pop. 3,036—62.7 per sq. mile
Located along the banks of the Delaware to the west, Callicoon boasts to be the dining capital of the county.
There are a half a dozen eateries along Main Street, including Matthew's on Main which has a great outside deck, 1906 Restaurant for steaks and chops, Landers Café which looks out over the river, and has more casual/diner fare, and Peppino's Pizza for a good all around Italian meal.
There is also a great wine store with a rotating selection of unique wines all for under thirty bucks. He also sells some great cheeses.
This tiny hamlet also has the only movie theatre in Sullivan County. It is a cavernous building built in 1940 which evokes instant cinematic nostalgia when you walk through the door. Catching a summer move here is a must. Callicoon theatre.
There have been some notable openings for the summer of 2013. The Callicoon Brewery opened in the old firehouse building. They offer a selection of different home brews, and the menu is very corned beef served with fries. The ambience can't be beat. Highly recommended for a place to grab a bite and a pint.
Callicoon Creek Park holds events throughout the summer including a Sunday farmers market all summer long, and various blanket-on-the-grass concerts including the must see Barbeque Bob and the Spareribs. Other events include a tractor parade, a street fair, and a canoe regatta. There is also a great antique shop, a flea market, and a little library that smells exactly like it should. (Something that Apple will never be able to duplicate.)
Once a town that relied heavily on the railroad that bisects it, Callicoon still has that "last stop" town feel to it. Actor Mark Ruffalo has a home in this town, and a few other celebs have chosen to low key it here, including Debra Winger and JayLo.
Homes in this area are pretty diverse. Along River Road to the north, the houses look out over the Delaware. Around town there is open farmland, where you can get a farmhouse on some acreage, and there is also heavily wooded areas, where you can get a little getaway secluded amongst the trees.
For those interested in the history of the name, it comes from the Dutch "Kolinkoonkill" meaning Wild Turkey Creek.
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Below is a neat little video of a bikers eye view on a fall day through Callicoon.