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Find Hotels with a Pool in Pittsville, MD

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Check availability on Pittsville Hotels with a Pool

Tonight
6 Oct - 7 Oct
Tomorrow
7 Oct - 8 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

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 lobby with a reception desk, a seating area with a sofa and a plant, and a staircase leading to an upper level.
A hotel room with two beds, a desk with a chair, a TV, and a window with curtains.
A hotel room with a bed, a TV mounted on the wall, a desk with a lamp, a sofa, and a window with curtains.

1. Wingate by Wyndham Salisbury MD Airport North

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
Wingate by Wyndham Salisbury MD Airport North
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 hotel room with a large bathtub, a red chair, a small round table, and a bed with white linens.
A hotel with a covered entrance, multiple windows, and a brick facade.

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

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
Country Inn & Suites by Radisson, Salisbury, MD
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 Courtyard Marriott hotel with a covered entrance, multiple floors, and a well-lit facade.
A modern bistro with a wooden reception desk, a counter with a menu board, and red upholstered chairs.

3. Courtyard by Marriott Salisbury

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
Courtyard by Marriott Salisbury
A swimming pool with lounge chairs and a covered seating area, surrounded by a building with multiple balconies and lighting.
A hotel room with a bed, bedside table, and a desk with a chair.
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.

4. Best Western Salisbury Plaza

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
Best Western Salisbury Plaza
A modern indoor pool area with wooden beams, a pool, and seating arrangements.
A spacious lobby with a mix of seating options, including sofas and chairs, and a bar area with stools.
A modern bathroom with a white toilet, a large mirror, and a wooden vanity.
A modern hotel room with a kitchenette, a large mirror, a flat-screen TV, and a sofa.

5. Hampton Inn & Suites Salisbury/Fruitland

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
Hampton Inn & Suites Salisbury/Fruitland
Pool
Terrace/patio
Exterior
A self-service breakfast station with a coffee machine, yogurt dispensers, and a variety of food items.

6. Home2 Suites By Hilton Salisbury Fruitland

Home2 Suites By Hilton Salisbury Fruitland
Fruitland
AED 401
AED 449 total
includes taxes & fees
2 Nov - 3 Nov
Home2 Suites By Hilton Salisbury Fruitland
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 balcony with two green Adirondack chairs facing a beach.
A beach view with a white fence, two green Adirondack chairs, and a white lounge chair.

7. Comfort Inn Ocean City Boardwalk

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
Comfort Inn Ocean City Boardwalk
A swimming pool with lounge chairs and umbrellas, surrounded by buildings and palm trees.
A deck with two Adirondack chairs and a small table, overlooking a beach with the ocean and a clear sky.
A hotel room with a large bed, a desk, a chair, and a view of the city through large windows.
A beach with a wooden boardwalk, umbrellas, and people.

8. Hyatt Place Ocean City / Oceanfront

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
Hyatt Place Ocean City / Oceanfront
A poolside area with blue lounge chairs and yellow umbrellas, a sign for Grand Hotel, and palm trees in the background.
A lobby with green sofas, a round table with a plant, and a lantern.
A beachfront hotel with multiple balconies overlooking the ocean.
A hotel room with two beds, a balcony, a dining area, and a view of the city.

9. Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront
Downtown Ocean City
  • Float in indoor or outdoor pools with oceanfront views in this beach retreat.
AED 243
AED 273 total
includes taxes & fees
29 Oct - 30 Oct
Grand Hotel Ocean City Oceanfront
A swimming pool with lounge chairs and umbrellas, surrounded by large windows and a glass ceiling.
A balcony with wicker furniture and a table, overlooking a beach with umbrellas and people.
A living room with a beige sofa, blue and red patterned pillows, a wooden coffee table, and a view of the ocean through large windows.
A bar area with a long counter, multiple bar stools, and a pool table. There are tables and chairs for dining, and the room has large windows.

10. DoubleTree by Hilton Ocean City Oceanfront

DoubleTree by Hilton Ocean City Oceanfront
Midtown Ocean City
  • Plunge into ocean views at this beachfront hotel with 3 pools, where sun-drenched relaxation meets poolside cocktail service.
AED 328
AED 368 total
includes taxes & fees
1 Nov - 2 Nov
DoubleTree by Hilton Ocean City Oceanfront
View all properties

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

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."
Joanna 3-night trip
Posted 1 hour ago
Princess Royale Oceanfront Resort
Castle in the Sand

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!"
Katherine 3-night trip
Posted 2 hours ago
Castle in the Sand
Carousel Resort Hotel & Condominiums

Carousel Resort Hotel & Condominiums

8/10 Good
"The room over"
Ken 2-night trip
Posted 6 hours ago
Carousel Resort Hotel & Condominiums
Crystal Beach Hotel

Crystal Beach Hotel

10/10 Excellent
"Clean, comfortable. convenient to many locations."
Jacqueline 3-night trip
Posted 6 hours ago
Crystal Beach Hotel
Comfort Suites Ocean City West

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."
Donald 5-night trip
Posted 11 hours ago
Comfort Suites Ocean City West
Plim Plaza Hotel

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."
Nina 3-night trip
Posted 1 day ago
Plim Plaza Hotel
The Shore House

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!"
Bree 1-night trip
Posted 2 days ago
The Shore House

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.