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Find hotels with pools in Historic District, Annapolis from $93

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Check availability on Historic District Hotels with a Pool

Our top choices for Historic District hotels with a pool

Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
2.5 star property
Grasonville
9.2 out of 10, Wonderful, (932)
"It was very comfortable and clean"
United States
Maria
$87 nightly
The price is $97
Jan 3 - Jan 4, 2026
Total with taxes and fees
Holiday Inn Express Annapolis East-Kent Island by IHG

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (128)
"The property is very charming and the staff was extremely attentive and friendly. It's a beautiful area. Close to Annapolis and a lot of fun things to do."
United States
Michael
$179 nightly
The price is $195
Dec 16 - Dec 17
Total with taxes and fees
Kent Island Resort

Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
3.5 star property
Annapolis
8.8 out of 10, Excellent, (1002)
"Excellent from check in to check out, highly recommend!"
United States
Eric
$106 nightly
The price is $121
Jan 11 - Jan 12, 2026
Total with taxes and fees
Crowne Plaza Annapolis by IHG

Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
Deale
9.4 out of 10, Exceptional, (470)
"Beautiful place to stay, we stay their one to two times a year."
United States
Marjorie
$149 nightly
The price is $170
Dec 28 - Dec 29
Total with taxes and fees
Anchored Inn at Hidden Harbour Marina

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.6 out of 10, Exceptional, (674)
"Great view, good ambiance all around"
United States
Dianne
$110 nightly
The price is $122
Dec 21 - Dec 22
Total with taxes and fees
Hyatt Place Kent Narrows & Marina

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (862)
"room was nice breakfast was good and the staff was very friendly and helpful. "
United States
Esai
$85 nightly
The price is $94
Dec 21 - Dec 22
Total with taxes and fees
Quality Inn Grasonville near Kent Island

Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
3.0 star property
Grasonville
9.0 out of 10, Wonderful, (1001)
"We stayed overnight, coming to meet some people for a business meeting. Monica at the front desk provided great customer service and was extremely helpful in accommodating us. "
United States
Anthony
$103 nightly
The price is $115
Dec 21 - Dec 22
Total with taxes and fees
Hilton Garden Inn Kent Island Marina

Inn at Huntingfield Creek

Inn at Huntingfield Creek
3.5 star property
Rock Hall
10.0 out of 10, Exceptional, (58)
"We stayed one night for our Anniversary, and the stay was so peaceful. The grounds are beautiful, the staff so nice, and the main house is amazing. We definitely plan on making this an annual thing!"
United States
Aaron
$144 nightly
The price is $160
Dec 15 - Dec 16
Total with taxes and fees
Inn at Huntingfield Creek

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very Good, (1002)
"Our room was clean, smelled great, and the breakfast was good with many options."
United States
Eric
$83 nightly
The price is $93
Dec 22 - Dec 23
Total with taxes and fees
Best Western Kent Narrows Inn

SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1002)
"Friendly staff and comfortable rooms. We love staying here when we visit the area as a family."
United States
Jennifer
$101 nightly
The price is $115
Dec 22 - Dec 23
Total with taxes and fees
SpringHill Suites by Marriott 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.

Top Historic District Hotel Reviews

Frequently asked questions

What are some accommodations with pools in Historic District?
Historic Inns of Annapolis: Hotel located near Arundel Mills Mall. Offers 2 restaurants, an indoor pool, and 2 bars. Annapolis Waterfront Hotel, Autograph Collection: Offers a snack bar/deli, a seasonal outdoor pool, and complimentary wired internet access. La Quinta Inn & Suites by Wyndham Baltimore BWI Airport: Features daily, an indoor pool, and complimentary wireless internet access. Holiday Inn Baltimore BWI Airport by IHG: Offers buffet, a seasonal outdoor pool, and complimentary wireless internet access. The Hotel at Arundel Preserve: Offers buffet, a seasonal outdoor pool, and complimentary wired internet access.
What is there to see and do in Historic District?
Make a point to visit attractions like Spa Creek and French Soldiers Monument. During your stay, check out sights such as Thurgood Marshall Memorial, Maryland State House, and William Paca House.
When is the best time to book a hotel with a pool in Historic District?
You may want to consider an accommodation that has an outdoor pool if you plan to visit 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 come to town during the coldest months of January, February, or December when the average temp is 40°F.

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