Star Rating
Hotel Name
Price Range (USD) to
Amenities
+ More

Princess Anne Hotels with Outdoor or Indoor Pools

Best Western Plus Pocomoke City
+1-888-389-4121
125 Newtowne Blvd., Pocomoke City, MD 21851 ~11.43 miles southeast of Princess Anne
  • Includes a pool: Pool is indoors and open from 10A-10P
  • Three Star property
From$65
Average 3.0 /5 Reviews Call BookMore Details
Tired of clicking around? Talk to an expert Hotel Planner: (855) 276-7561 or say...
alexa hotel planner skill"Alexa, ask Hotel Planner to make a new reservation in Princess Anne" Get Alexa Skill →
Country Inn & Suites by Radisson, Salisbury, MD in Salisbury
+1-888-675-2083
1804 Sweetbay Dr., Salisbury, MD 21804 ~13.01 miles northeast of Princess Anne
  • Includes a pool
  • Midscale Resort hotel
From$65
Average 3.5 /5 Hotel Reviews Call BookMore Details
Wingate by Wyndham Salisbury
+1-800-716-8490
406 Punkin Court, Salisbury, MD 21804 ~15.00 miles northeast of Princess Anne
  • Pool available: Our seasonal pool is open from 10am till 10pm every night.
  • 2 star Suburban property
From$74
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Best Western Salisbury Plaza
+1-800-805-5223
1735 North Salisbury Blvd., Salisbury, MD 21801 ~15.06 miles northeast of Princess Anne
  • Pool details: Outdoor Seasonal Pool
  • Economical Downtown property
From$53
Average 3.0 /5 Recent Reviews Call BookMore Details
Residence Inn by Marriott Salisbury
+1-888-965-1860
140 Centre Rd., Salisbury, MD 21801 ~16.23 miles northeast of Princess Anne
  • Pool available: Outdoor Pool
  • Affordable Highway property
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn by Hilton in Salisbury
+1-888-788-5576
121 East Naylor Mill Rd., Salisbury, MD 21804 ~16.91 miles northeast of Princess Anne
  • Has swimming pool
  • Three Star Downtown hotel
From$80
Average 3.0 /5 Reviews Call BookMore Details
Baymont by Wyndham Salisbury Md in Salisbury
+1-888-897-9207
2625 a North Salisbury Blvd., Salisbury, MD 21801 ~17.03 miles northeast of Princess Anne
  • Pool details: Pool is open "on season" typically Memorial Day until Labor Day. It is outdoor. Pool area is open from 10A-10P
  • Low priced Downtown hotel
From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Travelodge by Wyndham Salisbury Md
+1-888-311-4278
2625 B North Salisbury Blvd., Salisbury, MD 21801 ~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
  • 2-star Downtown hotel
From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Courtyard by Marriott Salisbury
+1-888-469-4795
128 Troopers Way, Salisbury, MD 21804 ~17.52 miles northeast of Princess Anne
  • Pool in hotel: Our Indoor pool & hot tub are available from 7:00am - 11:00pm Daily. Fitness Center available 24/7. Outdoor Courtyard available for group gatherings.
  • Midscale Downtown hotel
From$109
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Salisbury - Delmar by IHG
+1-888-734-9421
30232 Lighthouse SW Dr., Delmar, MD 21875 ~18.82 miles northeast of Princess Anne
  • Includes a pool
  • Affordable Suburban property
From$84
Very Good 4.0 /5 Review Score Call BookMore Details
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront - Chincoteague Island
+1-888-841-5292
3913 Main St., Chincoteague Island, VA 23336 ~25.19 miles southeast of Princess Anne
  • Includes a pool: Outdoor swimming pool.
