Search Hotels with Pool in Hillsmere Shores

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Check availability on Hillsmere Shores Hotels with Pool

Tonight
23 Dec - 24 Dec
Tomorrow
24 Dec - 25 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for Hillsmere Shores hotels with a pool

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

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.4 out of 10, Very good, (1001)
"This place is extremely impressive!!! The room was clean, the view was AMAZING, and the staff were friendly. This is our new spot. Even the guy at the gift shop was really helpful and cool. "
United States
Stacy
The price is Rp1.527.295
Rp2.030.838 total
includes taxes & fees
30 Dec - 31 Dec
Rod 'N' Reel Resort
Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas
St Michaels Inn

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very good, (1000)
"Staff was friendly, courteous, and helpful."
United States
Donna
The price is Rp1.687.431
Rp1.856.207 total
includes taxes & fees
4 Jan - 5 Jan 2026
St Michaels Inn
Seasonal outdoor pool, open 9 AM to 9 PM, pool umbrellas, pool loungers
Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
2.5 star property
Grasonville
9.2 out of 10, Wonderful, (939)
"It was very comfortable and clean"
United States
Maria
The price is Rp1.459.599
Rp1.620.155 total
includes taxes & fees
1 Jan - 2 Jan 2026
Holiday Inn Express Annapolis East-Kent Island by IHG
Outdoor pool, open 9:00 AM to 10:00 PM, pool loungers
Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis
3.0 star property
Annapolis
8.2 out of 10, Very good, (1000)
"Clean room, fast and easy check in, made to order breakfast options. "
United States
Michael
The price is Rp1.340.650
Rp1.528.341 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hilton Garden Inn Annapolis
Pool
Best Western Annapolis

Best Western Annapolis

Best Western Annapolis
2.5 star property
Annapolis
7.8 out of 10, Good, (1003)
"Best Western provided a clean comfortable room for our stay at Annapolis. There was plentiful parking and the staff was courteous and helpful. The breakfast was adequate and centrally located. I would definitely recommends this establishment"
United States
Charles
The price is Rp1.117.348
Rp1.273.777 total
includes taxes & fees
10 Jan - 11 Jan 2026
Best Western Annapolis
Seasonal outdoor pool
Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
Tilghman
9.4 out of 10, Exceptional, (363)
"nice clean room staff very nice would stay again "
United States
mario
The price is Rp2.013.240
Rp2.214.564 total
includes taxes & fees
27 Dec - 28 Dec
Knapps Narrows Marina & Inn
Seasonal outdoor pool
Wylder Tilghman Island

Wylder Tilghman Island

Wylder Tilghman Island
2.0 star property
Tilghman
8.8 out of 10, Excellent, (90)
"Very relaxing stay."
United States
Anne
The price is Rp1.976.936
Rp2.912.818 total
includes taxes & fees
1 Jan - 2 Jan 2026
Wylder Tilghman Island
Aerial view
Kent Island Resort

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (129)
"Beautiful and peaceful property!"
United States
Jerry
The price is Rp2.004.893
Rp2.808.938 total
includes taxes & fees
28 Dec - 29 Dec
Kent Island Resort
Indoor pool, pool loungers
Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.6 out of 10, Exceptional, (678)
"Great view, good ambiance all around"
United States
Dianne
The price is Rp1.845.470
Rp2.048.472 total
includes taxes & fees
30 Dec - 31 Dec
Hyatt Place Kent Narrows & Marina
Lobby
Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (863)
"room was nice breakfast was good and the staff was very friendly and helpful. "
United States
Esai
The price is Rp1.426.045
Rp1.582.910 total
includes taxes & fees
28 Dec - 29 Dec
Quality Inn Grasonville near Kent Island
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

Hampton Inn Baltimore/Glen Burnie

Hampton Inn Baltimore/Glen Burnie

10/10 Excellent
"Room was quiet, neat and tidy. Customer service was 5☆"
Dana 1-night trip
Posted 10 days ago
Hampton Inn Baltimore/Glen Burnie

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. Offers buffet, an indoor pool and free self parking. DoubleTree by Hilton Hotel Annapolis: Hotel located near U.S. Naval Academy. Features free self parking, an indoor pool and complimentary wireless Internet access. Hampton Inn Baltimore/Glen Burnie: Offers buffet, a seasonal outdoor pool and complimentary wireless Internet access. Comfort Inn Largo-Washington DC East: 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 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 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.