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

Best Western Plus Pocomoke City
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
125 Newtowne Blvd., Pocomoke City, MD 21851 +1-888-389-4121 ~11.43 miles southeast of Princess Anne
  • Has swimming pool: Pool is indoors and open from 10A-10P
  • Affordable hotel
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From$65
Average 3.0 /5 Reviews Call BookMore Details
Country Inn & Suites by Radisson, Salisbury, MD
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
1804 Sweetbay Dr., Salisbury, MD 21804 +1-888-675-2083 ~13.01 miles northeast of Princess Anne
  • We have a pool
  • Mid-scale Resort property
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From$65
Average 3.5 /5 Review Score Call BookMore Details
Wingate by Wyndham Salisbury in Salisbury
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
406 Punkin Court, Salisbury, MD 21804 +1-800-716-8490 ~15.00 miles northeast of Princess Anne
  • Includes a pool: Our seasonal pool is open from 10am till 10pm every night.
  • Low priced Suburban hotel
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From$74
Very Good 4.0 /5 Read Reviews Call BookMore Details
Best Western Salisbury Plaza : 1735 North Salisbury Blvd.
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
1735 North Salisbury Blvd., Salisbury, MD 21801 +1-800-805-5223 ~15.06 miles northeast of Princess Anne
  • Pool in hotel: Outdoor Seasonal Pool
  • 3 star Downtown property
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From$109
Poor 2.5 /5 Review Score Call BookMore Details
Residence Inn by Marriott Salisbury
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
140 Centre Rd., Salisbury, MD 21801 +1-888-965-1860 ~16.23 miles northeast of Princess Anne
  • Pool in hotel: Outdoor Pool
  • Mid-scale Highway property
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From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Baymont by Wyndham Salisbury Md
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
2625 a North Salisbury Blvd., Salisbury, MD 21801 +1-888-788-5576 ~17.03 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
  • Inexpensive Downtown hotel
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From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Travelodge 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 B North Salisbury Blvd., Salisbury, MD 21801 +1-888-897-9207 ~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 property
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From$60
Average 3.0 /5 Review Score Call BookMore Details
Courtyard by Marriott Salisbury
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
128 Troopers Way, Salisbury, MD 21804 +1-888-311-4278 ~17.52 miles northeast of Princess Anne
  • Pool available: Our Indoor pool & hot tub are available from 7:00am - 11:00pm Daily. Fitness Center available 24/7. Outdoor Courtyard available for group gatherings.
  • Mid-scale 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 by IHG in Delmar
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
30232 Lighthouse SW Dr., Delmar, MD 21875 +1-888-469-4795 ~18.82 miles northeast of Princess Anne
  • We have a pool ready for use
  • Mid-scale Suburban hotel
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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

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
3913 Main St., Chincoteague Island, VA 23336 +1-888-734-9421 ~25.19 miles southeast of Princess Anne
  • Pool details: Outdoor swimming pool.
  • Affordable Beach property
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From$82
Very Good 4.0 /5 Read Reviews Call BookMore Details
Comfort Suites Chincoteague Island Bayfront Resort in Chincoteague
+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
  • Has swimming pool: Indoor Pool & Hot Tub Seasonal Outdoor Pool
  • Affordable Resort hotel
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From$80
Very Good 4.0 /5 Review Score 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
  • Economy Beach hotel
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From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Refuge Inn in Chincoteague Island
+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
  • We have a pool ready for use
  • 3-star property
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From$90
Very Good 4.0 /5 Review Score Call BookMore Details
Spark by Hilton Chincoteague Island in 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
  • Pool available: Outdoor pool in tropical setting available April - October
  • Mid-scale Beach property
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From$80
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hyatt Regency Chesapeake Bay
+1-888-749-6785

How should we direct your call?

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
  • Includes a swimming pool
  • 4 star property
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From$125
Very Good 4.0 /5 Review Score Call BookMore Details
Cambria Ocean City Bayfront in Ocean City
+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
  • Includes a pool: Enjoy an indoor heated pool and hot tub, as well as an outdoor pool with poolside food and beverage service.
  • Affordable Beach hotel
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From$109
Average 3.0 /5 Read Reviews Call BookMore Details
Madison Beach Motel
+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 available: Outdoor Pool open from 9 am to 9 pm daily. Opens in early May and closes in mid October.
  • Low-priced Beach property
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From$60
Average 3.0 /5 Reviews Call BookMore Details
Gateway Hotel & Suites, Ascend Hotel Collection - Ocean City
+1-888-389-4121

How should we direct your call?

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
  • Has swimming pool
  • 2-star Resort property
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From$60
Very Good 4.0 /5 Read Reviews Call BookMore Details
Park Place Hotel
+1-888-675-2083

How should we direct your call?

