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
  • We have a pool
  • 3 star Suburban hotel
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From$69
Very good 4.0 /5 Guest Reviews Call BookMore Details
Best Western Plus Pocomoke City in 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 in hotel: Pool is indoors and open from 10A-10P
  • Three Star property
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From$65
Average 3.0 /5 Recent Reviews Call BookMore Details
Country Inn & Suites by Radisson Salisbury Md - 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
  • Has a pool!
  • Affordable Resort hotel
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From$65
Average 3.5 /5 Read Reviews Call BookMore Details
Wingate by Wyndham Salisbury - Salisbury
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
406 Punkin Court, Salisbury, MD 21804 +1-800-805-5223 ~15.00 miles northeast of Princess Anne
  • Pool available: Our seasonal pool is open from 10am till 10pm every night.
  • Economy Suburban hotel
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From$74
Very good 4.0 /5 Latest Reviews Call BookMore Details
Best Western Salisbury Plaza
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
1735 North Salisbury Blvd., Salisbury, MD 21801 +1-888-965-1860 ~15.06 miles northeast of Princess Anne
  • Pool in hotel
  • Two-star Downtown property
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From$45
Very good 4.0 /5 Review Score Call BookMore Details
Residence Inn by Marriott Salisbury
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
140 Centre Rd., Salisbury, MD 21801 +1-888-788-5576 ~16.23 miles northeast of Princess Anne
  • Pool available: Outdoor Pool
  • Affordable Highway property
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From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Baymont by Wyndham Salisbury Md - Salisbury
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
2625 a North Salisbury Blvd., Salisbury, MD 21801 +1-888-897-9207 ~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 Reviews Call BookMore Details
Travelodge by Wyndham Salisbury Md
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
2625 B North Salisbury Blvd., Salisbury, MD 21801 +1-888-311-4278 ~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
  • Low Cost Downtown hotel
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From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Courtyard by Marriott 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
  • 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.
  • 3 star Downtown hotel
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From$109
Very good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express Hotel & Suites Salisbury - Delmar, an IHG Hot
+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
  • Has a pool!
  • 3-star Suburban hotel
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From$84
Very good 4.0 /5 Guest Reviews Call BookMore Details
Comfort Suites Chincoteague Island Bayfront Resort
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
4195 Main St., Chincoteague, VA 23336 +1-888-841-5292 ~25.28 miles southeast of Princess Anne
  • Includes a pool: Indoor Pool & Hot Tub Seasonal Outdoor Pool
  • Affordable Resort hotel
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From$80
Very good 4.0 /5 Latest Reviews Call BookMore Details
Days Inn by Wyndham Chincoteague Island - 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
  • Includes a pool: out door seasonal pool 9am to 9pm
  • Low priced Beach property
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From$60
Average 3.0 /5 Read 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
  • Has a pool!
  • 3-star hotel
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From$90
Very good 4.0 /5 Guest 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., Chincoteague Island, VA 23336 +1-888-906-6358 ~26.72 miles southeast of Princess Anne
  • Includes a pool: Outdoor pool in tropical setting available April - October
  • Three Star Beach hotel
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From$64
Very good 4.0 /5 Read Reviews Call BookMore Details
Hyatt Regency Chesapeake Bay
+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 ~31.51 miles northwest of Princess Anne
  • We have a pool ready for use
  • High-end hotel
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From$125
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Cambria Ocean City Bayfront : 13 St. Louis Ave.
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
13 St. Louis Ave., Ocean City, MD 21842 +1-888-878-9982 ~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.
  • Three Star Beach property
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From$109
Average 3.0 /5 Review Score Call BookMore Details
Madison Beach Motel - Ocean City
+1-888-389-4485

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New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
9 Baltimore Ave., Ocean City, MD 21842 +1-888-389-4485 ~35.02 miles east of Princess Anne
  • Pool in hotel: Outdoor Pool open from 9 am to 9 pm daily. Opens in early May and closes in mid October.
