Find hotels with pools in Hillsmere, Annapolis from $85

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Check availability on Hillsmere Hotels with a Pool

Tonight
Dec 4 - Dec 5
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Dec 5 - Dec 6
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Dec 5 - Dec 7
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Dec 12 - Dec 14

Top Hillsmere Hotels with a Pool

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
9.2 out of 10, Wonderful, (930)
"nice, clean, up to date, budget friendly hotel"
United States
mike
$79 nightly
The price is $88
Dec 7 - Dec 8
Total with taxes and fees
Holiday Inn Express Annapolis East-Kent Island by IHG
Indoor pool, seasonal outdoor pool, cabanas (surcharge), sun loungers
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
$138 nightly
The price is $151
Jan 2 - Jan 3, 2026
Total with taxes and fees
Rod 'N' Reel Resort
Seasonal outdoor pool
Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn

3.0 star property
Tilghman
9.4 out of 10, Exceptional, (359)
"Courteous and helpful staff. Comfortable, clean rooms in a beautiful setting. We enjoy our stays and always feel so welcomed!"
United States
Virginia
$100 nightly
The price is $110
Dec 5 - Dec 6
Total with taxes and fees
Knapps Narrows Marina & Inn
Aerial view
Kent Island Resort

Kent Island Resort

3.5 star property
Stevensville
9.2 out of 10, Wonderful, (127)
"The property is very charming and the staff was extremely attentive and friendly. It's a beautiful area. Close to Annapolis and a lot of fun things to do."
United States
Michael
$163 nightly
The price is $177
Dec 7 - Dec 8
Total with taxes and fees
Kent Island Resort
Lobby
Quality Inn

Quality Inn

2.5 star property
Grasonville
7.8 out of 10, Good, (859)
"room was nice breakfast was good and the staff was very friendly and helpful. "
United States
Esai
$85 nightly
The price is $94
Dec 7 - Dec 8
Total with taxes and fees
Quality Inn
Indoor pool, open 5 AM to 11 PM, sun loungers
Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina

3.0 star property
Grasonville
9.0 out of 10, Wonderful, (1002)
"Easy parking and check in. Conveniently located within walking distance of some great seafood restaurants. Always an enjoyable stay"
United States
Roberta
$103 nightly
The price is $115
Dec 21 - Dec 22
Total with taxes and fees
Hilton Garden Inn Kent Island Marina
Indoor pool, sun loungers
Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina

3.0 star property
Grasonville
9.4 out of 10, Exceptional, (670)
"Great view, good ambiance all around"
United States
Dianne
$116 nightly
The price is $129
Dec 7 - Dec 8
Total with taxes and fees
Hyatt Place Kent Narrows & Marina
Outdoor pool
Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina

2.5 star property
Deale
9.4 out of 10, Exceptional, (470)
"Beautiful place to stay, we stay their one to two times a year."
United States
Marjorie
$146 nightly
The price is $167
Dec 31 - Jan 1, 2026
Total with taxes and fees
Anchored Inn at Hidden Harbour Marina
Seasonal outdoor pool
Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

3.0 star property
Edgewater
8.8 out of 10, Excellent, (960)
"Nice breakfast, clean room, great parking"
United States
Amy
$83 nightly
The price is $95
Jan 4 - Jan 5, 2026
Total with taxes and fees
Sonesta ES Suites Annapolis
Indoor pool
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

3.5 star property
Annapolis
8.8 out of 10, Excellent, (1000)
"Clean, easy parking, nice staff but over priced breakfast"
United States
Gabrielle
$97 nightly
The price is $111
Dec 15 - Dec 16
Total with taxes and fees
Crowne Plaza Annapolis by IHG
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 Hotel Reviews

DoubleTree by Hilton Hotel Largo/Washington DC

DoubleTree by Hilton Hotel Largo/Washington DC

10/10 Excellent
"Stuff was great "
Rayquan 2-night trip
Posted 6 hours ago
DoubleTree by Hilton Hotel Largo/Washington DC

Frequently asked questions

What are some accommodations with pools in Hillsmere?
Holiday Inn Baltimore BWI Airport by IHG: Hotel located near Arundel Mills Mall. Provides 2 restaurants, an indoor pool, and 2 bars. Days Inn by Wyndham Lanham Washington DC: Hotel located near Northwest Stadium. Features free self parking, an indoor pool, and a 24-hour fitness center. The Hotel at Arundel Preserve: Offers a health club, an indoor pool, and flat-screen televisions. DoubleTree by Hilton Hotel Largo/Washington DC: Hotel located near Arundel Mills Mall. Features a snack bar/deli, a seasonal outdoor pool, and buffet. Aloft BWI Baltimore Washington International Airport: Hotel located near Northwest Stadium. Offers buffet, an indoor pool, and free self parking.
What is there to see and do in Hillsmere?
The picturesque setting of Maryland Quiet Waters Park showcases the area's natural beauty. Discover sights such as Great Frogs Winery during your stay.
When is the best time to book a hotel with a pool in Hillsmere?
You may want to think about an accommodation with an outdoor swimming pool if you plan to visit 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.

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