NY
Chester
Sip, Swirl, and Discover Chester's Finest Pours.
Explore restaurant wine lists across Chester, New York.
RagingWine has reviewed 2 restaurant wine lists in Chester, NY. RagingWine’s standouts include Brushmill by the Waterfall and The Supper Room at Glenmere Mansion.
By the numbers, RagingWine has reviewed 2 restaurant wine lists in Chester, NY across 1 neighborhood. RagingWine gave 2 of them a top-two Vibe-Check rating — 2 earned The Wild Card. RagingWine also found 1 Chester restaurant that run a half-price wine night.
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Reviews
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Ragers
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Neighborhoods
What are the best restaurant wine lists in Chester?
Brushmill by the Waterfall
Chester · Chester · American, Seasonal
Brushmill by the Waterfall is the rare Connecticut countryside restaurant where the wine list actually justifies the drive. Pricing tilts steep on the showpiece bottles, but Aaron Conley's thoughtful curation and Wednesday's half-price wine night make this a legitimate destination — not just a pretty backdrop.
Solid Range
Steep
Basic Stemmed
Knowledgeable & Friendly
Seasonal Rotation
Proper
The Supper Room at Glenmere Mansion
Chester · Chester · American, Farm to Table
The Supper Room is a destination, not a neighborhood drop-in, and the wine list earns that trip — especially if you lean into Italy or go Pinot instead of chasing the Napa status bottles. Send a friend here for a milestone dinner, not a casual Tuesday.
Solid Range
Steep
Varietal Specific
Willing but Green
Set & Forget
Proper
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