5 Pool Bars Everyone Loves In Ocean City, Maryland

When summer arrives in Ocean City, Maryland, there’s nothing better than grabbing a cold drink, soaking up the sunshine, and enjoying the laid-back beach atmosphere at one of the resort town’s legendary pool bars. Whether you’re looking for a swim-up bar, live music, tropical cocktails, or a relaxing afternoon by the water, Ocean City offers some incredible options.

Here are five pool bars that locals and visitors return to year after year.

The Original Pool Bar

Located at the Holiday Inn Oceanfront on 67th Street, The Original Pool Bar is often considered the gold standard of pool bars in Ocean City. This iconic destination helped popularize the swim-up pool bar experience in Maryland and remains one of the most recognizable poolside hangouts in town. The recently renovated pool area features a swim-up bar, outdoor seating, fire pits, and plenty of space to relax with friends and family. Guests love the tropical drinks, oceanfront setting, and lively atmosphere that captures the spirit of a classic Ocean City vacation.

Deep End Pool Bar

Situated along the Boardwalk at the Holiday Inn & Suites 17th Street, Deep End Pool Bar offers elevated views of the Atlantic Ocean and a relaxing escape just steps from the beach. The venue combines refreshing cocktails, Caribbean-inspired fare, and stunning ocean views to create a true vacation vibe. Whether you’re taking a break from the beach or spending the afternoon poolside, Deep End delivers the perfect blend of relaxation.

Mañana Mode

Located at the Hilton Oceanfront Suites on 32nd Street, Mañana Mode has quickly become one of the hottest poolside destinations in Ocean City. The laid-back atmosphere encourages guests to slow down and embrace vacation mode. One of its biggest draws is the swim-up bar, where visitors can enjoy handcrafted cocktails without ever leaving the water. Live music, oceanfront scenery, and excellent service make it a favorite among both hotel guests and day visitors.

Sandshark Pool Bar

For travelers looking for a hidden gem, Sandshark Pool Bar offers a more relaxed and intimate poolside experience. Located at the DoubleTree Ocean City, guests can enjoy cocktails, crushes, sandwiches, salads, and appetizers while lounging beside the pool. Many visitors appreciate the quieter atmosphere compared to larger resort pool bars, making it a great choice for those seeking a more laid-back afternoon. Its reputation as a local favorite continues to grow among Ocean City regulars.

Caribbean Pool Bar

Located behind the Plim Plaza Hotel on 2nd Street and the Boardwalk, Caribbean Pool Bar has been serving tropical vibes in Ocean City since 1996. Known for its live music, frozen drinks, and casual beach atmosphere, it’s one of the most beloved pool bars downtown. Visitors can enjoy local bands, beach-inspired cocktails, and poolside dining while soaking up the sunshine. Its convenient location near the Boardwalk makes it a must-visit stop during any Ocean City vacation.

Upcoming Events

Ocean City Running Festival

Nov 14, 2026

Join the Ocean City Running Festival on November 14th, 2026!

2026 Winterfest of Lights

Nov 19, 2026 - Dec 31, 2026

Experience the magic of the holidays at Winterfest of Lights in Ocean City, MD. Enjoy over a million twinkling lights, festive train rides, and seasonal fun for all ages!

Ocean City Christmas Parade

Dec 5, 2026

Celebrate the holiday season at the Ocean City Christmas Parade! Enjoy festive floats, marching bands, and a special appearance by Santa Claus along Coastal Highway.

Ocean City Comic Con 2026

Dec 12, 2026 - Dec 13, 2026

Join us for a weekend full of comics, guests, panels, screenings, cosplay, video game tournaments, and so much more right here on the shore!

Terry Fator’s A Very Terry Christmas

Dec 19, 2026

Terry Fator will be performing at the Ocean City Performing Arts Center on December 19th!

Dreamfest Events 2026

Jan 15, 2027 - Jan 17, 2027

Join us for three unforgettable days filled with a vibrant fusion of music and fun!

34th Annual Cruisin’ Ocean City

Apr 29, 2027 - May 2, 2027

A 30+ year car show that will feature over 3,000 Hot Rods, Customs, Classics, and Trucks participating in events at the OC Convention Center, Inlet Parking Lot, and various car shows throughout town.

Boardwalk Rock Festival

May 14, 2027 - May 16, 2027

Ocean City's Newest and Biggest Music Festival!

Ocean City Air Show 2027

Jun 19, 2027 - Jun 20, 2027

The Ocean City Air Show returns in June!

Endless Summer Cruisin’

Oct 7, 2027 - Oct 10, 2027

If you miss Cruisin' OC in May, you get another chance to see more hot rod action in October!

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