Princess Anne Hotels with Swimming Pool

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Check availability on Princess Anne Hotels with Swimming Pools

Tonight
30 Dec - 31 Dec
Tomorrow
31 Dec - 1 Jan
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Our top choices for Princess Anne hotels with a pool

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, (1000)
"rooms are clean, good breakfast"
United States
JENNIFER
The price is RM380
RM425 total
includes taxes & fees
14 Jan - 15 Jan 2026
Hampton Inn & Suites Salisbury/Fruitland
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
Sports facility
Courtyard by Marriott Salisbury

Courtyard by Marriott Salisbury

Courtyard by Marriott Salisbury
3.0 star property
Salisbury
8.6 out of 10, Excellent, (964)
"Staff was very nice and kind. Hotel was clean and organized "
United States
Gokhan
The price is RM435
RM487 total
includes taxes & fees
8 Jan - 9 Jan 2026
Courtyard by Marriott Salisbury
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)
"We have stayed in several hotels in the area and this was the nicest."
United States
Debra
The price is RM310
RM345 total
includes taxes & fees
6 Jan - 7 Jan 2026
Econo Lodge Princess Anne
Outdoor pool
Key West Cottages

Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (494)
"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
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 RM418
RM469 total
includes taxes & fees
4 Jan - 5 Jan 2026
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
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, (1000)
"The rooms were spotless, nice breakfast , we really enjoyed our stay"
United States
Elizabeth
The price is RM272
RM366 total
includes taxes & fees
28 Jan - 29 Jan 2026
Marina Bay Hotel & Suites, an Ascend Collection Hotel
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 RM321
RM359 total
includes taxes & fees
10 Jan - 11 Jan 2026
Country Inn & Suites by Radisson, Salisbury, MD
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, (1003)
"Over all friendly, clean, great continental breakfast and cheerful."
United States
Tim
The price is RM354
RM402 total
includes taxes & fees
15 Jan - 16 Jan 2026
Comfort Suites Chincoteague Island Bayfront Resort
Indoor pool
Hampton Inn & Suites Chincoteague Waterfront

Hampton Inn & Suites Chincoteague Waterfront

Hampton Inn & Suites Chincoteague Waterfront
2.5 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (745)
"Clean room, friendly staff, great continental breakfast!"
United States
William
The price is RM396
RM445 total
includes taxes & fees
6 Jan - 7 Jan 2026
Hampton Inn & Suites Chincoteague Waterfront
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

Best Western Plus Pocomoke City

Best Western Plus Pocomoke City

10/10 Excellent
"Clean "
Kimberely 2-night trip
Posted 2 days ago
Best Western Plus Pocomoke City

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: Features a private beach, a seasonal outdoor pool and a snack bar/deli. Key West Cottages: Features free self parking, a seasonal outdoor pool and complimentary wireless Internet access. Hampton Inn Salisbury: Offers a snack bar/deli, a seasonal outdoor pool and complimentary high-speed (wired) 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 Princess Anne Town Hall, Somerset County Library 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.

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