Find Hotels with an Outdoor Pool in Annapolis, MD

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Top Annapolis Hotels with an Outdoor Pool

Hilton Garden Inn Annapolis

3.0 star property
Annapolis
8.2 out of 10, Very Good, (1002)
"I had a lovely stay."
United States
Kalynn
$74 nightly
The price is $85
Jan 4 - Jan 5, 2026
Total with taxes and fees
Hilton Garden Inn Annapolis

Hampton Inn & Suites Annapolis

2.5 star property
Annapolis
8.2 out of 10, Very Good, (1001)
"I had a great experience at my stay at Hampton "
United States
Idris O
$86 nightly
The price is $98
Dec 17 - Dec 18
Total with taxes and fees
Hampton Inn & Suites Annapolis

Waterfront Oasis of Annapolis Star

Annapolis
10.0 out of 10, Exceptional, (81)
"Owners were great hosts. Loved this property!"
United States
Thomas
$363 nightly
The price is $414
Dec 8 - Dec 9
Total with taxes and fees
Waterfront Oasis of Annapolis Star

Sonesta ES Suites Annapolis

3.0 star property
Edgewater
8.8 out of 10, Excellent, (960)
"Nice breakfast, clean room, great parking"
United States
Amy
$91 nightly
The price is $104
Dec 28 - Dec 29
Total with taxes and fees
Sonesta ES Suites Annapolis

Rod 'N' Reel Resort

4.0 star property
Chesapeake Beach
8.4 out of 10, Very Good, (1000)
"The hotel is beautiful I can’t wait for"
United States
Lynn
$138 nightly
The price is $151
Jan 2 - Jan 3, 2026
Total with taxes and fees
Rod 'N' Reel Resort

Holiday Inn Express Annapolis East-Kent Island by IHG

2.5 star property
Grasonville
9.2 out of 10, Wonderful, (930)
"nice, clean, up to date, budget friendly hotel"
United States
mike
$79 nightly
The price is $88
Dec 18 - Dec 19
Total with taxes and fees
Holiday Inn Express Annapolis East-Kent Island by IHG

Knapps Narrows Marina & Inn

3.0 star property
Tilghman
9.4 out of 10, Exceptional, (359)
"Courteous and helpful staff. Comfortable, clean rooms in a beautiful setting. We enjoy our stays and always feel so welcomed!"
United States
Virginia
$120 nightly
The price is $132
Dec 8 - Dec 9
Total with taxes and fees
Knapps Narrows Marina & Inn

Wylder Tilghman Island

2.0 star property
Tilghman
8.8 out of 10, Excellent, (90)
"Very relaxing stay."
United States
Anne
$175 nightly
The price is $193
Jan 1 - Jan 2, 2026
Total with taxes and fees
Wylder Tilghman Island

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
$163 nightly
The price is $177
Dec 9 - Dec 10
Total with taxes and fees
Kent Island Resort

Inn at Huntingfield Creek

3.5 star property
Rock Hall
10.0 out of 10, Exceptional, (57)
"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 9 - Dec 10
Total with taxes and fees
Inn at Huntingfield Creek
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.

Find out more about Annapolis

Discover top Annapolis attractions

Annapolis, Maryland offers a delightful blend of relaxation and adventure perfect for families seeking quality experiences. Start your day with a leisurely stroll along the historic Annapolis waterfront, where you can admire the charming historic architecture and vibrant marina filled with luxurious yachts. For a bit of culture, visit the Maryland State House, the oldest state capitol still in continuous legislative use, where the rich history of the state comes alive. Families will enjoy a visit to the U.S. Naval Academy, where guided tours provide fascinating insights into military life and stunning views of the campus. If you’re looking for a peaceful retreat, the tranquil grounds of Quiet Waters Park offer serene trails and art galleries nestled within nature. After a day of exploration, unwind at one of Annapolis’s hotels with pools, particularly those in the historic downtown area. Here, you can relax poolside while the kids splash around, easily transitioning from a day of discovery to a night of pampering, all while being just steps away from local dining and shopping.

