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

Princess Anne Hotels with Outdoor or Indoor Pools

Best Western Plus Pocomoke City in Pocomoke City
+1-888-389-4121
125 Newtowne Blvd., Pocomoke City, MD 21851 ~11.43 miles southeast of Princess Anne
  • Pool details: Pool is indoors and open from 10A-10P
  • 3-star property
From$65
Average 3.0 /5 Recent 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
  • Has a pool!
  • Mid-scale Resort property
From$65
Average 3.5 /5 Guest 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
  • Includes a pool: Our seasonal pool is open from 10am till 10pm every night.
  • Two star Suburban property
From$74
Very Good 4.0 /5 Review Score Call BookMore Details
Residence Inn by Marriott Salisbury
+1-800-805-5223
140 Centre Rd., Salisbury, MD 21801 ~16.23 miles northeast of Princess Anne
  • Pool available: Outdoor Pool
  • Mid-scale Highway property
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Hampton Inn by Hilton - Salisbury
+1-888-965-1860
121 East Naylor Mill Rd., Salisbury, MD 21804 ~16.91 miles northeast of Princess Anne
  • We have a pool
  • 3-star Downtown property
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Baymont by Wyndham Salisbury Md : 2625 a North Salisbury Blvd.
+1-888-788-5576
2625 a North Salisbury Blvd., Salisbury, MD 21801 ~17.03 miles northeast of Princess Anne
  • Includes a pool: 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 Recent Reviews Call BookMore Details
Travelodge by Wyndham Salisbury Md
+1-888-897-9207
2625 B North Salisbury Blvd., Salisbury, MD 21801 ~17.05 miles northeast of Princess Anne
  • Pool available: Pool is open "on season" typically Memorial Day until Labor Day. It is outdoor. Pool area is open from 10A-10P
  • Cheap Downtown hotel
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Courtyard by Marriott Salisbury
+1-888-311-4278
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.
  • Affordable Downtown hotel
From$109
Very Good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Salisbury - Delmar by IHG
+1-888-469-4795
30232 Lighthouse SW Dr., Delmar, MD 21875 ~18.82 miles northeast of Princess Anne
  • Includes a pool
  • 3-star Suburban hotel
From$84
Very Good 4.0 /5 Review Score Call BookMore Details
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront - Chincoteague Island
+1-888-734-9421
3913 Main St., Chincoteague Island, VA 23336 ~25.19 miles southeast of Princess Anne
  • Pool available: Outdoor swimming pool.
  • 3 star Beach hotel
From$82
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Comfort Suites Chincoteague Island Bayfront Resort : 4195 Main St.
+1-888-841-5292
4195 Main St., Chincoteague, VA 23336 ~25.28 miles southeast of Princess Anne
  • Pool available: Indoor Pool & Hot Tub Seasonal Outdoor Pool
  • 3 star Resort hotel
From$80
Very Good 4.0 /5 Review Score Call BookMore Details
Days Inn by Wyndham Chincoteague Island
+1-888-455-5160
7020 Maddox Blvd., Chincoteague, VA 23336 ~26.56 miles southeast of Princess Anne
  • Has swimming pool: out door seasonal pool 9am to 9pm
  • 2-star Beach hotel
From$60
Average 3.0 /5 Reviews Call BookMore Details
Refuge Inn in Chincoteague Island
+1-888-965-8297
7058 Maddox Blvd., Chincoteague Island, VA 23336 ~26.68 miles southeast of Princess Anne
  • With a pool!
  • 3 star property
From$90
Very Good 4.0 /5 Review Score Call BookMore Details
Spark by Hilton Chincoteague Island : 7105 Maddox Blvd.
+1-888-906-6358
7105 Maddox Blvd., Chincoteague Island, VA 23336 ~26.72 miles southeast of Princess Anne
  • Pool in hotel: Outdoor pool in tropical setting available April - October
  • 3 star Beach hotel
From$80
Very Good 4.0 /5 Review Score Call BookMore Details
Hyatt Regency Chesapeake Bay in Cambridge
+1-888-749-6785
100 Heron Blvd., Cambridge, MD 21613 ~31.51 miles northwest of Princess Anne
  • Has swimming pool
  • High end hotel
From$125
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 →
Cambria Ocean City Bayfront in Ocean City
+1-888-878-9982
13 St. Louis Ave., Ocean City, MD 21842 ~34.91 miles east of Princess Anne
  • Pool in hotel: 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 Hotel Reviews Call BookMore Details
Madison Beach Motel
+1-888-389-4485
9 Baltimore Ave., Ocean City, MD 21842 ~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.
  • Low Cost Beach property
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Gateway Hotel & Suites, an Ascend Collection Hotel - Ocean City
+1-888-389-4121
11 North Baltimore Ave., Ocean City, MD 21842 ~35.04 miles east of Princess Anne
  • Has a pool!
