TOWN STUFF:
cute towns within 30min from Pine Plains to check out:
Rhinebeck
Red Hook
Tivoli
Millerton
a little further:
Hudson, NY
Great Barrington, MA
Lakeville, CT
Sharon, CT
RESTAURANTS:
Pine Plains, NY
Storybook Cafe - solid breakfast
Stissing House - upscale fancy Colonial
Champetre - classic French menu
Back Bar Beer Garden / Tower Pizza - American fare
(& the only local 'bar' other than restaurant bars)
Ancram, NY
Ancram Little Store - very good sandwiches
Millerton, NY
Oakhurst Diner - a classic chrome diner
Willa - very good smash burger - etc
Rhinebeck, NY
Pete's Diner - a diner
Le Petit Bistro - good fried oysters - etc
Elizaville, NY
Elizaville Diner - a diner
NATURE STUFF:
Thompson Pond Preserve - a mostly level walk through the woods and around a big pond. you might see an egret or hear an owl - wear bug spray!
Stissing Fire Tower - take a steep climb up Stissing Mountain and then the tower for a stunning 360 panoramic view of the area
Audobon Preserve - a nature walk where you may see lots of birds!