Hotels with Swimming Pools in Pittsville

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 Boardwalk. Offers an indoor pool, an outdoor pool and 4 restaurants. Hyatt Place Ocean City / Oceanfront : Hotel, 1-minute walk from Ocean City Boardwalk. Provides a seasonal outdoor pool, an indoor pool and a snack bar/deli. Howard Johnson Plaza Hotel by Wyndham Ocean City Oceanfront : Hotel, 1-minute walk from Ocean City Boardwalk. Features free self parking, a pool and complimentary wireless Internet access. Hilton Garden Inn Ocean City Oceanfront : Hotel, 2-minute walk from Ocean City Boardwalk. Offers a snack bar/deli, a pool and free self parking.

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Dates

March 2026

April 2026

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Our top choices for Pittsville hotels with a pool

In-room safe, iron/ironing board, free WiFi, bed sheets

Park Place Hotel

Downtown Ocean City

Jason

Fenwick Shores, Tapestry Collection by Hilton

Fenwick Island

Crystal Chappell

includes taxes & fees

3 Mar - 4 Mar

Grand Hotel Ocean City Oceanfront

Downtown Ocean City

Tracie

Indoor pool, seasonal outdoor pool, pool umbrellas, pool loungers

Hyatt Place Ocean City / Oceanfront

Downtown Ocean City

Andrew

includes taxes & fees

12 Mar - 13 Mar

Holiday Inn & Suites Ocean City by IHG

Downtown Ocean City

lillian

includes taxes & fees

9 Mar - 10 Mar

Indoor pool, outdoor pool, pool loungers

Commander Hotel & Suites

Downtown Ocean City

Jessica

Cambria Hotel Ocean City - Bayfront

Downtown Ocean City

Michael

includes taxes & fees

4 Mar - 5 Mar

Fenwick Inn

North Ocean City

Joseph

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Choose what matters most at hotels with a pool in Pittsville

Breakfast included

4 stars

Top Pittsville Hotel Reviews

The Americana Hotel

10/10 Excellent

"Nice hotel "

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 Boardwalk. Offers an indoor pool, an outdoor pool and 4 restaurants. Hyatt Place Ocean City / Oceanfront: Hotel, 1-minute walk from Ocean City Boardwalk. Provides a seasonal outdoor pool, an indoor pool and a snack bar/deli. Howard Johnson Plaza Hotel by Wyndham Ocean City Oceanfront: Hotel, 1-minute walk from Ocean City Boardwalk. Features free self parking, a pool and complimentary wireless Internet access. Hilton Garden Inn Ocean City Oceanfront: Hotel, 2-minute walk from Ocean City Boardwalk. Offers a snack bar/deli, a pool and free self parking.

What is there to see and do in Pittsville?

Make a point to visit attractions such as Frontier Town Water Park and Golf and Trimper's Rides. During your stay, visit sights such as Centre at Salisbury, Wicomico Youth and Civic Center and Henry S. Parker Athletic Complex.

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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Our top choices for Pittsville hotels with a pool

Park Place Hotel