The Best Hotels with a Pool in Annapolis, MD from ￥14,190 in 2026

Q: What are some accommodations 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 wired internet access. Hilton Garden Inn Annapolis Downtown : Provides a snack bar/deli, an indoor pool, and daily.

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

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Our top choices for Annapolis hotels with a pool

A cozy bar area with a brick archway, wooden cabinets, and a dining table with chairs.

1. 86 State Circle - Luxury Boutique Hotel

Historic District

Angela

￥43,601 total

includes taxes & fees

Nov 11 - Nov 12

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

2. 134 Prince - Luxury Boutique Hotel

Annapolis

Chris

￥37,425 total

includes taxes & fees

Nov 4 - Nov 5

A spacious atrium with a high ceiling, skylights, and a patterned floor.

3. Graduate by Hilton Annapolis

Annapolis

REBECCA

￥23,419 total

includes taxes & fees

Nov 29 - Nov 30

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

￥39,134 total

includes taxes & fees

Nov 2 - Nov 3

A spacious indoor area with brick walls, wooden flooring, and string lights. There are tables and chairs arranged for dining or socializing.

5. Historic Inns of Annapolis

Historic District

Christiaan

￥20,164 total

includes taxes & fees

Dec 2 - Dec 3

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

6. Residence Inn By Marriott Annapolis

Annapolis

Caitlin

￥24,248 total

includes taxes & fees

Nov 23 - Nov 24

7. Fairfield Inn & Suites By Marriott Annapolis

Annapolis

Imola

￥22,812 total

includes taxes & fees

Nov 15 - Nov 16

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

8. The Westin Annapolis

Annapolis

Bobbi

￥30,356 total

includes taxes & fees

Nov 22 - Nov 23

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

9. Annapolis Waterfront Hotel, Autograph Collection

Historic District

John

￥40,091 total

includes taxes & fees

Nov 29 - Nov 30

10. Hilton Garden Inn Annapolis Downtown

Annapolis

Joel

￥17,778 total

includes taxes & fees

Nov 15 - Nov 16

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

11. 1313 West Luxury Boutique Hotel

Homewood

Sheila

￥45,582 total

includes taxes & fees

Nov 2 - Nov 3

12. Laurel Grove Inn on the South

Annapolis

Ruth

￥32,332 total

includes taxes & fees

Nov 11 - Nov 12

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

￥21,195 total

includes taxes & fees

Nov 8 - Nov 9

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

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

Annapolis

Isidore

￥14,943 total

includes taxes & fees

Nov 23 - Nov 24

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

15. SpringHill Suites by Marriott Annapolis

Annapolis

FRANK

￥22,272 total

includes taxes & fees

Nov 22 - Nov 23

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

16. Crowne Plaza Annapolis by IHG

Annapolis

Jose

￥18,142 total

includes taxes & fees

Nov 10 - Nov 11

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

17. DoubleTree by Hilton Hotel Annapolis

Annapolis

Michele

￥16,055 total

includes taxes & fees

Nov 10 - Nov 11

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

18. Candlewood Suites Annapolis by IHG

Annapolis

Jose

￥15,147 total

includes taxes & fees

Nov 15 - Nov 16

A swimming pool with lounge chairs and a fence.

19. Sonesta ES Suites Annapolis

Edgewater

Panagiotis

￥14,190 total

includes taxes & fees

Nov 23 - Nov 24

A modern hotel room with a large bed, a separate bathroom with a bathtub, a desk, and a microwave.

20. Holiday Inn Express & Suites Annapolis by IHG

Annapolis

Omer

￥15,806 total

includes taxes & fees

Nov 23 - Nov 24

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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

￥22,272 total

includes taxes & fees

Nov 22 - Nov 23

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

Country Inn & Suites by Radisson, Annapolis, MD

Annapolis

￥14,943 total

includes taxes & fees

Nov 23 - Nov 24

View all properties

Top Annapolis Hotel Reviews

Country Inn & Suites by Radisson, Annapolis, MD

10/10 Excellent

"The gentleman that was allowed to smoke a joint at the entrance was not appropriate. Someone should of asked him to relocate."

Frequently asked questions

What are some accommodations 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 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 like Maryland Hall for Creative Arts and Annapolis Maritime Museum. During your stay, check out 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 an accommodation with an outdoor swimming pool if you will be visiting Annapolis 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 are visiting during the coldest months of January, February, or December when the average temp is 40°F.

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Find Hotels with a Pool in Annapolis, MD

Change your mind

Treat yourself

Be picky

Check availability on Annapolis Hotels with a 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. Crowne Plaza Annapolis by IHG

17. DoubleTree by Hilton Hotel Annapolis

18. Candlewood Suites Annapolis by IHG

19. Sonesta ES Suites Annapolis

20. Holiday Inn Express & Suites Annapolis by IHG

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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