Princess Anne Hotels with Pools - Outdoor/Indoor Pools in Princess Anne MD

Princess Anne hotels and motels with swimming pools that are perfect for a family are listed below. Search for cheap and discount hotel rates at hotels with a pool in or near Princess Anne, MD for your upcoming individual or family vacation. We list the best pool equipped, kid friendly Princess Anne Maryland hotel and motel rooms for children. Review the list of Princess Anne hotels with indoor or outdoor pools below to find the perfect lodging for you and your kids.
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Princess Anne Hotels with Outdoor or Indoor Pools

Best Western Plus Pocomoke City in Pocomoke City 125 Newtowne Blvd., Pocomoke City, MD 21851
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~11.43 miles southeast of Princess Anne
  • Pool details: Pool is indoors and open from 10A-10P
  • Affordable property
More Photos Pool image of Best Western Plus Pocomoke City
From$78 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
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Doubletree by Hilton Salisbury : 300 South Salisbury Blvd. 300 South Salisbury Blvd., Salisbury, MD 21801
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~13.30 miles northeast of Princess Anne
  • Has swimming pool: 9am-10pm/Full Size/Indoor
  • Affordable Downtown property
More Photos Swimming pool at Doubletree by Hilton Salisbury
From$90 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Wingate by Wyndham Salisbury in Salisbury 406 Punkin Court, Salisbury, MD 21804
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~15.00 miles northeast of Princess Anne
  • Pool available: Our seasonal pool is open from 10am till 10pm every night.
  • Economy Suburban hotel
More Photos Swimming pool at Wingate by Wyndham Salisbury
From$88 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Best Western Salisbury Plaza - Salisbury 1735 North Salisbury Blvd., Salisbury, MD 21801
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~15.06 miles northeast of Princess Anne
  • Has swimming pool: Outdoor Seasonal Pool
  • Economical Downtown property
More Photos Photo of Best Western Salisbury Plaza Pool
From$63 total
Average 3.0 /5 Review Score Call BookMore Details
Residence Inn by Marriott Salisbury 140 Centre Rd., Salisbury, MD 21801
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~16.23 miles northeast of Princess Anne
  • Pool in hotel: Outdoor Pool
  • Affordable Highway hotel
More Photos Pool image of Residence Inn by Marriott Salisbury
From$96 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn 121 East Naylor Mill Rd., Salisbury, MD 21804
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~16.91 miles northeast of Princess Anne
  • Includes a pool: Pool Information The Hampton Inn Salisbury features an indoor pool for guest enjoyment and relaxation. Open daily from 8:00 AM to 10:00 PM Climate-controlled for year-round use Comfortable seating area for guests and families Towels provided for guest convenience Our indoor pool offers a great way for guests to unwind after a long day of travel, meetings, or events.
  • 3 star Downtown property
More Photos Swimming pool at Hampton Inn
From$96 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Courtyard by Marriott Salisbury - Salisbury 128 Troopers Way, Salisbury, MD 21804
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~17.52 miles northeast of Princess Anne
  • Pool details: Our Indoor pool & hot tub are available from 7:00am - 11:00pm Daily. Fitness Center available 24/7. Outdoor Courtyard available for group gatherings.
  • Affordable Downtown property
More Photos Swimming pool at Courtyard by Marriott Salisbury
From$130 total
Very Good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express Hotel & Suites Salisbury - Delmar by IHG 30232 Lighthouse SW Dr., Delmar, MD 21875
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~18.82 miles northeast of Princess Anne
  • Includes a swimming pool
  • Affordable Suburban hotel
More Photos Photo of Holiday Inn Express Hotel & Suites Salisbury - Delmar by IHG Pool
From$100 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront 3913 Main St., Chincoteague Island, VA 23336
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~25.19 miles southeast of Princess Anne
  • Pool details: Outdoor swimming pool.
