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

Fenwick Inn

North Ocean City

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

฿4,106 total

includes taxes & fees

8 Jun - 9 Jun

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

Quality Inn Oceanfront

Midtown Ocean City

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

฿5,628 total

includes taxes & fees

9 Jun - 10 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.

฿4,572 total

includes taxes & fees

7 Jun - 8 Jun

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.

฿5,222 total

includes taxes & fees

4 Jun - 5 Jun

Beachcomber

North Ocean City

฿4,116 total

includes taxes & fees

8 Jun - 9 Jun

Indoor pool, outdoor pool, pool loungers

Commander Hotel & Suites

Downtown Ocean City

Splash into a coastal paradise with indoor and outdoor pools and a vibrant beach scene.

฿3,914 total

includes taxes & fees

4 Jun - 5 Jun

Grand Hotel Ocean City Oceanfront

Downtown Ocean City

Float in indoor or outdoor pools with oceanfront views in this beach retreat.

฿6,135 total

includes taxes & fees

8 Jun - 9 Jun

Princess Royale Oceanfront Resort

North Ocean City

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

฿5,397 total

includes taxes & fees

7 Jun - 8 Jun

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Choose what matters most at hotels with a pool in Pittsville

Breakfast included

4 stars

Top Pittsville Hotel Reviews

Holiday Inn & Suites Ocean City by IHG

8/10 Good

"Perfect for families"

Tidelands Caribbean Hotel and Suites

6/10 Okay

"The room was clean and presentable. It had everything we needed. I like the affordable price. Our balcony was on the side so, we could see and enjoy the beach as we sat on it. I wish, that they could have had an outlet just for the lamp between the beds. The outlet was overloaded. The floor is clean and shiny but, slippery. I think the balcony could be painted to make it more presentable. All in all, we had a good time and will come again."

Carousel Resort Hotel & Condominiums

6/10 Okay

"This used to be a wonderful place. Problem is they are letting parents check in there kids for senior week and the parents are leaving. Saw the parents talking to kids and watched them leave the place was over ran with 17-18 years old . We were also greeted by young kids swearing at you as you came in the hotel. A lot of weed use in the rooms . 2nd night lots of kids hanging in hall ways knocking on doors running . Staff did take care of it but having to deal with it at all was upsetting. Having 4 grandchildren rented 3 rooms it was not what I expected to have to deal with at a family friendly hotel like this . Very upsetting when u pay all this money and stay so far down not to deal with this . Stop renting to young kids or make sure there parents are staying. Won’t be staying again . I like to sleep on vacation not be woke up like I’m staying at the barefoot mailman motel."

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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