"If you’d consider your pup to be a cinephile (or a fan of sneaking the occasional popcorn kernel) this cozy drive-in theater is a must-visit. Originally built in 1950, the old-school theater provides ample space to park, sync up your radio, and watch a film under the stars. Pets are allowed in the car or, if on a leash, outside — they only ask to please quiet any barks. The theater is open seven days a week and showtimes can be found here. Where you could win big: Yesterday’s (29 Main Street, Warwick, NY 10990) and Edenville General Store (240 Pine Island Turnpike, Warwick, NY 10990)." - Julia Gómez Kramer