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- Naumkeag Pumpkin ShowOctober 29, 2026 | 9:00 PM5 Prospect Hill Rd, Stockbridge, MA 01262, USA
- Naumkeag Pumpkin ShowOctober 30, 2026 | 9:00 PM5 Prospect Hill Rd, Stockbridge, MA 01262, USA
- Kesicke Fall FestivalOctober 31, 2026 | 2:00 PM229 Middle Rd, Rhinebeck, NY 12572, USA
- Millerton Farmer's MarketOctober 31, 2026 | 2:00 PM6 Dutchess Ave, Millerton, NY 12546, USA
- Weekend Food Trucks at Millbrook WineryOctober 31, 2026 | 4:00 PM26 Wing Rd, Millbrook, NY 12545, USA
- Naumkeag Pumpkin ShowOctober 31, 2026 | 9:00 PM5 Prospect Hill Rd, Stockbridge, MA 01262, USA
- Millerton Fire Co - Halloween Night Trick or TreatsOctober 31, 2026 | 9:00 PM24 Century Blvd, Millerton, NY 12546, USA
- Santa Mail Box at Millerton Fire CoNovember 1, 2026 | 2:00 PM24 Century Blvd, Millerton, NY 12546, USA
- Kesicke Fall FestivalNovember 1, 2026 | 3:00 PM229 Middle Rd, Rhinebeck, NY 12572, USA
- Millerton Farmer's MarketNovember 7, 2026 | 3:00 PM6 Dutchess Ave, Millerton, NY 12546, USA
- FREE EVENT - Fall Celebration and Pumpkin SmashingNovember 7, 2026 | 7:00 PM5833 S Elm Ave, Millerton, NY 12546, USA
- Writers & Readers Series: Rose KnoxNovember 8, 2026 | 8:00 PM2950 W Church St, Pine Plains, NY 12567, USA
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