Pittsville Hotel Guide - Hotels with Pool in Pittsville, Maryland

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Check availability on Pittsville Hotels with Pool

Top Pittsville Hotels with Pool

Outdoor pool
Fenwick Shores, Tapestry Collection by Hilton

Fenwick Shores, Tapestry Collection by Hilton

3.5 star property
Fenwick Island
  • Outdoor pool
  • Near the beach
9.4 out of 10, Exceptional, (680)
Heated rooftop waters beckon after sandy adventures at nearby Ocean City Beach. Spacious rooms feature kitchenettes and balconies while the fitness centre and bicycle rentals offer active alternatives to poolside lounging from March through October.
The price is €78
includes taxes & fees
23 Nov - 24 Nov
Fenwick Shores, Tapestry Collection by Hilton
Balcony view
Park Place Hotel

Park Place Hotel

3.0 star property
Downtown Ocean City
  • Pool loungers
  • On the beach
9.2 out of 10, Wonderful, (1037)
Sparkling pool waters invite leisurely afternoon swims after beach explorations. This hotel offers complimentary bicycles for coastal adventures, while thoughtful amenities like kitchenettes make family holidays effortless and comfortable.
The price is €62
includes taxes & fees
20 Nov - 21 Nov
Park Place Hotel
Indoor pool, outdoor pool
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3.0 star property
Downtown Ocean City
  • Outdoor pool
  • Indoor pool
  • Poolside bar
  • On the beach
9.0 out of 10, Wonderful, (3322)
Splash between seasons at dual swimming havens while enjoying poolside cocktails and ocean-view dining. After refreshing dips, explore the sauna, fitness centre, or oceanfront terrace before returning to spacious rooms with private balconies.
Grand Hotel Ocean City Oceanfront
Indoor pool, open 6:00 AM to 10:00 PM, pool loungers
Hilton Garden Inn Ocean City Oceanfront

Hilton Garden Inn Ocean City Oceanfront

3.0 star property
Midtown Ocean City
  • Indoor pool
  • Pool loungers
  • On the beach
9.0 out of 10, Wonderful, (1073)
Sparkling waters beckon year-round at the indoor pool, complete with plush loungers and adjacent fitness centre featuring a Peloton bike. After swimming, guests savour ocean views at Solstice Bar & Grill before joining morning beach yoga classes.
The price is €61
includes taxes & fees
25 Nov - 26 Nov
Hilton Garden Inn Ocean City Oceanfront
Indoor pool, 2 outdoor pools, pool umbrellas, pool loungers
DoubleTree by Hilton Ocean City Oceanfront

DoubleTree by Hilton Ocean City Oceanfront

4.0 star property
Midtown Ocean City
  • 2 outdoor pools
  • Indoor pool
  • Poolside bar
  • Pool loungers
  • On the beach
9.0 out of 10, Wonderful, (1000)
Sparkling indoor and outdoor pools invite swimmers year-round, with sun loungers perfectly positioned for ocean gazing. After cooling off, guests savour handcrafted drinks at the poolside bar while planning beach adventures just steps away.
The price is €74
includes taxes & fees
10 Dec - 11 Dec
DoubleTree by Hilton Ocean City Oceanfront
Property amenity
Fenwick Inn

Fenwick Inn

3.0 star property
North Ocean City
  • Indoor pool
  • Near the beach
8.8 out of 10, Excellent, (1992)
Vibrant indoor aquatic centre offers year-round swimming and a relaxing hot tub after beach adventures. Families appreciate the splash pad and arcade room, while the 8th-floor restaurant serves excellent meals with beautiful views.
Fenwick Inn
Indoor pool, seasonal outdoor pool
Hampton Inn & Suites Ocean City/Bayfront-Convention Center

Hampton Inn & Suites Ocean City/Bayfront-Convention Center

2.5 star property
Midtown Ocean City
  • Indoor pool
  • Poolside bar
  • Near the beach
8.8 out of 10, Excellent, (1000)
Poolside refreshment awaits at the swim-up bar, complementing both the year-round indoor sanctuary and sun-drenched seasonal outdoor pool. Guests praise the immaculate facilities just steps from Ocean City's sandy beaches and boardwalk attractions.
The price is €53
includes taxes & fees
8 Dec - 9 Dec
Hampton Inn & Suites Ocean City/Bayfront-Convention Center
Indoor pool, seasonal outdoor pool, pool umbrellas, pool loungers
Hyatt Place Ocean City / Oceanfront

Hyatt Place Ocean City / Oceanfront

3.0 star property
Downtown Ocean City
  • Indoor pool
  • Poolside bar
  • Pool loungers
  • On the beach
9.0 out of 10, Wonderful, (1585)
Swim year-round at the indoor pool or summer away at the seasonal outdoor oasis, complete with loungers, umbrellas, and a refreshing poolside bar. Just steps from Ocean City Boardwalk's attractions and pristine beaches.
The price is €72
includes taxes & fees
5 Dec - 6 Dec
Hyatt Place Ocean City / Oceanfront
Indoor pool
Tru by Hilton Ocean City Bayside

Tru by Hilton Ocean City Bayside

2.5 star property
Midtown Ocean City
  • Indoor pool
  • Near the beach
9.0 out of 10, Wonderful, (1006)
Heated indoor swimming sanctuary beckons after coastal adventures, complemented by spotless accommodation and a comprehensive fitness centre. Families particularly appreciate the convenient lobby games area, clean rooms, and proximity to Ocean City Beach.
The price is €66
includes taxes & fees
14 Dec - 15 Dec
Tru by Hilton Ocean City Bayside
Indoor pool, seasonal outdoor pool, pool umbrellas
Aloft Ocean City

Aloft Ocean City

3.0 star property
Midtown Ocean City
  • Indoor pool
  • Poolside bar
  • Pool umbrellas
  • On the beach
9.0 out of 10, Wonderful, (1003)
Poolside bar service complements the sun-soaked outdoor swimming area and tranquil indoor pool. Guests appreciate the beachfront location, with yoga classes offered right on the sand, and free bicycle rentals for exploring vibrant Ocean City.
The price is €81
includes taxes & fees
26 Nov - 27 Nov
Aloft Ocean City
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Pittsville Hotel Reviews

Holiday Inn & Suites Ocean City by IHG

Holiday Inn & Suites Ocean City by IHG

10/10 Excellent
"The room was clean and thr staff were very friendly. "
Lonnie 2-night trip
Posted 2 days ago
Holiday Inn & Suites Ocean City by IHG

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Frequently asked questions

What are some hotels with pools in Pittsville?
Hyatt Place Ocean City / Oceanfront: Hotel, 1-minute walk from Ocean City Boardwalk. Features a seasonal outdoor pool, an indoor pool and a snack bar/deli. Fenwick Inn: Hotel, 5-minute walk from Ocean City Beach. Offers a snack bar/deli, an indoor pool and daily. Hilton Ocean City Oceanfront Suites: Resort, 1-minute walk from Ocean City Beach. Provides a children's pool, a seasonal outdoor pool and a lazy river. Carousel Resort Hotel & Condominiums: Hotel, 2-minute walk from Ocean City Beach. Features a children's pool, a seasonal outdoor pool and a sauna. 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 Salisbury Zoo and Frontier Town Water Park and Golf. 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.