Search Hotels with Swimming Pool in Hillsmere Shores

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Check availability on Hillsmere Shores Hotels with Swimming Pool

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, (1000)
"The hotel is beautiful I can’t wait for"
United States
Lynn
The price is ₹9,566
₹12,418 total
includes taxes & fees
11 Jan - 12 Jan 2026
Rod 'N' Reel Resort
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 ₹12,145
₹17,318 total
includes taxes & fees
6 Jan - 7 Jan 2026
Wylder Tilghman Island
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)
"clean and comfy, friendly staff"
United States
Tamara
The price is ₹9,652
₹10,618 total
includes taxes & fees
12 Jan - 13 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, (360)
"Courteous and helpful staff. Comfortable, clean rooms in a beautiful setting. We enjoy our stays and always feel so welcomed!"
United States
Virginia
The price is ₹10,796
₹11,875 total
includes taxes & fees
13 Dec - 14 Dec
Knapps Narrows Marina & 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, (932)
"It was very comfortable and clean"
United States
Maria
The price is ₹7,862
₹8,727 total
includes taxes & fees
3 Jan - 4 Jan 2026
Holiday Inn Express Annapolis East-Kent Island by IHG
Pool
Best Western Annapolis

Best Western Annapolis

Best Western Annapolis
2.5 star property
Annapolis
7.8 out of 10, Good, (1002)
"Parking was safe and free. Staff from breakfast did good service although breakfast was the same for 3 days. Location was perfect."
Canada
Ermelita
The price is ₹6,397
₹7,293 total
includes taxes & fees
28 Dec - 29 Dec
Best Western Annapolis
Indoor pool
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
3.5 star property
Annapolis
8.8 out of 10, Excellent, (1000)
"Excellent from check in to check out, highly recommend!"
United States
Eric
The price is ₹10,934
₹12,465 total
includes taxes & fees
21 Dec - 22 Dec
Crowne Plaza Annapolis by IHG
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, (860)
"room was nice breakfast was good and the staff was very friendly and helpful. "
United States
Esai
The price is ₹7,681
₹8,526 total
includes taxes & fees
14 Dec - 15 Dec
Quality Inn Grasonville near Kent Island
Indoor pool
Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1002)
"Clean hotel, solid breakfast, and great staff. Beds are comfortable and rooms are up to date and quiet."
United States
Paul
The price is ₹8,564
₹9,763 total
includes taxes & fees
11 Jan - 12 Jan 2026
Country Inn & Suites by Radisson, Annapolis, MD
Indoor pool
DoubleTree by Hilton Hotel Largo/Washington DC

DoubleTree by Hilton Hotel Largo/Washington DC

DoubleTree by Hilton Hotel Largo/Washington DC
4.0 star property
Upper Marlboro
8.2 out of 10, Very good, (1009)
"Great staff, rooms were clean. "
United States
ashley
The price is ₹8,243
₹9,315 total
includes taxes & fees
28 Dec - 29 Dec
DoubleTree by Hilton Hotel Largo/Washington DC
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.
View all properties

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
"Everything was all good! Loved the complimentary breakfast."
RODNEY 1-night trip
Posted 4 days ago
Holiday Inn Express I-95 Capitol Beltway-Largo by IHG

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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. DoubleTree by Hilton Hotel Annapolis: Hotel located near U.S. Naval Academy. Provides free self parking, an indoor pool and complimentary wireless Internet access. Crowne Plaza Annapolis by IHG: Hotel located near Northwest Stadium. Offers buffet, an indoor pool and free self parking. Historic Inns of Annapolis: Offers 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.
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, Bay Ridge Beach and Annapolis Maritime Museum 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.