  • 2 star Beach property
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From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Gateway Hotel & Suites Ascend Hotel Collection
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
11 North Baltimore Ave., Ocean City, MD 21842 +1-888-389-4121 ~35.04 miles east of Princess Anne
  • We have a pool ready for use
  • 2 star Resort property
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From$60
Very good 4.0 /5 Recent Reviews 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 property
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From$79
Average 3.0 /5 Read Reviews Call BookMore Details
Paradise Plaza Inn
+1-800-716-8490

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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
  • Includes a swimming pool
  • Mid-scale Oceanfront hotel
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From$67
Average 3.0 /5 Recent Reviews Call BookMore Details
Howard Johnson Plaza Hotel by Wyndham Ocean City Oceanfront
+1-800-805-5223

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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 swimming pool
  • 2-star Beach hotel
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From$79
Very good 4.0 /5 Reviews Call BookMore Details
Tidelands Caribbean in Ocean City
+1-888-965-1860

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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
  • Includes a pool: Two Outdoor Pools
  • Low-priced Oceanfront hotel
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From$60
Average 3.0 /5 Reviews Call BookMore Details
Courtyard Ocean City Oceanfront : 2 15th St.
+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
  • Has a pool!
  • Three Star hotel
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From$90
Very good 4.0 /5 Recent Reviews Call BookMore Details
Quality Inn Boardwalk
+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
  • Our hotel comes with 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 - Ocean City
+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
  • Pool in hotel
  • 3-star property
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From$160
Very good 4.0 /5 Latest Reviews Call BookMore Details
Days Inn by Wyndham 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
  • Has swimming pool
  • Two star Beach property
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From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Grand Hotel & Spa - Ocean City
+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
  • 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.
  • Mid-scale Beach property
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From$69
Very good 4.0 /5 Latest Reviews Call BookMore Details
Howard Johnson by Wyndham Oceanfront Inn - Ocean City
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
2401 Atlantic Ave., Ocean City, MD 21842 +1-888-841-5292 ~36.04 miles east of Princess Anne
  • We have a pool ready for use
  • Affordable Beach property
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From$80
Average 3.0 /5 Review Score Call BookMore Details
Crystal Beach Hotel : 2500 Baltimore Ave.
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
2500 Baltimore Ave., Ocean City, MD 21842 +1-888-455-5160 ~36.04 miles east of Princess Anne
  • Has swimming pool: Outdoor pool
  • Low priced Beach property
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From$65
Average 3.0 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Ocean City Oceanfront : 2800 Baltimore Ave.
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
2800 Baltimore Ave., Ocean City, MD 21842 +1-888-965-8297 ~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.
  • 3-star Oceanfront hotel
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From$89
Average 3.0 /5 Guest Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Ocean City in Ocean City
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
106 32nd St., Ocean City, MD 21842 +1-888-906-6358 ~36.26 miles east of Princess Anne
  • Has swimming pool: Outdoor Pool, 30' x 20' Open from 8am until 9pm
  • 3-star Beach property
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From$58
Average 3.0 /5 Latest Reviews Call BookMore Details
TRU by Hilton in Ocean City
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
3401 Coastal Highway, Ocean City, MD 21842 +1-888-749-6785 ~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.
  • Three Star Beach property
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From$100
Very good 4.0 /5 Latest Reviews Call BookMore Details
Doubletree by Hilton Ocean City Oceanfront : 3301 Atlantic Ave.
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
3301 Atlantic Ave., Ocean City, MD 21842 +1-888-878-9982 ~36.38 miles east of Princess Anne
  • We have a pool ready for use
  • 3 star Beach hotel
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From$52
Very good 4.0 /5 Reviews Call BookMore Details
Hampton Inn & Suites Ocean City Bayfront / Convention Center : 4301 Coastal Highway
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
4301 Coastal Highway, Ocean City, MD 21842 +1-888-389-4485 ~36.55 miles east of Princess Anne
  • Has swimming pool: Indoor and outdoor swimming pools with hot tub located near the indoor pool.
  • Three Star Beach hotel
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From$80
Average 3.0 /5 Recent 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.
  • Four star Oceanfront hotel
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From$99
Average 3.0 /5 Read Reviews Call BookMore Details
Residence Inn by Marriott
+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
  • Has swimming pool: Indoor and outdoor pools
  • 3-star Convention Center property
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From$72
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Best Western Plus Ocean City : 6007 Coastal Highway
+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
  • Has swimming pool: We have an outdoor pool that is open from 9am - 9pm in season.
  • Inexpensive Beach hotel
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From$77
Very good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Ocean City by IHG : 6600 Coastal Highway
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
6600 Coastal Highway, Ocean City, MD 21842 +1-800-805-5223 ~37.31 miles east of Princess Anne
  • With a pool!
