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.
Planning group travel? Get Princess Anne MD Group Hotel Rates

Princess Anne Hotels with Outdoor or Indoor Pools

Hampton Inn & Suites Salisbury/Fruitland : 304 Prosperity Lane
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
304 Prosperity Lane, Fruitland, MD 21826 +1-888-389-4121 ~10.54 miles northeast of Princess Anne
  • Includes a swimming pool
  • Affordable Suburban property
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From$69
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Best Western Plus Pocomoke City
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
125 Newtowne Blvd., Pocomoke City, MD 21851 +1-888-675-2083 ~11.43 miles southeast of Princess Anne
  • Pool available: Pool is indoors and open from 10A-10P
  • 3-star property
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From$65
Average 3.0 /5 Review Score Call BookMore Details
Country Inn & Suites by Radisson, Salisbury, MD in Salisbury
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
1804 Sweetbay Dr., Salisbury, MD 21804 +1-800-716-8490 ~13.01 miles northeast of Princess Anne
  • With a pool!
  • Mid-scale Resort hotel
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From$65
Average 3.5 /5 Latest Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Salisbury : 300 South Salisbury Blvd.
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
300 South Salisbury Blvd., Salisbury, MD 21801 +1-800-805-5223 ~13.30 miles northeast of Princess Anne
  • Pool details: 9am-10pm/Full Size/Indoor
  • 3-star Downtown hotel
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From$75
Average 3.0 /5 Review Score Call BookMore Details
Wingate by Wyndham Salisbury in Salisbury
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
406 Punkin Court, Salisbury, MD 21804 +1-888-965-1860 ~15.00 miles northeast of Princess Anne
  • Has swimming pool: Our seasonal pool is open from 10am till 10pm every night.
  • Low priced Suburban property
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From$74
Very Good 4.0 /5 Reviews Call BookMore Details
Best Western Salisbury Plaza
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
1735 North Salisbury Blvd., Salisbury, MD 21801 +1-888-788-5576 ~15.06 miles northeast of Princess Anne
  • We have a pool ready for use
  • Low Cost Downtown hotel
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From$45
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Residence Inn by Marriott Salisbury in Salisbury
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
140 Centre Rd., Salisbury, MD 21801 +1-888-897-9207 ~16.23 miles northeast of Princess Anne
  • Includes a pool: Outdoor Pool, Courtyard Area with Grill, Pet Friendly
  • 3-star Highway property
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From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Baymont : 2625 North Salisbury Blvd.
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
2625 North Salisbury Blvd., Salisbury, MD 21801 +1-888-311-4278 ~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
  • Two-star Downtown hotel
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From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Courtyard by Marriott Salisbury in Salisbury
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
128 Troopers Way, Salisbury, MD 21804 +1-888-469-4795 ~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.
  • Three Star Downtown hotel
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From$109
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Salisbury - Delmar, an IHG Hot in Delmar
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
30232 Lighthouse SW Dr., Delmar, MD 21875 +1-888-734-9421 ~18.82 miles northeast of Princess Anne
  • We have a pool
  • Mid-scale Suburban property
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From$84
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Marina Bay Hotel & Suites - Chincoteague
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
3801 Main St., Chincoteague, VA 23336 +1-888-841-5292 ~25.21 miles southeast of Princess Anne
  • Pool details: 10:00 AM to 9:00 PM Outdoor Seasonal Pool
  • Three Star Resort hotel
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From$80
Very Good 4.5 /5 Reviews Call BookMore Details
Days Inn by Wyndham Chincoteague Island in Chincoteague
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
7020 Maddox Blvd., Chincoteague, VA 23336 +1-888-455-5160 ~26.56 miles southeast of Princess Anne
  • Pool in hotel: out door seasonal pool 9am to 9pm
  • Low priced Beach hotel
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From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Refuge Inn : 7058 Maddox Blvd.
