The Best Hotels with a Pool in Princess Anne, MD from AED 313 in 2026

Q: What are some accommodations 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 free self parking, a seasonal outdoor pool, and complimentary wireless internet access. Chincoteague Inn : Features free self parking, a seasonal outdoor pool, and complimentary wireless internet access. Blufin Bungalows & Marina : Offers a water park, a seasonal outdoor pool, and free self parking. Chincoteague Bay RV Resort & Cottages : Features daily, a seasonal outdoor pool, and free self parking.

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Our top choices for Princess Anne hotels with a pool

Seasonal outdoor pool, open 9 AM to 9 PM, sun 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.

AED 330 total

includes taxes & fees

2 Jul - 3 Jul

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.

AED 379 total

includes taxes & fees

28 Jun - 29 Jun

Wingate by Wyndham Salisbury MD Airport North

Salisbury

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

AED 381 total

includes taxes & fees

28 Jun - 29 Jun

Home2 Suites By Hilton Salisbury Fruitland

Fruitland

AED 615 total

includes taxes & fees

29 Jun - 30 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.

AED 392 total

includes taxes & fees

29 Jun - 30 Jun

Pillowtop beds, desk, blackout drapes, iron/ironing board

Maddox Inn

Downtown Chincoteague

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

AED 457 total

includes taxes & fees

28 Jun - 29 Jun

Deluxe Single Room, 1 King Bed, Balcony, Pool View | Balcony

Rodeway Inn at Somers Cove Marina

Crisfield

Serene poolside escapes await at this motel with a summer oasis and garden views.

AED 459 total

includes taxes & fees

16 Jul - 17 Jul

Econo Lodge Pocomoke City Hwy 13

Pocomoke City

Dive into summer bliss at this hotel's seasonal outdoor pool, perfect for relaxation from July to September in Pocomoke City.

AED 313 total

includes taxes & fees

30 Jun - 1 Jul

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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

Hampton Inn & Suites Salisbury/Fruitland

8/10 Good

"Property was well maintained. The hot tub did seem to have some pipe issue when the bubbles were turned on, but the hot tub was hot and clean otherwise."

Chincoteague Inn

10/10 Excellent

"We enjoyed our stay so much we already booked another stay with Chincoteague Inn for next month! You will not be disappointed here. The hotel is centrally located on the island and is a short walk/drive to everything. The only con(not a huge deal) is breakfast is not included here like a few other properties on the island. But again. That is not a big deal at all! Mr Whippys is a short walk from the property and has a great selection and is also reasonably priced. Will definitely be using this property again for our future vacations."

Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

10/10 Excellent

"We would absolutely stay here again. The staff was friendly, breakfast was delicious, the room/beds comfortable. Convenient to shops and the restaurant right next door was a plus. Gorgeous views! Very nice pool area. I was a little concerned about the highway but you can’t hear any traffic noise at all. Overall the property rates high on our list and I tend to be picky. Oh the hot water was pleasantly hot as I love a good hot bath! Highly recommend!"

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Frequently asked questions

What are some accommodations 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 free self parking, a seasonal outdoor pool, and complimentary wireless internet access. Chincoteague Inn: Features free self parking, a seasonal outdoor pool, and complimentary wireless internet access. Blufin Bungalows & Marina: Offers a water park, a seasonal outdoor pool, and free self parking. Chincoteague Bay RV Resort & 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 like Mount Vernon Beach and Monie Island. During your stay, check out 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 offers an outdoor pool if you plan to visit Princess Anne in the hottest months of July, August, or June when the average temp is 75°F. Lodging with an indoor pool may be the way to go if you visit during the coldest months of January, February, or December when the average temp is 42°F.

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