TOP Hotels with Pool in Pittsville, MD for 2026

Q: What are some hotels with pools in Pittsville?

Princess Royale Oceanfront Resort : Hotel, 1-minute walk from Ocean City Beach. Features a full-service spa, an indoor pool and a snack bar/deli. Grand Hotel Ocean City Oceanfront : Hotel, 1-minute walk from Ocean City Beach. Offers an indoor pool, an outdoor pool and 4 restaurants. Howard Johnson by Wyndham Ocean City Oceanfront : Provides free self parking, a seasonal outdoor pool and complimentary wireless Internet access. Plim Plaza Hotel : Hotel, 1-minute walk from Ocean City Beach. Features 3 restaurants, a seasonal outdoor pool and free self parking. Hyatt Place Ocean City / Oceanfront : Hotel, 1-minute walk from Ocean City Beach. Offers a seasonal outdoor pool, an indoor pool and a snack bar/deli.

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Our top choices for Pittsville hotels with a pool

Fenwick Inn

North Ocean City

Dive into resort-style relaxation at this indoor pool oasis just steps from Maryland Beach.

Rp3.668.584 total

includes taxes & fees

9 Jul - 10 Jul

Carousel Resort Hotel & Condominiums

North Ocean City

Splash into seaside bliss with year-round pools and beachfront relaxation at this coastal retreat.

Rp4.987.067 total

includes taxes & fees

9 Jul - 10 Jul

Castle in the Sand

Midtown Ocean City

Shimmering oceanfront pool paradise delivers refreshing dips with beach views just steps away.

Rp4.979.342 total

includes taxes & fees

22 Jul - 23 Jul

Coastal Palms Inn & Suites

North Ocean City

Dive into sparkling poolside vibes at this coastal resort, just steps from Ocean City Beach.

Rp2.903.359 total

includes taxes & fees

9 Jul - 10 Jul

Bonita Beach Hotel

North Ocean City

Beachfront hotel with an indoor pool and heated children's pool promises a relaxing aquatic escape.

Rp3.198.851 total

includes taxes & fees

9 Jul - 10 Jul

Seasonal outdoor pool, open 9:00 AM to 10:00 PM, pool umbrellas

Plim Plaza Hotel

Downtown Ocean City

Beachfront hotel with seasonal pool offers Ocean City boardwalk escapes and poolside dining.

Rp3.784.300 total

includes taxes & fees

9 Jul - 10 Jul

Princess Royale Oceanfront Resort

North Ocean City

Luxurious indoor pool retreat with beachfront bliss makes this ocean getaway a splash.

Rp7.194.919 total

includes taxes & fees

27 Jul - 28 Jul

Seasonal outdoor pool, open 9:00 AM to 9:00 PM, pool umbrellas

Lighthouse Club Hotel

Midtown Ocean City

Splash into summer fun in this luxury Ocean City retreat with seasonal poolside bliss.

Rp4.486.439 total

includes taxes & fees

7 Jul - 8 Jul

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Choose what matters most at hotels with a pool in Pittsville

Breakfast included

4 stars

Top Pittsville Hotel Reviews

Francis Scott Key Family Resort

10/10 Excellent

"The family resort was really amazing and had everything there. The traffic was so bad on the 4th of July weekend that thank god that the resort had so many amenities cause you really didn't want to leave to the resort to be stuck in traffic for hours. The visitors and staff were very friendly and had you feeling comfortable immediately."

Microtel Inn & Suites by Wyndham Ocean City

8/10 Good

"I think everything was great. My only complaint is that there was a weird loud noise that would come from the air conditioner when it would kick on. Otherwise, it definitely worked. Everything was very clean. The staff (and I mean every single person I came in contact with) was so friendly, kind and helpful. Thank you for a great stay!!!"

Holiday Inn & Suites Ocean City by IHG

8/10 Good

"Location is great right on the beach. 2 outdoor pools and 1 indoor. Love the availability of food while swimming with wait staff coming around to guest for orders. The only negative is the price seems outrageously high for an older style hotel. The rooms are dated making them feel not as well maintained but great size with separated living and bedroom spaces and a great kitchen with full size appliances making the stay easier. Wish they would offer free breakfast for the price."

Frequently asked questions

What are some hotels with pools in Pittsville?

Princess Royale Oceanfront Resort: Hotel, 1-minute walk from Ocean City Beach. Features a full-service spa, an indoor pool and a snack bar/deli. Grand Hotel Ocean City Oceanfront: Hotel, 1-minute walk from Ocean City Beach. Offers an indoor pool, an outdoor pool and 4 restaurants. Howard Johnson by Wyndham Ocean City Oceanfront: Provides free self parking, a seasonal outdoor pool and complimentary wireless Internet access. Plim Plaza Hotel: Hotel, 1-minute walk from Ocean City Beach. Features 3 restaurants, a seasonal outdoor pool and free self parking. Hyatt Place Ocean City / Oceanfront: Hotel, 1-minute walk from Ocean City Beach. Offers a seasonal outdoor pool, an indoor pool and a snack bar/deli.

What is there to see and do in Pittsville?

Explore places such as Ocean City Beach while you're in the area. Make a point to visit attractions such as Frontier Town Water Park and Golf and Trimper's Rides.

When is the best time to book a hotel with a pool in Pittsville?

You may want to consider accommodation with an outdoor swimming pool if you're planning to visit Pittsville in the hottest months of July, August or June, when the average temp is 24°C. Accommodation with an indoor pool may be what you want if you are visiting during the coldest months of January, February or December, when the average temperature is 5°C.

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