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
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, (1009)
"Excellent from check in to check out, highly recommend!"
United States
Eric
The price is AED 356
AED 406 total
includes taxes & fees
15 Dec - 16 Dec
Crowne Plaza Annapolis by IHG
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, (1001)
"Clean hotel, solid breakfast, and great staff. Beds are comfortable and rooms are up to date and quiet."
United States
Paul
The price is AED 320
AED 365 total
includes taxes & fees
1 Jan - 2 January 2026
Country Inn & Suites by Radisson, Annapolis, MD
Outdoor pool, a heated pool
Waterfront Oasis of Annapolis Star

Waterfront Oasis of Annapolis Star

Waterfront Oasis of Annapolis Star
Annapolis
10.0 out of 10, Exceptional, (81)
"Owners were great hosts. Loved this property!"
United States
Thomas
The price is AED 760
AED 1,520 total
includes taxes & fees
11 Dec - 12 Dec
Waterfront Oasis of Annapolis Star
Pool
Best Western Annapolis

Best Western Annapolis

Best Western Annapolis
2.5 star property
Annapolis
7.8 out of 10, Good, (1000)
"Clean room, nice staff and plenty of parking "
United States
Chauntese
The price is AED 268
AED 305 total
includes taxes & fees
19 Dec - 20 Dec
Best Western Annapolis
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 AED 273
AED 311 total
includes taxes & fees
4 Jan - 5 January 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, (1000)
"Friendly staff and comfortable rooms. We love staying here when we visit the area as a family."
United States
Jennifer
The price is AED 371
AED 424 total
includes taxes & fees
16 Dec - 17 Dec
SpringHill Suites by Marriott Annapolis
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, (1001)
"Wonderful stay. "
United States
Angela
The price is AED 356
AED 406 total
includes taxes & fees
17 Dec - 18 Dec
Courtyard by Marriott 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, (1003)
"I had a great experience at my stay at Hampton "
United States
Idris O
The price is AED 332
AED 379 total
includes taxes & fees
17 Dec - 18 Dec
Hampton Inn & Suites 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, (962)
"Nice breakfast, clean room, great parking"
United States
Amy
The price is AED 334
AED 381 total
includes taxes & fees
29 Dec - 30 Dec
Sonesta ES Suites Annapolis
View from property
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 AED 566
AED 645 total
includes taxes & fees
14 Dec - 15 Dec
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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Top Annapolis Hotel Reviews

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

10/10 Excellent
"Great"
stephen 3-night trip
Posted 2 days ago
DoubleTree by Hilton Hotel Annapolis

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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.