  • Mid-scale Beach property
From$82
Very Good 4.0 /5 Review Score Call BookMore Details
Comfort Suites Chincoteague Island Bayfront Resort
+1-888-455-5160
4195 Main St., Chincoteague, VA 23336 ~25.28 miles southeast of Princess Anne
  • Has swimming pool: Indoor Pool & Hot Tub Seasonal Outdoor Pool
  • Affordable Resort hotel
From$80
Very Good 4.0 /5 Read Reviews Call BookMore Details
Days Inn by Wyndham Chincoteague Island
+1-888-965-8297
7020 Maddox Blvd., Chincoteague, VA 23336 ~26.56 miles southeast of Princess Anne
  • Pool available: out door seasonal pool 9am to 9pm
  • 2 star Beach hotel
From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Refuge Inn - Chincoteague Island
+1-888-906-6358
7058 Maddox Blvd., Chincoteague Island, VA 23336 ~26.68 miles southeast of Princess Anne
  • Includes a pool
  • 3-star property
From$90
Very Good 4.0 /5 Reviews Call BookMore Details
Spark by Hilton Chincoteague Island
+1-888-749-6785
7105 Maddox Blvd., Chincoteague Island, VA 23336 ~26.72 miles southeast of Princess Anne
  • Includes a pool: Outdoor pool in tropical setting available April - October
  • Mid-scale Beach hotel
From$80
Very Good 4.0 /5 Read Reviews Call BookMore Details
Need some questions answered? Talk to an expert Hotel Planner: (855) 276-7561 or say...
alexa hotel planner skill"Alexa, ask Hotel Planner to make a new reservation in Princess Anne" Get Alexa Skill →
Hyatt Regency Chesapeake Bay
+1-888-878-9982
100 Heron Blvd., Cambridge, MD 21613 ~31.51 miles northwest of Princess Anne
  • Pool in hotel
  • High end property
From$125
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Cambria Ocean City Bayfront
+1-888-389-4485
13 St. Louis Ave., Ocean City, MD 21842 ~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.
  • Mid-scale Beach property
From$109
Average 3.0 /5 Recent Reviews Call BookMore Details
Madison Beach Motel : 9 Baltimore Ave.
+1-888-389-4121
9 Baltimore Ave., Ocean City, MD 21842 ~35.02 miles east of Princess Anne
  • Includes a pool: Outdoor Pool open from 9 am to 9 pm daily. Opens in early May and closes in mid October.
  • Economy Beach hotel
From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Gateway Hotel & Suites, an Ascend Collection Hotel - Ocean City
+1-888-675-2083
11 North Baltimore Ave., Ocean City, MD 21842 ~35.04 miles east of Princess Anne
  • Includes a swimming pool
  • Economical Resort hotel
From$60
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Park Place Hotel - Ocean City
+1-800-716-8490
208 Baltimore Ave., Ocean City, MD 21842 ~35.16 miles east of Princess Anne
  • Includes a pool: Seasonal outdoor pools (2) One heated pool year round, outside
  • 3 star Beach hotel
From$79
Average 3.0 /5 Review Score Call BookMore Details
Howard Johnson Plaza Hotel by Wyndham Ocean City Oceanfront
+1-800-805-5223
1109 North Atlantic Ave., Ocean City, MD 21842 ~35.52 miles east of Princess Anne
  • Pool in hotel
  • Two-star Beach hotel
From$79
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Tidelands Caribbean
+1-888-965-1860
1409 Atlantic Ave., Ocean City, MD 21842 ~35.65 miles east of Princess Anne
  • Pool in hotel: Two Outdoor Pools
  • Inexpensive Oceanfront property
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Quality Inn Boardwalk
+1-888-788-5576
1601atlantic Ave., Ocean City, MD 21842 ~35.71 miles east of Princess Anne
  • Our hotel comes with a pool
  • Affordable Oceanfront property
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Hyatt Place Ocean City / Oceanfront - Ocean City
+1-888-897-9207
1 16th St., Ocean City, MD 21843 ~35.72 miles east of Princess Anne
  • Pool details: Two (2) Outdoor Pools open from Memorial Day to Labor Day. One (1) Indoor Pool available year round from 11am - 10pm.
  • Midscale Beach property
From$160
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Days Inn by Wyndham Oceanfront - Ocean City
+1-888-311-4278
2210 Baltimore Ave., Ocean City, MD 21842 ~35.92 miles east of Princess Anne
  • Has a pool!
