Dottie's Diner
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Known for: Hand-made diner donuts (plain, cinnamon sugar, chocolate, cream-filled) alongside classic diner meals
787 Main St S
Woodbury, CT 06798
Monday: 7:00 AM – 3:00 PM; Tuesday: 7:00 AM – 3:00 PM; Wednesday: 7:00 AM – 3:00 PM; Thursday: 7:00 AM – 3:00 PM; Friday: 7:00 AM – 3:00 PM; Saturday: 7:00 AM – 3:00 PM; Sunday: 7:00 AM – 3:00 PM
The building opened as Phillips Diner in 1934. Dorothy 'Dottie' Sperry bought it in 2006, renamed it Dottie's Diner, gave it a 1950s flair and made her award-winning donut recipe the signature draw.
Open since 2006
Owned by Dorothy Sperry since 2006 (Litchfield Magazine, own site).
Last checked 9/25/2026