Hotels with Swimming Pool in Pittsville, Maryland

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Check availability on Pittsville Hotels with Swimming Pool

Tonight
Nov 23 - Nov 24
Tomorrow
Nov 24 - Nov 25
Next weekend
Nov 28 - Nov 30
In two weeks
Dec 5 - Dec 7

Top Pittsville Hotels with Swimming Pool

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, (3333)
Splash between seasons at dual swimming havens while enjoying poolside cocktails and ocean-view dining. After refreshing dips, explore the sauna, fitness center, or oceanfront terrace before returning to spacious rooms with private balconies.
Grand Hotel Ocean City Oceanfront
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, (681)
Heated rooftop waters beckon after sandy adventures at nearby Ocean City Beach. Spacious rooms feature kitchenettes and balconies while the fitness center and bicycle rentals offer active alternatives to poolside lounging from March through October.
The price is P4,777
P5,326 total
includes taxes & fees
Nov 25 - Nov 26
Fenwick Shores, Tapestry Collection by Hilton
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, (1002)
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 P3,248
P3,605 total
includes taxes & fees
Dec 4 - Dec 5
Hampton Inn & Suites Ocean City/Bayfront-Convention Center
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, (1039)
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 vacations effortless and comfortable.
The price is P3,254
P4,200 total
includes taxes & fees
Nov 30 - Dec 1
Park Place Hotel
Indoor pool, seasonal outdoor pool, pool umbrellas, sun 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, (1586)
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 P4,445
P4,934 total
includes taxes & fees
Dec 13 - Dec 14
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 accommodations and a comprehensive fitness center. Families particularly appreciate the convenient lobby games area, clean rooms, and proximity to Ocean City Beach.
The price is P3,954
P4,389 total
includes taxes & fees
Dec 21 - Dec 22
Tru by Hilton Ocean City Bayside
Indoor pool, 2 outdoor pools, pool umbrellas, sun 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, (1002)
Sparkling indoor and outdoor pools invite swimmers year-round, with sun loungers perfectly positioned for ocean gazing. After cooling off, guests savor handcrafted drinks at the poolside bar while planning beach adventures just steps away.
The price is P4,536
P5,035 total
includes taxes & fees
Dec 1 - Dec 2
DoubleTree by Hilton Ocean City Oceanfront
Indoor pool
Beach Bum Inn

Beach Bum Inn

2.0 star property
Downtown Ocean City
  • Indoor pool
  • Near the beach
8.2 out of 10, Very Good, (228)
Swimming enthusiasts enjoy year-round dips in the pristine indoor pool, just minutes from Ocean City Beach and boardwalk. Recently remodeled accommodations feature deep soaking tubs, while 5 beach bars await after days spent under complimentary beach umbrellas.
The price is P1,751
P3,003 total
includes taxes & fees
Nov 25 - Nov 26
Beach Bum Inn
Property amenity
Fenwick Inn

Fenwick Inn

3.0 star property
North Ocean City
  • Indoor pool
  • Near the beach
8.8 out of 10, Excellent, (1995)
Vibrant indoor aquatic center 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, pool umbrellas, sun loungers
Comfort Inn Ocean City Boardwalk

Comfort Inn Ocean City Boardwalk

2.5 star property
Downtown Ocean City
  • Indoor pool
  • Pool loungers
  • On the beach
9.0 out of 10, Wonderful, (1018)
Splash into vacation bliss at dual pool options offering year-round swimming opportunities. Sun-seekers will appreciate comfortable loungers while beach adventures remain just steps away. Ocean views and boardwalk proximity complete this perfect coastal retreat.
The price is P3,972
P4,409 total
includes taxes & fees
Nov 25 - Nov 26
Comfort Inn Ocean City Boardwalk
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

Hilton Ocean City Oceanfront Suites

Hilton Ocean City Oceanfront Suites

10/10 Excellent
"The stay was great for the most part. At check in I made a note about us having my autistic nephew and wanted a room with no one below us or next to us and they were working on that accommodation although he didn’t join us this trip I loved they were looking for a quiet area for him and other guest. We always love our room and the comfy beds. The only disappointing thing was the tub had other hairs in it so we decided to shower when we got home. But other than that we loved our stay and the staff was friendly and kind. We will always stay here when we can afford it haha "
Candice 1-night trip
Posted 1 day ago
Hilton Ocean City Oceanfront Suites

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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. Princess Royale Oceanfront Resort: Hotel, 3-minute walk from Ocean City Beach. Offers 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. Provides an indoor pool, an outdoor pool, and 4 restaurants. Hilton Ocean City Oceanfront Suites: Resort, 1-minute walk from Ocean City Beach. Features a children's pool, a seasonal outdoor pool, and a lazy river. Howard Johnson Plaza Hotel by Wyndham Ocean City Oceanfront: Hotel, 1-minute walk from Ocean City Boardwalk. Offers free self parking, a pool, and complimentary wireless internet access.
What is there to see and do in Pittsville?
Make a point to visit attractions like Salisbury Zoo and Frontier Town Water Park and Golf. During your stay, check out 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 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.