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
  • Pool details: Seasonal outdoor pools (2) One heated pool year round, outside
  • 3-star Beach hotel
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From$79
Average 3.0 /5 Review Score Call BookMore Details
Howard Johnson Plaza Hotel by Wyndham Ocean City Oceanfront 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
1109 North Atlantic Ave., Ocean City, MD 21842 +1-800-716-8490 ~35.52 miles east of Princess Anne
  • Pool in hotel
  • Two-star Beach hotel
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From$79
Very Good 4.0 /5 Review Score Call BookMore Details
Tidelands Caribbean
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
1409 Atlantic Ave., Ocean City, MD 21842 +1-800-805-5223 ~35.65 miles east of Princess Anne
  • Pool details: Two Outdoor Pools
  • 2-star Oceanfront property
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From$60
Average 3.0 /5 Reviews Call BookMore Details
Quality Inn Boardwalk 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
1601atlantic Ave., Ocean City, MD 21842 +1-888-965-1860 ~35.71 miles east of Princess Anne
  • Has a pool!
  • Affordable Oceanfront hotel
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From$80
Average 3.0 /5 Review Score Call BookMore Details
Hyatt Place 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
1 16th St., Ocean City, MD 21843 +1-888-788-5576 ~35.72 miles east of Princess Anne
  • Pool in hotel
  • Affordable property
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From$160
Very Good 4.0 /5 Reviews Call BookMore Details
Days Inn by Wyndham Oceanfront 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
2210 Baltimore Ave., Ocean City, MD 21842 +1-888-897-9207 ~35.92 miles east of Princess Anne
  • We have a pool
  • Economy Beach property
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From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Grand Hotel & Spa in Ocean City
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
2100 Baltimore Ave., Ocean City, MD 21842 +1-888-311-4278 ~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.
  • Affordable Beach hotel
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From$69
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Howard Johnson by Wyndham Oceanfront Inn - Ocean City
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
2401 Atlantic Ave., Ocean City, MD 21842 +1-888-469-4795 ~36.04 miles east of Princess Anne
  • Includes a swimming pool
  • 3 star Beach hotel
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From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Crystal Beach Hotel : 2500 Baltimore Ave.
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
2500 Baltimore Ave., Ocean City, MD 21842 +1-888-734-9421 ~36.04 miles east of Princess Anne
  • Pool available: Outdoor pool
  • Two star Beach property
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From$65
Average 3.0 /5 Guest Reviews Call BookMore Details
Hilton Garden Inn Ocean City Oceanfront in Ocean City
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
2800 Baltimore Ave., Ocean City, MD 21842 +1-888-841-5292 ~36.21 miles east of Princess Anne
  • Pool available: 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 property
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From$89
Average 3.0 /5 Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Ocean City 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
106 32nd St., Ocean City, MD 21842 +1-888-455-5160 ~36.26 miles east of Princess Anne
  • Has swimming pool: Outdoor Pool, 30' x 20' Open from 8am until 9pm
  • Midscale Beach hotel
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From$58
Average 3.0 /5 Recent Reviews Call BookMore Details
Doubletree by Hilton Ocean City Oceanfront : 3301 Atlantic Ave.
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
3301 Atlantic Ave., Ocean City, MD 21842 +1-888-965-8297 ~36.38 miles east of Princess Anne
  • Includes a swimming pool
  • Mid-scale Beach property
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From$52
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn & Suites Ocean City Bayfront / Convention Center : 4301 Coastal Highway
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
4301 Coastal Highway, Ocean City, MD 21842 +1-888-906-6358 ~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 property
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From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Sealoft
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
4501 Atlantic Ave., Ocean City, MD 21842 +1-888-749-6785 ~36.73 miles east of Princess Anne
  • Pool in hotel: 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 Recent Reviews Call BookMore Details
Residence Inn by Marriott : 300 Seabay Lane
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
300 Seabay Lane, Ocean City, MD 21842 +1-888-878-9982 ~36.96 miles east of Princess Anne
  • Pool available: Indoor and outdoor pools
  • Midscale Convention Center property
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From$72
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Best Western Plus Ocean City
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
6007 Coastal Highway, Ocean City, MD 21842 +1-888-389-4485 ~37.10 miles east of Princess Anne
  • Includes a pool: We have an outdoor pool that is open from 9am - 9pm in season.
  • 2-star Beach property
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From$77
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Ocean City by IHG
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
6600 Coastal Highway, Ocean City, MD 21842 +1-888-389-4121 ~37.31 miles east of Princess Anne
