Hillsmere Shores Hotel Guide - Hotels with Pool in Hillsmere Shores, Annapolis

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Top Hillsmere Shores Hotels with Pool

Rod 'N' Reel Resort

4.0 star property
Chesapeake Beach
  • Indoor pool
  • Pool loungers
  • Near the beach
8.4 out of 10, Very good, (1001)
Sparkling waters beckon at dual pools, where cabanas offer shaded luxury beside the marina. Beyond refreshing dips, guests enjoy complimentary bicycles, kayaking adventures, and nearby beach access, creating a complete coastal escape.
The price is €117
includes taxes & fees
30 Nov - 1 Dec
Rod 'N' Reel Resort

Knapps Narrows Marina & Inn

3.0 star property
Tilghman
  • Pool
  • Breakfast included
  • Parking included
  • Free WiFi
  • Air conditioning
  • Laundry
9.4 out of 10, Exceptional, (357)
Marina-side seasonal pool creates a serene retreat overlooking Chesapeake Bay waters. Guests appreciate the immaculate rooms with private balconies, complimentary bicycles for island adventures, and boat tours launching steps away.
The price is €95
includes taxes & fees
29 Nov - 30 Nov
Knapps Narrows Marina & Inn

Hilton Garden Inn Annapolis

3.0 star property
Annapolis
  • Outdoor pool
8.2 out of 10, Very good, (1001)
Sparkling waters beckon at the well-maintained outdoor pool, a highlight praised by guests for its cleanliness and welcoming atmosphere. After swimming, visitors can energise at the 24-hour fitness centre or dine at the Garden Grille and Bar.
The price is €66
includes taxes & fees
21 Dec - 22 Dec
Hilton Garden Inn Annapolis

St Michaels Inn

2.5 star property
St. Michaels
  • Pool loungers
8.2 out of 10, Very good, (1002)
Sparkling waters beckon at the seasonal outdoor pool, complete with sun loungers and umbrellas from May through September. Conveniently situated near Chesapeake Bay Maritime Museum, this hotel offers continental breakfast and garden views after invigorating local hikes.
The price is €106
includes taxes & fees
30 Nov - 1 Dec
St Michaels Inn

Kent Island Resort

3.5 star property
Stevensville
  • Outdoor pool
  • Pool loungers
9.2 out of 10, Wonderful, (126)
Sparkling waters welcome swimmers to this seasonal retreat where comfortable loungers await beneath shade umbrellas. Beyond the refreshing pool, adventures beckon with complimentary bicycles, kayaking, and fishing along the picturesque Chesapeake Bay.
The price is €137
includes taxes & fees
7 Dec - 8 Dec
Kent Island Resort

DoubleTree by Hilton Hotel Largo/Washington DC

4.0 star property
Upper Marlboro
  • Indoor pool
8.0 out of 10, Very good, (1012)
Swim laps regardless of weather in the pristine indoor pool, creating a refreshing retreat after exploring nearby attractions. Beyond aquatic enjoyment, guests appreciate the 24-hour fitness centre and on-site XC Bar & Bistro restaurant.
The price is €90
includes taxes & fees
11 Dec - 12 Dec
DoubleTree by Hilton Hotel Largo/Washington DC

Holiday Inn Express Annapolis East-Kent Island by IHG

2.5 star property
Grasonville
  • Pool loungers
9.2 out of 10, Wonderful, (925)
Splashing in the seasonal outdoor pool reveals stunning Chesapeake Bay vistas, creating a waterfront oasis complete with sun loungers and umbrellas. Nearby adventures include hiking trails, kayaking, and sailing for the perfect coastal getaway.
The price is €76
includes taxes & fees
1 Dec - 2 Dec
Holiday Inn Express Annapolis East-Kent Island by IHG

Comfort Inn Conference Center

2.5 star property
Bowie
  • Pool
  • Breakfast included
  • Pet-friendly
  • Parking included
  • Free WiFi
  • Restaurant
9.2 out of 10, Wonderful, (1006)
Sparkling waters await at the seasonal outdoor pool, open June through August for sun-soaked enjoyment. Located near Six Flags America, this hotel combines comfortable pillowtop beds with American cuisine at Chessies Chesapeake Grill after poolside relaxation.
The price is €97
includes taxes & fees
1 Dec - 2 Dec
Comfort Inn Conference Center

Best Western Kent Narrows Inn

2.5 star property
Grasonville
  • Indoor pool
  • Hot tub
8.0 out of 10, Very good, (1005)
Sparkling waters await in the pristine indoor swimming pool, complemented by a rejuvenating hot tub and sauna. Active travellers appreciate the nearby hiking trails while enjoying spotless accommodation with 49-inch TVs and refrigerators.
The price is €88
includes taxes & fees
2 Dec - 3 Dec
Best Western Kent Narrows Inn

Quality Inn

2.5 star property
Grasonville
  • Pool
  • Breakfast included
  • Parking included
  • Free WiFi
  • Air conditioning
  • Business services
7.8 out of 10, Good, (853)
Cooling waters await at the seasonal outdoor pool, open 24 hours from May to October. This hotel sits near the Chesapeake Exploration Centre, offering comfortable rooms, a complimentary breakfast buffet, and friendly service praised by past guests.
The price is €84
includes taxes & fees
7 Dec - 8 Dec
Quality Inn
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.

Top Hillsmere Shores Hotel Reviews

Frequently asked questions

What are some accommodation options 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 centre. Historic Inns of Annapolis: Hotel located near Northwest Stadium. Features buffet, an indoor pool and free self parking. DoubleTree by Hilton Hotel Annapolis: Features buffet, a seasonal outdoor pool and complimentary wireless Internet access. Comfort Inn Largo-Washington DC East: Features buffet, an indoor pool and free self parking. Graduate by Hilton Annapolis: Features buffet, a seasonal outdoor pool and free self parking.
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 accommodation with an outdoor swimming pool if you'll be visiting Hillsmere Shores in the hottest months of July, August or June, when the average temp is 24°C. Accommodation 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 4°C.