A sunset over a lake with a dock and a small settlement.

Princess Anne Hotel Guide - Hotels with Pool in Princess Anne, Maryland

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Check availability on Princess Anne Hotels with Pool

Tonight
23 Sept - 24 Sept
Tomorrow
24 Sept - 25 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct

Our top choices for Princess Anne hotels with a pool

A swimming pool with lounge chairs and umbrellas, surrounded by a building with multiple balconies.
A well-maintained lawn with a gazebo, neatly trimmed hedges, and a building with a modern design in the background.
A hotel room with a large bathtub, a double bed, a desk, and a chair.
A dining area with a wooden table and chairs, a kitchen area with a refrigerator and coffee maker, and a view through the glass doors.

1. Econo Lodge Princess Anne

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.
€70
includes taxes & fees
18 Oct - 19 Oct
Econo Lodge Princess Anne
A modern indoor pool area with wooden beams, a pool, and seating arrangements.
A modern hotel room with a kitchenette, a large mirror, a flat-screen TV, and a sofa.
A spacious lobby with a mix of seating options, including sofas and chairs, and a bar area with stools.
A modern bathroom with a white toilet, a large mirror, and a wooden vanity.

2. Hampton Inn & Suites Salisbury/Fruitland

Hampton Inn & Suites Salisbury/Fruitland
Fruitland
  • Splash into relaxation at this spotless hotel, featuring a sunlit indoor pool and inviting hot tub.
€120
includes taxes & fees
30 Sept - 1 Oct
Hampton Inn & Suites Salisbury/Fruitland
A self-service breakfast station with a coffee machine, yogurt dispensers, and a variety of food items.

3. Home2 Suites By Hilton Salisbury Fruitland

Home2 Suites By Hilton Salisbury Fruitland
Fruitland
€116
includes taxes & fees
18 Oct - 19 Oct
Home2 Suites By Hilton Salisbury Fruitland
An indoor swimming pool with lounge chairs and a ceiling with cloud designs.
A hotel room with a large bed, bedside lamps, a nightstand, a window with blinds, and a wall-mounted abstract painting.
A hotel room with a bed, a sofa, a TV, a desk, and a large window.
A modern bathroom with a toilet, sink, and mirror.

4. Best Western Plus Pocomoke City

Best Western Plus Pocomoke City
Pocomoke City
  • Sparkling indoor pool creates year-round relaxation oasis at this charming rural retreat.
€124
includes taxes & fees
27 Sept - 28 Sept
Best Western Plus Pocomoke City
An indoor swimming pool with clear blue water, surrounded by lounge chairs and tables.
A hotel with a covered entrance, multiple windows, and a brick facade.
A spacious lobby with a wooden reception desk, a sofa, a staircase, and a reception area.
A hotel room with a large bathtub, a red chair, a small round table, and a bed with white linens.

5. Country Inn & Suites by Radisson, Salisbury, MD

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.
€91
includes taxes & fees
25 Oct - 26 Oct
Country Inn & Suites by Radisson, Salisbury, MD
A hotel with a swimming pool, lounge chairs, and a covered outdoor seating area.
A hotel room with two beds, a desk with a chair, a TV, and a window with curtains.
A modern lobby with a reception desk, a seating area with a sofa and a plant, and a staircase leading to an upper level.
A hotel room with a bed, a TV mounted on the wall, a desk with a lamp, a sofa, and a window with curtains.

6. Wingate by Wyndham Salisbury MD Airport North

Wingate by Wyndham Salisbury MD Airport North
Salisbury
  • Splash into relaxation at the seasonal pool with loungers for effortless summer unwinding.
€99
includes taxes & fees
25 Oct - 26 Oct
Wingate by Wyndham Salisbury MD Airport North
A swimming pool with lounge chairs and a covered seating area, surrounded by a building with multiple balconies and lighting.
A modern lounge area with a stone pillar, grey sofa, and a fireplace.
A hotel room with a bed, bedside table, and a desk with a chair.
A hotel lobby with a reception desk, seating area, and a view of the outdoors.

