Top 10 Hotels in Callicoon Center, NY (from $90) 2026 - Competitive Prices

A solitary tree in a misty field with a backdrop of a cloudy sky and dense forest.

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Our top choices for Callicoon Center hotels

An indoor venue with wooden beams, tables set for dining, and hanging greenery.

A triangular tent-style room with a bed, a small table, and a red lamp.

A large house with multiple sections, including a patio area with outdoor furniture and a stone pathway.

A modern cabin with a wooden deck, large windows, and a black roof, surrounded by dense forest.

1. Callicoon Hills

Callicoon Center

Christopher

$261 nightly

$295 total

Oct 8 - Oct 9

Total with taxes and fees

A rustic cabin with a stone foundation, surrounded by a well-maintained lawn and a variety of trees.

A rustic interior with stone walls, wooden beams, and large windows offering a view of the outdoors.

A rustic lodge with a green roof, surrounded by tall pine trees and a well-maintained lawn.

A wooden interior with a ping pong table, tables, chairs, and large windows.

2. Roscoe Mountain Club

Roscoe

Daniel

$90 nightly

$102 total

Oct 28 - Oct 29

Total with taxes and fees

A pathway flanked by trimmed trees leading to a building with a stone facade and multiple windows.

A two-story house with a stone facade and a large window.

A four-poster bed with a white bedspread, two bedside tables with lamps, a wooden door, and a framed picture on the wall.

3. Kenoza Lake View Manor

Jeffersonville

Joann

$147 nightly

$166 total

Oct 1 - Oct 2

Total with taxes and fees

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 banquet hall with round tables covered in white tablecloths and chairs, a carpeted floor, and a ceiling with recessed lighting.

A conference room with a long table, black chairs, and a wooden floor.

4. Days Inn by Wyndham Liberty/Monticello

Liberty

Eduardo

$99 nightly

$112 total

Oct 4 - Oct 5

Total with taxes and fees

An indoor swimming pool with clear water, tiled floor, and a few lounge chairs.

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.

5. Resorts World Catskills Casino

Monticello

David

$177 nightly

$197 total

Oct 13 - Oct 14

Total with taxes and fees

A modern kitchen area with a central island, various appliances, and a chalkboard wall with food-related drawings.

An indoor swimming pool with clear signage, including "NO LIFEGUARD ON DUTY" and "NO DIVING" warnings.

A snack and sundries section with shelves stocked with chips, snacks, and beverages.

A Hampton Inn hotel with a modern facade, a clear entrance, and a welcoming gas station.

6. Hampton Inn Monticello

Monticello

Tamta

$153 nightly

$173 total

Oct 28 - Oct 29

Total with taxes and fees

A modern living room with two sofas, a glass coffee table, and a painting of a horse.

A large indoor swimming pool with a wooden deck and lounge chairs.

A hotel with a brick facade, a covered entrance, and a parking lot with cars.

A modern breakfast bar with a variety of food options, including a juice bar and coffee machines.

7. Best Western Monticello

Monticello

Sonia

$114 nightly

$128 total

Oct 7 - Oct 8

Total with taxes and fees

A wooden cabin with a kitchen and a bed, surrounded by trees.

A bedroom with a wooden headboard, a window with a view of green foliage, a bed with white linens, and a tray with breakfast items.

A small cabin with a door and windows, surrounded by trees and a picnic table.

A person sitting on a wooden floor inside a cabin, holding playing cards.

8. Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy

Roscoe

Leandro

$169 nightly

$186 total

Oct 1 - Oct 2

Total with taxes and fees

A motel with a covered porch, outdoor seating, and flower planters.

A hotel reception desk with a desktop computer, a window with a view of the outside, and various informational brochures.

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.

9. Upper Delaware Inn

Hancock

John

$119 nightly

$131 total

Oct 6 - Oct 7

Total with taxes and fees

A hotel room with a bed, a dresser, a mirror, and a television.

A row of purple skincare products including shampoo, conditioner, body wash, lotion, and a cleansing bar.

A bathroom with a white sink, a mirror, a towel rack, and a shower curtain.

10. Knights Inn Liberty

Liberty

Melissa

$80 nightly

$91 total

Oct 1 - Oct 2

Total with taxes and fees

A covered porch with outdoor seating, surrounded by lush greenery and a stone pathway.

A cozy room with a wood-burning stove, a rocking chair, and a fireplace.

A garden with a gazebo, various flowering plants, and a pathway.

A bedroom with a large bed, a chair, a bedside table, and a wall-mounted lamp.

11. The North Branch Inn

North Branch

Georgia

$391 nightly

$441 total

Oct 18 - Oct 19

Total with taxes and fees

A restaurant interior with wooden floors, ceiling fans, and red cushioned chairs.

