Elevate Your Weekend at These Rooftop Lounges

Pinstripes | North Bethesda, MD

Elevate your next weekend getaway with refreshing cocktails and delicious bites at a rooftop lounge in Montgomery County, Maryland. Whether it’s Happy Hour or a late night out, enjoy Instagram-worthy views, comfortable seating and special events!

Hello Betty Boat Bar
Inside Canopy by Hilton at Pike & Rose
940 Rose Ave, North Bethesda, MD 20852

Occupying the Canopy by Hilton’s rooftop terrace that offers unbeatable views, this seafood-forward restaurant is the newest addition to the Pike & Rose neighborhood. Grab a seat at 40-foot deadrise boat bar or hang out on the expansive pet-friendly outdoor boat bar patio for an unforgettable experience. Sip on a Hello Betty signature drinks or enjoy a local beer during one of their movie nights, weekend brunches or cornhole tournaments, and be sure to check-out their Happy Hour from 3 pm to 6 pm every day they are open!

11920 Grand Park Ave | North Bethesda, MD

Pinstripes in North Bethesda features a rooftop terrace that overlooks Rose Park at Pike & Rose. This open-aired patio includes a variety of seating options and shaded bar areas. Relax by the fire pit located at the center of the patio or enjoy a game of bocce on one of the rooftop courts. They offer a thoughtfully selected wine list, rotating craft beers celebrating local breweries and an numerous handcrafted cocktails, as well as a famous bistro menu focused on Italian-American cuisine.

Hip Flask | Bethesda

Hip Flask Rooftop Bar
7707 Woodmont Avenue | BethesdaMaryland

Located at Marriott Bethesda Downtown at Marriott HQ, Hip Flask features an elegant bar, comfortable seating and floor-to-ceiling windows on three sides. From 5 pm to 11pm Tuesday through Thursday and 5pm to 12am on Fridays and Saturdays, this rooftop bar expertly serves crafted cocktails and delicious small bites.

City Perch Kitchen + Bar
11830 Grand Park Ave | North Bethesda, MD

Located one level below AMP by Strathmore at Pike & Rose, City Perch Kitchen + Bar features an intimate second level patio with views shoppers strolling along Grand Park Avenue. This upscale, yet casual restaurant offers a seasonal American menu with an emphasis on unique, seasonal dishes, natural ingredients and contemporary comfort foods. The diverse range of flavors is complemented by a sophisticated beverage program specializing in hand-crafted farm-to-glass cocktails and boutique wines.

Tommy Joe’s 
7940 Norfolk Ave | Bethesda, MD

A popular Bethesda hangout spot for locals and visitors alike, Tommy Joe’s offers a low-key dining experience with tons of beer, wine and cocktail options on their two rooftop patio options. For sweeping views of Bethesda’s Woodmont Triangle or a place to watch the big game on 11 outdoor TVs, their popular third floor rooftop sports bar is the answer. Otherwise, lounge in their second floor Tiki Terrace, adjacent to the main level bar. Be sure to try their POHO style wings, Maryland crab dip or their famous burger, and indulge your sweet tooth with their deep-fried Oreos or delicious caramel butter cake.

Kaldi’s Social House | Silver Spring, MD | masks may be required

Kaldi’s Social House
918 Silver Spring Ave | Silver Spring, MD

Kaldi’s Social House offers a comforting oasis of creativity and community, where flavorful coffee the world over perfumes the open room all morning and afternoon long. They offer expansive breakfast and lunch options that pair perfectly with their fresh coffee. In the evening, Kaldi’s welcomes you to delight in custom-made cocktails and fresh-from-scratch, made-to-order dinner as you relax in our cozy lounge or on the rooftop deck.

Palisades Lounge
8211 Georgia Ave | Silver Spring, MD

Offering a fun blend of food, cocktails and entertainment, Palisades Lounge is a perfect place to relax after a long day at the office the next time you’re in Silver Spring. Their rooftop deck features a covered area and comfortable seating. Their menu includes a wide selection of starters, salads, burgers and entrees. Don’t miss their special Taco Tuesdays or Happy Hour deals on both food and drink!

Looking for more inspiration? Check out Best Places to Boat in Montgomery County and 15 Ways to Eat & Drink Outdoors.