Hotels with Swimming Pool in Hillsmere Shores, Annapolis

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Check availability on Hillsmere Shores Hotels with Swimming Pool

Our top choices for Hillsmere Shores hotels with a pool

Aerial view

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (137 reviews)
  • cleanliness
    Victorian pool retreat with sun loungers and umbrellas by Chesapeake Bay Bridge.
The price is P6,683
P9,217 total
includes taxes & fees
Apr 15 - Apr 16
Kent Island Resort
Indoor pool

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very Good, (1,008 reviews)
  • cleanliness
    Aquatic bliss awaits at this central hotel, with a rejuvenating indoor pool and hot tub sanctuary.
The price is P5,958
P6,614 total
includes taxes & fees
Apr 28 - Apr 29
Best Western Kent Narrows Inn
Outdoor pool

Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
Deale
9.4 out of 10, Exceptional, (480 reviews)
  • cleanliness
    Pool paradise meets scenic marina views for a refreshing escape on the water.
The price is P9,124
P10,402 total
includes taxes & fees
Apr 14 - Apr 15
Anchored Inn at Hidden Harbour Marina
Lobby

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (889 reviews)
  • cleanliness
    Take a dip anytime, day or night, in this hotel's seasonal outdoor pool near Chesapeake Bay.
The price is P5,863
P6,508 total
includes taxes & fees
Apr 16 - Apr 17
Quality Inn Grasonville near Kent Island
Seasonal outdoor pool

Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
Sherwood
9.4 out of 10, Exceptional, (379 reviews)
  • cleanliness
    Seaside swimming haven at marina hotel offers poolside relaxation and boat adventures.
The price is P8,998
P9,898 total
includes taxes & fees
Apr 15 - Apr 16
Knapps Narrows Marina & Inn
Seasonal outdoor pool

Wylder Tilghman Island

Wylder Tilghman Island
2.0 star property
Tilghman
8.8 out of 10, Excellent, (94 reviews)
  • cleanliness
    Riverside relaxation awaits with a seasonal outdoor pool, private beach, and sauna.
The price is P7,343
P10,716 total
includes taxes & fees
Apr 27 - Apr 28
Wylder Tilghman Island
Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very Good, (1,002 reviews)
  • cleanliness
    Seasonal outdoor pool retreat with plush loungers makes summer days in St. Michaels extra delightful.
The price is P8,116
P8,928 total
includes taxes & fees
Apr 20 - Apr 21
St Michaels Inn
Indoor pool, open 5 AM to 11 PM, sun loungers

Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
3.0 star property
Grasonville
9.0 out of 10, Wonderful, (1,003 reviews)
  • cleanliness
    Dive into ultimate bay views with serene indoor pool sessions at this waterfront hotel.
The price is P7,821
P8,682 total
includes taxes & fees
Apr 27 - Apr 28
Hilton Garden Inn Kent Island Marina
Outdoor pool, sun loungers

Inn at Huntingfield Creek

Inn at Huntingfield Creek
3.5 star property
Rock Hall
10.0 out of 10, Exceptional, (62 reviews)
  • cleanliness
    Waterfront escape with a sun-drenched outdoor pool and spa services at this peaceful bed and breakfast retreat.
The price is P8,405
P9,330 total
includes taxes & fees
Apr 18 - Apr 19
Inn at Huntingfield Creek
Exterior

George Brooks House B&B

George Brooks House B&B
3.0 star property
St. Michaels
8.8 out of 10, Excellent, (71 reviews)
  • cleanliness
    Splash into Victorian charm at this B&B's outdoor pool, where sun-drenched relaxation meets historic elegance.
The price is P9,298
P10,228 total
includes taxes & fees
Apr 14 - Apr 15
George Brooks House B&B
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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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

Comfort Inn Largo-Washington DC East

10/10 Excellent
"Very convenient location, clean and comfortable stay"
Cierra 2-night trip
Posted 3 hours ago
Comfort Inn Largo-Washington DC East

Frequently asked questions

What are some accommodations with pools in Hillsmere Shores?
DoubleTree by Hilton Hotel Largo/Washington DC: Hotel located near Northwest Stadium. Features free self parking, an indoor pool, and a 24-hour fitness center. Graduate by Hilton Annapolis: Hotel located near U.S. Naval Academy. Features free self parking, an indoor pool, and complimentary wireless internet access. Historic Inns of Annapolis: Hotel located near Northwest Stadium. Features buffet, an indoor pool, and free self parking. Crowne Plaza Annapolis by IHG: Provides 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.
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 Bay Ridge Beach, 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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