Callicoon Cottages

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

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Our top choices for Callicoon cottages

A small cabin with a red roof, surrounded by dense greenery and a pond.

1. Roscoe Cottage Pet Friendly

Roscoe

Darwin

includes taxes & fees

29 Sept - 30 Sept

A wooden deck with a glass table and chairs, surrounded by lush greenery and trees.

2. Cozy Cottage with Woodstock Scavenger Hunt

Mongaup Valley

Erin

includes taxes & fees

2 Oct - 3 Oct

A wooden deck with a grill and a gas canister, overlooking a river and forested area.

3. Charming 120-year-old farmhouse by the creek

Hancock

Paul C.

includes taxes & fees

27 Sept - 28 Sept

4. Cozy Cottage w/ Hot Tub! — Family Friendly

Mongaup Valley

yisroel k.

includes taxes & fees

20 Oct - 21 Oct

A covered patio with wicker furniture, a fire pit, and a view of a grassy area.

5. Lakefront | Sport Courts | HotTub | GameRoom

Highland Lake

Phillip C.

includes taxes & fees

4 Oct - 5 Oct

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Top Callicoon Hotel Reviews

Upper Delaware Inn

8/10 Good

"The room was great very well cleaned, beds were comfortable, could offer more amenities than what was provided. I had a handicapped room and the giant step up was difficult for me and my bad hip."

Ledges Hotel

8/10 Good

"Overall, our three night stay at the Ledges was excellent. My ONLY reason for giving it a 4 instead of 5 rating was the fact that the room itself was quite small, with no dresser for clothes, etc. However, the hotel itself with the restaurant and outdoor decks overlooking the waterfalls was very nice. Also the daily activities (wine tasting, s'mores, etc.) that were included with the other two sister properties (Silver Birches and Settlers Inn) made it a very enjoyable stay. Staff at all three properties were very friendly and helpful. And there are plenty of outdoor hiking and other activities in the area, such that our hotel room was really just for sleeping. If I could have rated it a 4.8 I would have. Recommend visiting Three Hammers Winery nearby."

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"

YO1 Longevity & Health Resorts, Catskills

8/10 Good

"We tried to drop off our luggage (not check in) before going out to play golf, but they wanted to charge us $75 to leave our bags. Also, the outdoor spaces were okay, but there were massive amounts of bird droppings in some outdoor areas. Other than those complaints, we had a great time."

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