  • Three Star Beach property
More Photos Swimming pool at Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
From$98 total
Very Good 4.0 /5 Read Reviews Call BookMore Details
Marina Bay Hotel & Suites in Chincoteague 3801 Main St., Chincoteague, VA 23336
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~25.21 miles southeast of Princess Anne
  • Pool details: 10:00 AM to 9:00 PM Outdoor Seasonal Pool
  • Three Star Resort hotel
More Photos Photo of Marina Bay Hotel & Suites Pool
From$96 total
Very Good 4.5 /5 Reviews Call BookMore Details
Comfort Suites Chincoteague Island Bayfront Resort - Chincoteague 4195 Main St., Chincoteague, VA 23336
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~25.28 miles southeast of Princess Anne
  • Pool in hotel: Indoor Pool & Hot Tub Seasonal Outdoor Pool
  • Mid-scale Resort property
More Photos Photo of Comfort Suites Chincoteague Island Bayfront Resort Pool
From$96 total
Very Good 4.0 /5 Review Score Call BookMore Details
Days Inn by Wyndham Chincoteague Island - Chincoteague 7020 Maddox Blvd., Chincoteague, VA 23336
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~26.56 miles southeast of Princess Anne
  • Pool in hotel: out door seasonal pool 9am to 9pm
  • 2-star Beach property
More Photos Photo of Days Inn by Wyndham Chincoteague Island Pool
From$72 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Spark by Hilton Chincoteague Island 7105 Maddox Blvd., Chincoteague Island, VA 23336
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~26.72 miles southeast of Princess Anne
  • Has swimming pool: Outdoor pool in tropical setting available April - October
  • Midscale Beach property
More Photos Photo of Spark by Hilton Chincoteague Island Pool
From$96 total
Very Good 4.0 /5 Review Score Call BookMore Details
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Holiday Inn Express & Suites West Ocean City by IHG 12552 Ocean Gateway, Ocean City, MD 21842
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~33.60 miles east of Princess Anne
  • Has swimming pool: Our Indoor Pool is open between 7:00am and 11:00pm.
  • Economy Beach property
More Photos Swimming pool at Holiday Inn Express & Suites West Ocean City by IHG
From$70 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Seaford - Seaford 22871 Sussex Highway, Seaford, DE 19973
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~33.96 miles north of Princess Anne
  • Pool in hotel
  • Three Star Rural property
More Photos Photo of Hampton Inn Seaford Pool
From$128 total
Very Good 4.0 /5 Read Reviews Call BookMore Details
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Cambria Ocean City Bayfront 13 St. Louis Ave., Ocean City, MD 21842
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~34.91 miles east of Princess Anne
  • Pool details: Enjoy an indoor heated pool and hot tub, as well as an outdoor pool with poolside food and beverage service.
  • 3-star Beach hotel
More Photos Photo of Cambria Ocean City Bayfront Pool
From$130 total
Average 3.0 /5 Guest Reviews Call BookMore Details
Madison Beach Motel in Ocean City 9 Baltimore Ave., Ocean City, MD 21842
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~35.02 miles east of Princess Anne
  • Pool available: Outdoor Pool open from 9 am to 9 pm daily. Opens in early May and closes in mid October.
  • Economical Beach property
More Photos Pool image of Madison Beach Motel
From$72 total
Average 3.0 /5 Reviews Call BookMore Details
Park Place Hotel in Ocean City 208 Baltimore Ave., Ocean City, MD 21842
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~35.16 miles east of Princess Anne
  • Pool details: Seasonal outdoor pools (2) One heated pool year round, outside
  • Mid-scale Beach property
More Photos Photo of Park Place Hotel Pool
From$94 total
Average 3.0 /5 Guest Reviews Call BookMore Details
Paradise Plaza Inn 3 9th St., Ocean City, MD 21842
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~35.42 miles east of Princess Anne
  • Includes a pool: Outdoor seasonal pool Memorial Day to Labor Day. Hours will vary, but about 9am to 9pm.
