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

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

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

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

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

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 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.

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

A hotel room with two beds, a desk, a chair, and a large painting on the wall.

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

A modern restaurant interior with round tables and booths, pendant lighting, and a view of the street through large windows.

A modern bar area with a central island, bar stools, and overhead lighting.

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

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.

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

A hotel room with two beds, a nightstand with a lamp, a window with a view, and a carpeted floor.

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

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 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.

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

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.

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 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 building with a covered porch, a door labeled "OFFICE," and a well-maintained lawn with a tree and potted plants.

9. Upper Delaware Inn

Hancock

John

$128 nightly

$141 total

Oct 5 - Oct 6

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

A bar area with wooden cabinets, a counter with various bottles, and green chairs.

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

A bathroom with a sink, toilet, and bathtub.

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

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 cozy room with a wooden desk, a cushioned sofa, a flat-screen TV, and a window with curtains.

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 dining area with two wooden tables and black chairs, a round mirror, and a staircase with bookshelves.

A dining area with a wooden table, chairs, and a vase with flowers. There are bookshelves with books and a chandelier.

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 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.

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

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.

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

A spacious dining area with long tables and chairs, high ceilings with exposed beams, and hanging pendant lights.

17. The Alder at Resorts World Catskills

Monticello

John

$172 nightly

$194 total

Oct 1 - Oct 2

Total with taxes and fees

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

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

18. Super 8 by Wyndham Monticello NY

Monticello

John

$80 nightly

$90 total

Oct 4 - Oct 5

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

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

19. The Bradstan Boutique Hotel

Eldred

Susan

$364 nightly

$411 total

Oct 28 - Oct 29

Total with taxes and fees

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

A covered outdoor dining area with wooden tables and benches, large windows, and a view of a garden.

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

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

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"