Hotels with Swimming Pool in Hillsmere Shores, Annapolis

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Check availability on Hillsmere Shores Hotels with Swimming Pool

Tonight
Nov 26 - Nov 27
Tomorrow
Nov 27 - Nov 28
This weekend
Nov 28 - Nov 30
Next weekend
Dec 5 - Dec 7

Top Hillsmere Shores Hotels with Swimming Pool

Indoor pool, seasonal outdoor pool, cabanas (surcharge), sun loungers
Rod 'N' Reel Resort

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 P6,145
P8,000 total
includes taxes & fees
Nov 30 - Dec 1
Rod 'N' Reel Resort
Seasonal outdoor pool
Knapps Narrows Marina & Inn

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 P5,892
P6,481 total
includes taxes & fees
Nov 29 - Nov 30
Knapps Narrows Marina & Inn
Outdoor pool
Hilton Garden Inn Annapolis

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 energize at the 24-hour fitness center or dine at the Garden Grille and Bar.
The price is P3,811
P4,345 total
includes taxes & fees
Dec 21 - Dec 22
Hilton Garden Inn Annapolis
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
  • 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 P6,551
P7,206 total
includes taxes & fees
Nov 30 - Dec 1
St Michaels Inn
Aerial view
Kent Island Resort

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 P6,558
P9,309 total
includes taxes & fees
Dec 7 - Dec 8
Kent Island Resort
Indoor pool
DoubleTree by Hilton Hotel Largo/Washington DC

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 center and on-site XC Bar & Bistro restaurant.
The price is P5,399
P6,101 total
includes taxes & fees
Dec 11 - Dec 12
DoubleTree by Hilton Hotel Largo/Washington DC
Seasonal outdoor pool, open 9 AM to 9 PM, pool umbrellas, sun loungers
Holiday Inn Express Annapolis East-Kent Island by IHG

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 P4,667
P5,180 total
includes taxes & fees
Dec 1 - Dec 2
Holiday Inn Express Annapolis East-Kent Island by IHG
Seasonal outdoor pool
Comfort Inn Conference Center

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 P5,833
P6,591 total
includes taxes & fees
Dec 1 - Dec 2
Comfort Inn Conference Center
Indoor pool
Best Western Kent Narrows Inn

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 travelers appreciate the nearby hiking trails while enjoying spotless accommodations with 49-inch TVs and refrigerators.
The price is P5,422
P6,018 total
includes taxes & fees
Dec 3 - Dec 4
Best Western Kent Narrows Inn
Lobby
Quality 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 Center, offering comfortable rooms, a complimentary breakfast buffet, and friendly service praised by past guests.
The price is P5,128
P5,693 total
includes taxes & fees
Dec 7 - Dec 8
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.
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Top Hillsmere Shores Hotel Reviews

Holiday Inn Express I-95 Capitol Beltway-Largo by IHG

Holiday Inn Express I-95 Capitol Beltway-Largo by IHG

10/10 Excellent
"Yes"
Tyrone 2-night trip
Posted 2 days ago
Holiday Inn Express I-95 Capitol Beltway-Largo by IHG

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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. 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 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.