  • Mid-scale Oceanfront hotel
More Photos Pool image of Paradise Plaza Inn
From$88 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Howard Johnson Plaza Hotel by Wyndham Ocean City Oceanfront : 1109 North Atlantic Ave. 1109 North Atlantic Ave., Ocean City, MD 21842
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~35.52 miles east of Princess Anne
  • We have a pool ready for use
  • Cheap Beach property
More Photos Photo of Howard Johnson Plaza Hotel by Wyndham Ocean City Oceanfront Pool
From$94 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Tidelands Caribbean in Ocean City 1409 Atlantic Ave., Ocean City, MD 21842
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~35.65 miles east of Princess Anne
  • Pool details: Two Outdoor Pools
  • Two star Oceanfront hotel
More Photos Swimming pool at Tidelands Caribbean
From$72 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hyatt Place Ocean City / Oceanfront in Ocean City 1 16th St., Ocean City, MD 21842
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~35.72 miles east of Princess Anne
  • Includes a pool: Two (2) Outdoor Pools open from Memorial Day to Labor Day. One (1) Indoor Pool available year round from 11am - 10pm.
  • Three Star Beach hotel
More Photos Swimming pool at Hyatt Place Ocean City / Oceanfront
From$192 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Days Inn by Wyndham Oceanfront 2210 Baltimore Ave., Ocean City, MD 21842
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~35.92 miles east of Princess Anne
  • Includes a swimming pool
  • Economical Beach property
More Photos Pool image of Days Inn by Wyndham Oceanfront
From$72 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Grand Hotel Ocean City Oceanfront : 2100 Baltimore Ave. 2100 Baltimore Ave., Ocean City, MD 21842
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~35.92 miles east of Princess Anne
  • Pool details: Indoor and Outdoor Pool. Outdoor pool is open Memorial Day to Labor Day. The indoor pool is open from 9am to 11pm.
  • Mid-scale Beach property
More Photos Photo of Grand Hotel Ocean City Oceanfront Pool
From$82 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Ocean City in Ocean City 2501 Philadelphia Ave., Ocean City, MD 21842
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~35.95 miles east of Princess Anne
  • Pool in hotel: 9:00 AM - 9:00 PM Small Dipping Pool located on our third floor.
  • 3-star Resort hotel
More Photos Photo of Fairfield Inn & Suites by Marriott Ocean City Pool
From$48 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Howard Johnson by Wyndham Oceanfront Inn in Ocean City 2401 Atlantic Ave., Ocean City, MD 21842
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~36.04 miles east of Princess Anne
  • Includes a pool
  • Midscale Beach hotel
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From$96 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Crystal Beach Hotel : 2500 Baltimore Ave. 2500 Baltimore Ave., Ocean City, MD 21842
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~36.04 miles east of Princess Anne
  • Pool in hotel: Outdoor pool
  • Two star Beach property
More Photos Photo of Crystal Beach Hotel Pool
From$78 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Ocean City Oceanfront 2800 Baltimore Ave., Ocean City, MD 21842
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~36.21 miles east of Princess Anne
  • Pool available: Our newly renovated indoor pool and outdoor sun deck is available year-round at the Hilton Garden Inn Ocean City Oceanfront hours of operation and capacities may be limited due to COVID 19. Brand new Workout facility also located off the pool area.
