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

  • 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 a Pool

Tonight
Oct 4 - Oct 5
Tomorrow
Oct 5 - Oct 6
Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18

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 modern hotel lobby with a curved seating area, a bar, and a large bookshelf.
A store with shelves of beverages, a counter with a cash register, and baskets with items.
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.
NT$6,340
NT$7,228 total
includes taxes & fees
Oct 5 - Oct 6
The Westin Annapolis
A hotel pool area with two pools, chairs, and a sunshade.
A spacious indoor dining area with multiple seating arrangements, a central bar, and a large plant centerpiece.
A hotel room with a bed, a desk, a chair, a coffee machine, and a tray table.
A hotel reception area with a reception desk, a television, and seating area.

2. SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis
Annapolis
  • Splash into serenity with a revitalizing indoor pool escape at this newly remodeled Annapolis hotel.
NT$4,110
NT$4,685 total
includes taxes & fees
Oct 25 - Oct 26
SpringHill Suites by Marriott Annapolis
An indoor swimming pool with clear glass ceilings, large windows, and lounge chairs.
A modern hotel lobby with round tables and blue chairs, a bar area with various liquor bottles, and contemporary lighting fixtures.
A modern lounge area with two grey armchairs, a round coffee table, a fireplace, and decorative shelves.
A multi-story hotel with a brick facade, large windows, and an American flag.

3. 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.
NT$3,632
NT$4,141 total
includes taxes & fees
Nov 3 - Nov 4
Crowne Plaza Annapolis by IHG
A hotel with a swimming pool, outdoor seating, and a fenced area.
A modern hotel lobby with a sectional sofa, ottomans, round tables, potted plants, and a large window.
A modern lobby with a reception desk, seating area, and potted plants.
A modern bathroom with a shower, two sinks, a large mirror, and a wooden vanity.

4. 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.
NT$3,223
NT$3,674 total
includes taxes & fees
Oct 25 - Oct 26
Hilton Garden Inn Annapolis
A swimming pool with lounge chairs and a fence.
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.
A modern kitchen with white tiled walls, wooden flooring, and labeled sections for 'CRACKED' and 'BOKED'.

5. Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis
Edgewater
  • Dive into summer fun at this Annapolis hotel with a seasonal outdoor pool and fitness center.
NT$2,899
NT$3,305 total
includes taxes & fees
Nov 1 - Nov 2
Sonesta ES Suites Annapolis
A swimming pool with lounge chairs and a brick building in the background.
A Hampton Inn & Suites hotel with a modern design, featuring a prominent entrance and a covered outdoor area.
A hotel room with a bed, a desk with a TV, a sofa with a red pillow, and a window with curtains.
A self-service snack and drink kiosk with refrigerated sections, a window with blinds, and a tiled floor.

6. Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis
Annapolis
  • Dive into poolside bliss at this hotel where summer sunshine meets relaxation.
NT$3,109
NT$3,544 total
includes taxes & fees
Nov 4 - Nov 5
Hampton Inn & Suites Annapolis
An indoor swimming pool with clear glass walls, lounge chairs, and a view of the outside.
A modern Courtyard by Marriott hotel with a well-lit entrance, landscaped garden, and a clear sky.
A section of a hotel with a wall labeled "the market" and two refrigerated display cases filled with beverages and snacks.
A courtyard with a stone fire pit surrounded by wicker furniture and a grassy lawn.

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.
NT$3,336
NT$3,804 total
includes taxes & fees
Oct 25 - Oct 26
Courtyard by Marriott Annapolis
A swimming pool with a tiled edge, wooden chairs, and tables around it.
A spacious living room with a large wooden coffee table, a leather sofa, and a chandelier.
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 spacious dining area with multiple tables and chairs, a central bar area, and large windows providing natural light.

8. 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.
NT$3,033
NT$3,458 total
includes taxes & fees
Oct 25 - Oct 26
Country Inn & Suites by Radisson, Annapolis, MD
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 hotel entrance with a stone facade, large glass doors, and a sign indicating it is The Inn.
A bar area with multiple seating options, a variety of bottles and glasses on shelves, and a modern chandelier.

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 personalized spa services.
NT$6,093
NT$7,574 total
includes taxes & fees
Oct 19 - Oct 20
The Inn at Chesapeake Bay Beach Club
A swimming pool with a white fence, lounge chairs, and umbrellas.
Two Adirondack chairs facing a calm body of water with a clear sky above.
A hotel room with a large bed, a desk with a flat-screen TV, a chair, a small table with a lamp, and a window with curtains.
A modern food court with a central island, various food stations, and a yogurt display.

10. Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
Grasonville
  • Splashy pool escapes by the bay; seasonal swimming paradise with sun-soaked loungers.
NT$3,282
NT$3,643 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Inn Express Annapolis East-Kent Island by IHG
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

A person holding a plate with a food item topped with green onions.
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.
A modern kitchen with white tiled walls, wooden flooring, and labeled sections for 'CRACKED' and 'BOKED'.

Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis
Edgewater
NT$2,899
NT$3,305 total
includes taxes & fees
Nov 1 - Nov 2
Sonesta ES Suites Annapolis
A modern lobby with a reception desk, seating area, and potted plants.
A modern bar area with a wooden counter, bar stools, and a wine display.
A hotel dining area with multiple tables and chairs, large windows, and a chandelier.
A Hilton Garden Inn with a large building and a smaller entrance building.

Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis
Annapolis
NT$3,223
NT$3,674 total
includes taxes & fees
Oct 25 - Oct 26
Hilton Garden Inn Annapolis
A Hampton Inn & Suites hotel with a modern design, featuring a prominent entrance and a covered outdoor area.
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 dining area, a fireplace, and a view of the outside.
A swimming pool with lounge chairs and a brick building in the background.

Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis
Annapolis
NT$3,109
NT$3,544 total
includes taxes & fees
Nov 4 - Nov 5
Hampton Inn & Suites Annapolis
A spacious living room with a large wooden coffee table, a leather sofa, and a chandelier.
A Country Inn & Suites by Radisson building with a brick facade, white columns, and a green roof.
A swimming pool with a tiled edge, wooden chairs, and tables around it.
A spacious dining area with multiple tables and chairs, a central bar area, and large windows providing natural light.

Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD
Annapolis
NT$3,033
NT$3,458 total
includes taxes & fees
Oct 25 - Oct 26
Country Inn & Suites by Radisson, Annapolis, MD
A modern kitchen with grey cabinets, a white countertop, and various kitchen appliances.
A hotel pool area with two pools, chairs, and a sunshade.
A hotel room with a bed, a desk, a chair, a coffee machine, and a tray table.
A hotel reception area with a reception desk, a television, and seating area.

SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis
Annapolis
NT$4,110
NT$4,685 total
includes taxes & fees
Oct 25 - Oct 26
SpringHill Suites by Marriott Annapolis
A spacious lobby with a high ceiling, a reception desk, seating areas, and a central decorative piece.
View from property
A store with shelves of beverages, a counter with a cash register, and baskets with items.
A bar area with a circular seating arrangement, a central bar counter, and a hanging plant decoration.

The Westin Annapolis

The Westin Annapolis
Annapolis
NT$6,340
NT$7,228 total
includes taxes & fees
Oct 5 - Oct 6
The Westin Annapolis
A courtyard with a stone fire pit surrounded by wicker furniture and a grassy lawn.
A modern Courtyard by Marriott hotel with a well-lit entrance, landscaped garden, and a clear sky.
A section of a hotel with a wall labeled "the market" and two refrigerated display cases filled with beverages and snacks.
An indoor swimming pool with clear glass walls, lounge chairs, and a view of the outside.

Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis
Annapolis
NT$3,336
NT$3,804 total
includes taxes & fees
Oct 25 - Oct 26
Courtyard 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

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

10/10 Excellent
"Great Hotel in a very central location"
Mark 2-night trip
Posted 13 hours ago
Graduate by Hilton Annapolis
Best Western Annapolis

Best Western Annapolis

10/10 Excellent
"Check in was fast and easy. Front desk was helpful. Plenty of food and"
Ione 1-night trip
Posted 23 hours ago
Best Western Annapolis
SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis

10/10 Excellent
"Nice room and bed. Love that they had continental breakfast"
Italo 1-night trip
Posted 5 days ago
SpringHill Suites by Marriott Annapolis
Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

10/10 Excellent
"Clean room, friendly staff. No complaints"
Emily 1-night trip
Posted 5 days ago
Country Inn & Suites by Radisson, Annapolis, MD
The Westin Annapolis

The Westin Annapolis

10/10 Excellent
"Only used the valet parking."
Catherine 2-night trip
Posted 13 days ago
The Westin Annapolis

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.

Explore a world of travel with Expedia