TOP Hotels with Swimming Pool in Annapolis, MD for 2026

Q: What are some accommodation options with pools in Annapolis?

DoubleTree by Hilton Hotel Annapolis : Hotel located near U.S. Naval Academy. Provides free self parking, an indoor pool and complimentary wireless Internet access. Historic Inns of Annapolis : Features complimentary wireless Internet access, an indoor pool and televisions. Crowne Plaza Annapolis by IHG : Hotel located near Annapolis City Dock. Offers a full-service spa, an indoor pool and a snack bar/deli. Graduate by Hilton Annapolis : Offers buffet, a seasonal outdoor pool and complimentary high-speed (wired) Internet access. Hilton Garden Inn Annapolis Downtown : Provides a snack bar/deli, an indoor pool and daily.

Check availability on Annapolis Hotels with Swimming Pool

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Our top choices for Annapolis hotels with a pool

A brick building with a large window and a dome in the background.

1. 86 State Circle - Luxury Boutique Hotel

Historic District

Angela

₹25,948 total

includes taxes & fees

15 Nov - 16 Nov

A white two-story building with a central entrance, a staircase, and a small garden area.

2. 134 Prince - Luxury Boutique Hotel

Annapolis

Chris

₹23,063 total

includes taxes & fees

8 Nov - 9 Nov

A marina with numerous boats docked, a prominent building with a dome in the background, and a clear view of the water.

3. Graduate by Hilton Annapolis

Annapolis

REBECCA

₹14,105 total

includes taxes & fees

29 Nov - 30 Nov

A room with a dark blue wall, a fireplace with lit candles, a leather armchair, and a bookshelf with decorative items.

4. Flag House Inn

Historic District

Thomas

₹25,256 total

includes taxes & fees

11 Nov - 12 Nov

A historic brick building with a corner turret and multiple windows, located on a city street with flags and street lamps.

5. Historic Inns of Annapolis

Historic District

Christiaan

₹12,515 total

includes taxes & fees

1 Dec - 2 Dec

An outdoor patio with tables, chairs, and a fire feature.

6. Residence Inn By Marriott Annapolis

Annapolis

Caitlin

₹14,605 total

includes taxes & fees

25 Nov - 26 Nov

7. Fairfield Inn & Suites By Marriott Annapolis

Annapolis

Imola

₹13,717 total

includes taxes & fees

15 Nov - 16 Nov

A spacious lobby with a high ceiling, a reception desk, seating areas, and a central decorative piece.

8. The Westin Annapolis

Annapolis

Bobbi

₹18,283 total

includes taxes & fees

22 Nov - 23 Nov

A balcony with a table set for two, overlooking a marina with boats.

9. Annapolis Waterfront Hotel, Autograph Collection

Historic District

John

₹24,147 total

includes taxes & fees

29 Nov - 30 Nov

10. Hilton Garden Inn Annapolis Downtown

Annapolis

Joel

₹11,000 total

includes taxes & fees

2 Dec - 3 Dec

A two-story house with a front porch, large windows, and a well-maintained lawn.

11. 1313 West Luxury Boutique Hotel

Homewood

Sheila

₹31,054 total

includes taxes & fees

10 Nov - 11 Nov

12. Laurel Grove Inn on the South

Annapolis

Ruth

₹19,473 total

includes taxes & fees

11 Nov - 12 Nov

A circular fire pit surrounded by outdoor seating with a brick wall and a multi-story building in the background.

13. TownePlace Suites by Marriott Annapolis

Annapolis

Nkusu Lauren

₹12,745 total

includes taxes & fees

17 Nov - 18 Nov

A swimming pool with a tiled edge, wooden chairs, and tables around it.

14. Country Inn & Suites by Radisson, Annapolis, MD

Annapolis

Michael

₹9,434 total

includes taxes & fees

24 Nov - 25 Nov

A hotel pool area with two pools, chairs, and a sunshade.

15. SpringHill Suites by Marriott Annapolis

Annapolis

FRANK

₹13,393 total

includes taxes & fees

22 Nov - 23 Nov

A swimming pool with lounge chairs and a fence.

16. Sonesta ES Suites Annapolis

Edgewater

Panagiotis

₹8,979 total

includes taxes & fees

29 Nov - 30 Nov

A rectangular pool with lounge chairs and umbrellas, surrounded by a fence and trees.

17. DoubleTree by Hilton Hotel Annapolis

Annapolis

Michele

₹9,670 total

includes taxes & fees

10 Nov - 11 Nov

A swimming pool with a clear blue water, surrounded by lounge chairs and a glass wall.

18. Crowne Plaza Annapolis by IHG

Annapolis

Jose

₹10,927 total

includes taxes & fees

10 Nov - 11 Nov

A modern living room with a large window, a dining area, and a kitchen in the background.