  • 3-star Oceanfront property
More Photos Swimming pool at Hilton Garden Inn Ocean City Oceanfront
From$106 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Flamingo Motel in Ocean City 3010 Baltimore Ave., Ocean City, MD 21842
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~36.26 miles east of Princess Anne
  • We have a pool ready for use
  • Low Cost Beach hotel
More Photos Swimming pool at Flamingo Motel
From$70 total
Average 3.5 /5 Recent Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Ocean City : 106 32nd St. 106 32nd St., Ocean City, MD 21842
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~36.26 miles east of Princess Anne
  • Has swimming pool: Outdoor Pool, 30' x 20' Open from 8am until 9pm
  • Midscale Beach hotel
More Photos Pool image of La Quinta Inn & Suites by Wyndham Ocean City
From$69 total
Average 3.0 /5 Guest Reviews Call BookMore Details
Doubletree by Hilton Ocean City Oceanfront 3301 Atlantic Ave., Ocean City, MD 21842
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~36.38 miles east of Princess Anne
  • Has swimming pool
  • Mid-scale Beach hotel
More Photos Pool image of Doubletree by Hilton Ocean City Oceanfront
From$62 total
Very Good 4.0 /5 Review Score Call BookMore Details
Hampton Inn & Suites Ocean City Bayfront / Convention Center - Ocean City 4301 Coastal Highway, Ocean City, MD 21842
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~36.55 miles east of Princess Anne
  • Has swimming pool: Indoor and outdoor swimming pools with hot tub located near the indoor pool.
  • 3-star Beach hotel
More Photos Photo of Hampton Inn & Suites Ocean City Bayfront / Convention Center Pool
From$96 total
Average 3.0 /5 Reviews Call BookMore Details
Residence Inn by Marriott in Ocean City 300 Seabay Lane, Ocean City, MD 21842
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~36.96 miles east of Princess Anne
  • Pool available: Indoor and outdoor pools
  • Mid-scale Convention Center hotel
More Photos Pool image of Residence Inn by Marriott
From$86 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Best Western Plus Ocean City : 6007 Coastal Highway 6007 Coastal Highway, Ocean City, MD 21842
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~37.10 miles east of Princess Anne
  • Pool available: We have an outdoor pool that is open from 9am - 9pm in season.
  • Low Cost Beach hotel
More Photos Pool image of Best Western Plus Ocean City
From$92 total
Very Good 4.0 /5 Review Score Call BookMore Details
Home2 Suites by Hilton Ocean City Bayside Md 120 67th St. 3a, Ocean City, MD 21842
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~37.25 miles east of Princess Anne
  • Pool in hotel: Indoor Saline Pool is open from 9:00 AM - 10:00 PM
  • Three Star Beach property
More Photos Pool image of Home2 Suites by Hilton Ocean City Bayside Md
From$70 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Coconut Malorie Resort Ocean City in Ocean City 200 59th St. on The Bay, Ocean City, MD 21842
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~37.50 miles east of Princess Anne
  • Pool available: Outdoor pool
  • 3 star property
More Photos Swimming pool at Coconut Malorie Resort Ocean City
From$72 total
Average 3.0 /5 Guest Reviews Call BookMore Details
Kokomo Suites 7300 Coastal Highway, Ocean City, MD 21842
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~37.58 miles east of Princess Anne
  • Pool in hotel: Outdoor pool, seasonal, hours will vary.
  • 2 star Beach property
More Photos Pool image of Kokomo Suites
From$82 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Microtel Inn & Suites by Wyndham Georgetown Delaware Beaches in Georgetown 22297 Dupont Highway, Georgetown, DE 19947
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~37.72 miles northeast of Princess Anne
  • Pool details: 8am-Dusk. Outdoor Pool
  • Inexpensive Beach hotel
More Photos Pool image of Microtel Inn & Suites by Wyndham Georgetown Delaware Beaches
From$154 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Bonita Beach Hotel in Ocean City 8100 Coastal Highway, Ocean City, MD 21842
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~37.83 miles east of Princess Anne
  • Has swimming pool: Indoor pool with outdoor sun deck
  • 2 star Beach hotel
More Photos Swimming pool at Bonita Beach Hotel
From$66 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Princess Royale Hotel & Conference Center - Ocean City Oceanfront on 91st St., Ocean City, MD 21842
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~38.12 miles east of Princess Anne
  • Pool details: Indoor pool, open 10AM - 10PM.