  • Two-star Resort property
From$60
Very Good 4.0 /5 Read Reviews Call BookMore Details
Park Place Hotel in Ocean City
+1-888-675-2083
208 Baltimore Ave., Ocean City, MD 21842 ~35.16 miles east of Princess Anne
  • Pool in hotel: Seasonal outdoor pools (2) One heated pool year round, outside
  • Midscale Beach property
From$79
Average 3.0 /5 Read Reviews Call BookMore Details
Howard Johnson Plaza Hotel by Wyndham Ocean City Oceanfront in Ocean City
+1-800-716-8490
1109 North Atlantic Ave., Ocean City, MD 21842 ~35.52 miles east of Princess Anne
  • Our hotel comes with a pool
  • Low-priced Beach property
From$79
Very Good 4.0 /5 Reviews Call BookMore Details
Tidelands Caribbean in Ocean City
+1-800-805-5223
1409 Atlantic Ave., Ocean City, MD 21842 ~35.65 miles east of Princess Anne
  • Pool in hotel: Two Outdoor Pools
  • 2-star Oceanfront hotel
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Quality Inn Boardwalk in Ocean City
+1-888-965-1860
1601atlantic Ave., Ocean City, MD 21842 ~35.71 miles east of Princess Anne
  • Has swimming pool
  • Mid-scale Oceanfront hotel
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Hyatt Place Ocean City / Oceanfront
+1-888-788-5576
1 16th St., Ocean City, MD 21843 ~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
From$160
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Days Inn by Wyndham Oceanfront
+1-888-897-9207
2210 Baltimore Ave., Ocean City, MD 21842 ~35.92 miles east of Princess Anne
  • With a pool!
  • Economy Beach property
From$60
Average 3.0 /5 Review Score Call BookMore Details
Grand Hotel Ocean City Oceanfront - Ocean City
+1-888-311-4278
2100 Baltimore Ave., Ocean City, MD 21842 ~35.92 miles east of Princess Anne
  • Includes a pool: 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
From$69
Very Good 4.0 /5 Read Reviews Call BookMore Details
Howard Johnson by Wyndham Oceanfront Inn - Ocean City
+1-888-469-4795
2401 Atlantic Ave., Ocean City, MD 21842 ~36.04 miles east of Princess Anne
  • We have a pool ready for use
  • 3-star Beach property
From$80
Average 3.0 /5 Review Score Call BookMore Details
Crystal Beach Hotel
+1-888-734-9421
2500 Baltimore Ave., Ocean City, MD 21842 ~36.04 miles east of Princess Anne
  • Includes a pool: Outdoor pool
  • Low priced Beach hotel
From$65
Average 3.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Ocean City Oceanfront in Ocean City
+1-888-841-5292
2800 Baltimore Ave., Ocean City, MD 21842 ~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.
  • Mid-scale Oceanfront property
From$89
Average 3.0 /5 Guest Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Ocean City - Ocean City
+1-888-455-5160
106 32nd St., Ocean City, MD 21842 ~36.26 miles east of Princess Anne
  • Includes a pool: Outdoor Pool, 30' x 20' Open from 8am until 9pm
  • 3-star Beach hotel
From$58
Average 3.0 /5 Review Score Call BookMore Details
Doubletree by Hilton Ocean City Oceanfront - Ocean City
+1-888-965-8297
3301 Atlantic Ave., Ocean City, MD 21842 ~36.38 miles east of Princess Anne
  • Pool in hotel
  • Affordable Beach hotel
From$52
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hampton Inn & Suites Ocean City Bayfront / Convention Center : 4301 Coastal Highway
+1-888-906-6358
4301 Coastal Highway, Ocean City, MD 21842 ~36.55 miles east of Princess Anne
  • Pool available: Indoor and outdoor swimming pools with hot tub located near the indoor pool.
  • 3 star Beach property
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Sealoft
+1-888-749-6785
4501 Atlantic Ave., Ocean City, MD 21842 ~36.73 miles east of Princess Anne
  • Pool available: Seasonal outdoor pool Memorial Day to Labor Day, hours vary, 9am - 8pm.
