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 125 Newtowne Blvd., Pocomoke City, MD 21851 Call ~11.43 miles southeast of Princess Anne
  • Pool available: Pool is indoors and open from 10A-10P
  • Three Star hotel
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From$65
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Doubletree by Hilton Salisbury - Salisbury 300 South Salisbury Blvd., Salisbury, MD 21801 Call ~13.30 miles northeast of Princess Anne
  • Includes a pool: 9am-10pm/Full Size/Indoor
  • Midscale Downtown property
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From$75
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Wingate by Wyndham Salisbury - Salisbury 406 Punkin Court, Salisbury, MD 21804 Call ~15.00 miles northeast of Princess Anne
  • Pool details: Our seasonal pool is open from 10am till 10pm every night.
  • Low priced Suburban hotel
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From$74
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Best Western Salisbury Plaza 1735 North Salisbury Blvd., Salisbury, MD 21801 Call ~15.06 miles northeast of Princess Anne
  • Includes a pool: Outdoor Seasonal Pool
  • Two star Downtown property
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From$53
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Residence Inn by Marriott Salisbury - Salisbury 140 Centre Rd., Salisbury, MD 21801 Call ~16.23 miles northeast of Princess Anne
  • Pool available: Outdoor Pool
  • Mid-scale Highway hotel
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From$80
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Hampton Inn 121 East Naylor Mill Rd., Salisbury, MD 21804 Call ~16.91 miles northeast of Princess Anne
  • Pool in hotel: 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.
  • Three Star Downtown hotel
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From$80
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Courtyard by Marriott Salisbury - Salisbury 128 Troopers Way, Salisbury, MD 21804 Call ~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.
  • 3-star Downtown hotel
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From$109
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Holiday Inn Express Hotel & Suites Salisbury - Delmar by IHG 30232 Lighthouse SW Dr., Delmar, MD 21875 Call ~18.82 miles northeast of Princess Anne
  • Our hotel comes with a pool
  • Midscale Suburban hotel
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From$84
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Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront : 3913 Main St. 3913 Main St., Chincoteague Island, VA 23336 Call ~25.19 miles southeast of Princess Anne
  • Pool available: Outdoor swimming pool.
  • Mid-scale Beach hotel
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From$82
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Comfort Suites Chincoteague Island Bayfront Resort in Chincoteague 4195 Main St., Chincoteague, VA 23336 Call ~25.28 miles southeast of Princess Anne
  • Pool in hotel: Indoor Pool & Hot Tub Seasonal Outdoor Pool
  • Affordable Resort hotel
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From$80
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Days Inn by Wyndham Chincoteague Island 7020 Maddox Blvd., Chincoteague, VA 23336 Call ~26.56 miles southeast of Princess Anne
  • Pool available: out door seasonal pool 9am to 9pm
  • 2-star Beach hotel
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From$60
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Spark by Hilton Chincoteague Island in Chincoteague Island 7105 Maddox Blvd., Chincoteague Island, VA 23336 Call ~26.72 miles southeast of Princess Anne
  • Has swimming pool: Outdoor pool in tropical setting available April - October
  • 3 star Beach property
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From$80
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Holiday Inn Express & Suites West Ocean City by IHG : 12552 Ocean Gateway 12552 Ocean Gateway, Ocean City, MD 21842 Call ~33.60 miles east of Princess Anne
  • Has swimming pool: Our Indoor Pool is open between 7:00am and 11:00pm.
  • 2-star Beach property
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From$59
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Hampton Inn Seaford - Seaford 22871 Sussex Highway, Seaford, DE 19973 Call ~33.96 miles north of Princess Anne
  • We have a pool
  • 3 star Rural property
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From$107
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Cambria Ocean City Bayfront : 13 St. Louis Ave. 13 St. Louis Ave., Ocean City, MD 21842 Call ~34.91 miles east of Princess Anne
  • Has swimming pool: Enjoy an indoor heated pool and hot tub, as well as an outdoor pool with poolside food and beverage service.
  • Mid-scale Beach hotel
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From$109
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Madison Beach Motel : 9 Baltimore Ave. 9 Baltimore Ave., Ocean City, MD 21842 Call ~35.02 miles east of Princess Anne
  • Pool details: Outdoor Pool open from 9 am to 9 pm daily. Opens in early May and closes in mid October.
