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| Osceola Park |
| Pittsfield, Massachusetts |
| Status: |
Lost/Defunct
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| First Season: | 1950s |
| Last Season: | 2010s |
| Vertical Drop: | 100 feet |
| Standing Lifts: | Surface lift |
| Past Lifts: | |
| Left: The Osceola Park slope |
| Recent NewEnglandSkiIndustry.com News:
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Located southwest of downtown Pittsfield, Osceola Park was a small, city run ski slope.
The Osceola Park slope |
Osceola Park ski area dates back to at least the 1960s, when the Osceola Playground slope was advertised has having free rope tow served skiing. The park is located on Osceola Street in Pittsfield, just off US Route 20.
Though there were some interruptions over the years due to lack of snow and issues with the tow, the ski area was able to continue to operate for over half a century.
Overall, the ski area consisted of the one tow, serving one small slope. With no snowmaking and a southern exposure, the area was dependent upon natural snowfall.
The rope tow likely ceased operating after the 2017-18 season due to "operational and maintenance challenges." The slope is still a popular sledding area.
NewEnglandSkiIndustry.com News
Visitor Memories
External Links
Osceola Playground - New England Lost Ski Areas Project
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Last updated: February 26, 2026
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