A historic town street at dusk with a prominent church dome, brick buildings, and a yellow fire hydrant.

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

1. 86 State Circle - Luxury Boutique Hotel

86 State Circle - Luxury Boutique Hotel
2.0 star property
Historic District
9.8 out of 10, Exceptional, (12 reviews)
"Lovely boutique hotel."
United States
Angela
$202 nightly
The price is $230
Nov 15 - Nov 16
Total with taxes and fees
86 State Circle - Luxury Boutique Hotel

2. Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
4.0 star property
Annapolis
9.2 out of 10, Wonderful, (1,014 reviews)
"Brunch was the best we had the whole trip! Excellent food and wonderful staff."
United States
REBECCA
$130 nightly
The price is $149
Nov 29 - Nov 30
Total with taxes and fees
Graduate by Hilton Annapolis

3. Flag House Inn

Flag House Inn
3.5 star property
Historic District
9.2 out of 10, Wonderful, (101 reviews)
"Charming and picturesque house steps from all of the best things about Annapolis."
United States
Thomas
$218 nightly
The price is $248
Nov 15 - Nov 16
Total with taxes and fees
Flag House Inn

4. Historic Inns of Annapolis

Historic Inns of Annapolis
3.5 star property
Historic District
9.0 out of 10, Wonderful, (2,066 reviews)
"Great location, excellent stay"
United States
Christiaan
$106 nightly
The price is $120
Dec 3 - Dec 4
Total with taxes and fees
Historic Inns of Annapolis

5. Residence Inn By Marriott Annapolis

Residence Inn By Marriott Annapolis
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (95 reviews)
"Amazing stay!"
United States
Caitlin
$127 nightly
The price is $145
Nov 23 - Nov 24
Total with taxes and fees
Residence Inn By Marriott Annapolis

6. The Westin Annapolis

The Westin Annapolis
4.0 star property
Annapolis
8.8 out of 10, Excellent, (1,000 reviews)
"Excellent location, Very nice Hotel"
United States
Loraine
$159 nightly
The price is $181
Nov 29 - Nov 30
Total with taxes and fees
The Westin Annapolis

7. Fairfield Inn & Suites By Marriott Annapolis

Fairfield Inn & Suites By Marriott Annapolis
3.0 star property
Annapolis
8.8 out of 10, Excellent, (250 reviews)
"Nice hotel"
United States
Imola
$119 nightly
The price is $136
Nov 18 - Nov 19
Total with taxes and fees
Fairfield Inn & Suites By Marriott Annapolis

8. Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection
4.0 star property
Historic District
8.8 out of 10, Excellent, (1,000 reviews)
"Staff was Great, Great Location. Nice Restaurant Bartender was great!"
United States
Donna
$215 nightly
The price is $245
Nov 23 - Nov 24
Total with taxes and fees
Annapolis Waterfront Hotel, Autograph Collection

9. Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1,011 reviews)
"Great location, friendly staff."
United States
Joel
$98 nightly
The price is $111
Nov 22 - Nov 23
Total with taxes and fees
Hilton Garden Inn Annapolis Downtown

10. 1313 West Luxury Boutique Hotel

1313 West Luxury Boutique Hotel
2.0 star property
Homewood
9.0 out of 10, Wonderful, (2 reviews)
"It is a lovely romantic boutique hotel."
United States
Sheila
$246 nightly
The price is $280
Nov 15 - Nov 16
Total with taxes and fees
1313 West Luxury Boutique Hotel

11. Laurel Grove Inn on the South

Laurel Grove Inn on the South
3.5 star property
Annapolis
9.4 out of 10, Exceptional, (536 reviews)
"I stayed here with my daughter the night before a lacrosse tournament at the Naval Academy. Beautiful property, excellent host. I will definitely stay here again! Thank you!"
United States
Michael
$180 nightly
The price is $205
Dec 14 - Dec 15
Total with taxes and fees
Laurel Grove Inn on the South

12. 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, (1,060 reviews)
"Quiet and very convenient hotel. Staff was great, hotel was clean, good breakfast. Will definitely stay here whenever I’m back in Annapolis."
United States
Joel
$87 nightly
The price is $99
Dec 6 - Dec 7
Total with taxes and fees
Country Inn & Suites by Radisson, Annapolis, MD

13. SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1,000 reviews)
"The hotel is close to lots of shopping and dining options."
United States
FRANK
$119 nightly
The price is $136
Nov 29 - Nov 30
Total with taxes and fees
SpringHill Suites by Marriott Annapolis

