The Best Hotels with a Pool in Hillsmere Shores, MD from NT$3,708 in 2026

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

Comfort Inn Largo-Washington DC East : Hotel located near Northwest Stadium. Features buffet, an indoor pool, and free self parking. DoubleTree by Hilton Hotel Annapolis : Hotel located near Northwest Stadium. Offers free self parking, an indoor pool, and a 24-hour fitness center. Historic Inns of Annapolis : Features buffet, a seasonal outdoor pool, and complimentary wireless internet access. Hampton Inn Baltimore/Glen Burnie : Offers complimentary wireless internet access, an indoor pool, and televisions. DoubleTree by Hilton Hotel Largo/Washington DC : Hotel located near U.S. Naval Academy. Provides a full-service spa, an indoor pool, and a snack bar/deli.

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Our top choices for Hillsmere Shores hotels with a pool

Quality Inn Grasonville near Kent Island

Grasonville

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

NT$3,708 total

includes taxes & fees

Jun 3 - Jun 4

Best Western Kent Narrows Inn

Grasonville

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

NT$4,016 total

includes taxes & fees

Jun 8 - Jun 9

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.

NT$4,679 total

includes taxes & fees

Jun 3 - Jun 4

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.

NT$5,986 total

includes taxes & fees

Jun 16 - Jun 17

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.

NT$3,737 total

includes taxes & fees

Jun 7 - Jun 8

Kent Island Resort

Stevensville

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

NT$6,509 total

includes taxes & fees

Jun 15 - Jun 16

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.

NT$4,677 total

includes taxes & fees

Jun 7 - Jun 8

Comfort Inn Conference Center

Bowie

Dive into this refreshing seasonal outdoor pool oasis with on-site bistro dining and premium bedding for complete relaxation.

NT$3,976 total

includes taxes & fees

Jun 8 - Jun 9

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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

The Westin Annapolis

10/10 Excellent

"clean room, restaurant and bar on premises, easy parking"

Country Inn & Suites by Radisson, Annapolis, MD

8/10 Good

"The hotel in general needs updating badly. Carpet seems dirty in the room and in the general area. Mold in the bathroom on the ceiling in shower area and above the door frame. AC unit is loud while running and elevator broke down just before we arrived for a few days. Luckily, we had only one flight to go up and my family didn't mind the walk. Breakfast was good and Staff was super Nice. Complimentary 24hr coffee and teas was a treat. And of course, those freshly baked cookies were something to look forward for."

Hampton Inn Baltimore/Glen Burnie

10/10 Excellent

"Everything was good and as expected. There was a little confusion when they closed the breakfast at 9am on a Memorial Day holiday mentioning it is only open until 10AM on weekends. Not a deal breaker for me. I took my change with the apples they offer in the lobby :) The coffee and tea stand were gorgeous! However, It'd be good to add another waffle press where 1 is not enough for when it is crowded."

Graduate by Hilton Annapolis

6/10 Okay

"We had a reservation for a king atrium room. When we checked in they said that room wasn’t ready but a two queen room was instead. It was implied the room was nicer and cost more. Instead of an atrium view we got a rooftop/parking lot view and a handicap room. The shower was extremely difficult to use without flooding the bathroom. Staff wasn’t interested in helping. The beds were extremely low and about two feet off the ground. No bathroom counter space as I had booked because the space was designed to accommodate a wheelchair. The closet was not usable because the rod was extremely low so someone in a wheelchair could reach it. But, the rod was just above the wall mounted safe so nothing could hang from it. Not a great experience for a very expensive stay."

Frequently asked questions

What are some accommodations with pools in Hillsmere Shores?

Comfort Inn Largo-Washington DC East: Hotel located near Northwest Stadium. Features buffet, an indoor pool, and free self parking. DoubleTree by Hilton Hotel Annapolis: Hotel located near Northwest Stadium. Offers free self parking, an indoor pool, and a 24-hour fitness center. Historic Inns of Annapolis: Features buffet, a seasonal outdoor pool, and complimentary wireless internet access. Hampton Inn Baltimore/Glen Burnie: Offers complimentary wireless internet access, an indoor pool, and televisions. DoubleTree by Hilton Hotel Largo/Washington DC: Hotel located near U.S. Naval Academy. Provides a full-service spa, an indoor pool, and a snack bar/deli.

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 Carrs Beach, Annapolis Landing Marina, and Annapolis Maritime Museum 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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