19. Candlewood Suites Annapolis by IHG

Annapolis

Jose

₹9,556 total

includes taxes & fees

22 Nov - 23 Nov

An indoor swimming pool with clear glass walls, lounge chairs, and a view of the outside.

20. Courtyard by Marriott Annapolis

Annapolis

Mike

₹10,853 total

includes taxes & fees

22 Nov - 23 Nov

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Choose what matters most at hotels with a pool in Annapolis

Breakfast included

Hot tub

Hotels with pools and free breakfast in Annapolis

A modern kitchen with grey cabinets, a white countertop, and various kitchen appliances.

SpringHill Suites by Marriott Annapolis

Annapolis

₹13,393 total

includes taxes & fees

22 Nov - 23 Nov

A spacious living room with a large wooden coffee table, a leather sofa, and a chandelier.

Country Inn & Suites by Radisson, Annapolis, MD

Annapolis

₹9,434 total

includes taxes & fees

24 Nov - 25 Nov

View all properties

Top Annapolis Hotel Reviews

Country Inn & Suites by Radisson, Annapolis, MD

10/10 Excellent

"The fireplace and hot tub in the room"

SpringHill Suites by Marriott Annapolis

8/10 Good

"The staff was very helpful & accommodating when we expressed our concerns. We had booked this stay as an in between stop on our long vacation & mainly booked it because it had an indoor pool the kids could use for the few days in the middle. We also were unaware there is a parking fee of 8 dollars every night you stay. We did leave a night early simply because the pool was closed for the weekend. When we arrived it was closed & we were told it would be closed all weekend but was open around 9 at night & filled with people. It was open again when we walked by around 2pm the next day with people in it once again. So we got dressed & went down to get in & it was once again closed & we were told again it was closed all weekend for maintenance. After the disappointment from the kiddos & the extra money I paid for a pool specifically ( not to mention the nightly parking fee ) we decided to leave early & just continue our driving travels. The front desk was very understanding & kind. They also offered to refund me a night even though we hadn’t decided to leave until 2pm the day before checking out. So that was very nice & I know the inconveniences were not the responsibility of the staff! Over all it was a great hotel room, comfy beds, & very nice stuff. Only issues were the pool, the lack of information regarding it & the parking fee."

Frequently asked questions

What are some accommodation options with pools in Annapolis?

DoubleTree by Hilton Hotel Annapolis: Hotel located near U.S. Naval Academy. Provides free self parking, an indoor pool and complimentary wireless Internet access. Historic Inns of Annapolis: Features complimentary wireless Internet access, an indoor pool and televisions. Crowne Plaza Annapolis by IHG: Hotel located near Annapolis City Dock. Offers a full-service spa, an indoor pool and a snack bar/deli. Graduate by Hilton Annapolis: Offers buffet, a seasonal outdoor pool and complimentary high-speed (wired) Internet access. Hilton Garden Inn Annapolis Downtown: Provides a snack bar/deli, an indoor pool and daily.

What is there to see and do in Annapolis?

Make a point to visit attractions such as Maryland Hall for Creative Arts and Annapolis Maritime Museum. During your stay, visit sights such as Maryland State House, William Paca House and Annapolis City Dock. 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.

Search Hotels with Swimming Pool in Annapolis

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Check availability on Annapolis Hotels with Swimming Pool

Our top choices for Annapolis hotels with a pool

1. 86 State Circle - Luxury Boutique Hotel

2. 134 Prince - Luxury Boutique Hotel

3. Graduate by Hilton Annapolis

4. Flag House Inn

5. Historic Inns of Annapolis

6. Residence Inn By Marriott Annapolis

7. Fairfield Inn & Suites By Marriott Annapolis

8. The Westin Annapolis

9. Annapolis Waterfront Hotel, Autograph Collection

10. Hilton Garden Inn Annapolis Downtown

11. 1313 West Luxury Boutique Hotel

12. Laurel Grove Inn on the South

13. TownePlace Suites by Marriott Annapolis

14. Country Inn & Suites by Radisson, Annapolis, MD

15. SpringHill Suites by Marriott Annapolis

16. Sonesta ES Suites Annapolis

17. DoubleTree by Hilton Hotel Annapolis

18. Crowne Plaza Annapolis by IHG

19. Candlewood Suites Annapolis by IHG

20. Courtyard by Marriott Annapolis

Choose what matters most at hotels with a pool in Annapolis

Hotels with pools and free breakfast in Annapolis

SpringHill Suites by Marriott Annapolis

Top Annapolis Hotel Reviews

Country Inn & Suites by Radisson, Annapolis, MD

Frequently asked questions

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