Western Hotel

Western Hotel
Callicoon, a hamlet in Sullivan County, New York, sits on a bluff overlooking the Delaware River at the Pennsylvania border. It is part of the Upper Delaware Scenic and Recreational River area, which is managed by the National Park Service. The Western Hotel, at 22 Upper Main Street, was built as a private mansion in 1852. It’s currently owned by Irene Nickolai and operated as a hotel, bar, and event center. I believe it was designed in Second Empire style.
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Flamingo Motel

Flamingo Motel
Can’t-miss vintage sign for the Flamingo Motel and Suites, 910 Wisconsin Dells Pkwy S. (U.S. Route 12), Wisconsin Dells, Wisconsin. Wisconsin Dells has been a family vacation destination since the nineteenth century. Many motor inns adopted a “populuxe” style to appeal to travelers on a budget, promising comfortable accommodations at an affordable price.

Swan Lake’s Stone Castle

One of five built by Italian-American stone mason Joe Moshini in the 1930s, this tiny stone castle is located at 2669-2673 Briscoe Road in Swan Lake, south of Liberty, New York. It formerly sat in front of the grand Commodore Hotel, which burned in a controlled fire in 1979.

From the 1920s to the 1970s, New York City Jews flocked to Catskill resorts like the Commodore for summer vacations. There were once over 500 resorts and hotels in the area, known as the “Borscht Belt“. The hotel’s garden, and its tiny castle, was reclaimed by nature, but in 2013 a group of volunteers restored it and erected signs relating the history of the site.