  • Has a pool!
  • 3 star Oceanfront hotel
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From$72
Average 3.0 /5 Reviews Call BookMore Details
Kokomo Suites - Ocean City
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
7300 Coastal Highway, Ocean City, MD 21842 +1-888-675-2083 ~37.58 miles east of Princess Anne
  • Has swimming pool: Outdoor pool, seasonal, hours will vary.
  • Cheap Beach hotel
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From$69
Average 3.0 /5 Hotel Reviews Call BookMore Details
Bonita Beach Hotel
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
8100 Coastal Highway, Ocean City, MD 21842 +1-800-716-8490 ~37.83 miles east of Princess Anne
  • Has swimming pool: Indoor pool with outdoor sun deck
  • Low Cost Beach property
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From$55
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Ashore Resort & Beach Club
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
10100 Coastal Highway, Ocean City, MD 21842 +1-800-805-5223 ~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
Average 3.0 /5 Latest Reviews Call BookMore Details
Comfort Inn Gold Coast
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
11201 Coastal Highway, Ocean City, MD 21842 +1-888-965-1860 ~38.49 miles east of Princess Anne
  • Includes a pool: Indoor Pool / Hot Tub, 7am - 10pm
  • Mid-scale Resort property
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From$39
Average 3.0 /5 Hotel Reviews Call BookMore Details
Carousel Hotel 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
11700 Coastal Highway, Ocean City, MD 21842 +1-888-788-5576 ~38.74 miles east of Princess Anne
  • Pool available: 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
  • Affordable Oceanfront hotel
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From$100
Average 3.0 /5 Guest Reviews Call BookMore Details
Coastal Palms Inn & Suites 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
12004 Coastal Highway, Ocean City, MD 21842 +1-888-897-9207 ~38.81 miles east of Princess Anne
  • Includes a pool
  • 3-star Beach hotel
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From$55
Average 3.0 /5 Hotel Reviews Call BookMore Details
Country Inn & Suites by Radisson Ocean City Md
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
12303 Coastal Highway, Ocean City, MD 21842 +1-888-311-4278 ~38.88 miles east of Princess Anne
  • Has swimming pool: Indoor heated pool open daily 10:00 AM - 10:00 PM
  • Three Star Beach property
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From$80
Average 3.0 /5 Reviews Call BookMore Details
Cayman Suites Hotel - Ocean City
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
12500 Coastal Highway, Ocean City, MD 21842 +1-888-469-4795 ~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.
  • Mid-scale Beach property
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From$52
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Fenwick Inn - Ocean City
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
13801 Coastal Highway, Ocean City, MD 21842 +1-888-734-9421 ~39.42 miles east of Princess Anne
  • Pool in hotel: Indoor Pool, Hot Tub, and splash pad Open 8am -11pm daily
  • Three Star Beach hotel
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From$49
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Lexington Park
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
22211 Three Notch Rd., Lexington Park, MD 20653 +1-888-841-5292 ~41.53 miles west of Princess Anne
  • Pool details: Outdoor Pool open Memorial Day through Labor Day
  • Mid-scale Highway hotel
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From$80
Average 3.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Solomons : 13100 Dowell Rd.
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
13100 Dowell Rd., Solomons, MD 20629 +1-888-455-5160 ~42.04 miles west of Princess Anne
  • Has swimming pool: Outdoor pool Pool is open from Memorial Day through Labor Day
  • 3 star Rural property
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From$99
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hotel Bethany Beach
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
39642 Jefferson Bridge Rd., Bethany Beach, DE 19930 +1-888-965-8297 ~42.21 miles northeast of Princess Anne
  • Pool details: Seasonal outdoor swimming pool
  • Mid-scale Beach property
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From$80
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Bethany Beach Ocean Suites : 99 Hollywood St.
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
99 Hollywood St., Bethany Beach, DE 19930 +1-888-906-6358 ~42.61 miles northeast of Princess Anne
  • Pool details: indoor/outdoor saltwater pool with retractable roof Hours 9 am - 9 pmFitness center Oceanfront
  • 3-star Oceanfront hotel
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From$129
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Days Inn by Wyndham Easton : 7018 Ocean Gateway
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
7018 Ocean Gateway, Easton, MD 21601 +1-888-749-6785 ~42.73 miles northwest of Princess Anne
  • Pool details: out door swimming pool
  • Mid-scale property
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Spark by Hilton California Lexington Park - California
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
44941 Worth Ave., California, MD 20619 +1-888-878-9982 ~44.41 miles west of Princess Anne
  • Pool available: Indoor Heated Pool and Spa. Open from 6am to 10pm daily
  • 3-star Rural hotel
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From$88
Average 3.0 /5 Review Score Call BookMore Details
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