Hotels in Callicoon

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Tonight
Oct 22 - Oct 23
Tomorrow
Oct 23 - Oct 24
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

Where to stay in Callicoon?

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.
A hotel reception area with a wooden reception desk, multiple computer monitors, and a large chandelier.
A grand staircase with ornate railings and a chandelier at the top.
A water park with a water play structure and people enjoying the water.

1. Villa Roma Resort and Conference Center

Villa Roma Resort and Conference Center
Callicoon
$141
$180 total
includes taxes & fees
Oct 25 - Oct 26
Villa Roma Resort and Conference Center
A covered outdoor area with a wooden deck and a view of a green landscape.
A cozy room with a wooden desk, a cushioned sofa, a flat-screen TV, and a window with curtains.
A wooden staircase with a cushioned bench at the bottom.
A neatly made bed with white linens, a wooden headboard, and two bedside lamps. A window with curtains is visible, and a small table with a chair is in the corner.

2. Inn at Tyler Hill

Inn at Tyler Hill
Tyler Hill
$166
$181 total
includes taxes & fees
Nov 2 - Nov 3
Inn at Tyler Hill
An indoor venue with wooden beams, tables set for dining, and hanging greenery.
A large house with multiple sections, including a patio area with outdoor furniture and a stone pathway.
A triangular tent-style room with a bed, a small table, and a red lamp.
A wooden bridge leading to a building with a blue roof, surrounded by dense greenery.

3. Callicoon Hills

Callicoon Hills
Callicoon Center
$164
$323 total
includes taxes & fees
Nov 5 - Nov 6
Callicoon Hills
A forested area with a dirt path.
A four-poster bed with a white bedspread, two bedside tables with lamps, a wooden door, and a framed picture on the wall.
A two-story house with a stone facade and a large window.
A compact kitchenette with a microwave, refrigerator, and a small table with a TV and remote controls.

4. Kenoza Lake View Manor

Kenoza Lake View Manor
Jeffersonville
$147
$171 total
includes taxes & fees
Nov 1 - Nov 2
Kenoza Lake View Manor
A covered porch with outdoor seating, surrounded by lush greenery and a stone pathway.
A garden with a gazebo, various flowering plants, and a pathway.
A cozy room with a wood-burning stove, a rocking chair, and a fireplace.
A bar area with wooden cabinets, a counter with various bottles, and green chairs.

5. The North Branch Inn

The North Branch Inn
North Branch
$339
$441 total
includes taxes & fees
Nov 8 - Nov 9
The North Branch Inn
A rustic cabin with a stone foundation, surrounded by a well-maintained lawn and a variety of trees.
A rustic lodge with a green roof, surrounded by tall pine trees and a well-maintained lawn.
A rustic wooden interior with leather sofas, a round wooden coffee table, and a large window offering a view of a field.
A rustic interior with stone walls, wooden beams, and large windows offering a view of the outdoors.

6. Roscoe Mountain Club

Roscoe Mountain Club
Roscoe
$116
$131 total
includes taxes & fees
Oct 28 - Oct 29
Roscoe Mountain Club
A modern lobby with a curved sofa, a reception desk, and a flat-screen TV.
A hotel room with two beds, a desk, a chair, and a large painting on the wall.
A spacious indoor area with multiple tables and chairs, a kitchen area with a counter, and a large window providing natural light.
A conference room with a long table, black chairs, and a wooden floor.

7. Days Inn by Wyndham Liberty/Monticello

Days Inn by Wyndham Liberty/Monticello
Liberty
$94
$106 total
includes taxes & fees
Nov 1 - Nov 2
Days Inn by Wyndham Liberty/Monticello
A motel with a covered porch, outdoor seating, and flower planters.
Room
A hotel room with a flat-screen TV mounted on the wall, a wooden dresser with drawers, a tray with toiletries, and a sign on the wall.
A hotel reception desk with a desktop computer, a window with a view of the outside, and various informational brochures.

8. Upper Delaware Inn

Upper Delaware Inn
Hancock
$122
$134 total
includes taxes & fees
Oct 25 - Oct 26
Upper Delaware Inn
A modern living room with two sofas, a glass coffee table, and a painting of a horse.
A reception area with a marble counter, a wall-mounted artwork, and a ceiling with recessed lighting.
A modern breakfast bar with a variety of food options, including a juice bar and coffee machines.
A large indoor swimming pool with a wooden deck and lounge chairs.

9. Best Western Monticello

Best Western Monticello
Monticello
$105
$118 total
includes taxes & fees
Oct 29 - Oct 30
Best Western Monticello
A spacious living room with a staircase, a dining area, and a decorative metal piece on the wall.
A dining room with a wooden table, six chairs, a chandelier, a grandfather clock, and a bookshelf.
A modern kitchen with dark cabinetry, a stainless steel microwave, and an oven.
A single-story house with a front porch, a visible front door, and a small front yard with a concrete path leading to the door.

