Find Hotels with a Pool in Annapolis, MD

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Check availability on Annapolis Hotels with a Pool

Compare Annapolis Hotels with a Pool room rates, reviews, and availability. Most hotels are fully refundable.

Crowne Plaza Annapolis by IHG
Pool

Crowne Plaza Annapolis by IHG

3.5 star property
8.8 out of 10, Excellent, (1115)
"Recommend"
The price is SAR 413
SAR 470 total
includes taxes & fees
3 Apr - 4 Apr
Crowne Plaza Annapolis by IHG
Comfort Inn Conference Center
Dinner served, American cuisine

Comfort Inn Conference Center

2.5 star property
9.2 out of 10, Wonderful, (1160)
"Beautiful!! We loved it! Very clean!"
The price is SAR 427
SAR 482 total
includes taxes & fees
7 Apr - 8 Apr
Comfort Inn Conference Center
Country Inn & Suites by Radisson, Annapolis, MD
Hypo-allergenic bedding, desk, blackout drapes, iron/ironing board

Country Inn & Suites by Radisson, Annapolis, MD

3.0 star property
9.0 out of 10, Wonderful, (1150)
"The welcome cookies were a nice touch. Good selection for breakfast, hot & cold."
The price is SAR 332
SAR 378 total
includes taxes & fees
6 Apr - 7 Apr
Country Inn & Suites by Radisson, Annapolis, MD
SpringHill Suites by Marriott Annapolis
Exterior

SpringHill Suites by Marriott Annapolis

3.0 star property
9.0 out of 10, Wonderful, (1091)
"Easy check in"
The price is SAR 348
SAR 396 total
includes taxes & fees
6 Apr - 7 Apr
SpringHill Suites by Marriott Annapolis
Hampton Inn & Suites Annapolis
Premium bedding, pillowtop beds, in-room safe, individually furnished

Hampton Inn & Suites Annapolis

2.5 star property
8.2 out of 10, Very Good, (1071)
"Lack of staff"
The price is SAR 304
SAR 347 total
includes taxes & fees
22 Apr - 23 Apr
Hampton Inn & Suites Annapolis
Hilton Garden Inn Annapolis
Hypo-allergenic bedding, in-room safe, desk, iron/ironing board

Hilton Garden Inn Annapolis

3.0 star property
8.2 out of 10, Very Good, (1057)
"Accomodations were great, staff was nice enough to check me in early than advertised after a long road trip. Staff was excellent to deal with."
The price is SAR 284
SAR 323 total
includes taxes & fees
7 Apr - 8 Apr
Hilton Garden Inn Annapolis
Hampton Inn Bowie
Seasonal outdoor pool

Hampton Inn Bowie

2.5 star property
8.4 out of 10, Very Good, (1068)
"Everything was great. We appreciated being able to check in early."
The price is SAR 427
SAR 483 total
includes taxes & fees
7 Apr - 8 Apr
Hampton Inn Bowie
Kent Island Resort
Aerial view

Kent Island Resort

3.5 star property
9.2 out of 10, Wonderful, (99)
"I stayed here for a quick overnight and did not utilize many of the amenities however, the staff was incredibly kind overall and with tips on dinner. This place is historic, which is a nice way of saying old but classic. Don’t expect a huge room, the photos portray the room accurately. Some things were a little rickety, but everything was clean. Overall I recommend this if you’re solo or a couple looking for a place as you enjoy the bay. "
The price is SAR 864
SAR 1,106 total
includes taxes & fees
1 Apr - 2 Apr
Kent Island Resort
Courtyard by Marriott Annapolis
Exterior

Courtyard by Marriott Annapolis

3.0 star property
8.6 out of 10, Excellent, (986)
"Friendly staff"
The price is SAR 349
SAR 398 total
includes taxes & fees
6 Apr - 7 Apr
Courtyard by Marriott Annapolis
DoubleTree by Hilton Hotel Annapolis
Lobby

DoubleTree by Hilton Hotel Annapolis

4.0 star property
8.6 out of 10, Excellent, (1138)
"Visted during the month of.March 2025 The staff were amazong. Our shuttle was very nice snd made great recommendations related to activities n places to eat. Our room was okay. The toilet didnt have a cover to show that.it was cleaned. In the morning, with more lughting notice red spots in the sheets. The pillows were terrible. Overall, probably would stay again would just.check things more closely. "
The price is SAR 348
SAR 396 total
includes taxes & fees
7 Apr - 8 Apr
DoubleTree by Hilton Hotel Annapolis
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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Frequently asked questions

What's it like visiting Annapolis?
If lounging by a pool is your idea of the perfect getaway, you may want to check out historic Annapolis, which has 8 places to stay with pools. While you’re visiting, you can explore attractions like Arundel Mills Mall and Maryland Live Casino, and then unwind poolside at one of the accommodations in Annapolis that guests like for their pools.
What are some accommodations with pools in Annapolis?
Country Inn & Suites by Radisson, Annapolis, MD: Features buffet, an indoor pool, and free self parking. Best Western Annapolis: Offers daily, a pool, and free self parking.
How many pool hotels can I expect to find in Annapolis?
Expedia has 8 hotels in Annapolis for your poolside break.
What is there to see and do in Annapolis?
Make a point to visit attractions like Annapolis Maritime Museum and Maryland Renaissance Festival. During your stay, check out sights such as Thurgood Marshall Memorial, Maryland State House, and William Paca House. Annapolis appeals to visitors with its array of dining options, major shopping area, and interesting historical sites.
When is the best time to book a hotel with a pool in Annapolis?
You may want to consider an accommodation with an outdoor swimming pool if you will be visiting Annapolis in the hottest months of July, August, or June when the average temperature is 75°F. Lodging with 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.