Grab a Drink at These Rooftop Bars and Eateries Around Westchester

Spend the warmer months eating outdoors and enjoying amazing views.

Adobe Stock / Kristina Blokhin

Embrace summer vibes and sunshine by dining outdoors with great food and amazing views at these Westchester-area restaurants.

It’s warm-weather season in Westchester County! That means beautiful nights and even more beautiful views throughout the region. These rooftop bars and restaurants in Westchester and just north in the Hudson Valley are the perfect places to soak it all in with a drink or a meal while the weather is ideal.

freebird kitchen & bar

161 Mamaroneck Ave, White Plains; 914.607.2476

Kick back with a frozen cocktail at this 100-person rooftop, complete with a full bar, Southern specialties (like Nashville hot chicken), plenty of seating, and lofty views of Mamaroneck Ave. Ideal for both kicking off your evening or a full night, freebird is always a good time, even if you’re not a Skynard fan.

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Open Tuesday through Thursday 4-10 p.m., Friday 2-10 p.m., Saturday 11 a.m. – 10 p.m., Sunday 11 a.m. – 9 p.m. 

Maggie Spillane’s

571 Gramatan Ave, Mt. Vernon; 914.699.8900

If you are looking for a place to celebrate, Maggie Spillane’s Rooftop Garden might be your next go-to. With two full bars, table service, a dozen flat-screen TVs, and live entertainment, you’ll have a blast at one of the larger rooftop gardens in Westchester. There’s even a special rooftop menu featuring Maggie Spillane’s beloved Irish-American pub grub, like salads, stew, burgers, and wraps. Don’t forget about happy hour, hosted from 11 a.m. to 6 p.m. Monday through Friday on the rooftop. Whether you are looking for a quick drink and some fresh air, dinner with the family, or a party for everyone, Maggie Spillane’s rooftop is the place to go.

Open Monday through Thursday 11 a.m. – 2 a.m., Friday through Sunday 11 a.m. – 4 a.m.; delivery available for dinner, 5-10 p.m.

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Red Hat on the River

One Bridge St, Irvington-on-Hudson; 914.591.5888

This French-American bistro sits right on the waterfront in Irvington, where every seat offers a beautiful view of the Hudson River. You would never know this spot started out as a humble bistro with its bustling atmosphere. While the menu consists of French classics, there are many more cultural dishes to tempt your taste buds. The evolved menu offers some Italian, Spanish, and American regional cuisine influences for a little more flair and flavor. Red Hat on the River is all about local using New York State purveyors, the local farmers’ market, and meat, poultry, and fish that are organic, wild, or sustainably raised. With updated menus in the spring, winter, summer, and fall, it ensures that diners always have something new to try.

Open Monday 4-8 p.m., Wednesday and Thursday 12-3 p.m. and 4-8:30 p.m., Friday 12-3 p.m. and 4-9:30 p.m., Saturday 3:30-9:30 p.m., and Sunday 11:30 a.m. – 2:30 p.m. and 4:30-8:30 p.m.

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Zulu Time Rooftop Bar

674 Thayer Rd, West Point; 845-446-4731

Sit back and relax with a beverage in hand at the Zulu Time Rooftop Bar and Lounge at The Thayer Hotel at West Point. With views of the Hudson River and the United States Military Academy, you’ll be sipping and dining in style from April to November. Enjoy weekly specials and devour a gourmet meal with an exquisite view right before your eyes at Zulu Time.

Open Wednesday through Sunday 4-11 p.m. (Friday and Saturday last call is 2 a.m.)

Hudson Anchor

222 Beekman Ave, Sleepy Hollow; 914-600-8123

Enjoy seafood in style at Hudson Anchor in Sleepy Hollow, where the views of the Hudson are almost as good as the paella and lobster ravioli.

Open Sunday through Thursday 4-9 p.m., Friday and Saturday 3-10 p.m., and Saturday and Sunday 12-3 p.m. for brunch

Related: 6 Must-Try Bottomless Brunch Spots in Westchester

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