10. Windsong Retreat 2

Windsong Retreat 2
Bethel
$279
$355 total
includes taxes & fees
Oct 23 - Oct 24
Windsong Retreat 2
A modern kitchen area with a central island, various appliances, and a chalkboard wall with food-related drawings.
A hotel room with two beds, a nightstand with a lamp, a window with a view, and a carpeted floor.
An indoor swimming pool with clear signage, including "NO LIFEGUARD ON DUTY" and "NO DIVING" warnings.
A Hampton Inn hotel with a modern facade, a clear entrance, and a welcoming gas station.

11. Hampton Inn Monticello

Hampton Inn Monticello
Monticello
$123
$139 total
includes taxes & fees
Nov 15 - Nov 16
Hampton Inn Monticello
A lakeside walkway with a wooden deck, surrounded by trees and a building with illuminated windows.
A restaurant with a long dining table, multiple chairs, and a high ceiling with hanging lights.
A modern living room with a stone fireplace, wicker furniture, and a flat-screen TV mounted on the wall.
A modern interior with a piano, bar area, and seating.

12. The Bradstan Boutique Hotel

The Bradstan Boutique Hotel
Eldred
$334
$392 total
includes taxes & fees
Nov 2 - Nov 3
The Bradstan Boutique Hotel
A sunroom with wooden beams, large windows, and a variety of potted plants.
A large white house with a green roof, surrounded by a well-maintained lawn and a view of a lake.
A living room with a stone fireplace, two armchairs, a coffee table, and a bookshelf.
A bedroom with a large bed, a nightstand with books, a lamp, and a view of a lake and trees through large windows.

13. Kenoza Hall

Kenoza Hall
Kenoza Lake
$494
$593 total
includes taxes & fees
Nov 1 - Nov 2
Kenoza Hall
A modern hotel with a prominent glass facade and a distinctive logo on the building.
An outdoor seating area with red chairs and tables, a fire pit, and a bar visible through the window.
A modern bar area with a central island, bar stools, and overhead lighting.
A modern restaurant interior with round tables and booths, pendant lighting, and a view of the street through large windows.

14. Resorts World Catskills Casino

Resorts World Catskills Casino
Monticello
$182
$230 total
includes taxes & fees
Nov 8 - Nov 9
Resorts World Catskills Casino
A restaurant with wooden tables and chairs, a bar area with a glass display case, and a staircase leading to an upper level.
A hotel room with a bed, bedside table, lamp, chair, desk, and a small table with a lamp.
A hotel room with a large bed, a desk with a lamp, and a chair.
A two-story motel with a green awning and a balcony on the upper floor.

15. Wayne Inn

Wayne Inn
Honesdale
$99
$107 total
includes taxes & fees
Oct 25 - Oct 26
Wayne Inn
A cozy indoor seating area with wooden beams, string lights, and potted plants.
A cozy log cabin interior with a central seating area, wooden walls, and large windows.
A wooden building with a sign reading "The Arnold" and a garden with daffodils.
A covered outdoor dining area with wooden tables and benches, large windows, and a view of a garden.

16. The Arnold House

The Arnold House
Livingston Manor
$350
$431 total
includes taxes & fees
Oct 27 - Oct 28
The Arnold House
A cozy living room with a fireplace, bookshelves, and comfortable seating.
A white building with a porch, two sets of yellow chairs, and a black door with a sign reading "The Yarra Roscoe NY".
A bedroom with a bed, a bedside table with a cup, a lamp, and a window.
A dining area with two wooden tables and black chairs, a round mirror, and a staircase with bookshelves.

17. The Yarra

The Yarra
Roscoe
$233
$263 total
includes taxes & fees
Nov 5 - Nov 6
The Yarra
A hotel with a red sign reading "ROOM" and a covered outdoor seating area with metal railings.
A building labeled "HOTEL-WAYNE+".
A bar area with a 'Hold 'em' sign, a refrigerator, and a variety of bottles.
A neatly made bed with a patterned throw, two bedside lamps, and a framed picture on the wall.

18. Hotel Wayne

Hotel Wayne
Honesdale
$135
$147 total
includes taxes & fees
Nov 22 - Nov 23
Hotel Wayne
A stone building with multiple windows and a balcony overlooking a waterfall.
A dining area with tables set for four, large windows, and a view of trees.
A room with two patterned armchairs, a small table with a bowl and fruits, and framed pictures on the walls.
A bar area with a wooden counter, copper pendant lights, and a variety of liquor bottles on shelves.

19. Ledges Hotel

Ledges Hotel
Hawley
$203
$268 total
includes taxes & fees
Nov 16 - Nov 17
Ledges Hotel
A hotel room with two beds, a desk, a chair, a lamp, and artwork on the walls.
A two-story house with a gabled roof, a chimney, and an American flag.
A bathroom with a white sink, two faucets, a mirror, and a toilet.
A hotel room with a desk, chair, television, and a minibar.

