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

Hotels with Swimming Pool in Annapolis, Maryland

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Check availability on Annapolis Hotels with Swimming Pool

Tonight
Oct 8 - Oct 9
Tomorrow
Oct 9 - Oct 10
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Our top choices for Annapolis hotels with a pool

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 reception area with a reception desk, a television, and seating area.
A modern hotel with a flat roof and a sign reading "SPRINGHILL SUITES BY MARRIOTT".

1. 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.
P7,469
P8,514 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.
A store interior with shelves stocked with snacks, a refrigerated beverage display, and wicker baskets on a table.
A bar area with a circular seating arrangement, a central bar counter, and a hanging plant decoration.
A modern hotel lobby with a curved seating area, a bar, and a large bookshelf.

2. The Westin Annapolis

The Westin Annapolis
Annapolis
  • Aquatic serenity awaits at this urban hotel with a refreshing indoor pool and full-service spa.
P12,490
P14,238 total
includes taxes & fees
Oct 25 - Oct 26
The Westin Annapolis
An indoor swimming pool with clear glass ceilings, large windows, and lounge chairs.
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.
A bar area with multiple seating options, including bar stools and round tables, and a well-stocked bar counter.

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.
P6,904
P7,870 total
includes taxes & fees
Oct 11 - Oct 12
Crowne Plaza Annapolis by IHG
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 center.
P5,711
P6,511 total
includes taxes & fees
Oct 28 - Oct 29
Sonesta ES Suites Annapolis
Pool
Exterior
Exterior
Breakfast area

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.
P6,348
P7,237 total
includes taxes & fees
Nov 1 - Nov 2
Hilton Garden Inn 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.
Bar (on property)

6. 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.
P6,296
P7,178 total
includes taxes & fees
Nov 1 - Nov 2
Courtyard by Marriott 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 gym with treadmills, elliptical machines, a bench, and a rack of dumbbells.

7. Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis
Annapolis
  • Dive into poolside bliss at this hotel where summer sunshine meets relaxation.
P6,124
P6,982 total
includes taxes & fees
Nov 4 - Nov 5
Hampton Inn & Suites 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 spacious dining area with multiple tables and chairs, a central bar area, and large windows providing natural light.
A Country Inn & Suites by Radisson building with a brick facade, white columns, and a green roof.

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.
P5,975
P6,812 total
includes taxes & fees
Nov 1 - Nov 2
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 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 personalized spa services.
P12,006
P14,924 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.
A Holiday Inn Express building with a brick facade, illuminated signage, and a parking lot with SUVs.
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.
Two Adirondack chairs facing a calm body of water with a clear sky above.

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.
P6,214
P6,897 total
includes taxes & fees
Nov 8 - Nov 9
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 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 bar area with a circular seating arrangement, a central bar counter, and a hanging plant decoration.
View from property

The Westin Annapolis

The Westin Annapolis
Annapolis
P12,490
P14,238 total
includes taxes & fees
Oct 25 - Oct 26
The Westin Annapolis
An indoor swimming pool with clear glass ceilings, large windows, and lounge chairs.
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.
A bar area with multiple seating options, including bar stools and round tables, and a well-stocked bar counter.

Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
Annapolis
P6,904
P7,870 total
includes taxes & fees
Oct 11 - Oct 12
Crowne Plaza Annapolis by IHG
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 reception area with a reception desk, a television, and seating area.
A modern hotel with a flat roof and a sign reading "SPRINGHILL SUITES BY MARRIOTT".

SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis
Annapolis
P7,469
P8,514 total
includes taxes & fees
Oct 25 - Oct 26
SpringHill Suites by Marriott 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
P5,711
P6,511 total
includes taxes & fees
Oct 28 - Oct 29
Sonesta ES Suites Annapolis
Exterior
Pool
Exterior
Breakfast area

Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis
Annapolis
P6,348
P7,237 total
includes taxes & fees
Nov 1 - Nov 2
Hilton Garden Inn 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.
Bar (on property)

Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis
Annapolis
P6,296
P7,178 total
includes taxes & fees
Nov 1 - Nov 2
Courtyard by Marriott 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 swimming pool with lounge chairs and a brick building in the background.
A spacious lobby with a fireplace, multiple seating areas, and a view of the upper floor.

Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis
Annapolis
P6,124
P6,982 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 spacious dining area with multiple tables and chairs, a central bar area, and large windows providing natural light.
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.

Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD
Annapolis
P5,975
P6,812 total
includes taxes & fees
Nov 1 - Nov 2
Country Inn & Suites by Radisson, Annapolis, MD
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

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

10/10 Excellent
"Everything was great. Staff was very helpful"
Chanta 1-night trip
Posted 8 hours ago
DoubleTree by Hilton Hotel Annapolis
Best Western Annapolis

Best Western Annapolis

10/10 Excellent
"For hotel employees — do hotels actually keep internal notes/ratings about guests? Like behavior, complaints, being rude, special requests, etc.? Just curious how much gets tracked behind the scenes. Upvote 195 Downvote 170 Go to comments"
Juan C 1-night trip
Posted 12 hours ago
Best Western Annapolis
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

10/10 Excellent
"Great location"
Jose 1-night trip
Posted 15 hours ago
Crowne Plaza Annapolis by IHG
Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

10/10 Excellent
"Clean room, friendly staff, convenient location for our road trip!"
Catherine 1-night trip
Posted 2 days ago
Country Inn & Suites by Radisson, Annapolis, MD
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 9 days ago
SpringHill Suites by Marriott 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.

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