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
7058 Maddox Blvd., Chincoteague Island, VA 23336 +1-888-965-8297 ~26.68 miles southeast of Princess Anne
  • Pool in hotel
  • Affordable property
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From$90
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Best Western Chincoteague Island
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
7105 Maddox Blvd. Attn: Lee Kellar, Chincoteague Island, VA 23336 +1-888-906-6358 ~26.72 miles southeast of Princess Anne
  • Pool available: Outdoor pool in tropical setting available April - October
  • Midscale Beach property
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From$64
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hyatt Regency Chesapeake Bay - Cambridge
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
100 Heron Blvd., Cambridge, MD 21613 +1-888-749-6785 ~31.50 miles northwest of Princess Anne
  • Includes a pool
  • High-end hotel
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From$159
Very Good 4.0 /5 Reviews Call BookMore Details
Hampton Inn & Suites Ocean City West : 12708 Ocean Gateway
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
12708 Ocean Gateway, Ocean City, MD 21842 +1-888-878-9982 ~33.84 miles east of Princess Anne
  • Has swimming pool: Heated Indoor Pool
  • Three Star Beach property
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From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Cambria Ocean City Bayfront in Ocean City
+1-888-389-4485

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New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
13 St. Louis Ave., Ocean City, MD 21842 +1-888-389-4485 ~34.91 miles east of Princess Anne
  • Includes a pool: Enjoy an indoor heated pool and hot tub, as well as an outdoor pool with poolside food and beverage service.
  • Midscale Beach property
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From$109
Average 3.0 /5 Read Reviews Call BookMore Details
Madison Beach Motel in Ocean City
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
9 Baltimore Ave., Ocean City, MD 21842 +1-888-389-4121 ~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.
  • Low-priced Beach hotel
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From$60
Average 3.0 /5 Review Score Call BookMore Details
Park Place Hotel
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
208 Baltimore Ave., Ocean City, MD 21842 +1-888-675-2083 ~35.16 miles east of Princess Anne
  • Has swimming pool: Seasonal outdoor pools (2) One heated pool year round, outside
  • Affordable Beach hotel
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From$79
Average 3.0 /5 Recent Reviews Call BookMore Details
Paradise Plaza Inn : 3 9th St. & Boardwalk
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
3 9th St. & Boardwalk, Ocean City, MD 21842 +1-800-716-8490 ~35.44 miles east of Princess Anne
  • We have a pool
  • Mid-scale Oceanfront property
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From$67
Average 3.0 /5 Hotel Reviews Call BookMore Details
Howard Johnson Plaza Hotel by Wyndham Ocean City Oceanfront in Ocean City
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
1109 North Atlantic Ave., Ocean City, MD 21842 +1-800-805-5223 ~35.52 miles east of Princess Anne
  • Has a pool!
  • 2-star Beach property
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From$79
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Tidelands Caribbean : 1409 Atlantic Ave.
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
1409 Atlantic Ave., Ocean City, MD 21842 +1-888-965-1860 ~35.65 miles east of Princess Anne
  • Pool available: Two Outdoor Pools
  • 2 star Oceanfront property
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From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Courtyard Ocean City Oceanfront in Ocean City
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
2 15th St., Ocean City, MD 21842 +1-888-788-5576 ~35.68 miles east of Princess Anne
  • Our hotel comes with a pool
  • 3 star property
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From$90
Very Good 4.0 /5 Review Score Call BookMore Details
Quality Inn Boardwalk : 1601atlantic Ave.