14. TownePlace Suites by Marriott Annapolis

TownePlace Suites by Marriott Annapolis
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (146 reviews)
"Staff was so nice! And our room was so nice and clean!"
United States
Abby
$101 nightly
The price is $115
Nov 22 - Nov 23
Total with taxes and fees
TownePlace Suites by Marriott Annapolis

15. DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.8 out of 10, Excellent, (1,277 reviews)
"i enjoyed how close the place was to many local shops and resturants."
United States
michel demanche
$89 nightly
The price is $102
Nov 22 - Nov 23
Total with taxes and fees
DoubleTree by Hilton Hotel Annapolis

16. Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
3.5 star property
Annapolis
8.8 out of 10, Excellent, (1,000 reviews)
"Great location"
United States
Jose
$103 nightly
The price is $117
Dec 13 - Dec 14
Total with taxes and fees
Crowne Plaza Annapolis by IHG

17. Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis
3.0 star property
Edgewater
8.8 out of 10, Excellent, (1,003 reviews)
"Great stay"
United States
Salina
$80 nightly
The price is $91
Nov 24 - Nov 25
Total with taxes and fees
Sonesta ES Suites Annapolis

18. Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG
2.5 star property
Annapolis
8.8 out of 10, Excellent, (331 reviews)
"I stayed for 2 nights and everything was smooth, check in was quick and easy. The staff were great, friendly, and very helpful. I would recommend staying here."
United States
Ivette
$84 nightly
The price is $96
Nov 22 - Nov 23
Total with taxes and fees
Candlewood Suites Annapolis by IHG

19. Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1,001 reviews)
"It was very nice"
United States
Christopher
$100 nightly
The price is $114
Nov 29 - Nov 30
Total with taxes and fees
Courtyard by Marriott Annapolis

20. Holiday Inn Express & Suites Annapolis by IHG

Holiday Inn Express & Suites Annapolis by IHG
2.5 star property
Annapolis
8.4 out of 10, Very good, (1,000 reviews)
"Great breakfast and hot tub"
United States
Marc
$95 nightly
The price is $108
Nov 22 - Nov 23
Total with taxes and fees
Holiday Inn Express & Suites Annapolis by IHG
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.

Choose what matters most at hotels with a pool in Annapolis

Hotels with pools and free breakfast in 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.

Find out more about Annapolis

Discover top Annapolis attractions

Annapolis, the charming capital of Maryland, offers a delightful blend of history, culture, and waterfront activities that will captivate travelers of all ages. Begin your exploration at the vibrant waterfront, where you can indulge in fresh seafood while enjoying picturesque views of the Chesapeake Bay. Families will appreciate the chance to embark on a scenic boat tour, allowing for a unique perspective of the city's historic skyline. Don’t miss the opportunity to stroll through the Historic District, where beautifully preserved 18th-century buildings tell the story of America's early days. For art enthusiasts, the local galleries showcase a range of works from contemporary to traditional, providing a perfect afternoon of inspiration. Finally, take a moment to relax in one of the city’s lush parks, where the kids can play while you soak up the sun and enjoy the serene atmosphere. After a day of exploration, consider staying in one of the boutique hotels nearby, where attentive service and stylish accommodations ensure a restful retreat after your adventures.

Top Annapolis Hotel Reviews

Frequently asked questions

What are the best hotels in Annapolis with outdoor pools?
The SpringHill Suites by Marriott Annapolis is a fantastic option for travellers seeking a refreshing outdoor pool experience. With a stellar review rating of 9.0, guests consistently praise the excellent and friendly staff, along with the comfortable and clean rooms. Families will appreciate the complimentary self-serve breakfast, ensuring a great start to the day before heading out for adventures.

Another excellent choice is the Hampton Inn & Suites Annapolis, which offers an inviting outdoor pool and boasts a review score of 8.2. Travellers love the helpful staff and find the rooms to be nice and clean. Plus, the convenient buffet breakfast is a hit among families looking to fuel up for their day.

The Hilton Garden Inn Annapolis, also rated 8.2, features a well-maintained outdoor pool and a friendly setting. Guests highlight the friendly staff and the clean, quiet rooms, making it a comfortable retreat after a day of exploring.

Lastly, the Best Western Annapolis, with a review rating of 7.8, provides a casual and comfortable stay, complete with an outdoor pool. Families appreciate the good breakfast options and the helpful staff, ensuring a pleasant experience for all.
How much does a hotel with outdoor pool in Annapolis cost?
Enjoy staying in a hotel in Annapolis with an outdoor pool. You can find a great deal from $91 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
Is it cheaper to book flights and a Annapolis hotel with a pool as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect vacation package.
Can I cancel my hotel reservation on Expedia?
Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel in Annapolis for you.

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