Shower? Check. Clothes that aren’t meant for working out? Check. Babysitter? Check. “Where do you want to go?” “I don’t care. Where do you want to go?” Sound familiar? We feel pretty lucky to live in Westchester County, where there are tons of options for awesome date nights. But honestly, sometimes the sheer number of places to go and things to do can be overwhelming. Often, we end up sticking to the same old places. We decided to branch out, and compiled a list of the best, coolest, most fun and unique places in Westchester County for a date night (or a girls’ night out!). To check out more date night ideas click here.
Located in Ossining’s luxurious Harbor Square, adjacent to the Metro North Station and the NY Waterway Terminal, 3 Westerly Bar and Grill is a nautical-themed gastropub housed within a distinctive free-standing lighthouse that features a variety of indoor/outdoor dining options—all of which offer stunning views of the scenic Hudson River waterfront.
This is a place to enjoy three of life’s finest pleasures: great food, great wine, and great live music. They feature an outstanding and diverse line-up of live music Thursday thru Sunday nights.
Bistro, Seafood, American, Contemporary Cuisine. There’s something for everyone at Bistro 146, and this Pleasantville hot spot knows just how to bring diners of all appetites together.
“Anchored at the most scenic spot on the Hudson River, the Boathouse restaurant is quaint, casual and welcoming.” Delicious family friendly dining, with a sophisticated and fun bar crowd too!
This independently brewed craft beer bar has 12 beers on tap inside, plus an outdoor bar in their beer garden. They host tours, private parties, and special events.
The award winning Executive Chef Jose Leon creates imaginative menus showcasing a truly delicious selection that features the best steaks, sandwiches, seafood, and finest salads.
When you dine with Division Street Grill on Friday and Saturday evenings, you’ll enjoy live jazz entertainment in thier New York style setting. They feature local and regional trios, duets and musicians that will entertain and lift your spirits as you enjoy a cocktail at the bar or while enjoying one of the best dining experiences in the Hudson Valley.
This graceful, timeless, classic American restaurant defines the steakhouse genre, with its adherence to only purchasing the finest products available at the daily markets; hand selected prime beef, veal, and lamb. Hard shelled lobsters from 2–10 pounds, colossal lump crabmeat and fish are delivered daily to the restaurant.
Located on the Hudson River waterfront, Half Moon guests can enjoy steaks, a raw bar, and fresh Montauk seafood with a view, sipping a specialty cocktail at thier outside bar, or even attending a special private event.
Harper’s Bar and Restaurant is a timeless and cozy imagining of the classic American tavern. The freshest, locally sourced ingredients and a warm, one-of-a-kind interior design combine to bring a great new culinary experience to the river town of Dobbs Ferry.
A casually elegant restaurant ensconced in the picturesque town of Pound Ridge. Chef Jean‑Georges cultivates a truly seasonal, farm-to-table cuisine, with ingredients sourced from the Hudson Valley and New England, whenever possible.
Open for lunch and dinner, MP Taverna’s accessible, Greek-inspired menu brings Psilakis’ Greek fare into the American culinary lexicon and is another step towards the chef’s goal of putting Greek cuisine on the culinary main stage.
In a quaint converted railroad car, the Ocean House is perfect for couples to get cozy and enjoy oysters from different regions and seafood. They recently began serving wine and beer after years of being a Bring Your Own Bottle restaurant to add to the convenience of a perfect couples’ night out.
Enjoy a bit of the Mediterranean in this comfortable, casual, relaxed atmosphere with savory vegetarian fare and a nice glass of wine or beer. The food is made to savor—thoughtfully sourced, cooked with care, and created to delight.
Nestled steps from the Hudson River in Beautiful Nyack, Sixty5 on Main Delivers gourmet cuisine, live music on the weekends and space for private events.
Tagine has an urban French bistro feel with a menu to suit traditionalists and the adventurous. The menu is a collection of classics, such as steak frites and salade nicoise, as well as Moroccan options.
X2O’s main dining salon’s 25 foot vaulted ceiling and three walls of glass frame offers views of the George Washington and Tappan Zee Bridges, as well as sunsets over the Palisades. Guests encounter dishes incorporating classic French technique with Italian and Spanish influences, and Asian embellishments which create a wholly original cuisine unique to the Hudson Valley.
All of their chocolate is made fresh on the premises using all natural premium chocolate. They have delicious homemade ice cream creations, made from top quality ice cream with the most delicious toppings you can imagine, along with hot chocolate, and coffee.
Grandma’s Pies’ exclusive in-house bakery provides freshly prepared desserts and 30 varieties of homemade fruit and cream pies daily. All-time customer favorites include Chocolate Cream, Banana Cream, and Apple.
All of the goodies are made on-site and in small batches, so you’re always guaranteed the freshest, most savory and best quality products! Lighthouse ice cream is made with great care with farm fresh, organic dairy from Battenkill Creamery and their coffee is of the finest quality.
Their ice creams are freshly-made using only high-quality, local ingredients, including cream and milk delivered from Hudson Valley dairies. They never use gums, artificial colors, flavors, or sweeteners. The results are undeniably delicious.
Where will you be going on your next date night?
Be sure to read all the posts in our Date Night Guide series by clicking here.
Long overdue thank you for the mention!
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