Find Hotels with a Pool in Annapolis, MD

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Check availability on Annapolis Hotels with a Pool

Our top choices for Annapolis hotels with a pool

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, (1006)
"Cookies and coffee at check in .excellent staff "
United States
Cheryl
The price is ₩140,678
₩160,374 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Country Inn & Suites by Radisson, Annapolis, MD
Indoor pool
Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1002)
"Wonderful stay. "
United States
Angela
The price is ₩124,128
₩141,507 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Courtyard by Marriott 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, (1003)
"Excellent from check in to check out, highly recommend!"
United States
Eric
The price is ₩168,459
₩192,043 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Crowne Plaza Annapolis by IHG
Outdoor pool, open 9:00 AM to 10:00 PM, sun 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 ₩109,942
₩125,334 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hilton Garden Inn Annapolis
Indoor pool, sun loungers
SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1003)
"Friendly staff and comfortable rooms. We love staying here when we visit the area as a family."
United States
Jennifer
The price is ₩149,470
₩170,396 total
includes taxes & fees
Dec 22 - Dec 23
SpringHill Suites by Marriott Annapolis
Pool
Best Western Annapolis

Best Western Annapolis

Best Western Annapolis
2.5 star property
Annapolis
7.8 out of 10, Good, (1007)
"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 ₩105,080
₩119,791 total
includes taxes & fees
Dec 28 - Dec 29
Best Western Annapolis
Seasonal outdoor pool
Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis
3.0 star property
Edgewater
8.8 out of 10, Excellent, (963)
"Clean, spacious, quiet, convenient location. I’d stay there again. "
United States
Michael
The price is ₩134,472
₩153,299 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Sonesta ES Suites Annapolis
Seasonal outdoor pool, sun loungers
Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis
2.5 star property
Annapolis
8.2 out of 10, Very Good, (1002)
"I had a great experience at my stay at Hampton "
United States
Idris O
The price is ₩138,314
₩157,677 total
includes taxes & fees
Dec 21 - Dec 22
Hampton Inn & Suites Annapolis
Property amenity
The Westin Annapolis

The Westin Annapolis

The Westin Annapolis
4.0 star property
Annapolis
8.6 out of 10, Excellent, (1000)
"Spectacular "
United States
Dennis
The price is ₩227,567
₩259,426 total
includes taxes & fees
Dec 16 - Dec 17
The Westin 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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Hotels with pools and free breakfast in Annapolis

Lobby
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, (1006)
The price is ₩140,678
₩160,374 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Country Inn & Suites by Radisson, Annapolis, MD
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Top Annapolis Hotel Reviews

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

10/10 Excellent
"Staff and amenities "
Paula 3-night trip
Posted 15 hours ago
DoubleTree by Hilton Hotel Annapolis

Frequently asked questions

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.
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.