforting to know that you can change or cancel your Callicoon travel package. If you made your booking in the last 24 hours, you may be entitled to a refund. If your booking is older, your airline, hotel or car rental company may charge a fee. Check our Customer Service Portal for more information.

    How do I get a cheap travel package to Callicoon?

    Our Callicoon travel packages promise plenty of savings for the savvy globetrotter. For the best deal, simply combine your hotel, flights and extras (including activities) into a convenient package. But great bargains are just the beginning of your next big adventure. Book with Expedia and you'll have more than 550 air carriers and 1,000,000 properties all over the world to choose from. No matter your style, there's a travel package with your name on it.

    Does Expedia offer Book Now, Pay Later Callicoon holidays?

    We sure do. Expedia has joined forces with online lender Klarna to help you easily pay for your trip in instalments. Simply choose the payment plan that suits you best during the checkout process and take the stress out of budgeting for your next trip. Be sure to bundle your flights, car hire and hotel with Expedia to get the biggest bang for your holiday buck. Take a look at our flexible payment options below:

    • Pay monthly holidays: If paying small amounts each month sounds right for you, Klarna can help. Paying in easy monthly instalments will make that dream getaway possible.
    • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it possible to pay for your holiday in multiple transactions.
    • Low deposit holidays: If paying a small percentage of your getaway (rather than all of it upfront) makes it easier to click that "book now" button, consider a low deposit holiday payment plan with Klarna.

    Where should I stay in Callicoon?

    There's loads to do in Callicoon, so stay near its attractions and spend more time sightseeing. Grover M. Hermann Hospital is one spot that should be on your itinerary.

    What are the top hotels in Callicoon?

    If this will be your first visit to Callicoon, lock in a room at Days Inn by Wyndham Liberty or Best Western Monticello. Both hotels will make you feel at home and are top options with many savvy travellers.

    How far in advance should I book my Callicoon holiday?

    Smart travellers will likely want to book early. You can generally compare international fares on Expedia up to a year before your flight. If you're purchasing tickets last minute, don't worry. Low prices occasionally become available in the last weeks before departure dates.

    What does an Expedia Callicoon travel package include?

    Flights, car rentals and hotels — we bring you the very best deals. All you'll have to do is decide on your ideal combination. Once you've made your booking, you can add on the fun stuff like tours and experiences. Our travel packages make it easy to put together an awesome Callicoon trip.

    What should I know before booking a Callicoon travel package?

    So many places to visit, so many things to see and do. With a travel package, you'll be able to check more of them off your list. Combine your hotels, rental cars and flights and score big savings.

    Can I choose my airline with a Callicoon Expedia travel package?

    Definitely. Expedia has over 550 partner airlines to pick from globally. With such a huge range of choice, finding the perfect carrier to bring you to Callicoon will be easy.

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