A covered outdoor seating area with tables and chairs, a wooden exterior, and a number '4' on the wall.

A mirror reflecting a bed, a bedside lamp, and a vase with red roses on a wooden dresser.

A living room with wooden flooring, a sofa, a chair, a coffee table, and a television.

12. Blue Hill Lodge

Claryville

Cynthia

$120 nightly

$134 total

Oct 4 - Oct 5

Total with taxes and fees

A hotel lobby with a reception desk, seating area, and a large window.

A motel with a central building and a covered parking area.

A bathroom with a sink, toilet, and bathtub.

A lobby with a sofa, two armchairs, a coffee table, a fireplace, a television, and a clock on the wall.

13. The Sullivan Inn

Monticello

Edward

$109 nightly

$123 total

Oct 1 - Oct 2

Total with taxes and fees

A covered outdoor area with a wooden deck and a view of a green landscape.

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.

A breakfast plate with scrambled eggs, bacon, and potatoes.

14. Inn at Tyler Hill

Tyler Hill

Lynne Ruth

$203 nightly

$221 total

Oct 1 - Oct 2

Total with taxes and fees

A cozy living room with a fireplace, bookshelves, and comfortable seating.

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.

15. The Yarra

Roscoe

Danielle

$207 nightly

$234 total

Oct 4 - Oct 5

Total with taxes and fees

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 grand staircase with ornate railings and a chandelier at the top.

A water park with a water play structure and people enjoying the water.

A hotel reception area with a wooden reception desk, multiple computer monitors, and a large chandelier.

16. Villa Roma Resort and Conference Center

Callicoon

DIANE

$205 nightly

$231 total

Oct 4 - Oct 5

Total with taxes and fees

An indoor swimming pool with a central column, tiled floor, and a skylight above.

A reception area with a wooden reception desk, a chandelier, and a sign that reads "AWANA SPA & WELLNESS".

An outdoor seating area with red chairs and tables, a fire pit, and a bar visible through the window.

An outdoor bar area with a stainless steel counter, bar stools, and a variety of bottles.

17. The Alder at Resorts World Catskills

Monticello

John

$172 nightly

$194 total

Oct 1 - Oct 2

Total with taxes and fees

A lakeside walkway with a wooden deck, surrounded by trees and a building with illuminated windows.

A modern living room with a stone fireplace, wicker furniture, and a flat-screen TV mounted on the wall.

A modern building with a wooden walkway leading to a covered entrance.

A restaurant with a long dining table, multiple chairs, and a high ceiling with hanging lights.

18. The Bradstan Boutique Hotel

Eldred

Susan

$364 nightly

$411 total

Oct 28 - Oct 29

Total with taxes and fees

A hotel room with two beds, a desk, a chair, a lamp, and artwork on the walls.

A hotel room with a desk, chair, television, and a minibar.

A hotel room with a large bed, a separate bathroom with a bathtub, a desk, and a nightstand.

A bathroom with a white sink, two faucets, a mirror, and a toilet.

19. Super 8 by Wyndham Monticello NY

Monticello

John

$80 nightly

$90 total

Oct 4 - Oct 5

Total with taxes and fees

A cozy indoor seating area with wooden beams, string lights, and potted plants.

A wooden building with a sign reading "The Arnold" and a garden with daffodils.

A cozy log cabin interior with a fireplace, leather furniture, and large windows offering views of the outdoors.

A cozy log cabin interior with a central seating area, wooden walls, and large windows.

20. The Arnold House

Livingston Manor

Greg

$420 nightly

$475 total

Oct 8 - Oct 9

Total with taxes and fees

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Learn more about Callicoon Center

This tiny hamlet offers peaceful countryside escapes with hiking trails and the charming Stone Arch Bridge Historical Park. Visit the Callicoon Farmers' Market on Sundays or explore nearby Bethel Woods Center for the Arts, site of the original Woodstock festival.

See all hotels in Callicoon Center

Top Callicoon Center Hotel Reviews

Days Inn by Wyndham Liberty/Monticello

8/10 Good

"I only stayed for one night but everything was fine. A good place to stay for the price."

The Kartrite Resort & Indoor Waterpark

10/10 Excellent

"The breakfast options weren’t that good and the boiled eggs were super cold as if they’d been done days prior. Also the water park was very cold the water was cold my baby was shivering"

Inn at Tyler Hill

10/10 Excellent

"Loved the loft bedroom! Bed was super comfortable! We enjoyed the breakfast and conversation with the owner who gave us great information about the area. Would definitely stay here again!"

Upper Delaware Inn

10/10 Excellent

"Easy to check in & very pleasant staff & environment."

Hampton Inn Monticello

10/10 Excellent

"It was great"

Cozy Farm Private Artistic Eclectic Cabin - 183 beautiful acres

10/10 Excellent

"beautiful house great host no problems"