Default HTG hotel image

Find Hotels with a Pool in Hillsmere Shores, 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 Hillsmere Shores Hotels with a Pool

Tonight
Aug 29 - Aug 30
Tomorrow
Aug 30 - Aug 31
Next weekend
Sep 4 - Sep 6
In two weeks
Sep 11 - Sep 13

Our top choices for Hillsmere Shores hotels with a pool

A multi-story hotel with a brick facade, large windows, and an American flag.
A pool area with a hot tub, lounge chairs, and a no diving sign.
A modern hotel lobby with a sectional sofa, armchairs, a coffee table, and a chandelier.
A gym with multiple treadmills and elliptical machines.

1. 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$3,067
NT$3,496 total
includes taxes & fees
Sep 13 - Sep 14
Crowne Plaza Annapolis by IHG
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 modern kitchen with white tiled walls, wooden flooring, and labeled sections for 'CRACKED' and 'BOKED'.
A gym with treadmills, weight machines, and dumbbells.

2. 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$2,877
NT$3,280 total
includes taxes & fees
Sep 22 - Sep 23
Sonesta ES Suites Annapolis
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 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.

3. 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$3,386
NT$3,860 total
includes taxes & fees
Sep 13 - Sep 14
SpringHill Suites by Marriott Annapolis
A hotel with a swimming pool, outdoor seating, and a fenced area.
A modern lobby with a reception desk, seating area, and potted plants.
A hotel dining area with multiple tables and chairs, large windows, and a chandelier.
A modern hotel lobby with a sectional sofa, ottomans, round tables, potted plants, and a large window.

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$2,848
NT$3,246 total
includes taxes & fees
Sep 27 - Sep 28
Hilton Garden Inn 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 Country Inn & Suites by Radisson building with a brick facade, white columns, and a green roof.

5. 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$3,010
NT$3,432 total
includes taxes & fees
Sep 27 - Sep 28
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.
A section of a hotel with a wall labeled "the market" and two refrigerated display cases filled with beverages and snacks.

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.
NT$3,035
NT$3,460 total
includes taxes & fees
Sep 7 - Sep 8
Courtyard by Marriott Annapolis
A rectangular pool with a no diving sign, surrounded by lounge chairs and a brick building with large windows.
An outdoor patio area with tables and chairs, orange umbrellas, 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 lobby with multiple dining areas, a fireplace, and a balcony with railings.

7. Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis
Annapolis
  • Dive into poolside bliss at this hotel where summer sunshine meets relaxation.
NT$3,085
NT$3,517 total
includes taxes & fees
Sep 10 - Sep 11
Hampton Inn & Suites Annapolis
A spacious lobby with a high ceiling, a reception desk, seating areas, and a central decorative piece.
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.
A store with shelves of beverages, a counter with a cash register, and baskets with items.

8. The Westin Annapolis

The Westin Annapolis
Annapolis
  • Aquatic serenity awaits at this urban hotel with a refreshing indoor pool and full-service spa.
NT$5,617
NT$6,404 total
includes taxes & fees
Sep 13 - Sep 14
The Westin Annapolis
A swimming pool with blue water, surrounded by lounge chairs and umbrellas, and trees in the background.
An outdoor seating area with tables and chairs, blue umbrellas, and a brick building in the background.
A Comfort Inn hotel with a parking lot and a covered entrance.
A hotel lobby with a reception desk, seating area, and artwork on the walls.

9. Comfort Inn Conference Center

Comfort Inn Conference Center
Bowie
  • Dive into this refreshing seasonal outdoor pool oasis with on-site bistro dining and premium bedding for complete relaxation.
NT$3,763
NT$4,252 total
includes taxes & fees
Sep 13 - Sep 14
Comfort Inn Conference Center
A rectangular swimming pool with a blue interior, surrounded by white fences and shaded by trees.
A dining room with a round table set for six, surrounded by wooden chairs. A fireplace with ornate details is visible, and a large mirror hangs above it.
A bedroom with a large bed, a bench, a dresser, and two windows with curtains.
A covered porch with white railings and a table with chairs.

10. Kent Island Resort

Kent Island Resort
Stevensville
  • Victorian pool retreat with sun loungers and umbrellas by Chesapeake Bay Bridge.
NT$5,117
NT$6,756 total
includes taxes & fees
Sep 14 - Sep 15
Kent Island Resort
View all properties

Choose what matters most at hotels with a pool in Hillsmere Shores

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Hillsmere Shores Hotel Reviews

DoubleTree by Hilton Hotel Largo/Washington DC

DoubleTree by Hilton Hotel Largo/Washington DC

10/10 Excellent
"This is my go to hotel when I visit family. Ample parking, friendly staff, amenities, and they fresh bake cookies everyday and provide them to guests."
LaShanna 1-night trip
Posted 1 hour ago
DoubleTree by Hilton Hotel Largo/Washington DC
Comfort Inn Conference Center

Comfort Inn Conference Center

10/10 Excellent
"Home away from home friendly staff the rooms are spacious and clean the breakfast is always hot and fresh what away the start of morning"
Tracy 2-night trip
Posted 11 hours ago
Comfort Inn Conference Center
Rod 'N' Reel Resort

Rod 'N' Reel Resort

10/10 Excellent
"This property made my time there very enjoyable and relaxing. The property was very clean, and the staff was very friendly and helpful. Would definitely stay again."
Alfreda 5-night trip
Posted 22 hours ago
Rod 'N' Reel Resort
St Michaels Inn

St Michaels Inn

8/10 Good
"The rooms, though dated, are clean. I did bring to the attention of the manager that the towel bar in my bathroom was coming off. The handrail to walk down the steps into the pool was also loose, which I think is a safety hazard. The manager acknowledged he knew about it, but despite tons of cosmetic work being done outside, which was a bit inconvenient, the hand rail was not tightened Staff was nice, especially Tamia at the front desk and Helena in the breakfast room. The rooms are spacious and the A/C works fine!"
CYNTHIA 3-night trip
Posted 1 day ago
St Michaels Inn
The Westin Annapolis

The Westin Annapolis

10/10 Excellent
"Walking distance from the historic main street."
Daniel 1-night trip
Posted 4 days ago
The Westin Annapolis
Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis

10/10 Excellent
"Clean room and staff was very courteous."
Daetonya 1-night trip
Posted 6 days ago
Courtyard by Marriott Annapolis

Frequently asked questions

What are some accommodations with pools in Hillsmere Shores?
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: Hotel, 1-minute walk from Chesapeake Bay. Features a seasonal outdoor pool, an indoor pool, and 2 restaurants. Crowne Plaza Annapolis by IHG: Features daily, a seasonal outdoor pool, and free self parking. Rod 'N' Reel Resort: Provides buffet, an indoor pool, and free self parking. Graduate by Hilton Annapolis: Hotel located near Northwest Stadium. Features buffet, an indoor pool, and free self parking.
What is there to see and do in Hillsmere Shores?
The picturesque setting of Maryland Quiet Waters Park showcases the area's natural beauty. Discover sights such as Annapolis Landing Marina, Bay Ridge Beach, and Annapolis Maritime Museum during your stay.
When is the best time to book a hotel with a pool in Hillsmere Shores?
You may want to think about an accommodation with an outdoor swimming pool if you're planning to visit Hillsmere Shores in the hottest months of July, August, or June when the average temp is 75°F. Lodging offering 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