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. 125 Newtowne Blvd., Pocomoke City, MD 21851 Call ~11.43 miles southeast of Princess Anne
  • Pool in hotel: Pool is indoors and open from 10A-10P
  • Three Star property
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From$65
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Country Inn & Suites by Radisson, Salisbury, MD 1804 Sweetbay Dr., Salisbury, MD 21804 Call ~13.01 miles northeast of Princess Anne
  • Pool in hotel
  • 3 star Resort property
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From$65
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Doubletree by Hilton Salisbury : 300 South Salisbury Blvd. 300 South Salisbury Blvd., Salisbury, MD 21801 Call ~13.30 miles northeast of Princess Anne
  • Pool available: 9am-10pm/Full Size/Indoor
  • 3-star Downtown hotel
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From$75
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Wingate by Wyndham Salisbury in 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.
  • 2 star Suburban property
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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
  • Low Cost 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
  • 3-star Highway property
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From$80
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Hampton Inn by Hilton - Salisbury 121 East Naylor Mill Rd., Salisbury, MD 21804 Call ~16.91 miles northeast of Princess Anne
  • Our hotel comes with a pool
  • Three Star Downtown property
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From$80
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Baymont by Wyndham Salisbury Md 2625 a North Salisbury Blvd., Salisbury, MD 21801 Call ~17.03 miles northeast of Princess Anne
  • Has swimming pool: Pool is open "on season" typically Memorial Day until Labor Day. It is outdoor. Pool area is open from 10A-10P
  • Cheap Downtown property
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From$60
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Travelodge by Wyndham Salisbury Md in Salisbury 2625 B North Salisbury Blvd., Salisbury, MD 21801 Call ~17.05 miles northeast of Princess Anne
  • Has swimming pool: Pool is open "on season" typically Memorial Day until Labor Day. It is outdoor. Pool area is open from 10A-10P
  • Two-star Downtown hotel
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From$60
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Courtyard by Marriott Salisbury 128 Troopers Way, Salisbury, MD 21804 Call ~17.52 miles northeast of Princess Anne
  • Has swimming pool: 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
  • We have a pool
  • Midscale Suburban hotel
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From$84
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Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront in Chincoteague Island 3913 Main St., Chincoteague Island, VA 23336 Call ~25.19 miles southeast of Princess Anne
  • Pool in hotel: Outdoor swimming pool.
  • Three Star 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 available: Indoor Pool & Hot Tub Seasonal Outdoor Pool
  • 3-star Resort property
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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 details: out door seasonal pool 9am to 9pm
  • 2 star Beach property
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From$60
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Refuge Inn in Chincoteague Island 7058 Maddox Blvd., Chincoteague Island, VA 23336 Call ~26.68 miles southeast of Princess Anne
  • Our hotel comes with a pool
  • Midscale property
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From$90
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Spark by Hilton 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
  • Affordable Beach property
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From$80
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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
  • 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 property
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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
  • Has swimming pool: Outdoor Pool open from 9 am to 9 pm daily. Opens in early May and closes in mid October.
  • Two-star Beach hotel
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From$60
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Gateway Hotel & Suites, an Ascend Collection Hotel in Ocean City 11 North Baltimore Ave., Ocean City, MD 21842 Call ~35.04 miles east of Princess Anne
  • With a pool!
  • Two-star Resort property
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From$60
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Park Place Hotel : 208 Baltimore Ave. 208 Baltimore Ave., Ocean City, MD 21842 Call ~35.16 miles east of Princess Anne
  • Has swimming 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 1109 North Atlantic Ave., Ocean City, MD 21842 Call ~35.52 miles east of Princess Anne
  • Has swimming pool
  • Two-star 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
  • Cheap Oceanfront hotel
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From$60
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Quality Inn Boardwalk : 1601atlantic Ave. 1601atlantic Ave., Ocean City, MD 21842 Call ~35.71 miles east of Princess Anne
  • Has a pool!
  • Affordable Oceanfront hotel
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From$80
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Hyatt Place Ocean City / Oceanfront 1 16th St., Ocean City, MD 21842 Call ~35.72 miles east of Princess Anne
  • Pool in hotel: Two (2) Outdoor Pools open from Memorial Day to Labor Day. One (1) Indoor Pool available year round from 11am - 10pm.
  • Three Star Beach property
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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
  • Pool in hotel
  • Cheap Beach hotel
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From$60
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Grand Hotel Ocean City Oceanfront : 2100 Baltimore Ave. 2100 Baltimore Ave., Ocean City, MD 21842 Call ~35.92 miles east of Princess Anne
  • Pool in hotel: Indoor and Outdoor Pool. Outdoor pool is open Memorial Day to Labor Day. The indoor pool is open from 9am to 11pm.
  • Three Star Beach property
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From$69
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Fairfield Inn & Suites by Marriott Ocean City : 2501 Philadelphia Ave. 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.