  • 3-star Beach hotel
More Photos Pool image of Princess Royale Hotel & Conference Center
From$90 total
Very Good 4.0 /5 Review Score Call BookMore Details
Ashore Oceanfront Hotel by Marriott : 10100 Coastal Highway 10100 Coastal Highway, Ocean City, MD 21842
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~38.43 miles east of Princess Anne
  • Pool in hotel: Outdoor heated pool open mid-May to mid-September, 11 am - 8 pm.
  • Mid-scale Beach hotel
More Photos Photo of Ashore Oceanfront Hotel by Marriott Pool
From$96 total
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Comfort Inn Gold Coast : 11201 Coastal Highway 11201 Coastal Highway, Ocean City, MD 21842
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~38.49 miles east of Princess Anne
  • Pool details: Indoor Pool / Hot Tub, 7am - 10pm
  • 3 star Resort hotel
More Photos Swimming pool at Comfort Inn Gold Coast
From$46 total
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Carousel Oceanfront Resort 11700 Coastal Highway, Ocean City, MD 21842
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~38.74 miles east of Princess Anne
  • Has swimming pool: Hours differ for in-season and off season Large indoor pool with jacuzzi Large outdoor pool and kiddie pool Open Memorial day through Labor day 10am-8pm
  • Affordable Oceanfront property
More Photos Pool image of Carousel Oceanfront Resort
From$96 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Coastal Palms Inn & Suites 12004 Coastal Highway, Ocean City, MD 21842
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~38.81 miles east of Princess Anne
  • Pool in hotel
  • 3 star Beach property
More Photos Photo of Coastal Palms Inn & Suites Pool
From$66 total
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Country Inn & Suites by Radisson Ocean City Md 12303 Coastal Highway, Ocean City, MD 21842
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~38.88 miles east of Princess Anne
  • Pool available: Indoor heated pool open daily 10:00 AM - 10:00 PM
  • Mid-scale Beach hotel
More Photos Photo of Country Inn & Suites by Radisson Ocean City Md Pool
From$96 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Cayman Suites Hotel in Ocean City 12500 Coastal Highway, Ocean City, MD 21842
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~38.97 miles east of Princess Anne
  • Includes a pool: Pool open 9am - 9pm daily. Glass enclosed and heated Mar - June 1 and Sept 15 - Oct 15.
  • Mid-scale Beach property
More Photos Swimming pool at Cayman Suites Hotel
From$62 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Fenwick Inn 13801 Coastal Highway, Ocean City, MD 21842
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~39.42 miles east of Princess Anne
  • Pool in hotel: Indoor Pool, Hot Tub, and splash pad Open 8am -11pm daily
  • Three Star Beach hotel
More Photos Swimming pool at Fenwick Inn
From$58 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Lexington Park - Lexington Park 22211 Three Notch Rd., Lexington Park, MD 20653
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~41.53 miles west of Princess Anne
  • Pool in hotel: Outdoor Pool open Memorial Day through Labor Day
  • Three Star Highway hotel
More Photos Photo of Hampton Inn Lexington Park Pool
From$96 total
Average 3.0 /5 Review Score Call BookMore Details
Solomons Inn Resort + Marina : 155 Holiday Dr. 155 Holiday Dr., Solomons, MD 20688
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~42.17 miles west of Princess Anne
  • Pool in hotel: Jr. Olympic sized outdoor Pool open Memorial Day weekend-Labor Day weekend
  • 3-star Rural hotel
More Photos Pool image of Solomons Inn Resort + Marina
From$106 total
Average 3.5 /5 Latest Reviews Call BookMore Details
Hotel Bethany Beach 39642 Jefferson Bridge Rd., Bethany Beach, DE 19930
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~42.21 miles northeast of Princess Anne
  • Pool details: Seasonal outdoor swimming pool
  • Affordable Beach hotel
More Photos Swimming pool at Hotel Bethany Beach
From$96 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details

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