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Music & Entertainment

The Stissing Center (Pine Plains)

The Back Beer Garden (seasonal live music, Pine Plains)
Millerton Movie Theater

Upstate Films (Rhinebeck)

Mahaiwe Performing Arts Center (Great Barrington, MA)
Bardavon+UPAC(Ulster County Performing Arts-Kingston/Poughkeepsie)

Colony (Woodstock, NY)

Daryl's House (Pawling)

The Chance (Poughkeepsie)

Some restaurant recommendations within a half-hour radius of the farm:
Rhinebeck 
25-30 minutes from the farm but with SO MANY wonderful restaurants:
Cinnamon - special and unique dishes from various regions
Aroi Thai 
Terrapin - eclectic American
Gigi Trattoria
Market St
The Tasting Room
Le Petit Bistro
Gaby's (Mexican)

Pizza Posto wood-fired artisan pizza 

Millerton 12-15 minutes from the farm (last town before the Connecticut border)
52 Main Tapas and creative dishes
Four Brother Pizza - family-friendly, small local chain, Greek-style pizza, and more 
Irving Farm - cafe
The Millerton Inn
Oakhurst Diner - popular diner with non-traditional diner food

Harney & Sons Tea tea shop and tea bar (delicious scones)
Golden Wok Not great but not bad and one of very few Chinese options in the area

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