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

Search Hotels with Pool in Annapolis

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Annapolis Hotels with Pool

Tonight
17 Oct - 18 Oct
Tomorrow
18 Oct - 19 Oct
Next weekend
23 Oct - 25 Oct
In two weeks
30 Oct - 1 Nov

Our top choices for Annapolis hotels with a pool

A spacious lobby with a high ceiling, a reception desk, seating areas, and a central decorative piece.
A store interior with shelves stocked with snacks, a refrigerated beverage display, and wicker baskets on a table.
A modern hotel lobby with a curved seating area, a bar, and a large bookshelf.
A bar area with a circular seating arrangement, a central bar counter, and a hanging plant decoration.

1. The Westin Annapolis

The Westin Annapolis
Annapolis
  • Aquatic serenity awaits at this urban hotel with a refreshing indoor pool and full-service spa.
5.151.115 ₫
5.872.271 ₫ total
includes taxes & fees
25 Oct - 26 Oct
The Westin Annapolis
An indoor swimming pool with clear glass ceilings, large windows, and lounge chairs.
A multi-story hotel with a brick facade, large windows, and an American flag.
A modern lounge area with two grey armchairs, a round coffee table, a fireplace, and decorative shelves.
A modern hotel lobby with round tables and blue chairs, a bar area with various liquor bottles, and contemporary lighting fixtures.

2. Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
Annapolis
  • Indoor aquatic retreat offers year-round poolside luxury in Annapolis near shopping and dining.
2.743.810 ₫
3.127.943 ₫ total
includes taxes & fees
15 Nov - 16 Nov
Crowne Plaza Annapolis by IHG
A hotel pool area with two pools, chairs, and a sunshade.
A modern hotel with a flat roof and a sign reading "SPRINGHILL SUITES BY MARRIOTT".
A hotel reception area with a reception desk, a television, and seating area.
A hotel room with a bed, a desk, a chair, a coffee machine, and a tray table.

3. SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis
Annapolis
  • Splash into serenity with a revitalising indoor pool escape at this newly remodeled Annapolis hotel.
3.080.315 ₫
3.511.559 ₫ total
includes taxes & fees
1 Nov - 2 Nov
SpringHill Suites by Marriott Annapolis
A swimming pool with lounge chairs and a fence.
A gym with treadmills, weight machines, and dumbbells.
A hotel room with a sofa, a desk, a television, a chair, a bed, and a fireplace.
A modern kitchen with white tiled walls, wooden flooring, and labeled sections for 'CRACKED' and 'BOKED'.

4. Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis
Edgewater
  • Dive into summer fun at this Annapolis hotel with a seasonal outdoor pool and fitness centre.
2.433.190 ₫
2.773.836 ₫ total
includes taxes & fees
11 Nov - 12 Nov
Sonesta ES Suites Annapolis
A swimming pool with a clear blue water, surrounded by lounge chairs and umbrellas, and a hotel building in the background.
Restaurant
A hotel entrance with a covered waiting area, a clear sky, and a sign for the Hilton Garden Inn.
A hotel room with a flat-screen TV, a desk with a chair, a framed picture on the wall, a lamp, and an air conditioning unit.

5. Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis
Annapolis
  • Lounge by the pristine outdoor pool at this hotel, where peaceful relaxation meets exceptional service and modern fitness options.
2.398.245 ₫
2.733.998 ₫ total
includes taxes & fees
9 Nov - 10 Nov
Hilton Garden Inn Annapolis
A swimming pool with a tiled edge, wooden chairs, and tables around it.
A hotel room with a large bed, a bedside table with a lamp, a phone, a mirror, and a bathroom with a bathtub and toilet.
A Country Inn & Suites by Radisson building with a brick facade, white columns, and a green roof.
A spacious living room with a large wooden coffee table, a leather sofa, and a chandelier.