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
1601atlantic Ave., Ocean City, MD 21842 +1-888-897-9207 ~35.71 miles east of Princess Anne
  • Includes a pool
  • 3 star Oceanfront hotel
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Hyatt Place Ocean City / Oceanfront
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
1 16th St., Ocean City, MD 21843 +1-888-311-4278 ~35.72 miles east of Princess Anne
  • Has swimming pool
  • Four star hotel
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From$160
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Days Inn by Wyndham Ocean City Oceanfront
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
2210 Baltimore Ave., Ocean City, MD 21842 +1-888-469-4795 ~35.92 miles east of Princess Anne
  • We have a pool ready for use
  • Cheap Beach hotel
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From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Grand Hotel & Spa
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
2100 Baltimore Ave., Ocean City, MD 21842 +1-888-734-9421 ~35.92 miles east of Princess Anne
  • Pool available: 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
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From$69
Very Good 4.0 /5 Read Reviews Call BookMore Details
Crystal Beach Hotel
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
2500 Baltimore Ave., Ocean City, MD 21842 +1-888-841-5292 ~36.04 miles east of Princess Anne
  • Pool details: Outdoor pool
  • 2 star Beach property
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From$65
Average 3.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Ocean City Oceanfront in Ocean City
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
2800 Baltimore Ave., Ocean City, MD 21842 +1-888-455-5160 ~36.21 miles east of Princess Anne
  • Includes a pool: 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 hotel
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From$89
Average 3.0 /5 Hotel Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Ocean City
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
106 32nd St., Ocean City, MD 21842 +1-888-965-8297 ~36.26 miles east of Princess Anne
  • Pool available: Outdoor Pool, 30' x 20' Open from 8am until 9pm
  • Midscale Beach hotel
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From$58
Average 3.0 /5 Hotel Reviews Call BookMore Details
TRU by Hilton - Ocean City
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
3401 Coastal Highway, Ocean City, MD 21842 +1-888-906-6358 ~36.35 miles east of Princess Anne
  • Pool in hotel: Indoor heated pool Weekday hours - 9:15am-10:00pm Weekend hours - 6:00am-10:00pm Pool closes at 10:00pm both week day and weekend.
  • Affordable Beach hotel
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From$100
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Doubletree by Hilton Ocean City Oceanfront
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
3301 Atlantic Ave., Ocean City, MD 21842 +1-888-749-6785 ~36.38 miles east of Princess Anne
  • Includes a pool
  • Three Star Beach property
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From$52
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn & Suites Ocean City Bayfront / Convention Center - Ocean City
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
4301 Coastal Highway, Ocean City, MD 21842 +1-888-878-9982 ~36.55 miles east of Princess Anne
  • Pool details: Indoor and outdoor swimming pools with hot tub located near the indoor pool.
  • 3-star Beach hotel
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From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Princess Bayside Beach Hotel
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
4801 Coastal Highway, Ocean City, MD 21842 +1-888-389-4485 ~36.70 miles east of Princess Anne
  • Includes a pool: Indoor pool - 9am - 10 pm Outdor pool 9am - Sunset
  • 3 star Beach hotel
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From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Sealoft
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
4501 Atlantic Ave., Ocean City, MD 21842 +1-888-389-4121 ~36.73 miles east of Princess Anne
  • Pool details: Seasonal outdoor pool Memorial Day to Labor Day, hours vary, 9am - 8pm.
  • 4-star Oceanfront property
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From$99
Average 3.0 /5 Recent Reviews Call BookMore Details
Residence Inn by Marriott - Ocean City
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
300 Seabay Lane, Ocean City, MD 21842 +1-888-675-2083 ~36.96 miles east of Princess Anne
  • Pool in hotel: Indoor and outdoor pools
  • Three Star Convention Center hotel
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From$72
Very Good 4.0 /5 Review Score Call BookMore Details
Best Western Plus Ocean City in Ocean City
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
6007 Coastal Highway, Ocean City, MD 21842 +1-800-716-8490 ~37.10 miles east of Princess Anne
  • Pool available: We have an outdoor pool that is open from 9am - 9pm in season.
  • Two-star Beach hotel
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From$77
Very Good 4.0 /5 Read Reviews Call BookMore Details
Home2suites Bayside
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
120 67th St., Ocean City, MD 21842 +1-800-805-5223 ~37.25 miles east of Princess Anne
  • Pool in hotel: Indoor Saline Pool is open from 9:00 AM - 10:00 PM
  • Midscale Beach hotel
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Ocean City An Ihg Hotel
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
6600 Coastal Highway, Ocean City, MD 21842 +1-888-965-1860 ~37.31 miles east of Princess Anne
  • With a pool!
