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

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Check availability on Princess Anne Hotels with Pool

Tonight
25 Dec - 26 Dec
Tomorrow
26 Dec - 27 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for Princess Anne hotels with a pool

Terrace/patio
Econo Lodge Princess Anne

Econo Lodge Princess Anne

Econo Lodge Princess Anne
2.0 star property
Princess Anne
6.6 out of 10, (667)
"Courteous staff, seamless check in/out. Nothing fancy. But was clean and convenient "
United States
Leslye
The price is €72
includes taxes & fees
1 Jan - 2 Jan 2026
Econo Lodge Princess Anne
Indoor pool, open 10:00 AM to 10:00 PM, pool loungers
Hampton Inn & Suites Salisbury/Fruitland

Hampton Inn & Suites Salisbury/Fruitland

Hampton Inn & Suites Salisbury/Fruitland
2.5 star property
Fruitland
9.2 out of 10, Wonderful, (1001)
"Amazingly friendly staff. Welcoming and heart warming, had to extend a night due to car issues, they were able to facilitate us with no issues, and being a part of hilton honors it's like going home."
United States
Haitham
The price is €85
includes taxes & fees
9 Jan - 10 Jan 2026
Hampton Inn & Suites Salisbury/Fruitland
Seasonal outdoor pool, pool umbrellas
Marina Bay Hotel & Suites, an Ascend Collection Hotel

Marina Bay Hotel & Suites, an Ascend Collection Hotel

Marina Bay Hotel & Suites, an Ascend Collection Hotel
2.5 star property
Downtown Chincoteague
9.0 out of 10, Wonderful, (1001)
"Very clean and courteous staff!"
United States
Nancy
The price is €77
includes taxes & fees
14 Jan - 15 Jan 2026
Marina Bay Hotel & Suites, an Ascend Collection Hotel
Indoor pool, outdoor pool, pool umbrellas, pool loungers
Comfort Suites Chincoteague Island Bayfront Resort

Comfort Suites Chincoteague Island Bayfront Resort

Comfort Suites Chincoteague Island Bayfront Resort
2.5 star property
Downtown Chincoteague
9.6 out of 10, Exceptional, (1001)
"Over all friendly, clean, great continental breakfast and cheerful."
United States
Tim
The price is €90
includes taxes & fees
15 Jan - 16 Jan 2026
Comfort Suites Chincoteague Island Bayfront Resort
Outdoor pool
Key West Cottages

Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (490)
"What an absolute wonderful place. Staff were so friendly and the cottages were amazing very clean. We would definitely stay here again."
United States
julie
Key West Cottages
Seasonal outdoor pool
Waterside Inn

Waterside Inn

Waterside Inn
2.0 star property
Downtown Chincoteague
9.0 out of 10, Wonderful, (1000)
"We had a great time. Ample room and amazing breakfast! "
United States
Stephania
Waterside Inn
Outdoor pool
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
2.5 star property
Downtown Chincoteague
9.2 out of 10, Wonderful, (579)
"Spencer was very helpful on the phone, and the staff who checked us in and out were very nice and polite. The room and breakfast were top notch as well :)"
United States
John
The price is €110
includes taxes & fees
30 Dec - 31 Dec
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
Indoor pool
Country Inn & Suites by Radisson, Salisbury, MD

Country Inn & Suites by Radisson, Salisbury, MD

Country Inn & Suites by Radisson, Salisbury, MD
3.0 star property
Salisbury
7.4 out of 10, Good, (1000)
"Great customer service "
United States
Sonya
The price is €75
includes taxes & fees
31 Dec - 1 Jan 2026
Country Inn & Suites by Radisson, Salisbury, MD
Outdoor pool
Holiday Inn Express Hotel & Suites Salisbury - Delmar by IHG

Holiday Inn Express Hotel & Suites Salisbury - Delmar by IHG

Holiday Inn Express Hotel & Suites Salisbury - Delmar by IHG
2.5 star property
Delmar
8.2 out of 10, Very good, (831)
"Convenient location to my travel plans "
United States
James
The price is €72
includes taxes & fees
18 Jan - 19 Jan 2026
Holiday Inn Express Hotel & Suites Salisbury - Delmar by IHG
Indoor pool
Best Western Plus Pocomoke City

Best Western Plus Pocomoke City

Best Western Plus Pocomoke City
2.5 star property
Pocomoke City
8.6 out of 10, Excellent, (881)
"Clean room, friendly staff"
United States
Brittany
The price is €87
includes taxes & fees
31 Dec - 1 Jan 2026
Best Western Plus Pocomoke City
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Princess Anne Hotel Reviews

Hampton Inn & Suites Salisbury/Fruitland

Hampton Inn & Suites Salisbury/Fruitland

10/10 Excellent
"Staff, cleanliness, amities"
Teddy 1-night trip
Posted 1 day ago
Hampton Inn & Suites Salisbury/Fruitland

Frequently asked questions

What are some accommodation options with pools in Princess Anne?
Americas Best Value Inn Princess Anne: Offers buffet, an indoor pool and complimentary high-speed (wired) Internet access. Hampton Inn & Suites Salisbury/Fruitland: Provides complimentary high-speed (wired) Internet access, an indoor pool and free self parking. Courtyard by Marriott Salisbury: Offers a private beach, a seasonal outdoor pool and a snack bar/deli. Hampton Inn Salisbury: Features full, a seasonal outdoor pool and complimentary high-speed (wired) Internet access. Key West Cottages: Offers free self parking, a seasonal outdoor pool and complimentary wireless Internet access.
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 Teackle Mansion. 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.