Elevate Dinner at These Westchester Restaurants With Rooftop Dining

The height of outdoor dining requires going a few floors up.

Hudson Anchor

Sleepy Hallow

A prime spot for sunset-watching, Hudson Anchor’s rooftop features views of the river and a nautical theme. Enjoy cocktails crafted by the owner and fresh seafood dishes whether you’re enjoying a weekend brunch or an evening summer meal.

freebird kitchen & bar

White Plains

- Advertisement -

Kick back with a frozen cocktail at this casual rooftop — for brunch, happy hour, or dinner — with a full bar, Southern specialties (like Nashville hot chicken), locally-sourced ingredients, and views of Mamaroneck Ave.

Maggie Spillane’s

Mount Vernon

This spacious rooftop in Fleetwood is a popular warm-weather haunt with two full bars and more than a dozen flat-screen TVs for watching a Yankees or Mets game with a few beers and an order of wings.

Savor at The Westchester

White Plains

A mall is an unexpected place to find a comfy-chic rooftop dining experience, but that’s exactly what The Westchester created when it debuted its renovated its food court in 2017, featuring an outdoor lounge with couches, a fireplace, and views of downtown White Plains.


Our CEOs & Business Leaders Golf Outing is August 5!

Our Best of Westchester Party is July 24!

Our Westchester Home Design Awards event is June 26!

Our Wine & Food Festival returns June 4-9!

Our Wunderkinds event takes place on May 23!

Our Best of Business Ballot is open through May 15!

Our Healthcare Heroes Awards event takes place on May 9!

Our Westchester Home Builders Awards take place on April 4!

Our Diversity, Equity & Inclusion Forum is March 14!

Unveiled: A Boutique Bridal Brunch is February 25!

Holiday flash sale ... subscribe and save 50%

Limited time offer. New subscribers only.