  • Economy Beach hotel
From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Grand Hotel Ocean City Oceanfront : 2100 Baltimore Ave.
+1-888-469-4795
2100 Baltimore Ave., Ocean City, MD 21842 ~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.
  • 3-star Beach property
From$69
Very Good 4.0 /5 Read Reviews Call BookMore Details
Howard Johnson by Wyndham Oceanfront Inn in Ocean City
+1-888-734-9421
2401 Atlantic Ave., Ocean City, MD 21842 ~36.04 miles east of Princess Anne
  • Pool in hotel
  • 3 star Beach property
From$80
Average 3.0 /5 Review Score Call BookMore Details
Crystal Beach Hotel - Ocean City
+1-888-841-5292
2500 Baltimore Ave., Ocean City, MD 21842 ~36.04 miles east of Princess Anne
  • Pool details: Outdoor pool
  • 2-star Beach property
From$65
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Ocean City Oceanfront
+1-888-455-5160
2800 Baltimore Ave., Ocean City, MD 21842 ~36.21 miles east of Princess Anne
  • Pool details: 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.
  • Affordable Oceanfront hotel
From$89
Average 3.0 /5 Read Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Ocean City in Ocean City
+1-888-965-8297
106 32nd St., Ocean City, MD 21842 ~36.26 miles east of Princess Anne
  • Pool in hotel: Outdoor Pool, 30' x 20' Open from 8am until 9pm
  • 3-star Beach property
From$58
Average 3.0 /5 Read Reviews Call BookMore Details
Doubletree by Hilton Ocean City Oceanfront : 3301 Atlantic Ave.
+1-888-906-6358
3301 Atlantic Ave., Ocean City, MD 21842 ~36.38 miles east of Princess Anne
  • Our hotel comes with a pool
  • Midscale Beach hotel
From$52
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn & Suites Ocean City Bayfront / Convention Center in Ocean City
+1-888-749-6785
4301 Coastal Highway, Ocean City, MD 21842 ~36.55 miles east of Princess Anne
  • Includes a pool: Indoor and outdoor swimming pools with hot tub located near the indoor pool.
  • Mid-scale Beach hotel
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Sealoft
+1-888-878-9982
4501 Atlantic Ave., Ocean City, MD 21842 ~36.73 miles east of Princess Anne
  • Pool in hotel: Seasonal outdoor pool Memorial Day to Labor Day, hours vary, 9am - 8pm.
  • Expensive Oceanfront hotel
From$99
Average 3.0 /5 Recent Reviews Call BookMore Details
Residence Inn by Marriott - Ocean City
+1-888-389-4485
300 Seabay Lane, Ocean City, MD 21842 ~36.96 miles east of Princess Anne
  • Pool available: Indoor and outdoor pools
  • 3-star Convention Center property
From$72
Very Good 4.0 /5 Read Reviews Call BookMore Details
Best Western Plus Ocean City : 6007 Coastal Highway
+1-888-389-4121
6007 Coastal Highway, Ocean City, MD 21842 ~37.10 miles east of Princess Anne
  • Pool details: We have an outdoor pool that is open from 9am - 9pm in season.
  • Two-star Beach hotel
From$77
Very Good 4.0 /5 Review Score Call BookMore Details
Home2 Suites by Hilton Ocean City Bayside Md in Ocean City
+1-888-675-2083
120 67th St. 3a, Ocean City, MD 21842 ~37.25 miles east of Princess Anne
  • Has swimming pool: Indoor Saline Pool is open from 9:00 AM - 10:00 PM
  • Three Star Beach hotel
From$59
Very Good 4.0 /5 Review Score Call BookMore Details
Coconut Malorie Resort Ocean City
+1-800-716-8490
200 59th St. on The Bay, Ocean City, MD 21842 ~37.50 miles east of Princess Anne
  • Pool available: Outdoor pool
  • Three Star hotel
From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Kokomo Suites : 7300 Coastal Highway
+1-800-805-5223
7300 Coastal Highway, Ocean City, MD 21842 ~37.58 miles east of Princess Anne
  • Pool in hotel: Outdoor pool, seasonal, hours will vary.