20. Super 8 by Wyndham Monticello NY

Super 8 by Wyndham Monticello NY
Monticello
$80
$90 total
includes taxes & fees
Oct 25 - Oct 26
Super 8 by Wyndham Monticello NY
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Our prices for hotels in Callicoon are cheapest in April
Price trends for hotels in Callicoon
Pricing is based on two traveler single night rates
View properties in October
Typical weather for Callicoon
October
High 14°C / low 6°C. Cloudy most days.
View properties in October
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0°
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19°
8°
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26°
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Monthly weather averages (˚C)

Top landmarks in Callicoon

Villa Roma Driving Range

Villa Roma Driving Range is 4 mi (6.5 km) from central Callicoon, why not stop by during your stay.
See properties

Big Island

Big Island is 2.3 mi (3.7 km) from central Callicoon, why not stop by during your stay.
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Villa Roma Go Kart Track

Villa Roma Go Kart Track is 4.1 mi (6.6 km) from central Callicoon, why not stop by during your stay.
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Learn more about Callicoon

Callicoon is well-known for its attractions such as Upper Delaware River and Delaware River.

See all hotels in Callicoon
A lush green field with a hilly landscape in the background.

Check out reviews of Callicoon hotels guests love

Upper Delaware Inn

Upper Delaware Inn

10/10 Excellent
"Great local hotel and the Pet-friendly room was clean and well kept. Plan to go back, would definitely recommend."
Joshua 1-night trip
Posted 6 hours ago
Upper Delaware Inn
Best Western Monticello

Best Western Monticello

8/10 Good
"Very nice hotel"
Christine 1-night trip
Posted 21 hours ago
Best Western Monticello
The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark

8/10 Good
"The room was clean and neat, and the staff was ok. Parking was good."
Aneisha 2-night trip
Posted 3 days ago
The Kartrite Resort & Indoor Waterpark
Inn at Tyler Hill

Inn at Tyler Hill

10/10 Excellent
"Awesome B&B, clean and great service."
Leandro 1-night trip
Posted 4 days ago
Inn at Tyler Hill
Wayne on Main

Wayne on Main

8/10 Good
"The owner was very nice and helpful. If you like history and historical sites you will love this place. Don’t be distracted by the appearance of the outside, once you are inside it’s like stepping back in time! Most all of the furnishings are antique. If you’re looking for luxury bedding you won’t get that but it was a cozy place to stay. We had the whole 3rd floor with 3 bedrooms (double beds), 1 bathroom (shower only, bring your own hairdryer) and a living room. My husband and I are used to a king bed, so slept in separate beds in a room with 2 double beds so not to be cramped. Our 12 year old had her own room, 10 year old and 5 year old slept in 3rd room with 5 year old on the loveseat in that room. It worked out just fine! She had great options for breakfast!"
Robin 2-night trip
Posted 4 days ago
Wayne on Main
Resorts World Catskills Casino

Resorts World Catskills Casino

10/10 Excellent
"Beautiful hotel rooms. Had a great experience."
Shawn 2-night trip
Posted 4 days ago
Resorts World Catskills Casino
Kenoza Lake View Manor

Kenoza Lake View Manor

10/10 Excellent
"Beautiful place."
Norma 1-night trip
Posted 4 days ago
Kenoza Lake View Manor
The Bradstan Boutique Hotel

The Bradstan Boutique Hotel

10/10 Excellent
"Beautiful property, kind staff and space to explore."
Alison 2-night trip
Posted 5 days ago
The Bradstan Boutique Hotel
Super 8 by Wyndham Monticello NY

Super 8 by Wyndham Monticello NY

10/10 Excellent
"Great job with the redesign. Place looks awesome."
Jonathan 2-night trip
Posted 7 days ago
Super 8 by Wyndham Monticello NY

Frequently asked questions

What accommodations do travelers recommend in Callicoon?
Guests like Villa Roma Resort and Conference Center, Kenoza Lake View Manor and Inn at Tyler Hill.
Can I book a refundable accommodation in Callicoon?
If you want the flexibility to change your travel plans to Callicoon, most properties offer refundable* rates you can book. You can find these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay in Callicoon if I want a vacation home instead of a traditional hotel?
If you want a good alternative to a hotel, review our selection of 15 vacation homes. You can also consider one of the 5 cottages for your trip.
What will the weather in Callicoon be like during my vacation?
The warmest months in Callicoon are usually July and August with an average temp of 65°F. January and February are the chilliest months when the average temp is 27°F. The rainiest months are October and June.
Why should I book my Callicoon hotel through Hotels.com?
There are plenty of reasons to book your Callicoon travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

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