  • Three Star Oceanfront hotel
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From$72
Average 3.0 /5 Guest Reviews Call BookMore Details
Kokomo Suites in Ocean City
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
7300 Coastal Highway, Ocean City, MD 21842 +1-888-965-1860 ~37.58 miles east of Princess Anne
  • Pool available: Outdoor pool, seasonal, hours will vary.
  • Low Cost Beach hotel
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From$69
Average 3.0 /5 Latest Reviews Call BookMore Details
Bonita Beach Hotel
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
8100 Coastal Highway, Ocean City, MD 21842 +1-888-788-5576 ~37.83 miles east of Princess Anne
  • Pool details: Indoor pool with outdoor sun deck
  • Low-priced Beach property
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From$55
Very good 4.0 /5 Review Score Call BookMore Details
Ashore Resort & Beach Club : 10100 Coastal Highway
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
10100 Coastal Highway, Ocean City, MD 21842 +1-888-897-9207 ~38.43 miles east of Princess Anne
  • Includes a pool: Outdoor heated pool open mid-May to mid-September, 11 am - 8 pm.
  • Mid-scale Beach hotel
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From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Comfort Inn Gold Coast - Ocean City
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
11201 Coastal Highway, Ocean City, MD 21842 +1-888-311-4278 ~38.49 miles east of Princess Anne
  • Includes a pool: Indoor Pool / Hot Tub, 7am - 10pm
  • Affordable Resort hotel
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From$39
Average 3.0 /5 Hotel Reviews Call BookMore Details
Carousel Hotel : 11700 Coastal Highway
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
11700 Coastal Highway, Ocean City, MD 21842 +1-888-469-4795 ~38.74 miles east of Princess Anne
  • Pool in hotel: 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
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From$100
Average 3.0 /5 Recent Reviews Call BookMore Details
Quality Inn & Suites Georgetown - Seaford
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
20530 Dupont Blvd., Georgetown, DE 19947 +1-888-734-9421 ~38.75 miles northeast of Princess Anne
  • Pool available: Outdoor Pool open 9am-9pm
  • 3-star property
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From$82
Very good 4.0 /5 Latest Reviews Call BookMore Details
Coastal Palms Inn & Suites : 12004 Coastal Highway
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
12004 Coastal Highway, Ocean City, MD 21842 +1-888-841-5292 ~38.81 miles east of Princess Anne
  • Includes a pool
  • Three Star Beach property
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From$55
Average 3.0 /5 Recent Reviews Call BookMore Details
Cayman Suites Hotel
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
12500 Coastal Highway, Ocean City, MD 21842 +1-888-455-5160 ~38.97 miles east of Princess Anne
  • Pool available: Pool open 9am - 9pm daily. Glass enclosed and heated Mar - June 1 and Sept 15 - Oct 15.
  • Midscale Beach hotel
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From$52
Very good 4.0 /5 Reviews Call BookMore Details
Fenwick Inn - Ocean City
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
13801 Coastal Highway, Ocean City, MD 21842 +1-888-965-8297 ~39.42 miles east of Princess Anne
  • Includes a pool: Indoor Pool, Hot Tub, and splash pad Open 8am -11pm daily
  • Low-priced Beach property
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From$49
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn Lexington Park : 22211 Three Notch Rd.
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
22211 Three Notch Rd., Lexington Park, MD 20653 +1-888-906-6358 ~41.53 miles west of Princess Anne
  • Includes a pool: Outdoor Pool open Memorial Day through Labor Day
  • Midscale Highway hotel
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From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Hilton Garden Inn Solomons - Solomons
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
13100 Dowell Rd., Solomons, MD 20629 +1-888-749-6785 ~42.04 miles west of Princess Anne
  • Pool details: Outdoor pool Pool is open from Memorial Day through Labor Day
  • Affordable Rural property
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From$99
Very good 4.0 /5 Review Score Call BookMore Details
Hotel Bethany Beach in Bethany Beach
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
39642 Jefferson Bridge Rd., Bethany Beach, DE 19930 +1-888-878-9982 ~42.21 miles northeast of Princess Anne
  • Includes a pool: Seasonal outdoor swimming pool
  • 3-star Beach hotel
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From$80
Very good 4.0 /5 Review Score Call BookMore Details
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