TOP Hotels with Swimming Pool in Princess Anne, MD for 2026

Q: What are some accommodation options with pools in Princess Anne?

Econo Lodge Princess Anne : Features continental, a seasonal outdoor pool and free self parking. Americas Best Value Inn Princess Anne : Provides full, a seasonal outdoor pool and complimentary high-speed (wired) Internet access. Best Western Salisbury Plaza : Features free self parking, a seasonal outdoor pool and complimentary wireless Internet access. Blufin Bungalows & Marina : Offers a private beach, a seasonal outdoor pool and a snack bar/deli. Key West Cottages : Features daily, a seasonal outdoor pool and free self parking.

Aerial view of Princess Anne, Maryland with marshlands and waterways at sunset

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Our top choices for Princess Anne hotels with a pool

Seasonal outdoor pool, open 9 AM to 9 PM, pool loungers

Econo Lodge Princess Anne

Princess Anne

Bask in the sun at this charming motel with a seasonal outdoor pool, loungers for relaxing, and complimentary breakfast.

₹8,535 total

includes taxes & fees

28 Jun - 29 Jun

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.

₹10,123 total

includes taxes & fees

14 Jun - 15 Jun

Wingate by Wyndham Salisbury MD Airport North

Salisbury

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

₹10,380 total

includes taxes & fees

11 Jun - 12 Jun

Island Resort

Downtown Chincoteague

Poolside serenity awaits with bay views and loungers at this Chincoteague retreat.

₹15,993 total

includes taxes & fees

9 Jun - 10 Jun

Chincoteague Inn

Downtown Chincoteague

Soak up the sun at this vibrant island motel's seasonal outdoor pool with peaceful vibes.

₹10,721 total

includes taxes & fees

11 Jun - 12 Jun

Pillow-top beds, desk, blackout curtains, iron/ironing board

Maddox Inn

Downtown Chincoteague

Sunny loungers encircle a sparkling pool at this city centre Chincoteague island retreat.

₹11,803 total

includes taxes & fees

10 Jun - 11 Jun

Home2 Suites By Hilton Salisbury Fruitland

Fruitland

₹14,576 total

includes taxes & fees

14 Jun - 15 Jun

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.

₹10,647 total

includes taxes & fees

15 Jun - 16 Jun

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Choose what matters most at hotels with a pool in Princess Anne

Breakfast included

Hot tub

Top Princess Anne Hotel Reviews

Waterside Inn

10/10 Excellent

"Simplicity at its best. The rooms were clean the view spectacular. The staff was very nice and helpful and friendly everyone wore a smile and seemed like they enjoyed their life! And the young lady serving breakfast in the morning. Was a sweetheart and very kind and friendly. I'm going back!"

Comfort Suites Chincoteague Island Bayfront Resort

10/10 Excellent

"Comfort suites is located on a beautiful part of the island with the most beautiful sunsets. Twice while looking off my balcony into the bay i saw dolphins. The property is very,very, very clean inside and outside. The landscaping is well appointed. The staff is very nice, welcoming, professional. Our room was impeccably cleaned each day of our 5 night stay. There is something for everyone at breakfast time. For me I keep it simple a toasted bagel with cream cheese and hot cup of coffee. We look forward to staying there again. Thanks to all at Comfort Suites for making our stay a very nice one!"

Frequently asked questions

What are some accommodation options with pools in Princess Anne?

Econo Lodge Princess Anne: Features continental, a seasonal outdoor pool and free self parking. Americas Best Value Inn Princess Anne: Provides full, a seasonal outdoor pool and complimentary high-speed (wired) Internet access. Best Western Salisbury Plaza: Features free self parking, a seasonal outdoor pool and complimentary wireless Internet access. Blufin Bungalows & Marina: Offers a private beach, a seasonal outdoor pool and a snack bar/deli. Key West Cottages: Features daily, a seasonal outdoor pool and free self parking.

What is there to see and do in Princess Anne?

Make a point to visit attractions such as Mount Vernon Beach and Manokin Park. During your stay, visit sights such as Somerset County Library, Princess Anne Town Hall and Hytche athletic Center. You'll also discover lots of options for restaurants in Princess Anne.

When is the best time to book a hotel with a pool in Princess Anne?

You may want to consider a place to stay that has an outdoor pool if you plan to visit Princess Anne in the hottest months of July, August or June, when the average temp is 24°C. Accommodation with an indoor pool may be the way to go if you come to town during the coldest months of January, February or December, when the average temp is 5°C.

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