Default HTG hotel image

Find Hotels with a Pool in Pittsville, MD

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Pittsville Hotels with a Pool

Tonight
Oct 20 - Oct 21
Tomorrow
Oct 21 - Oct 22
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

Our top choices for Pittsville hotels with a pool

A hotel with a swimming pool, lounge chairs, and a covered outdoor seating area.
A hotel room with two beds, a desk with a chair, a TV, and a window with curtains.
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.

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.
₩114,271
₩133,305 total
includes taxes & fees
Nov 9 - Nov 10
Wingate by Wyndham Salisbury MD Airport North
An indoor swimming pool with clear blue water, surrounded by lounge chairs and tables.
A spacious lobby with a wooden reception desk, a sofa, a staircase, and a reception area.
A hotel with a covered entrance, multiple windows, and a brick facade.
A modern hotel room with a wooden floor, a red armchair, a grey sofa, a desk with a chair, and a lamp.

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.
₩115,375
₩129,221 total
includes taxes & fees
Nov 18 - Nov 19
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 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

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.
₩155,413
₩174,061 total
includes taxes & fees
Oct 25 - Oct 26
Courtyard by Marriott Salisbury
A swimming pool with a covered area and lounge chairs, a Marriott Residence Inn building, and a 'No Diving' sign.
A modern living room with a stone fireplace, comfortable seating, and a kitchen area with wooden cabinets and pendant lighting.
A vending machine area with various snacks and drinks.
A modern kitchen with large windows, a dining area with a chandelier, and a seating area with a blue sofa and a coffee table.

4. Residence Inn by Marriott Salisbury

Residence Inn by Marriott Salisbury
Salisbury
  • Dive into seasonal pool perfection at this modern Salisbury hotel with hot tub relaxation and fitness options.
₩178,494
₩199,914 total
includes taxes & fees
Oct 25 - Oct 26
Residence Inn 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 lobby with a reception desk, seating area, and a view of the outdoors.
A modern hotel lobby with a blue sofa, white ottomans, and a dining area with tables and chairs.
A modern lounge area with a stone pillar, grey sofa, and a fireplace.

5. 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.
₩113,512
₩127,132 total
includes taxes & fees
Oct 27 - Oct 28
Best Western Salisbury Plaza
A modern indoor pool area with wooden beams, a pool, and seating arrangements.
A modern bathroom with a white toilet, a large mirror, and a wooden vanity.
A spacious lobby with a mix of seating options, including sofas and chairs, and a bar area with stools.
A Hampton Inn & Suites with a covered entrance, brick facade, and well-maintained landscaping.

6. 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.
₩145,950
₩163,464 total
includes taxes & fees
Nov 15 - Nov 16
Hampton Inn & Suites Salisbury/Fruitland
Pool
Private kitchen
Exterior
Private kitchen

7. Home2 Suites By Hilton Salisbury Fruitland

Home2 Suites By Hilton Salisbury Fruitland
Fruitland
₩140,293
₩157,127 total
includes taxes & fees
Nov 9 - Nov 10
Home2 Suites By Hilton Salisbury Fruitland
A multi-story hotel with a brick facade, large windows, and a covered entrance area.
A modern dining area with high tables and chairs, a counter with food items, and large windows providing natural light.
A hotel room with a bed, a sofa, a dining table, and a window with curtains.
A modern bathroom with a walk-in shower, grab bars, a towel rack, and a wooden vanity with a sink.

8. Microtel Inn & Suites by Wyndham Ocean City

Microtel Inn & Suites by Wyndham Ocean City
West Ocean City
  • Scenic seaside splashes await at this family-friendly hotel with a seasonal outdoor pool and hot tub.
₩82,658
₩107,885 total
includes taxes & fees
Oct 21 - Oct 22
Microtel Inn & Suites by Wyndham Ocean City
A poolside area with blue lounge chairs and yellow umbrellas, a sign for Grand Hotel, and palm trees in the background.
A wooden boardwalk leading to a beachfront hotel with multiple balconies and a clear view of the ocean.
A lobby with green sofas, a round table with a plant, and a lantern.
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.
₩85,720
₩96,006 total
includes taxes & fees
Nov 2 - Nov 3
Grand Hotel Ocean City Oceanfront
A resort pool area with lounge chairs, palm trees, and a boat-shaped water feature.
A dining table set with wine glasses, a bottle of Riesling wine, a vase with flowers, and a basket of bread.
A balcony with a round table and chairs, overlooking the beach and ocean.
A balcony with a round table and chairs, overlooking a beach.

10. Hilton Ocean City Oceanfront Suites

Hilton Ocean City Oceanfront Suites
Midtown Ocean City
  • Dive into waterside bliss at this Art Deco resort featuring multiple pools and a lazy river.
₩152,738
₩171,068 total
includes taxes & fees
Nov 2 - Nov 3
Hilton Ocean City Oceanfront Suites
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

Castle in the Sand

Castle in the Sand

10/10 Excellent
"Will surely return! Staff was great. Room was clean and had what we needed. Enjoyed the stay"
Karen 3-night trip
Posted 2 hours ago
Castle in the Sand
Holiday Inn Ocean City by IHG

Holiday Inn Ocean City by IHG

10/10 Excellent
"Room was clean, bed was comfortable. Hot tubs and pools were great! When indoor hot tubs wouldn't turn on, we approached the front desk. They called maintenance before we even turned away, and he arrived to fix them as we were walking back in! Took mere seconds, and he had the jets back up and running!"
Francine 2-night trip
Posted 5 hours ago
Holiday Inn Ocean City by IHG
Fenwick Inn

Fenwick Inn

10/10 Excellent
"It was great! Clean room. Staff was great!"
Jeanne 2-night trip
Posted 17 hours ago
Fenwick Inn
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

8/10 Good
"We found our room to be surprisingly spacious, very clean, and comfortable; however, the kitchenette/bathroom areas were a bit dated. The property location was excellent and there were restaurants and a pool within the property. The common areas inside the hotel and the outdoor space at the front of the hotel were adequate, but guests were somewhat disrespectful, leaving their trash, not replacing chairs after their use, etc... The staff was pleasant enough when checking-in and helpful when we had a question but were ignoring simple tasks like straightening up the common areas when time allowed. Although this was a little off-putting, we would return if the opportunity presented itself."
Keli 1-night trip
Posted 2 days ago
Grand Hotel Ocean City Oceanfront
Crystal Beach Hotel

Crystal Beach Hotel

10/10 Excellent
"Great area to stay in plenty of great places to eat in walking distance and an excellent room with amazing room service"
Liam 3-night trip
Posted 2 days ago
Crystal Beach Hotel

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.

Explore a world of travel with Expedia