TOP Hotels with Pool in Pittsville, MD for 2026

Q: What are some hotels with pools in Pittsville?

Grand Hotel Ocean City Oceanfront : Hotel, 1-minute walk from Ocean City Beach. Features an indoor pool, an outdoor pool and 4 restaurants. Fenwick Inn : Hotel, 3-minute walk from Ocean City Beach. Offers a snack bar/deli, an indoor pool and daily. Hyatt Place Ocean City / Oceanfront : Hotel, 1-minute walk from Ocean City Beach. Provides a seasonal outdoor pool, an indoor pool and a snack bar/deli. Holiday Inn & Suites Ocean City by IHG : Hotel, 1-minute walk from Ocean City Beach. Features a children's pool, a seasonal 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.

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Our top choices for Pittsville hotels with a pool

In-room safe, iron/ironing board, free WiFi, bed sheets

Park Place Hotel

Downtown Ocean City

Relax at the oceanfront seasonal pool with loungers and umbrellas, just steps from the boardwalk for a perfect beach getaway.

฿6,809 total

includes taxes & fees

8 Jun - 9 Jun

Indoor pool, seasonal outdoor pool, pool umbrellas, pool loungers

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.

฿6,371 total

includes taxes & fees

1 Jun - 2 Jun

Fenwick Shores, Tapestry Collection by Hilton

Fenwick Island

Dive into sunny relaxation at this Fenwick Island hotel's heated rooftop pool retreat.

฿4,705 total

includes taxes & fees

31 May - 1 Jun

Fenwick Inn

North Ocean City

Dive into resort-style relaxation at this indoor pool oasis just steps from Maryland Beach.

฿3,408 total

includes taxes & fees

4 Jun - 5 Jun

Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool loungers

SeaLoft Oceanfront Hotel

Midtown Ocean City

Dive into ocean-view pool bliss at this pet-friendly beach hotel with renovated rooms.

฿3,249 total

includes taxes & fees

4 Jun - 5 Jun

Quality Inn Oceanfront

Midtown Ocean City

Aquatic bliss awaits with year-round swimming and beachfront luxury at this coastal getaway.

฿3,604 total

includes taxes & fees

2 Jun - 3 Jun

Princess Royale Oceanfront Resort

North Ocean City

Luxurious indoor pool retreat with beachfront bliss makes this ocean getaway a splash.

฿12,523 total

includes taxes & fees

28 Jun - 29 Jun

Francis Scott Key Family Resort

West Ocean City

฿3,894 total

includes taxes & fees

2 Jun - 3 Jun

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Choose what matters most at hotels with a pool in Pittsville

Breakfast included

4 stars

Top Pittsville Hotel Reviews

Crystal Beach Hotel

10/10 Excellent

"Check in process was smooth. The restaurant in the hotel was amazing! Bartender was extremely nice and personable. Would definitely stay again."

Grand Hotel Ocean City Oceanfront

6/10 Okay

"I just finished my stay here, and unfortunately I left feeling very disappointed. When I booked my stay for Memorial Day week back in December, one of the main reasons I chose this hotel was because the outdoor pool was advertised as being open during my stay. However, upon arrival, the first thing I wanted to do was relax by the pool, only to find out it was closed due to “the weather.” What made this even more frustrating was that the weather during my stay was beautiful and sunny, yet the pool remained closed the entire time. I spoke with the hotel manager to express my concerns and ask if any compensation could be offered for the inconvenience, but I was told there was nothing they could do because I booked through Expedia. This response did not resolve the issue and left me feeling unvalued as a guest. I booked this stay with certain expectations based on what was advertised, and those expectations were not met. Unfortunately, because of this experience, I would not recommend this hotel, as it does not seem they take guest concerns or misleading advertising seriously."

Carousel Resort Hotel & Condominiums

6/10 Okay

"Second time staying at Carousel, the staff was still friendly and helpful and the lobby was nice. The room was a bit different; last year I was on the the third floor, the room was nice and clean. This year, fourth floor: bathroom floor was crusty, shower floor was yellowed, there was a hole beside the bathroom door with a few spiders hanging around, and all the towels we had were stained with yellow patches or small red spots. I understand that the hotels at OC have been around for awhile and it's costly to fix up spots or replace linen so there isn't much to say. Carousel's pool and hot tub were still really nice and the beach access as well. The cleanliness of the bathroom, towels, and sheets on the bed is just what urked me a bit. I feel like stains, especially yellow and red on both towels and sheets, should just be replaced or maybe at least bleached to try and remove the spots. It just looks really dirty and with newbunknown sickness floating around, it can definitely make a guest uncomfortable."

Princess Royale Oceanfront Resort

6/10 Okay

"Our last stay wasn't that great and we we're dissapointed. The room had a smell to it. No shower pressure at all. The bed oh my gosh the bed. Ugh, It literally had a dent in it and no support. It felt like the foundation fell through. Just to name a few things. We usually have a pretty good time here but it almost feels like they are falling into the same category as the other hotels nearby. But at this price point I except a little more.."

Frequently asked questions

What are some hotels with pools in Pittsville?

Grand Hotel Ocean City Oceanfront: Hotel, 1-minute walk from Ocean City Beach. Features an indoor pool, an outdoor pool and 4 restaurants. Fenwick Inn: Hotel, 3-minute walk from Ocean City Beach. Offers a snack bar/deli, an indoor pool and daily. Hyatt Place Ocean City / Oceanfront: Hotel, 1-minute walk from Ocean City Beach. Provides a seasonal outdoor pool, an indoor pool and a snack bar/deli. Holiday Inn & Suites Ocean City by IHG: Hotel, 1-minute walk from Ocean City Beach. Features a children's pool, a seasonal 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 such as Ocean City Beach while you're in the area. Make a point to visit attractions such as Salisbury Zoo and Frontier Town Water Park and Golf.

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.

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