Cheshire County Fairs & Festivals 2026
7 events across 3 towns in Cheshire County, New Hampshire.
FreeCulturalFamily
Keene Pride
Sunday Pride festival in downtown Keene, noon to 6 pm.
Sun, Sep 20Keene
FreeFood FestivalFamily
Winchester Pickle Festival
28th annual pickle-themed street festival in Winchester, 10 am to 4 pm.
Sat, Sep 26Winchester
FreeSeasonalFamilyFood Festival
Keene Pumpkin Festival
Community pumpkin festival in downtown Keene, distinct from the Laconia event.
Sat, Oct 17Keene