Search Hotels with Pool in Annapolis

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Check availability on Annapolis Hotels with Pool

Tonight
28 Dec - 29 Dec
Tomorrow
29 Dec - 30 Dec
Next weekend
2 Jan - 4 Jan
In two weeks
9 Jan - 11 Jan

Our top choices for Annapolis hotels with a pool

Pool
Best Western Annapolis

Best Western Annapolis

Best Western Annapolis
2.5 star property
Annapolis
7.8 out of 10, Good, (1001)
"Best Western provided a clean comfortable room for our stay at Annapolis. There was plentiful parking and the staff was courteous and helpful. The breakfast was adequate and centrally located. I would definitely recommends this establishment"
United States
Charles
The price is Rp1.145.358
Rp1.305.707 total
includes taxes & fees
4 Jan - 5 Jan 2026
Best Western Annapolis
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, (1005)
"Cookies and coffee at check in .excellent staff "
United States
Cheryl
The price is Rp1.567.332
Rp1.786.758 total
includes taxes & fees
4 Jan - 5 Jan 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, (1000)
"We keep coming back to the hotel with every visit to Annapolis. "
United States
Catherine
The price is Rp1.406.580
Rp1.603.500 total
includes taxes & fees
19 Jan - 20 Jan 2026
Courtyard by Marriott Annapolis
Outdoor pool, open 9:00 AM to 10:00 PM, pool 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, (1002)
"Clean room, fast and easy check in, made to order breakfast options. "
United States
Michael
The price is Rp1.326.204
Rp1.511.872 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hilton Garden Inn Annapolis
Indoor pool, pool 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, (1001)
"Great location and friendly staff. "
United States
Shana
The price is Rp1.836.089
Rp2.093.142 total
includes taxes & fees
2 Jan - 3 Jan 2026
SpringHill Suites by Marriott Annapolis
View from property
The Westin Annapolis

The Westin Annapolis

The Westin Annapolis
4.0 star property
Annapolis
8.6 out of 10, Excellent, (1003)
"Beautiful and perfect location"
United States
Lauren
The price is Rp2.327.555
Rp2.653.413 total
includes taxes & fees
29 Dec - 30 Dec
The Westin 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, (1009)
"Excellent from check in to check out, highly recommend!"
United States
Eric
The price is Rp1.774.970
Rp2.023.467 total
includes taxes & fees
25 Jan - 26 Jan 2026
Crowne Plaza Annapolis by IHG
Seasonal outdoor pool, pool 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, (1005)
"Perfect "
United States
Coleen
The price is Rp1.428.014
Rp1.627.936 total
includes taxes & fees
4 Jan - 5 Jan 2026
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, (968)
"Clean, spacious, quiet, convenient location. I’d stay there again. "
United States
Michael
The price is Rp1.523.795
Rp1.737.126 total
includes taxes & fees
21 Jan - 22 Jan 2026
Sonesta ES Suites 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

Best Western Annapolis

Best Western Annapolis

10/10 Excellent
"We've stayed at this hotel at least 20 times, despite being in the corner, in the back near the highway, we've found that the rooms are consistently clean and cozy. In the summer, the pool is awesome. And the breakfast is great. We'll be back"
Pete 2-night trip
Posted 8 days ago
Best Western Annapolis

Frequently asked questions

What are some accommodation options 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 such as Annapolis Maritime Museum and Maryland Renaissance Festival. During your stay, visit 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 accommodation that offers an outdoor pool if you're planning to visit Annapolis in the hottest months of July, August or June, when the average temperature is 24°C. Accommodation with an indoor pool may be what you want if you visit during the coldest months of January, February or December, when the average temp is 4°C.