  • Mid-scale Oceanfront hotel
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From$72
Average 3.0 /5 Review Score Call BookMore Details
Kokomo Suites
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
7300 Coastal Highway, Ocean City, MD 21842 +1-888-788-5576 ~37.58 miles east of Princess Anne
  • Pool details: Outdoor pool, seasonal, hours will vary.
  • Low-priced Beach property
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From$69
Average 3.0 /5 Latest Reviews Call BookMore Details
Bonita Beach Hotel in Ocean City
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
8100 Coastal Highway, Ocean City, MD 21842 +1-888-897-9207 ~37.83 miles east of Princess Anne
  • Pool details: Indoor pool with outdoor sun deck
  • 2-star Beach property
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From$55
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Princess Royale Oceanfront Resort : 9100 Coastal Highway
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
9100 Coastal Highway, Ocean City, MD 21842 +1-888-311-4278 ~38.17 miles east of Princess Anne
  • Pool details: Indoor Olympic size pool in the Atrium with Pool Bar
  • Three Star Beach hotel
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From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Ashore Resort & Beach Club in Ocean City
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
10100 Coastal Highway, Ocean City, MD 21842 +1-888-469-4795 ~38.43 miles east of Princess Anne
  • Has swimming pool: Outdoor heated pool open mid-May to mid-September, 11 am - 8 pm.
  • Three Star Beach hotel
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From$80
Average 3.0 /5 Reviews Call BookMore Details
Comfort Inn Gold Coast in Ocean City
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
11201 Coastal Highway, Ocean City, MD 21842 +1-888-734-9421 ~38.49 miles east of Princess Anne
  • Includes a pool: Indoor Pool / Hot Tub, 7am - 10pm
  • 3-star Resort property
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From$39
Average 3.0 /5 Guest Reviews Call BookMore Details
Carousel Hotel
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
11700 Coastal Highway, Ocean City, MD 21842 +1-888-841-5292 ~38.74 miles east of Princess Anne
  • Pool details: 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 property
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From$100
Average 3.0 /5 Reviews Call BookMore Details
Quality Inn & Suites Georgetown - Seaford in Georgetown
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
20530 Dupont Blvd., Georgetown, DE 19947 +1-888-455-5160 ~38.75 miles northeast of Princess Anne
  • Has swimming pool: Outdoor Pool open 9am-9pm
  • Mid-scale property
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From$82
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Coastal Palms Inn & Suites - Ocean City
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
12004 Coastal Highway, Ocean City, MD 21842 +1-888-965-8297 ~38.81 miles east of Princess Anne
  • We have a pool ready for use
  • Midscale Beach property
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From$55
Average 3.0 /5 Recent Reviews Call BookMore Details
Country Inn & Suites by Radisson Ocean City Md
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
12303 Coastal Highway, Ocean City, MD 21842 +1-888-906-6358 ~38.88 miles east of Princess Anne
  • Pool details: Indoor heated pool open daily 10:00 AM - 10:00 PM
  • Midscale Beach hotel
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Cayman Suites Hotel : 12500 Coastal Highway
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
12500 Coastal Highway, Ocean City, MD 21842 +1-888-749-6785 ~38.97 miles east of Princess Anne
  • Has swimming pool: Pool open 9am - 9pm daily. Glass enclosed and heated Mar - June 1 and Sept 15 - Oct 15.
  • Affordable Beach property
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From$52
Very Good 4.0 /5 Read Reviews Call BookMore Details
Fenwick Inn
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
13801 Coastal Highway, Ocean City, MD 21842 +1-888-878-9982 ~39.42 miles east of Princess Anne
  • Pool details: Indoor Pool, Hot Tub, and splash pad Open 8am -11pm daily
  • 2 star Beach hotel
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From$49
Average 3.0 /5 Recent Reviews Call BookMore Details
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