TOP Hotels with Pool in Pittsville, MD for 2026

Q: What are some hotels with pools in Pittsville?

Princess Royale Oceanfront Resort : Hotel, 1-minute walk from Ocean City Beach. Features a full-service spa, an indoor pool and a snack bar/deli. Grand Hotel Ocean City Oceanfront : Hotel, 1-minute walk from Ocean City Beach. Offers an indoor pool, an outdoor pool and 4 restaurants. Plim Plaza Hotel : Hotel, 1-minute walk from Ocean City Beach. Provides 3 restaurants, a seasonal outdoor pool and free self parking. Fenwick Inn : Hotel, 3-minute walk from Ocean City Beach. Features a snack bar/deli, an indoor pool and daily. Princess Bayside Beach Hotel : Hotel steps from Seacrets Distilling Company. Offers a seasonal outdoor pool, an indoor pool and a private beach.

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Our top choices for Pittsville hotels with a pool

Wingate by Wyndham Salisbury MD Airport North

Salisbury

Splash into relaxation at the seasonal pool with loungers for effortless summer unwinding.

฿4,084 total

includes taxes & fees

19 Jul - 20 Jul

Seasonal outdoor pool, open 9:00 AM to 10:00 PM, pool umbrellas

Best Western Salisbury Plaza

Salisbury

Dive into the seasonal outdoor pool surrounded by loungers and umbrellas for a refreshing summer retreat in Salisbury.

฿3,848 total

includes taxes & fees

11 Aug - 12 Aug

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.

฿4,500 total

includes taxes & fees

19 Jul - 20 Jul

Home2 Suites By Hilton Salisbury Fruitland

Fruitland

฿5,212 total

includes taxes & fees

2 Aug - 3 Aug

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.

฿5,009 total

includes taxes & fees

9 Aug - 10 Aug

Indoor pool, open 10:00 AM to 10:00 PM, pool loungers

Hampton Inn & Suites Salisbury/Fruitland

Fruitland

Splash into relaxation at this spotless hotel, featuring a sunlit indoor pool and inviting hot tub.

฿4,592 total

includes taxes & fees

3 Aug - 4 Aug

Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool loungers

Beach Bum West-O Motel

West Ocean City

Float effortlessly in the seasonal outdoor pool, perfect for a sun-soaked beach holiday.

฿3,537 total

includes taxes & fees

19 Jul - 20 Jul

Tru by Hilton Georgetown

Georgetown

Splash into a Georgetown getaway with indoor pool relaxation and Art Deco flair at this centrally located Tru by Hilton retreat.

฿4,447 total

includes taxes & fees

28 Jul - 29 Jul

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Choose what matters most at hotels with a pool in Pittsville

Breakfast included

4 stars

Top Pittsville Hotel Reviews

Princess Royale Oceanfront Resort

10/10 Excellent

"Rooms were clean and staff was helpful for whatever we needed. Atrium and indoor pool is clean with towels provided. I wish they would bring back hot tub/sauna but otherwise everything else was great."

Bonita Beach Hotel

8/10 Good

"My daughter & I stayed the weekend to celebrate her birthday. The front desk staff was friendly. The room was clean & well maintained. My daughter thoroughly enjoyed the pool and the game room. Close proximity to the beach was nice. Didn't have to search for parking. I really like that they had carts by the front door to help bring my belongings in and out. I would definitely stay here again!"

Grand Hotel Ocean City Oceanfront

8/10 Good

"A fine hotel to get what you need. Nothing over the top or glamorous, but not a bed bug infested place either. Location is about perfect too. Just slightly north of the busyness of the southern side. No issues with traffic or anything. Walking distance to 3 mini golf courses. All 3 were really good. I thought parking was included, but wasnt. So check that carefully. They had a decent game room and pool and restaurant on site. Again, not anything amazing, but met the need on rainy days. Room was clean and the staff were very friendly and attentive. No issues to report or mention. Everything worked. The fridge could be a little bit bigger if I had to ask for one thing."

Days Inn by Wyndham Ocean City Oceanfront

10/10 Excellent

"We had a fantastic trip, we will stay there again! It was humid so everything just seemed wet, even the carpet. Maybe on a hot summer day it wouldn’t feel like everything is wet. Overall we love the location and had fun. We also like that there are 2 pools to choose from"

Fenwick Inn

8/10 Good

"Room renovation design is successful. Breakfast accommodations are pathetic - too small - overflow into entry lobby - we went elsewhere. Room AC cools room, but is very noisy. Bed is very comfortable. Bathroom lighting is inadequate - no night light - can't shave because room lighting is behind your head when looking in the mirror. "

Frequently asked questions

What are some hotels with pools in Pittsville?

Princess Royale Oceanfront Resort: Hotel, 1-minute walk from Ocean City Beach. Features a full-service spa, an indoor pool and a snack bar/deli. Grand Hotel Ocean City Oceanfront: Hotel, 1-minute walk from Ocean City Beach. Offers an indoor pool, an outdoor pool and 4 restaurants. Plim Plaza Hotel: Hotel, 1-minute walk from Ocean City Beach. Provides 3 restaurants, a seasonal outdoor pool and free self parking. Fenwick Inn: Hotel, 3-minute walk from Ocean City Beach. Features a snack bar/deli, an indoor pool and daily. Princess Bayside Beach Hotel: Hotel steps from Seacrets Distilling Company. Offers a seasonal outdoor pool, an indoor pool and a private beach.

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 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 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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