The Best Hotels with a Pool in Pittsville, MD from AED 272 in 2026

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Our top choices for Pittsville hotels with a pool

A hotel with a swimming pool, lounge chairs, and a covered outdoor seating area.

A modern kitchen with dark wood cabinets, a microwave, a coffee machine, and a breakfast bar with a glass display case.

A hotel room with a bed, a TV mounted on the wall, a desk with a lamp, a sofa, and a window with curtains.

A modern lobby with a reception desk, a seating area with a sofa and a plant, and a staircase leading to an upper level.

1. Wingate by Wyndham Salisbury MD Airport North

Salisbury

Splash into relaxation at the seasonal pool with loungers for effortless summer unwinding.

AED 318

AED 371 total

includes taxes & fees

1 Nov - 2 Nov

An indoor swimming pool with clear blue water, surrounded by lounge chairs and tables.

A modern hotel room with a wooden floor, a red armchair, a grey sofa, a desk with a chair, and a lamp.

A spacious lobby with a wooden reception desk, a sofa, a staircase, and a reception area.

A hotel room with a large bathtub, a red chair, a small round table, and a bed with white linens.

2. Country Inn & Suites by Radisson, Salisbury, MD

Salisbury

Dive into aquatic bliss at this hotel's indoor pool and hot tub sanctuary, perfect for year-round relaxation and fitness.

AED 306

AED 342 total

includes taxes & fees

1 Nov - 2 Nov

An indoor swimming pool with clear lanes, a lifeguard chair, and a sun lounger by the poolside.

A hotel corridor with a large screen displaying a construction site, a curved wooden wall, and an exit sign.

A modern office space with multiple workstations, ergonomic chairs, and a comfortable seating area with a sofa and armchairs.

A modern bistro with a wooden reception desk, a counter with a menu board, and red upholstered chairs.

3. Courtyard by Marriott Salisbury

Salisbury

Sink into serenity at this modern hotel's indoor pool sanctuary, where bubbling hot tub escapes and extended swimming hours await.

AED 429

AED 480 total

includes taxes & fees

11 Oct - 12 Oct

A swimming pool with lounge chairs and a covered seating area, surrounded by a building with multiple balconies and lighting.

A hotel lobby with a reception desk, seating area, and a view of the outdoors.

A modern lounge area with a stone pillar, grey sofa, and a fireplace.

A hotel room with a bed, bedside table, and a desk with a chair.

4. Best Western Salisbury Plaza

Salisbury

Dive into the seasonal outdoor pool surrounded by loungers and umbrellas for a refreshing summer retreat in Salisbury.

AED 313

AED 351 total

includes taxes & fees

8 Oct - 9 Oct

A modern indoor pool area with wooden beams, a pool, and seating arrangements.

A Hampton Inn & Suites with a covered entrance, brick facade, and well-maintained landscaping.

A modern hotel room with a kitchenette, a large mirror, a flat-screen TV, and a sofa.

A spacious lobby with a mix of seating options, including sofas and chairs, and a bar area with stools.

5. Hampton Inn & Suites Salisbury/Fruitland

Fruitland

Splash into relaxation at this spotless hotel, featuring a sunlit indoor pool and inviting hot tub.

AED 389

AED 435 total

includes taxes & fees

1 Nov - 2 Nov

A self-service breakfast station with a coffee machine, yogurt dispensers, and a variety of food items.

6. Home2 Suites By Hilton Salisbury Fruitland

Fruitland

AED 401

AED 449 total

includes taxes & fees

2 Nov - 3 Nov

A deck with white lounge chairs and a pool, overlooking a beach.

A hotel room with two beds, a desk, and a chair. There is a window with curtains, a lamp, and a nightstand with a phone.

A beach view with a white fence, two green Adirondack chairs, and a white lounge chair.

A beach view from a balcony with a clear sky.

7. Comfort Inn Ocean City Boardwalk

Downtown Ocean City

Splash into poolside paradise at the heart of Ocean City with indoor and seasonal outdoor pools.

AED 278

AED 311 total

includes taxes & fees

5 Nov - 6 Nov

A swimming pool with lounge chairs and umbrellas, surrounded by buildings and palm trees.

A modern hotel lobby with grey upholstered chairs, a round table, and a bar area.

A hotel room with a large bed, a desk, a chair, and a view of the city through large windows.

A deck with two Adirondack chairs and a small table, overlooking a beach with the ocean and a clear sky.

8. Hyatt Place Ocean City / Oceanfront

Downtown Ocean City

Oceanside pool escape in Maryland features refreshing indoor and seasonal outdoor pool with poolside loungers and bar service.

AED 294

AED 329 total

includes taxes & fees

2 Nov - 3 Nov

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Choose what matters most at hotels with a pool in Pittsville

Breakfast included

4 stars

5 stars

Hot tub

Spa

Top Pittsville Hotel Reviews

Princess Royale Oceanfront Resort

10/10 Excellent

"A beautiful, very clean, very comfortable room! I have stayed here before, and I definitely will again! The staff are also very friendly and helpful. Absolutely no complaints or concerns."

Castle in the Sand

10/10 Excellent

"The bathroom was clean but a little in need of upgrades. The hotel staff were amazing so helpful and nice! Great location!"

Carousel Resort Hotel & Condominiums

8/10 Good

"The room over"

Crystal Beach Hotel

10/10 Excellent

"Clean, comfortable. convenient to many locations."

Comfort Suites Ocean City West

8/10 Good

"The room was clean. The rooms staff were friendly and helpful. Parking was satisfactory. Actually even had a spot for my trailer in the back during bike week. And then there was breakfast. Not so good there was one older black woman who was fantastic and did great with what they gave here to work with on Thursday morning. Highly recommend her. The rest of the staff on the other days was horrible. They could not keep the place clean or stocked. The Juice machine was falling apart and when they weren't out smoking they weren't helping. Do not recommend the breakfast unless they get their act together. Other than that we were satisfied with our stay at this location."

Plim Plaza Hotel

8/10 Good

"Great stay, love that they have entertainment and everything you need right there and it was just steps from the country calling music festival."

The Shore House

8/10 Good

"Quick one night stay before checking into our boardwalk hotel for the week. Clean small room with everything needed for one night. Easy check in and friendly staff. Would recommend for sure!"

Frequently asked questions

What are some hotels with pools in Pittsville?

Fenwick Inn: Hotel, 3-minute walk from Ocean City Beach. Features a snack bar/deli, an indoor pool, and daily. Grand Hotel Ocean City Oceanfront: Hotel, 1-minute walk from Ocean City Beach. Offers an indoor pool, an outdoor pool, and 4 restaurants. Princess Bayside Beach Hotel: Hotel, 3-minute walk from Ocean City Beach. Provides a seasonal outdoor pool, an indoor pool, and a private beach. Castle in the Sand: Hotel, 1-minute walk from Ocean City Beach. Features free self parking, an outdoor pool, and complimentary wireless internet access. Princess Royale Oceanfront Resort: Hotel, 1-minute walk from Ocean City Beach. Offers a full-service spa, an indoor pool, and a snack bar/deli.

What is there to see and do in Pittsville?

Explore places like Ocean City Beach while you're in the area. Make a point to visit attractions like 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 an 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 74°F. Lodging 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 41°F.

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Check availability on Pittsville Hotels with a Pool

Our top choices for Pittsville hotels with a pool

1. Wingate by Wyndham Salisbury MD Airport North