Hotels with Swimming Pool, Hillsmere Shores Annapolis

Q: What are some accommodations with pools in Hillsmere Shores?

Historic Inns of Annapolis : Hotel located near U.S. Naval Academy. Provides free self parking, an indoor pool, and complimentary wireless internet access. DoubleTree by Hilton Hotel Annapolis : Hotel located near Northwest Stadium. Offers buffet, an indoor pool, and free self parking. Crowne Plaza Annapolis by IHG : Features daily, a seasonal outdoor pool, and free self parking. Graduate by Hilton Annapolis : Hotel located near Northwest Stadium. Offers free self parking, an indoor pool, and a 24-hour fitness center. Comfort Inn Largo-Washington DC East : Hotel, 1-minute walk from Chesapeake Bay. Provides a seasonal outdoor pool, an indoor pool, and 2 restaurants.

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Our top choices for Hillsmere Shores hotels with a pool

Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas

St Michaels Inn

St. Michaels

Seasonal outdoor pool retreat with plush loungers makes summer days in St. Michaels extra delightful.

P6,644 total

includes taxes & fees

Jul 28 - Jul 29

Best Western Kent Narrows Inn

Grasonville

Aquatic bliss awaits at this central hotel, with a rejuvenating indoor pool and hot tub sanctuary.

P8,984 total

includes taxes & fees

Jul 28 - Jul 29

Outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas, sun loungers

Kent Island Resort

Stevensville

Victorian pool retreat with sun loungers and umbrellas by Chesapeake Bay Bridge.

P12,114 total

includes taxes & fees

Jul 29 - Jul 30

Quality Inn Grasonville near Kent Island

Grasonville

Take a dip anytime, day or night, in this hotel's seasonal outdoor pool near Chesapeake Bay.

P6,835 total

includes taxes & fees

Aug 2 - Aug 3

Knapps Narrows Marina & Inn

Sherwood

Seaside swimming haven at marina hotel offers poolside relaxation and boat adventures.

P10,160 total

includes taxes & fees

Jul 16 - Jul 17

Seasonal outdoor pool, open 9 AM to 9 PM, pool umbrellas, sun loungers

Holiday Inn Express Annapolis East-Kent Island by IHG

Grasonville

Splashy pool escapes by the bay; seasonal swimming paradise with sun-soaked loungers.

P7,527 total

includes taxes & fees

Aug 12 - Aug 13

Indoor pool, seasonal outdoor pool, cabanas (surcharge), sun loungers

Rod 'N' Reel Resort

Chesapeake Beach

Dive into beachside bliss with two stunning pools, cabanas, and marina views at this coastal resort.

P15,069 total

includes taxes & fees

Jul 28 - Jul 29

Outdoor pool, open 9:00 AM to 10:00 PM, sun loungers

Hilton Garden Inn Annapolis

Annapolis

Lounge by the pristine outdoor pool at this hotel, where peaceful relaxation meets exceptional service and modern fitness options.

P7,655 total

includes taxes & fees

Jul 22 - Jul 23

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Choose what matters most at hotels with a pool in Hillsmere Shores

Breakfast included

4 stars

Top Hillsmere Shores Hotel Reviews

Comfort Inn Largo-Washington DC East

8/10 Good

"Room was a bit outdated especially bathrooms but it was cool nonetheless"

Courtyard by Marriott Annapolis

8/10 Good

"Overall, my stay at the Courtyard by Marriott in Annapolis had several strong positives, but also a few maintenance and safety concerns that should be addressed. The room was very clean, and the bed was extremely comfortable — both the mattress and pillows made for a great night’s sleep. Breakfast at the Bistro was delicious, and the staff throughout the hotel were friendly and welcoming. I also enjoyed the pool area, which was clean and pleasant. That said, there were some issues that took away from the experience. I cut my finger on a broken elevator button, which definitely needs repair. The whirlpool jets were not working, so it functioned more like a hot tub than an actual whirlpool. More concerning, several of the side exit doors appeared to be broken: guests could enter from the outside, but could not exit from the inside. This was inconvenient, but more importantly, it seems like a potential fire code and safety issue. With some attention to maintenance and safety, this could be a much better stay. The staff, cleanliness, comfortable room, breakfast, and pool area were all highlights, but the hotel should prioritize fixing the broken doors, elevator button, and whirlpool jets."

Frequently asked questions

What are some accommodations with pools in Hillsmere Shores?

Historic Inns of Annapolis: Hotel located near U.S. Naval Academy. Provides free self parking, an indoor pool, and complimentary wireless internet access. DoubleTree by Hilton Hotel Annapolis: Hotel located near Northwest Stadium. Offers buffet, an indoor pool, and free self parking. Crowne Plaza Annapolis by IHG: Features daily, a seasonal outdoor pool, and free self parking. Graduate by Hilton Annapolis: Hotel located near Northwest Stadium. Offers free self parking, an indoor pool, and a 24-hour fitness center. Comfort Inn Largo-Washington DC East: Hotel, 1-minute walk from Chesapeake Bay. Provides a seasonal outdoor pool, an indoor pool, and 2 restaurants.

What is there to see and do in Hillsmere Shores?

The picturesque setting of Maryland Quiet Waters Park showcases the area's natural beauty. Discover sights such as Annapolis Landing Marina, Annapolis Maritime Museum, and Maryland Hall for Creative Arts during your stay.

When is the best time to book a hotel with a pool in Hillsmere Shores?

You may want to think about an accommodation with an outdoor swimming pool if you're planning to visit Hillsmere Shores in the hottest months of July, August, or June when the average temp is 75°F. Lodging offering an indoor pool may be what you want if you are visiting during the coldest months of January, February, or December when the average temp is 40°F.

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