Hotels with Pool & Resorts in Annapolis from NZ$135

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Check availability on Annapolis Hotels with Pool

Tonight
31 Dec - 1 Jan
Tomorrow
1 Jan - 2 Jan
This weekend
2 Jan - 4 Jan
Next weekend
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, (1000)
"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 NZ$135
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, (1000)
"Breakfast menu was great! Pool and hot tub were nice!"
United States
Terrence
The price is NZ$190
includes taxes & fees
5 Jan - 6 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, (1002)
"We keep coming back to the hotel with every visit to Annapolis. "
United States
Catherine
The price is NZ$165
includes taxes & fees
19 Jan - 20 Jan 2026
Courtyard by Marriott Annapolis
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 NZ$713
includes taxes & fees
3 Jan - 4 Jan 2026
Waterfront Oasis of Annapolis Star
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, (1000)
"Clean room, fast and easy check in, made to order breakfast options. "
United States
Michael
The price is NZ$172
includes taxes & fees
8 Jan - 9 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, (1000)
"Great location and friendly staff. "
United States
Shana
The price is NZ$215
includes taxes & fees
5 Jan - 6 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, (1000)
"Great hotel love that they are pet friendly. Easy check in and valet parking staff great"
United States
Robert
The price is NZ$273
includes taxes & fees
1 Jan - 2 Jan 2026
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, (1014)
"Very nice hotel. Very clean and quiet "
United States
Mary
The price is NZ$217
includes taxes & fees
4 Jan - 5 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, (1007)
"Appreciated that it was in a quiet area. Great hospitality! Will stay again when visiting Maryland."
United States
robin
The price is NZ$168
includes taxes & fees
7 Jan - 8 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, (971)
"Plenty of space for our group - nice layout! Nice showers & very clean! Breakfast was exceptional! Very pleased with the stay!!"
United States
Tammy
The price is NZ$179
includes taxes & fees
29 Jan - 30 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

Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

10/10 Excellent
"Breakfast menu was great! Pool and hot tub were nice!"
Terrence 2-night trip
Posted 1 day ago
Country Inn & Suites by Radisson, Annapolis, MD

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.