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

Country Inn & Suites by Radisson, Annapolis, MD
Annapolis
  • Float in the peaceful indoor pool after exploring Annapolis; the refreshing waters of this recently remodeled hotel await.
2.360.712 ₫
2.691.212 ₫ total
includes taxes & fees
9 Nov - 10 Nov
Country Inn & Suites by Radisson, Annapolis, MD
An indoor swimming pool with clear glass walls, lounge chairs, and a view of the outside.
A courtyard with a stone fire pit surrounded by wicker furniture and a grassy lawn.
Bar (on property)
A section of a hotel with a wall labeled "the market" and two refrigerated display cases filled with beverages and snacks.

7. Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis
Annapolis
  • Splash into an aquatic haven at this Annapolis hotel, where an indoor pool and hot tub create the perfect year-round retreat.
2.596.783 ₫
2.960.332 ₫ total
includes taxes & fees
1 Nov - 2 Nov
Courtyard by Marriott Annapolis
A swimming pool with lounge chairs and a brick building in the background.
A hotel room with a bed, a desk with a TV, a sofa with a red pillow, and a window with curtains.
A Hampton Inn & Suites hotel with a modern design, featuring a prominent entrance and a covered outdoor area.
A spacious lobby with a fireplace, multiple seating areas, and a view of the upper floor.

8. Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis
Annapolis
  • Dive into poolside bliss at this hotel where summer sunshine meets relaxation.
2.524.687 ₫
2.878.144 ₫ total
includes taxes & fees
1 Nov - 2 Nov
Hampton Inn & Suites Annapolis
A swimming pool with lounge chairs and a pergola under a clear sky.
A residential area with a garden, a patio with outdoor furniture, and a house with a chimney.
A bar area with multiple seating options, a variety of bottles and glasses on shelves, and a modern chandelier.
A hotel entrance with a stone facade, large glass doors, and a sign indicating it is The Inn.

9. The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
Stevensville
  • Dive into summer luxury at this Eastern Shore retreat with a seasonal outdoor pool and personalised spa services.
5.534.944 ₫
6.802.301 ₫ total
includes taxes & fees
15 Nov - 16 Nov
The Inn at Chesapeake Bay Beach Club
An indoor swimming pool with clear water, a lifeguard station, and lounge chairs.
A reception area with two wooden reception desks, a stone wall, and a modern ceiling design.
A hotel room with two beds, a desk, a TV, and a bathroom.
An outdoor patio area with seating arrangements and a fire feature.

10. Courtyard by Marriott Bowie

Courtyard by Marriott Bowie
Bowie
  • Dive into this indoor pool sanctuary with year-round aquatic bliss for all-season swimmers.
3.471.179 ₫
3.922.431 ₫ total
includes taxes & fees
1 Nov - 2 Nov
Courtyard by Marriott Bowie
View all properties

Choose what matters most at hotels with a pool in Annapolis

Breakfast included
Hot tub
4 stars
5 stars
Water park

Hotels with pools and free breakfast in Annapolis

An indoor swimming pool with clear glass ceilings, large windows, and lounge chairs.
A multi-story hotel with a brick facade, large windows, and an American flag.
A modern lounge area with two grey armchairs, a round coffee table, a fireplace, and decorative shelves.
A modern hotel lobby with round tables and blue chairs, a bar area with various liquor bottles, and contemporary lighting fixtures.

Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
Annapolis
2.743.810 ₫
3.127.943 ₫ total
includes taxes & fees
15 Nov - 16 Nov
Crowne Plaza Annapolis by IHG
A spacious living room with a large wooden coffee table, a leather sofa, and a chandelier.
A swimming pool with a tiled edge, wooden chairs, and tables around it.
A hotel room with a large bed, a bedside table with a lamp, a phone, a mirror, and a bathroom with a bathtub and toilet.
A Country Inn & Suites by Radisson building with a brick facade, white columns, and a green roof.

Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD
Annapolis
2.360.712 ₫
2.691.212 ₫ total
includes taxes & fees
9 Nov - 10 Nov
Country Inn & Suites by Radisson, Annapolis, MD
A conference room with a large table, chairs, water bottles, and a flat-screen TV on the wall.
A kitchenette with a coffee maker, a microwave, a sink, and a framed picture of a bridge.
A gym with exercise equipment, including a treadmill, stationary bike, and weights.
An outdoor patio with tables and chairs, a brick floor, and a building with a green roof in the background.

Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis
Annapolis
2.398.245 ₫
2.733.998 ₫ total
includes taxes & fees
9 Nov - 10 Nov
Hilton Garden Inn Annapolis
A spacious lobby with a high ceiling, a reception desk, seating areas, and a central decorative piece.
A modern hotel lobby with a curved seating area, a bar, and a large bookshelf.
View from property
A bar area with a circular seating arrangement, a central bar counter, and a hanging plant decoration.

The Westin Annapolis

The Westin Annapolis
Annapolis
5.151.115 ₫
5.872.271 ₫ total
includes taxes & fees
25 Oct - 26 Oct
The Westin Annapolis
A modern kitchen with white tiled walls, wooden flooring, and labeled sections for 'CRACKED' and 'BOKED'.
A modern lobby with a reception desk, seating area, and a patterned rug.
A patio area with a stone fire pit, outdoor furniture, and a covered seating area.
A hotel room with a sofa, a desk, a television, a chair, a bed, and a fireplace.

Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis
Edgewater
2.433.190 ₫
2.773.836 ₫ total
includes taxes & fees
11 Nov - 12 Nov
Sonesta ES Suites Annapolis
A courtyard with a stone fire pit surrounded by wicker furniture and a grassy lawn.
An indoor swimming pool with clear glass walls, lounge chairs, and a view of the outside.
Bar (on property)
A section of a hotel with a wall labeled "the market" and two refrigerated display cases filled with beverages and snacks.

Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis
Annapolis
2.596.783 ₫
2.960.332 ₫ total
includes taxes & fees
1 Nov - 2 Nov
Courtyard by Marriott Annapolis
A Hampton Inn & Suites hotel with a modern design, featuring a prominent entrance and a covered outdoor area.
A conference room with multiple tables and chairs, arranged in rows, with a carpeted floor and a framed picture on the wall.
A hotel room with a bed, a desk with a TV, a sofa with a red pillow, and a window with curtains.
A hotel lobby with a reception desk, a fireplace, and a colorful rug.

Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis
Annapolis
2.524.687 ₫
2.878.144 ₫ total
includes taxes & fees
1 Nov - 2 Nov
Hampton Inn & Suites Annapolis
A modern kitchen with grey cabinets, a white countertop, and various kitchen appliances.
A modern hotel with a flat roof and a sign reading "SPRINGHILL SUITES BY MARRIOTT".
A hotel reception area with a reception desk, a television, and seating area.
A hotel room with a bed, a desk, a chair, a coffee machine, and a tray table.

SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis
Annapolis
3.080.315 ₫
3.511.559 ₫ total
includes taxes & fees
1 Nov - 2 Nov
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.
View all properties

Top Annapolis Hotel Reviews

Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

8/10 Good
"Good location, staff was polite, parking was very easy,breakfast was good, however, drain for bathtub did not work and we saw a few ants in bathroom."
Bernadette 2-night trip
Posted 15 hours ago
Country Inn & Suites by Radisson, Annapolis, MD
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

10/10 Excellent
"Clean room, very nice decor and great staff"
Nadine 2-night trip
Posted 22 hours ago
Graduate by Hilton Annapolis
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

10/10 Excellent
"my stay went very well. the room was very clean and pleasant. the staff helped me with a couple of items, and the breakfast staff in the restaurant was extremely friendly and helpful."
PATRICK 3-night trip
Posted 23 hours ago
DoubleTree by Hilton Hotel Annapolis
SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis

10/10 Excellent
"Stay was exceptional!!"
Kaiya 1-night trip
Posted 3 days ago
SpringHill Suites by Marriott Annapolis
Best Western Annapolis

Best Western Annapolis

8/10 Good
"Noisy balcony"
Larry 2-night trip
Posted 4 days ago
Best Western Annapolis

Frequently asked questions

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.

Explore a world of travel with Expedia