  • 3 star Resort property
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From$40
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Howard Johnson by Wyndham Oceanfront Inn 2401 Atlantic Ave., Ocean City, MD 21842 Call ~36.04 miles east of Princess Anne
  • Our hotel comes with a pool
  • Three Star Beach property
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From$80
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Crystal Beach Hotel 2500 Baltimore Ave., Ocean City, MD 21842 Call ~36.04 miles east of Princess Anne
  • Pool details: Outdoor pool
  • Low Cost Beach property
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From$65
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Hilton Garden Inn Ocean City Oceanfront in Ocean City 2800 Baltimore Ave., Ocean City, MD 21842 Call ~36.21 miles east of Princess Anne
  • Pool in hotel: 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.
  • Midscale Oceanfront hotel
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From$89
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La Quinta Inn & Suites by Wyndham Ocean City - Ocean City 106 32nd St., Ocean City, MD 21842 Call ~36.26 miles east of Princess Anne
  • Includes a pool: Outdoor Pool, 30' x 20' Open from 8am until 9pm
  • Mid-scale Beach hotel
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From$58
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Doubletree by Hilton Ocean City Oceanfront in Ocean City 3301 Atlantic Ave., Ocean City, MD 21842 Call ~36.38 miles east of Princess Anne
  • We have a pool
  • Midscale 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
  • Has swimming pool: Indoor and outdoor swimming pools with hot tub located near the indoor pool.
  • 3 star Beach hotel
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From$80
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Residence Inn by Marriott : 300 Seabay Lane 300 Seabay Lane, Ocean City, MD 21842 Call ~36.96 miles east of Princess Anne
  • Has swimming pool: Indoor and outdoor pools
  • Midscale Convention Center hotel
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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
  • Includes a pool: We have an outdoor pool that is open from 9am - 9pm in season.
  • Cheap Beach hotel
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From$77
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Home2 Suites by Hilton Ocean City Bayside Md - Ocean City 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
  • Mid-scale Beach property
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From$59
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Coconut Malorie Resort Ocean City 200 59th St. on The Bay, Ocean City, MD 21842 Call ~37.50 miles east of Princess Anne
  • Pool in hotel: Outdoor pool
  • Affordable property
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From$60
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Kokomo Suites in 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.
  • Economical Beach property
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From$69
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Bonita Beach Hotel 8100 Coastal Highway, Ocean City, MD 21842 Call ~37.83 miles east of Princess Anne
  • Has swimming pool: Indoor pool with outdoor sun deck
  • Low priced Beach hotel
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From$55
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Princess Royale Hotel & Conference Center - Ocean City Oceanfront on 91st St., Ocean City, MD 21842 Call ~38.12 miles east of Princess Anne
  • Includes a pool: Indoor pool, open 10AM - 10PM.
  • Three Star Beach property
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From$75
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Ashore Resort & Beach Club 10100 Coastal Highway, Ocean City, MD 21842 Call ~38.43 miles east of Princess Anne
  • Pool available: Outdoor heated pool open mid-May to mid-September, 11 am - 8 pm.
  • 3 star Beach property
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From$80
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Comfort Inn Gold Coast - Ocean City 11201 Coastal Highway, Ocean City, MD 21842 Call ~38.49 miles east of Princess Anne
  • Includes a pool: Indoor Pool / Hot Tub, 7am - 10pm
  • Three Star Resort hotel
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From$39
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Carousel Hotel 11700 Coastal Highway, Ocean City, MD 21842 Call ~38.74 miles east of Princess Anne
  • Includes a 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
  • Mid-scale Oceanfront hotel
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From$100
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Coastal Palms Inn & Suites 12004 Coastal Highway, Ocean City, MD 21842 Call ~38.81 miles east of Princess Anne
  • Pool in hotel
  • 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
  • Has swimming pool: Indoor heated pool open daily 10:00 AM - 10:00 PM
  • Affordable Beach hotel
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From$80
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Cayman Suites Hotel in Ocean City 12500 Coastal Highway, Ocean City, MD 21842 Call ~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.
  • Affordable 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
  • Has swimming pool: Indoor Pool, Hot Tub, and splash pad Open 8am -11pm daily
  • Three Star Beach property
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From$49
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Hampton Inn Lexington Park : 22211 Three Notch Rd. 22211 Three Notch Rd., Lexington Park, MD 20653 Call ~41.53 miles west of Princess Anne
  • Includes a pool: Outdoor Pool open Memorial Day through Labor Day
  • Affordable Highway property
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From$80
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Hilton Garden Inn Solomons 13100 Dowell Rd., Solomons, MD 20629 Call ~42.04 miles west of Princess Anne
  • Has swimming pool: Outdoor pool Pool is open from Memorial Day through Labor Day
  • Midscale Rural property
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From$99
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Hotel Bethany Beach in Bethany Beach 39642 Jefferson Bridge Rd., Bethany Beach, DE 19930 Call ~42.21 miles northeast of Princess Anne
  • Includes a pool: Seasonal outdoor swimming pool
  • Mid-scale Beach hotel
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From$80
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