Find the best hotels with an outdoor pool in Annapolis

For travelers looking to enjoy the sunny outdoors while staying in Annapolis, these hotels with outdoor pools provide the perfect refreshing retreat. Each offers unique amenities to enhance your experience under the sun.

SpringHill Suites by Marriott Annapolis

  • Why it's great for poolside lounging: SpringHill Suites by Marriott Annapolis is an excellent choice for travelers seeking a relaxing stay with the convenience of an outdoor pool. With a guest review rating of 9.0, it features pool sun loungers and accessible pool options, ensuring a comfortable and enjoyable experience by the water. Guests can also indulge in a complimentary breakfast each morning, setting the tone for a day filled with adventure.
  • Other amenities: Additional amenities include a rooftop garden, an indoor pool, and a fully equipped fitness center available 24 hours. The hotel also offers free toiletries, a kitchenette in each room, and convenient self-parking options. For those traveling with family, the hotel provides cribs and child-friendly window designs, ensuring safety and convenience for all guests.
  • Nearby attractions: Annapolis Harbour Center - 0.8 miles, Westfield Annapolis Mall - 1.62 miles, Annapolis Harbor Center Shopping Center - 1.15 miles

Hampton Inn & Suites Annapolis

  • Why it's great for poolside lounging: Hampton Inn & Suites Annapolis is a budget-friendly option that boasts an outdoor pool for guests who want to soak up the sun. With a solid review rating of 8.2, it offers pool sun loungers and accessible pool facilities, making it ideal for a laid-back getaway. Guests can start their day with a free buffet breakfast, setting a delightful tone for their Annapolis exploration.
  • Other amenities: This hotel also features a fitness center, self-parking, and a game room with billiards for added entertainment. Rooms come equipped with kitchenettes, refrigerators, and microwaves, providing guests with all the comforts of home. Other highlights include daily housekeeping, complimentary toiletries, and easy access to nearby shopping options.
  • Nearby attractions: Annapolis Harbour Center - 0.91 miles, Westfield Annapolis Mall - 1.59 miles, Annapolis Harbor Center Shopping Center - 1.25 miles

Hilton Garden Inn Annapolis

  • Why it's great for poolside lounging: The Hilton Garden Inn Annapolis is a fantastic option for travelers who prioritize outdoor relaxation with its inviting outdoor pool. With a guest review rating of 8.2, this hotel offers accessible pool features and sun loungers, perfect for unwinding after a day of exploring. Guests can enjoy a delicious breakfast available on-site, making it a convenient choice for busy mornings.
  • Other amenities: Additional amenities include a 24-hour fitness center, self-parking, and a garden area for leisurely strolls. The rooms are equipped with microwaves and designer toiletries to enhance the stay. The hotel also provides daily housekeeping and a variety of shopping options nearby, ensuring guests have everything they need for a comfortable visit.
  • Nearby attractions: Annapolis Harbour Center - 1.2 miles, Westfield Annapolis Mall - 1.49 miles, Annapolis Mall Shopping Center - 1.49 miles

Best Western Annapolis

  • Why it's great for poolside lounging: Best Western Annapolis features an accessible outdoor pool, making it a great spot for travelers looking to relax and enjoy the sunshine. With a review rating of 7.8, this hotel offers essential amenities like pool access and sun loungers, ideal for a casual day by the water. Guests can start each day with a complimentary breakfast, ensuring a satisfying start to their adventures.
  • Other amenities: Other amenities include free self-parking, air conditioning, and a fitness center to keep up with workout routines. The hotel provides convenient in-room microwaves and refrigerators, making snacks and meals easy to prepare. Travelers can also enjoy the nearby shopping district and daily housekeeping services, adding to the overall convenience of their stay.
  • Nearby attractions: Annapolis Harbour Center - 0.9 miles, Westfield Annapolis Mall - 0.96 miles, Annapolis Mall Shopping Center - 0.96 miles

Top Annapolis Hotel Reviews

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