Search Hotels with Pool in Hillsmere Shores

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Check availability on Hillsmere Shores Hotels with Pool

Tonight
26 Dec - 27 Dec
Tomorrow
27 Dec - 28 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, (1002)
"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 Rp1.524.017
Rp2.026.479 total
includes taxes & fees
3 Jan - 4 Jan 2026
Rod 'N' Reel Resort
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 Rp1.324.435
Rp1.470.123 total
includes taxes & fees
25 Jan - 26 Jan 2026
Holiday Inn Express Annapolis East-Kent Island by IHG
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 Rp1.683.810
Rp1.852.224 total
includes taxes & fees
7 Jan - 8 Jan 2026
St Michaels Inn
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 Rp2.008.920
Rp2.209.812 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 Rp1.972.694
Rp2.906.567 total
includes taxes & fees
18 Jan - 19 Jan 2026
Wylder Tilghman Island
Indoor pool
Best Western Kent Narrows Inn

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very good, (1002)
"Nice place "
United States
Tucker T
The price is Rp1.396.534
Rp1.550.152 total
includes taxes & fees
1 Jan - 2 Jan 2026
Best Western Kent Narrows Inn
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 Rp1.408.755
Rp1.563.718 total
includes taxes & fees
19 Jan - 20 Jan 2026
Quality Inn Grasonville near Kent Island
Aerial view
Kent Island Resort

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (130)
"Beautiful and peaceful property!"
United States
Jerry
The price is Rp2.003.559
Rp2.807.042 total
includes taxes & fees
28 Dec - 29 Dec
Kent Island Resort
Outdoor pool
Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
Deale
9.4 out of 10, Exceptional, (471)
"Beautiful place to stay, we stay their one to two times a year."
United States
Marjorie
The price is Rp2.244.968
Rp2.559.264 total
includes taxes & fees
28 Dec - 29 Dec
Anchored Inn at Hidden Harbour Marina
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, (680)
"The staff are the absolute best. Our room was perfect."
United States
Deborah
The price is Rp1.941.956
Rp2.155.571 total
includes taxes & fees
19 Jan - 20 Jan 2026
Hyatt Place Kent Narrows & Marina
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
"Yes and yes"
MARY ANN 1-night trip
Posted 7 days ago
Hampton Inn Baltimore/Glen Burnie

Frequently asked questions

What are some accommodation options with pools in Hillsmere Shores?
DoubleTree by Hilton Hotel Annapolis: Hotel located near Northwest Stadium. Offers free self parking, an indoor pool and a 24-hour fitness centre. DoubleTree by Hilton Hotel Largo/Washington DC: 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. Offers buffet, an indoor pool and free self parking. Crowne Plaza Annapolis by IHG: Features buffet, an indoor pool and free self parking. Comfort Inn Largo-Washington DC East: Provides 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.