7. Best Western Salisbury Plaza

Best Western Salisbury Plaza
Salisbury
  • Dive into the seasonal outdoor pool surrounded by loungers and umbrellas for a refreshing summer retreat in Salisbury.
€83
includes taxes & fees
28 Sept - 29 Sept
Best Western Salisbury Plaza
An indoor swimming pool with clear lanes, a lifeguard chair, and a sun lounger by the poolside.
A Courtyard Marriott hotel with a covered entrance, multiple floors, and a well-lit facade.
A modern office space with multiple workstations, ergonomic chairs, and a comfortable seating area with a sofa and armchairs.
A hotel corridor with a large screen displaying a construction site, a curved wooden wall, and an exit sign.

8. Courtyard by Marriott Salisbury

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.
€114
includes taxes & fees
4 Oct - 5 Oct
Courtyard by Marriott Salisbury
A swimming pool with a 'NO DIVING' sign, surrounded by lounge chairs and umbrellas.
A hotel room with a desk, a television, a small refrigerator, a chair, and a bathroom.
A spacious lobby with a curved reception desk, a seating area with a sofa, and a patterned carpet.
A hotel room with two beds, a desk, a chair, a window with curtains, and a wall-mounted lamp.

9. Econo Lodge Pocomoke City Hwy 13

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.
€57
includes taxes & fees
14 Oct - 15 Oct
Econo Lodge Pocomoke City Hwy 13
A swimming pool with a view of the water, a deck with lounge chairs, and a fence.
A hot tub in a room with large windows overlooking a water body and grassy area.
A large, two-story house with a front porch and a covered entryway.
A covered outdoor seating area with wicker furniture and a view of a calm body of water.

10. Waterside Inn

Waterside Inn
Downtown Chincoteague
  • Float away in Chincoteague's city centre marina hotel with a seasonal pool and nautical adventures.
€60
includes taxes & fees
18 Oct - 19 Oct
Waterside Inn
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Choose what matters most at hotels with a pool in Princess Anne

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Princess Anne Hotel Reviews

Waterside Inn

Waterside Inn

10/10 Excellent
"The room was clean and comfortable the staff was so nice and helpful the breakfast was good and enough we enjoyed our stay and look forward to going back again."
Dwain 2-night trip
Posted 9 hours ago
Waterside Inn
Comfort Suites Chincoteague Island Bayfront Resort

Comfort Suites Chincoteague Island Bayfront Resort

10/10 Excellent
"Staff was very helpful. The grounds were very clean. Breakfast was excellent. Room was nice and clean. Loved the view from balcony overlooking the bay. Would definitely recommend this place."
John 2-night trip
Posted 1 day ago
Comfort Suites Chincoteague Island Bayfront Resort
Best Western Salisbury Plaza

Best Western Salisbury Plaza

8/10 Good
"I would have preferred non plastic plates and flatware"
Sarah 1-night trip
Posted 2 days ago
Best Western Salisbury Plaza
Atlantic Shores Inn and Suites

Atlantic Shores Inn and Suites

10/10 Excellent
"Very nice"
stewart 1-night trip
Posted 3 days ago
Atlantic Shores Inn and Suites
Days Inn by Wyndham Salisbury

Days Inn by Wyndham Salisbury

10/10 Excellent
"Every thing was very convenient for me"
Terry 2-night trip
Posted 7 days ago
Days Inn by Wyndham Salisbury
Wingate by Wyndham Salisbury MD Airport North

Wingate by Wyndham Salisbury MD Airport North

10/10 Excellent
"EVERYTHING was AMAZING ESPECIALLY THE OVERNIGHT STAFF for the 3 days I stayed. THE POOL WATER WAS NOT OKAY. TOP LAYER WAS COVERED IN A FILM ALONG WITH HAIR. My only complaint."
Owen 1-night trip
Posted 8 days ago
Wingate by Wyndham Salisbury MD Airport North

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 daily, a seasonal outdoor pool and free self parking. Waterside Inn: Features a private beach, a seasonal outdoor pool and a snack bar/deli. Key West Cottages: Offers free self parking, a seasonal outdoor pool and complimentary wireless Internet access. Chincoteague Inn: Features daily, an indoor 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 Princess Anne Town Hall, Teackle Mansion 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.