Find Hotels with a Pool in Shady Side, MD
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Check availability on Shady Side Hotels with a Pool
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Aug 28 - Aug 29Tomorrow
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Aug 28 - Aug 30Next weekend
Sep 4 - Sep 6Our top choices for Shady Side hotels with a pool
1. Rod 'N' Reel Resort
Rod 'N' Reel ResortChesapeake Beach
- Dive into beachside bliss with two stunning pools, cabanas, and marina views at this coastal resort.
₩136,684
₩197,841 total
includes taxes & fees
Sep 3 - Sep 4
2. Crowne Plaza Annapolis by IHG
Crowne Plaza Annapolis by IHGAnnapolis
- Indoor aquatic retreat offers year-round poolside luxury in Annapolis near shopping and dining.
₩134,350
₩153,159 total
includes taxes & fees
Sep 13 - Sep 14
3. Hilton Garden Inn Annapolis
Hilton Garden Inn AnnapolisAnnapolis
- Lounge by the pristine outdoor pool at this hotel, where peaceful relaxation meets exceptional service and modern fitness options.
₩124,368
₩141,779 total
includes taxes & fees
Sep 27 - Sep 28
4. Sonesta ES Suites Annapolis
Sonesta ES Suites AnnapolisEdgewater
- Dive into summer fun at this Annapolis hotel with a seasonal outdoor pool and fitness center.
₩135,333
₩154,279 total
includes taxes & fees
Sep 21 - Sep 22
5. Courtyard by Marriott Annapolis
Courtyard by Marriott AnnapolisAnnapolis
- Splash into an aquatic haven at this Annapolis hotel, where an indoor pool and hot tub create the perfect year-round retreat.
₩132,571
₩151,132 total
includes taxes & fees
Sep 7 - Sep 8
6. SpringHill Suites by Marriott Annapolis
SpringHill Suites by Marriott AnnapolisAnnapolis
- Splash into serenity with a revitalizing indoor pool escape at this newly remodeled Annapolis hotel.
₩148,339
₩169,106 total
includes taxes & fees
Sep 13 - Sep 14
7. Hampton Inn & Suites Annapolis
Hampton Inn & Suites AnnapolisAnnapolis
- Dive into poolside bliss at this hotel where summer sunshine meets relaxation.
₩135,885
₩154,908 total
includes taxes & fees
Sep 16 - Sep 17
8. Country Inn & Suites by Radisson, Annapolis, MD
Country Inn & Suites by Radisson, Annapolis, MDAnnapolis
- Float in the peaceful indoor pool after exploring Annapolis; the refreshing waters of this recently remodeled hotel await.
₩131,466
₩149,871 total
includes taxes & fees
Sep 27 - Sep 28
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Top Shady Side Hotel Reviews
St Michaels Inn
8/10 Good
"The rooms, though dated, are clean. I did bring to the attention of the manager that the towel bar in my bathroom was coming off. The handrail to walk down the steps into the pool was also loose, which I think is a safety hazard. The manager acknowledged he knew about it, but despite tons of cosmetic work being done outside, which was a bit inconvenient, the hand rail was not tightened Staff was nice, especially Tamia at the front desk and Helena in the breakfast room. The rooms are spacious and the A/C works fine!"
DoubleTree by Hilton Hotel Largo/Washington DC
10/10 Excellent
"for the rooms to be outdated they were well maintained & cleaned!! Staff was friendly breakfast was flavorful and parking was limited but available no issues"
Comfort Inn Conference Center
8/10 Good
"The pool was soothing."
Crowne Plaza Annapolis by IHG
10/10 Excellent
"Large room"
Rod 'N' Reel Resort
10/10 Excellent
"It look like they did a lot of upgrades very nice. I really appreciate the staff and service. I will be back soon 😉"
Sonesta ES Suites Annapolis
10/10 Excellent
"Spacious rooms, very good breakfast selection, even had tacos for breakfast!"
The Westin Annapolis
10/10 Excellent
"Walking distance from the historic main street."
Courtyard by Marriott Annapolis
10/10 Excellent
"Clean room and staff was very courteous."