  • Cheap Beach hotel
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From$60
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Park Place Hotel 208 Baltimore Ave., Ocean City, MD 21842 Call ~35.16 miles east of Princess Anne
  • Includes a pool: Seasonal outdoor pools (2) One heated pool year round, outside
  • 3-star Beach property
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From$79
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Howard Johnson Plaza Hotel by Wyndham Ocean City Oceanfront in Ocean City 1109 North Atlantic Ave., Ocean City, MD 21842 Call ~35.52 miles east of Princess Anne
  • Has a pool!
  • Economy Beach hotel
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From$79
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Tidelands Caribbean 1409 Atlantic Ave., Ocean City, MD 21842 Call ~35.65 miles east of Princess Anne
  • Has swimming pool: Two Outdoor Pools
  • Two-star Oceanfront property
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From$60
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Hyatt Place Ocean City / Oceanfront : 1 16th St. 1 16th St., Ocean City, MD 21842 Call ~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.
  • 3 star Beach hotel
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From$160
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Days Inn by Wyndham Oceanfront in Ocean City 2210 Baltimore Ave., Ocean City, MD 21842 Call ~35.92 miles east of Princess Anne
  • Has a pool!
  • Economy Beach hotel
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From$60
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Grand Hotel Ocean City Oceanfront - Ocean City 2100 Baltimore Ave., Ocean City, MD 21842 Call ~35.92 miles east of Princess Anne
  • Has swimming pool: Indoor and Outdoor Pool. Outdoor pool is open Memorial Day to Labor Day. The indoor pool is open from 9am to 11pm.
  • Affordable Beach hotel
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From$69
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Fairfield Inn & Suites by Marriott Ocean City 2501 Philadelphia Ave., Ocean City, MD 21842 Call ~35.95 miles east of Princess Anne
  • Pool available: 9:00 AM - 9:00 PM Small Dipping Pool located on our third floor.
  • Affordable Resort hotel
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From$40
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Howard Johnson by Wyndham Oceanfront Inn - Ocean City 2401 Atlantic Ave., Ocean City, MD 21842 Call ~36.04 miles east of Princess Anne
  • Has a pool!
  • Affordable Beach property
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From$80
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Crystal Beach Hotel in Ocean City 2500 Baltimore Ave., Ocean City, MD 21842 Call ~36.04 miles east of Princess Anne
  • Has swimming pool: Outdoor pool
  • 2-star Beach property
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From$65
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Hilton Garden Inn Ocean City Oceanfront 2800 Baltimore Ave., Ocean City, MD 21842 Call ~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.
  • Mid-scale Oceanfront property
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From$89
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La Quinta Inn & Suites by Wyndham Ocean City in Ocean City 106 32nd St., Ocean City, MD 21842 Call ~36.26 miles east of Princess Anne
  • Pool details: Outdoor Pool, 30' x 20' Open from 8am until 9pm
  • Three Star Beach property
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From$58
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Doubletree by Hilton Ocean City Oceanfront - Ocean City 3301 Atlantic Ave., Ocean City, MD 21842 Call ~36.38 miles east of Princess Anne
  • We have a pool ready for use
  • Mid-scale Beach hotel
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From$52
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Hampton Inn & Suites Ocean City Bayfront / Convention Center 4301 Coastal Highway, Ocean City, MD 21842 Call ~36.55 miles east of Princess Anne
  • Includes a pool: Indoor and outdoor swimming pools with hot tub located near the indoor pool.
  • 3-star Beach property
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From$80
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Residence Inn by Marriott 300 Seabay Lane, Ocean City, MD 21842 Call ~36.96 miles east of Princess Anne
  • Pool details: Indoor and outdoor pools
  • Midscale Convention Center property
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From$72
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Best Western Plus Ocean City : 6007 Coastal Highway 6007 Coastal Highway, Ocean City, MD 21842 Call ~37.10 miles east of Princess Anne
  • Pool available: We have an outdoor pool that is open from 9am - 9pm in season.
  • 2 star Beach hotel
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From$77
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Home2 Suites by Hilton Ocean City Bayside Md : 120 67th St. 3a 120 67th St. 3a, Ocean City, MD 21842 Call ~37.25 miles east of Princess Anne
  • Pool details: Indoor Saline Pool is open from 9:00 AM - 10:00 PM
  • 3 star Beach property
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From$59
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Coconut Malorie Resort Ocean City - Ocean City 200 59th St. on The Bay, Ocean City, MD 21842 Call ~37.50 miles east of Princess Anne
  • Pool available: Outdoor pool
  • Mid-scale property
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From$60
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Kokomo Suites - Ocean City 7300 Coastal Highway, Ocean City, MD 21842 Call ~37.58 miles east of Princess Anne
  • Pool available: Outdoor pool, seasonal, hours will vary.
