Passionate About the Westchester County Area
and the Moms Who Live Here

Date Nights: The Best Places to Go in and around Westchester

Date nights: the best places to go in and around Westchester

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, 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 for a date night (or a girls’ night out!).


This guide is brought to you by our Westchester area date night sponsors. For more information about the location, please contact the sponsor directly. Want to join the list? Email us at [email protected]

Table 9

Table 9 is an American Style Restaurant located in the Annsville Circle of Cortlandt Manor NY. Formerly known as At the Reef, we did a complete renovation and overhaul of the property in 2012. The end result is a relaxing and comfortable atmosphere that combines contemporary styling with an art deco throwback. The items on our menu range from comfort food to healthy choices. We are a great choice for even the pickiest of eaters.

Whether you are looking for a great place to take your family to eat after an active day exploring the Hudson Valley, or a place to meet with coworkers and clients after work for a drink, Table 9 is the place to go. Our weekly specials make going out to eat in Westchester County fun again! Call 914.737.4959 to make your reservation today, or just stop by!

Rt.9 @ Annsville Circle
Cortlandt Manor, NY


Sixty5 on Main

Eat.  Listen. Enjoy.

Nestled steps from the Hudson River in beautiful Nyack, Sixty5 on Main delivers gourmet cuisine, live music, and space for events and weddings. 

Nyack’s most exciting new entertainment venue, restaurant, and lounge, Sixty 5 On Main will feature well known and local Jazz and Blues bands. The restaurant has three dining areas- the “Library”, the “Cave”, and the main dining room and lounge.


65 Main Street
Nyack, NY


Penny Lick Ice Cream Company

Looking for that perfect place to finish off your date night with a delicious, sweet treat? Penny Lick Ice Cream Company is that spot!

Our ice creams are freshly-made in small batches using only high-quality, local ingredients, including cream and milk delivered from Hudson Valley dairies. We never use gums, artificial colors, flavors, or sweeteners.

The results are undeniably delicious. 

580 Warburton Avenue
Hastings-on-Hudson, NY


Westchester County and the Hudson Valley provide some of the finest, most unique, and flat out best dining opportunities around. These choices are sure to satisfy your inner foodie!

251 Lex, Mount Kisco

Alamo Drafthouse, Yonkers

The Barley House, Thornwood

Benjamin Steakhouse, Hartsdale

Blue Hill at Stone Barns, Pocantico Hills

Brazen Fox, White Plains

Crabtree’s Kittle House, Chappaqua

Equus Restaurant at Castle on the Hudson, Tarrytown

Fig & Olive, Scarsdale

The Gnarly Vine Wine Bar, New Rochelle

Haiku Asian Bistro & Sushi Bar, Bronxville

Half Moon, Dobbs Ferry

Harpers, Dobbs Ferry

Harvest on Hudson, Hastings-on-Hudson

The Hudson Room, Peekskill

Fortina, Armonk and Rye Brook

La Crémaillère, Bedford

The Melting Pot, White Plains

One Twenty One, North Salem

Peter Pratt’s Inn, Yorktown

Polpettina, Eastchester and Larchmont

Pour, Mount Kisco

Red Hat on the River, Irvington

Saint George Bistro, Hastings

Saltaire, Port Chester

Sur La Table Cooking Classes, White Plains and Yonkers

Sushi Mike’s Japanese Restaurant, Dobbs Ferry

Sweet Grass Grill, Tarrytown

Village Social, Mount Kisco

The Winery at St. George, Mohegan Lake

Winston, Mount Kisco

X20, Yonkers

Who says date night has to mean dinner and a movie? If you’re the active type, there are lots of ways to enjoy a night out together in Westchester County. There are several beautiful county and local parks, as well as ample opportunities to hike, walk, or bike through trails. If you’re looking for something else, try one of these:

Back Nine, Cortlandt Manor

Brookside Mini Golf, Yonkers

Bowlmor, White Plains

The Cliffs at Valhalla, Valhalla

Escape Scarsdale, Scarsdale

Executive Billiard, White Plains

Gran Prix New York, Mount Kisco

Hudson River Expeditions, Peekskill

Hudson Valley Renegades, Wappingers Falls

iFLY Indoor Skydiving, Yonkers

Lucky Strike, West Nyack

New Roc City, New Rochelle

Rockland Boulders, Pomona

Rye Playland, Rye

Saxon Woods Mini Golf, White Plains

Sportime USA, Elmsford

Westchester Circus Arts, Tarrytown

Westchester Knicks, White Plains

Westchester Table Tennis, Pleasantville

Yorktown Golf & Baseball Center, Yorktown


Whether you’re looking to create a masterpiece of your own, or check out someone else’s, Westchester is full of places for an artsy night out. Unleash your creative side with these unique date ideas!

A Maze in Pottery, Briarcliff Manor

Hammond Museum & Japanese Stroll Garden, North Salem

Hudson River Museum, Yonkers

Hudson Valley Center for Contemporary Art, Peekskill

Katonah Museum of Art, Katonah

Muse Paintbar, White Plains and Yonkers

Neuberger Museum of Art, Purchase

Westchester Putnam Pottery, Mahopac



Whether you prefer a good ol’ movie date, a night at the theater, or a raucous night of comedy, you’re in luck! Westchester and the Hudson Valley are full of options that will make for an enjoyable day or night out!

Alamo Drafthouse, Yonkers

AMC Lowes, Port Chester

AMC Palisades Center 21, West Nyack

ARC Stages, Pleasantville

Bow Tie Cinemas, Mount Kisco

Capitol Theatre, Port Chester

City Center 15: Cinema de Lux, White Plains

Croton Academy of Arts, Croton

Cross County Multiplex, Yonkers

Emelin Theatre, Mamaroneck

Empire City Casino, Yonkers

Greenburgh Multiplex Cinemas, Elmsford

Jacob Burns Film Center, Pleasantville

Levity Live, West Nyack

Paramount Theater, Peekskill

Pelham Picture House, Pelham

Regal Cinemas, Cortlandt Manor

Regal New Roc Stadium 18 IMAX, New Rochelle

Showcase Cinema de Lux Ridge Hill, Yonkers

Tarrytown Music Hall, Tarrytown

Westchester Broadway Theatre, Elmsford

Westchester Sandbox Theatre, Mamaroneck



Our area is full of rich history and gorgeous historical places. Try a different kind of date, and brush up on your local history!

Boscobel House and Gardens, Garrison

Horace Greely House, Chappaqua

Kykuit: The Rockefeller Estate, Sleepy Hollow

Philipsburg Manor, Sleepy Hollow

Van Cortlandt Manor, Croton-on-Hudson

Washington Irving’s Sunnyside, Tarrytown

West Point, West Point

What could be more fun than beer, wings, and a friendly trivia competition? You’ll be grateful you allotted so much precious space in your brain for random facts!

Black Bear Saloon, White Plains

Captain Lawrence Brewing Company, Elmsford

Growlers Beer Bistro, Tuckahoe

Molly  Spillane’s, Mamaroneck

O’Connor’s Public House, Mount Kisco and White Plains

Peekskill Coffee House, Peekskill

Ron Blacks, White Plains

Sometimes, a few hours just isn’t enough. If you’re looking for a longer getaway, all of these options are an easy drive from Westchester.

Bear Mountain Inn and Spa, Tomkins Cove, NY

Buttermilk Falls Inn and Spa, Milton, NY

Foxwoods Resort Casino, Mashantucket, CT

Mohegan Sun, Uncasville, CT

Mohonk Mountain House, New Paltz, NY

Mount Airy Casino Resort, Mount Pocono, PA

Norwich Inn and Spa, Norwich, CT

Shinn Estate Vineyards & Farmhouse, Mattituck, NY

Winivan Farm, Morris, CT



If you just want to stay home and enjoy each other’s company, click here for our list of date night ideas you can do right from your couch!

Want to be a part of our 2017 Date Night in and Around Westchester Guide?

We want to show our readers all the great date night options right here in the Westchester County area.  Join us and help enrich the lives of Westchester area moms!