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

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Check availability on Princess Anne Hotels with Pool

Top Princess Anne Hotels with Pool

Terrace/patio
Econo Lodge Princess Anne

Econo Lodge Princess Anne

2.0 star property
Princess Anne
  • Pool loungers
6.6 out of 10, (658)
Seasonal swimming beckons travellers from May through September at this comfortable retreat. Pool loungers invite sunbathing while the 9 AM - 9 PM hours ensure ample time for refreshing dips after exploring Princess Anne.
The price is €78
includes taxes & fees
16 Nov - 17 Nov
Econo Lodge Princess Anne
Indoor pool
Hampton Inn & Suites Chincoteague Waterfront

Hampton Inn & Suites Chincoteague Waterfront

2.5 star property
Downtown Chincoteague
  • Indoor pool
  • Hot tub
9.8 out of 10, Exceptional, (733)
Heated waters invite year-round swimming after exploring nearby hiking trails and wildlife areas. Complimentary breakfast fuels outdoor adventures while immaculate rooms feature stunning sunset views across the tranquil Chincoteague waterfront.
The price is €85
includes taxes & fees
1 Dec - 2 Dec
Hampton Inn & Suites Chincoteague Waterfront
Outdoor pool
Holiday Inn Express Hotel & Suites Salisbury - Delmar by IHG

Holiday Inn Express Hotel & Suites Salisbury - Delmar by IHG

2.5 star property
Delmar
  • Outdoor pool
8.2 out of 10, Very good, (826)
Refreshing swims await at the seasonal outdoor pool, perfect for summer relaxation after exploring nearby hiking trails or kayaking adventures. This rural hotel balances aquatic enjoyment with fitness options and comfortable rooms featuring premium amenities.
The price is €74
includes taxes & fees
7 Dec - 8 Dec
Holiday Inn Express Hotel & Suites Salisbury - Delmar by IHG
Outdoor pool
Key West Cottages

Key West Cottages

3.0 star property
Downtown Chincoteague
  • Outdoor pool
  • On private beach
9.8 out of 10, Exceptional, (477)
Swimming in the heated outdoor pool creates the perfect holiday rhythm between beach visits and island bike tours. Adventurous guests appreciate the complimentary bicycles, seasonal pool access, and tranquil private beach area.
Key West Cottages
Outdoor pool
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

2.5 star property
Downtown Chincoteague
  • Outdoor pool
  • Near the beach
9.2 out of 10, Wonderful, (571)
Sparkling waters beckon from the heated outdoor pool, offering panoramic bay views after kayaking nearby trails. The hotel combines waterfront charm with fitness facilities, creating a serene island retreat complete with sunset-watching spots.
The price is €113
includes taxes & fees
15 Nov - 16 Nov
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
Indoor pool, outdoor pool, pool umbrellas, pool loungers
Comfort Suites Chincoteague Island Bayfront Resort

Comfort Suites Chincoteague Island Bayfront Resort

2.5 star property
Downtown Chincoteague
  • Outdoor pool
  • Indoor pool
  • Pool loungers
  • Hot tub
9.6 out of 10, Exceptional, (1005)
Refreshing waters await at this bayfront resort's indoor and outdoor pools, where sun loungers and umbrellas create perfect relaxation spots. Guests particularly love unwinding in the hot tub after kayaking adventures or scenic island explorations nearby.
The price is €99
includes taxes & fees
30 Nov - 1 Dec
Comfort Suites Chincoteague Island Bayfront Resort
Seasonal outdoor pool
Waterside Inn

Waterside Inn

2.0 star property
Downtown Chincoteague
  • Pool
  • Breakfast included
  • Parking included
  • Free WiFi
  • Air conditioning
  • Gym
9.0 out of 10, Wonderful, (1003)
Swimmers delight in the heated seasonal pool, complete with magnificent bay panoramas and waterfront tranquility. This hotel combines poolside lounging with nearby fishing opportunities from its private marina for a perfect coastal getaway.
Waterside Inn
Sports facility
Courtyard by Marriott Salisbury

Courtyard by Marriott Salisbury

3.0 star property
Salisbury
  • Indoor pool
  • Hot tub
8.6 out of 10, Excellent, (947)
Crystal-clear waters of the indoor pool beckon from early morning until late evening, offering a refreshing retreat after exploring nearby attractions. The bubbling hot tub provides the perfect muscle-soothing finale to days spent discovering local landmarks.
The price is €104
includes taxes & fees
16 Nov - 17 Nov
Courtyard by Marriott Salisbury
Seasonal outdoor pool, pool umbrellas
Marina Bay Hotel & Suites, an Ascend Collection Hotel

Marina Bay Hotel & Suites, an Ascend Collection Hotel

2.5 star property
Downtown Chincoteague
  • Pool umbrellas
9.0 out of 10, Wonderful, (997)
Marina-view splendour awaits at the seasonal outdoor pool, perfect for refreshing dips before sunset watching from the dock. Bicycles, a fitness centre, and fishing opportunities complement this tranquil waterfront sanctuary.
The price is €95
includes taxes & fees
2 Dec - 3 Dec
Marina Bay Hotel & Suites, an Ascend Collection Hotel
Indoor pool
Country Inn & Suites by Radisson, Salisbury, MD

Country Inn & Suites by Radisson, Salisbury, MD

3.0 star property
Salisbury
  • Indoor pool
7.4 out of 10, Good, (1001)
Swimming enthusiasts appreciate the indoor pool where adults can exercise while supervising children under 16. After exploring nearby hiking trails, guests unwind in the hot tub before retreating to spotlessly clean, comfortable rooms with premium bedding.
The price is €90
includes taxes & fees
30 Nov - 1 Dec
Country Inn & Suites by Radisson, Salisbury, MD
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

Waterside Inn

Waterside Inn

10/10 Excellent
"Only recommendation is to spend up for the Diplomat rooms with 315 being the absolute bomb!"
Robert 3-night trip
Posted 7 days ago
Waterside Inn

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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: Hotel located near Salisbury University. Provides full, a seasonal outdoor pool and complimentary high-speed (wired) Internet access. Best Western Salisbury Plaza: Features daily, a seasonal outdoor pool and free self parking. Waterside Inn: Offers daily, an indoor pool and free self parking. Country Inn & Suites by Radisson, Salisbury, MD: Features complimentary high-speed (wired) Internet access, 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 Somerset County Library, Princess Anne Town Hall and Corbin Memorial Library. 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.