  • 2-star Beach property
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From$69
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Microtel Inn & Suites by Wyndham Georgetown Delaware Beaches 22297 Dupont Highway, Georgetown, DE 19947 Call ~37.72 miles northeast of Princess Anne
  • Includes a pool: 8am-Dusk. Outdoor Pool
  • Economy Beach property
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From$129
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Bonita Beach Hotel in Ocean City 8100 Coastal Highway, Ocean City, MD 21842 Call ~37.83 miles east of Princess Anne
  • Has swimming pool: Indoor pool with outdoor sun deck
  • 2-star Beach hotel
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From$55
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Princess Royale Hotel & Conference Center Oceanfront on 91st St., Ocean City, MD 21842 Call ~38.12 miles east of Princess Anne
  • Pool available: Indoor pool, open 10AM - 10PM.
  • Midscale Beach property
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From$75
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Ashore Oceanfront Hotel - Ocean City 10100 Coastal Highway, Ocean City, MD 21842 Call ~38.43 miles east of Princess Anne
  • Pool in hotel: Outdoor heated pool open mid-May to mid-September, 11 am - 8 pm.
  • Affordable Beach property
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From$80
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Comfort Inn Gold Coast : 11201 Coastal Highway 11201 Coastal Highway, Ocean City, MD 21842 Call ~38.49 miles east of Princess Anne
  • Includes a pool: Indoor Pool / Hot Tub, 7am - 10pm
  • Mid-scale Resort hotel
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From$39
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Carousel Hotel : 11700 Coastal Highway 11700 Coastal Highway, Ocean City, MD 21842 Call ~38.74 miles east of Princess Anne
  • Pool available: 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
  • Mid-scale Oceanfront hotel
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From$100
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Coastal Palms Inn & Suites - Ocean City 12004 Coastal Highway, Ocean City, MD 21842 Call ~38.81 miles east of Princess Anne
  • With a pool!
  • 3-star Beach hotel
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From$55
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Country Inn & Suites by Radisson Ocean City Md : 12303 Coastal Highway 12303 Coastal Highway, Ocean City, MD 21842 Call ~38.88 miles east of Princess Anne
  • Pool details: Indoor heated pool open daily 10:00 AM - 10:00 PM
  • Mid-scale Beach property
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From$80
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Cayman Suites Hotel 12500 Coastal Highway, Ocean City, MD 21842 Call ~38.97 miles east of Princess Anne
  • Pool in hotel: Pool open 9am - 9pm daily. Glass enclosed and heated Mar - June 1 and Sept 15 - Oct 15.
  • Mid-scale Beach hotel
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From$52
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Fenwick Inn : 13801 Coastal Highway 13801 Coastal Highway, Ocean City, MD 21842 Call ~39.42 miles east of Princess Anne
  • Pool in hotel: Indoor Pool, Hot Tub, and splash pad Open 8am -11pm daily
  • Midscale Beach property
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From$49
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Hampton Inn Lexington Park 22211 Three Notch Rd., Lexington Park, MD 20653 Call ~41.53 miles west of Princess Anne
  • Pool details: Outdoor Pool open Memorial Day through Labor Day
  • Affordable Highway hotel
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From$80
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Solomons Inn Resort + Marina in Solomons 155 Holiday Dr., Solomons, MD 20688 Call ~42.17 miles west of Princess Anne
  • Pool available: Jr. Olympic sized outdoor Pool open Memorial Day weekend-Labor Day weekend
  • Affordable Rural property
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From$89
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Hotel Bethany Beach 39642 Jefferson Bridge Rd., Bethany Beach, DE 19930 Call ~42.21 miles northeast of Princess Anne
  • Pool in hotel: Seasonal outdoor swimming pool
  • 3 star Beach hotel
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From$80
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Bethany Beach Ocean Suites : 99 Hollywood St. 99 Hollywood St., Bethany Beach, DE 19930 Call ~42.61 miles northeast of Princess Anne
  • Has swimming pool: indoor/outdoor saltwater pool with retractable roof Hours 9 am - 9 pmFitness center Oceanfront
  • Midscale Oceanfront property
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From$129
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Spark by Hilton California Lexington Park : 44941 Worth Ave. 44941 Worth Ave., California, MD 20619 Call ~44.41 miles west of Princess Anne
  • Has swimming pool: Indoor Heated Pool and Spa. Open from 6am to 10pm daily
  • 3 star Rural property
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From$88
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