  • Cheap Beach hotel
From$69
Average 3.0 /5 Guest Reviews Call BookMore Details
Bonita Beach Hotel - Ocean City
+1-888-965-1860
8100 Coastal Highway, Ocean City, MD 21842 ~37.83 miles east of Princess Anne
  • Includes a pool: Indoor pool with outdoor sun deck
  • Low Cost Beach hotel
From$55
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Ashore Resort & Beach Club
+1-888-788-5576
10100 Coastal Highway, Ocean City, MD 21842 ~38.43 miles east of Princess Anne
  • Pool available: Outdoor heated pool open mid-May to mid-September, 11 am - 8 pm.
  • Midscale Beach hotel
From$80
Average 3.0 /5 Review Score Call BookMore Details
Comfort Inn Gold Coast - Ocean City
+1-888-897-9207
11201 Coastal Highway, Ocean City, MD 21842 ~38.49 miles east of Princess Anne
  • Pool details: Indoor Pool / Hot Tub, 7am - 10pm
  • Three Star Resort hotel
From$39
Average 3.0 /5 Review Score Call BookMore Details
Carousel Hotel in Ocean City
+1-888-311-4278
11700 Coastal Highway, Ocean City, MD 21842 ~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
  • 3-star Oceanfront hotel
From$100
Average 3.0 /5 Guest Reviews Call BookMore Details
Coastal Palms Inn & Suites : 12004 Coastal Highway
+1-888-469-4795
12004 Coastal Highway, Ocean City, MD 21842 ~38.81 miles east of Princess Anne
  • Includes a swimming pool
  • Three Star Beach hotel
From$55
Average 3.0 /5 Recent Reviews Call BookMore Details
Country Inn & Suites by Radisson Ocean City Md - Ocean City
+1-888-734-9421
12303 Coastal Highway, Ocean City, MD 21842 ~38.88 miles east of Princess Anne
  • Pool details: Indoor heated pool open daily 10:00 AM - 10:00 PM
  • Three Star Beach hotel
From$80
Average 3.0 /5 Reviews Call BookMore Details
Cayman Suites Hotel in Ocean City
+1-888-841-5292
12500 Coastal Highway, Ocean City, MD 21842 ~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.
  • Affordable Beach hotel
From$52
Very Good 4.0 /5 Review Score Call BookMore Details
Fenwick Inn
+1-888-455-5160
13801 Coastal Highway, Ocean City, MD 21842 ~39.42 miles east of Princess Anne
  • Includes a pool: Indoor Pool, Hot Tub, and splash pad Open 8am -11pm daily
  • 3 star Beach property
From$49
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Lexington Park
+1-888-965-8297
22211 Three Notch Rd., Lexington Park, MD 20653 ~41.53 miles west of Princess Anne
  • Has swimming pool: Outdoor Pool open Memorial Day through Labor Day
  • Three Star Highway property
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Solomons
+1-888-906-6358
13100 Dowell Rd., Solomons, MD 20629 ~42.04 miles west of Princess Anne
  • Pool available: Outdoor pool Pool is open from Memorial Day through Labor Day
  • Midscale Rural property
From$99
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hotel Bethany Beach : 39642 Jefferson Bridge Rd.
+1-888-749-6785
39642 Jefferson Bridge Rd., Bethany Beach, DE 19930 ~42.21 miles northeast of Princess Anne
  • Pool details: Seasonal outdoor swimming pool
  • Affordable Beach property
From$80
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Bethany Beach Ocean Suites : 99 Hollywood St.
+1-888-878-9982
99 Hollywood St., Bethany Beach, DE 19930 ~42.61 miles northeast of Princess Anne
  • Has swimming pool: indoor/outdoor saltwater pool with retractable roof Hours 9 am - 9 pmFitness center Oceanfront
  • Three Star Oceanfront hotel
From$129
Average 3.0 /5 Reviews Call BookMore Details

Next: Show All Available Princess Anne Hotels with Pricing
Back to Top