In the 1955 Disney Classic Lady and the Tramp, the titular pooches enjoy a romantic Italian dinner in a back alley set to the achingly lovely tune “Bella Notte.” The iconic scene, of course, culminates in the dogs inadvertently grabbing the same string of spaghetti and kissing. As Valentine’s Day approaches, couples are no doubt planning their own Lady and the Tramp moment—but since this is the East End, there’s no need for a makeshift Italian restaurant in a back alley. Check out the 2019 Best of the Best winners for Restaurant Atmosphere, on both forks. Always call ahead, as some restaurants may be closed for the season.
Scarpetta Beach at Gurney’s Montauk Resort & Seawater Spa
290 Old Country Road, Montauk
1770 House Restaurant & Inn
143 Main Street, East Hampton
Jamesport Manor Inn
370 Manor Lane, Aquebogue
300 Main Street, Greenport
Ram’s Head Inn
108 South Ram’s Head Drive, Shelter Island Heights
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