  • 4 star Oceanfront property
From$99
Average 3.0 /5 Review Score Call BookMore Details
Residence Inn by Marriott : 300 Seabay Lane
+1-888-878-9982
300 Seabay Lane, Ocean City, MD 21842 ~36.96 miles east of Princess Anne
  • Pool available: Indoor and outdoor pools
  • 3 star Convention Center hotel
From$72
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Best Western Plus Ocean City in Ocean City
+1-888-389-4485
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.
  • Cheap Beach hotel
From$77
Very Good 4.0 /5 Read Reviews Call BookMore Details
Home2 Suites by Hilton Ocean City Bayside Md - Ocean City
+1-888-389-4121
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
  • Mid-scale Beach hotel
From$59
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Ocean City by IHG
+1-888-675-2083
6600 Coastal Highway, Ocean City, MD 21842 ~37.31 miles east of Princess Anne
  • Has swimming pool
  • Three Star Oceanfront hotel
From$72
Average 3.0 /5 Recent Reviews Call BookMore Details
Coconut Malorie Resort Ocean City - Ocean City
+1-800-716-8490
200 59th St. on The Bay, Ocean City, MD 21842 ~37.50 miles east of Princess Anne
  • We have a pool
  • Affordable property
From$60
Average 3.0 /5 Review Score Call BookMore Details
Kokomo Suites - Ocean City
+1-800-805-5223
7300 Coastal Highway, Ocean City, MD 21842 ~37.58 miles east of Princess Anne
  • Pool available: Outdoor pool, seasonal, hours will vary.
  • 2 star Beach property
From$69
Average 3.0 /5 Recent Reviews Call BookMore Details
Bonita Beach Hotel
+1-888-965-1860
8100 Coastal Highway, Ocean City, MD 21842 ~37.83 miles east of Princess Anne
  • Has swimming pool: Indoor pool with outdoor sun deck
  • Inexpensive Beach property
From$55
Very Good 4.0 /5 Read 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.
  • 3-star Beach property
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Comfort Inn Gold Coast
+1-888-897-9207
11201 Coastal Highway, Ocean City, MD 21842 ~38.49 miles east of Princess Anne
  • Pool available: Indoor Pool / Hot Tub, 7am - 10pm
  • Midscale Resort property
From$39
Average 3.0 /5 Hotel Reviews 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
  • Three Star Oceanfront hotel
From$100
Average 3.0 /5 Reviews Call BookMore Details
Coastal Palms Inn & Suites
+1-888-469-4795
12004 Coastal Highway, Ocean City, MD 21842 ~38.81 miles east of Princess Anne
  • Includes a pool
  • 3 star Beach hotel
From$55
Average 3.0 /5 Review Score Call BookMore Details
Country Inn & Suites by Radisson Ocean City Md
+1-888-734-9421
12303 Coastal Highway, Ocean City, MD 21842 ~38.88 miles east of Princess Anne
  • Has swimming pool: Indoor heated pool open daily 10:00 AM - 10:00 PM
  • Affordable Beach hotel
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Cayman Suites Hotel
+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.
  • 3-star Beach property
From$52
Very Good 4.0 /5 Review Score Call BookMore Details
Fenwick Inn in Ocean City
+1-888-455-5160
13801 Coastal Highway, Ocean City, MD 21842 ~39.42 miles east of Princess Anne
  • Pool available: Indoor Pool, Hot Tub, and splash pad Open 8am -11pm daily
  • Midscale 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
  • Includes a pool: Outdoor Pool open Memorial Day through Labor Day
  • Midscale Highway property
From$80
Average 3.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Solomons : 13100 Dowell Rd.
+1-888-906-6358
13100 Dowell Rd., Solomons, MD 20629 ~42.04 miles west of Princess Anne
  • Includes a pool: Outdoor pool Pool is open from Memorial Day through Labor Day
  • Affordable Rural property
From$99
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hotel Bethany Beach
+1-888-749-6785
39642 Jefferson Bridge Rd., Bethany Beach, DE 19930 ~42.21 miles northeast of Princess Anne
  • Has swimming pool: Seasonal outdoor swimming pool
  • Three Star 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
  • Pool in hotel: indoor/outdoor saltwater pool with retractable roof Hours 9 am - 9 pmFitness center Oceanfront
  • Midscale Oceanfront property
From$129
Average 3.0 /5 Guest Reviews Call BookMore Details

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