The Best Date Restaurants in the Upper Delaware

The ubiquitous date night. At once comforting, and stressful. Where to go? What to do? A night out at your favorite restaurant is always a good idea. But maybe you want to try something new, something different. Are you looking for a spot to cozy up and stare into each other’s eyes across a candle-lit table? Or maybe a modern space with inventive dishes? Here are our picks for the best date-worthy restaurants in the Upper Delaware.

The Heron
40 Main Street, Narrowsburg, NY (845) 252-3333
Best for: The scene.
See and be seen at The Heron and chow down on fried chicken and buttermilk biscuits. This intimate space offers a romantic night out with candles and a glamorous copper-top bar. The southern influenced menu dreamt up by CIA-trained chef Paul Nanni uses local ingredients; and his partner and manager Marla Pucetti will stop by your table for a friendly chat.

Bernie’s Holiday
277 Rock Hill Drive, Rock Hill, NY (845) 796-3333
Best for: The old school vibe.
Indulge in a classic date night at this American steak and seafood house. The restaurant has been around since the 1960’s, recalling the golden age of the Borscht Belt resorts.

unspecified-3Dyberry Forks, Honesdale, PA (Photo: Lawrence Braun)

Dyberry Forks
939 Main Street, Honesdale, PA (570) 253-2266
Best for: The curated menu.
Sometimes we are inundated with so many choices that the very experience of choosing becomes an ordeal. The small yet highly curated menu at Dyberry Forks solves this problem and offers up farm-to-fork selections, and always with a fish or veggie option for those picky eaters. Designed by Samuelle Greene of Basin & Main, it’s also one of the chicest restaurants in the area.

North Branch Inn 
869 North Branch Road, North Branch, NY (845) 482-2339
Best for: The bowling alley.
The restaurant nestled within the North Branch Inn brings some of the best food to Sullivan County. The menu is truly local–all ingredients are sourced from New York State, even the flour. If your date lingers into the night, definitely go for a round of bowling.

Delmonico Room, Milford, PA (Photo: Matt Novak)

Delmonico Room
401 Broad Street, Milford, PA (570) 409-1212
Best for: The upscale vibe.
The elegant Delmonico Room at the Hotel Fauchere (part of the Relais & Châteaux–considered the world’s most prestigious hotel group) is named after Louis Fauchere’s former employer, the Delmonico brothers, who owned the Delmonico’s in New York City. Menus from European restaurants from the 1920’s are on full display, which will surely spark an interesting conversation with your date. 

6 Old County Road, Cochecton, NY (845) 252-3008
Best for: The trout.
Norwegian chef Henning Nordanger divides his menu between “fish” and “not fish,” which will surely elicit a chuckle from your date. The spacious dining room, overseen by Henning’s wife Karen, is the ideal spot for long conversations over plates piled high with fresh vegetables from area farms.

Matthew’s On Main, Callicoon, NY (Photo: Matt Novak)

Matthew’s On Main 
19 Lower Main Street, Callicoon, NY (845) 887-5636
Best for: The comfort food.
Chef Matthew Lanes highlights the area’s local produce. In fact, the Callicoon Farmers’ Market is just across the street. This lively restaurant, beloved by both locals and city visitors alike, is a casual yet classy date spot. Take comfort in a burger (share your fries!) or one of the weekly specials, which are often ethnic influenced.

Local Table & Tap
3 Horseshoe Lake Road, Kauneonga Lake, NY 12747 (845) 583-3020
Best for: The view.
This is one of the best places on Kauneonga Lake’s restaurant row (called The Hamptons of the Catskills). The diverse menu ensures your date will find something they like. And of course, try a beer from New York State (may we recommend Roscoe Beer’s Trout Town Ale).