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

Find Hotels with Free Parking in Callicoon, NY

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Callicoon Hotels with Free Parking

Tonight
Sep 22 - Sep 23
Tomorrow
Sep 23 - Sep 24
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

Our top choices for Callicoon hotels with parking

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 hotel lobby with round tables, cushioned chairs, a large pillar, and a projection screen displaying a movie.
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
United States
DIANE
NT$4,746
NT$5,997 total
includes taxes & fees
Oct 5 - Oct 6
Villa Roma Resort and Conference Center
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.

2. Inn at Tyler Hill

Inn at Tyler Hill
Tyler Hill
United States
sandra
NT$5,686
NT$6,198 total
includes taxes & fees
Oct 20 - Oct 21
Inn at Tyler Hill
A forested area with a dirt path.
A compact kitchenette with a microwave, refrigerator, and a small table with a TV and remote controls.
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.

3. Kenoza Lake View Manor

Kenoza Lake View Manor
Jeffersonville
United States
Joann
NT$4,528
NT$5,270 total
includes taxes & fees
Sep 27 - Sep 28
Kenoza Lake View Manor
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.

4. Hampton Inn Monticello

Hampton Inn Monticello
Monticello
United States
Marisa
NT$4,715
NT$5,328 total
includes taxes & fees
Oct 4 - Oct 5
Hampton Inn Monticello
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 interior with a piano, bar area, and seating.

5. The Bradstan Boutique Hotel

The Bradstan Boutique Hotel
Eldred
United States
Susan
NT$11,967
NT$13,999 total
includes taxes & fees
Oct 19 - Oct 20
The Bradstan Boutique Hotel
A modern living room with two sofas, a glass coffee table, and a painting of a horse.
A modern breakfast bar with a variety of food options, including a juice bar and coffee machines.
A hotel with a brick facade, a covered entrance, and a parking lot with cars.
A large indoor swimming pool with a wooden deck and lounge chairs.

6. Best Western Monticello

Best Western Monticello
Monticello
United States
Sonia
NT$3,601
NT$4,069 total
includes taxes & fees
Oct 20 - Oct 21
Best Western Monticello
A traditional living room with a fireplace, a table with candles, a clock, and a chair.
A house with a green roof and a mailbox.
A two-story house with a green awning and a sign advertising a bed and breakfast.
A living room with two leather sofas, a glass coffee table, a lamp, and a floral rug.

7. Wayne on Main

Wayne on Main
Honesdale
United States
Douglas
NT$3,569
NT$3,890 total
includes taxes & fees
Oct 22 - Oct 23
Wayne on Main
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 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.

8. Days Inn by Wyndham Liberty/Monticello

Days Inn by Wyndham Liberty/Monticello
Liberty
United States
Eduardo
NT$3,155
NT$3,565 total
includes taxes & fees
Oct 21 - Oct 22
Days Inn by Wyndham Liberty/Monticello
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 bedroom with a large bed, a chair, a bedside table, and a wall-mounted lamp.

9. The North Branch Inn

The North Branch Inn
North Branch
Canada
Georgia
NT$9,678
NT$12,784 total
includes taxes & fees
Oct 22 - Oct 23
The North Branch Inn
A rustic cabin with a stone foundation, surrounded by a well-maintained lawn and a variety of trees.
A rustic wooden interior with leather sofas, a round wooden coffee table, and a large window offering a view of a field.
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.

10. Roscoe Mountain Club

Roscoe Mountain Club
Roscoe
United States
Daniel
NT$3,069
NT$3,468 total
includes taxes & fees
Oct 20 - Oct 21
Roscoe Mountain Club
View all properties

Top Callicoon Hotel Reviews

Super 8 by Wyndham Monticello NY

Super 8 by Wyndham Monticello NY

8/10 Good
"I stayed 2 nights. The room was clean, quiet and comfortable. The staff was cordial, knowledgeable and flexible. I would stay here again when passing through. The tv and refrigerator worked well. It would be better if they had an ice machine on the premises and a coffee maker in room, neither of which they had. Air conditioner worked but takes a little figuring out how to use. Better than your average Super 8"
Edward 1-night trip
Posted 6 days ago
Super 8 by Wyndham Monticello NY
Villa Roma Resort and Conference Center

Villa Roma Resort and Conference Center

8/10 Good
"Bowling alley needs some attention"
Jeffrey 3-night trip
Posted 7 days ago
Villa Roma Resort and Conference Center
Lake Wanoka Resort

Lake Wanoka Resort

10/10 Excellent
"This was our first time staying in a cabin on this property. We found it and staff to be wonderful. We will definitely stay again."
Jenny 2-night trip
Posted 10 days ago
Lake Wanoka Resort

Explore a world of travel with Expedia