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Find Hotels with a Pool in Hillsmere Shores, MD

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Check availability on Hillsmere Shores Hotels with a Pool

Tonight
30 Sep - 1 Oct
Tomorrow
1 Oct - 2 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

Our top choices for Hillsmere Shores hotels with a pool

A swimming pool with lounge chairs and a fence.
A hotel room with a sofa, a desk, a television, a chair, a bed, and a fireplace.
A patio area with a stone fire pit, outdoor furniture, and a covered seating area.
A gym with treadmills, weight machines, and dumbbells.

1. 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.
AED 334
AED 381 total
includes taxes & fees
28 Oct - 29 Oct
Sonesta ES Suites 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 bar area with multiple seating options, including bar stools and round tables, and a well-stocked bar counter.
A multi-story hotel with a brick facade, large windows, and an American flag.

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.
AED 404
AED 461 total
includes taxes & fees
4 Oct - 5 Oct
Crowne Plaza Annapolis by IHG
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 modern bathroom with a shower, two sinks, a large mirror, and a wooden vanity.
A modern hotel lobby with a sectional sofa, ottomans, round tables, potted plants, and a large window.

3. 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.
AED 372
AED 424 total
includes taxes & fees
6 Oct - 7 Oct
Hilton Garden Inn Annapolis
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.
A Country Inn & Suites by Radisson building with a brick facade, white columns, and a green roof.
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.

4. 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.
AED 350
AED 399 total
includes taxes & fees
20 Oct - 21 Oct
Country Inn & Suites by Radisson, Annapolis, MD
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 self-service snack and drink kiosk with refrigerated sections, a window with blinds, and a tiled floor.
A modern bathroom with a shower, a bathtub, a vanity with a mirror, and a towel rack.

5. Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis
Annapolis
  • Dive into poolside bliss at this hotel where summer sunshine meets relaxation.
AED 386
AED 440 total
includes taxes & fees
28 Oct - 29 Oct
Hampton Inn & Suites Annapolis
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 spacious indoor dining area with multiple seating arrangements, a central bar, and a large plant centerpiece.
A modern hotel with a flat roof and a sign reading "SPRINGHILL SUITES BY MARRIOTT".

6. 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.
AED 511
AED 582 total
includes taxes & fees
1 Oct - 2 Oct
SpringHill Suites by Marriott 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 store with shelves of beverages, a counter with a cash register, and baskets with items.
A store interior with shelves stocked with snacks, a refrigerated beverage display, and wicker baskets on a table.

7. The Westin Annapolis

The Westin Annapolis
Annapolis
  • Aquatic serenity awaits at this urban hotel with a refreshing indoor pool and full-service spa.
AED 731
AED 833 total
includes taxes & fees
25 Oct - 26 Oct
The Westin Annapolis
An indoor swimming pool with clear glass walls, lounge chairs, and a view of the outside.
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.
Bar (on property)

8. 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.
AED 417
AED 475 total
includes taxes & fees
7 Oct - 8 Oct
Courtyard by Marriott Annapolis
A swimming pool with blue water, surrounded by lounge chairs and umbrellas, and trees in the background.
A bar area with multiple seating options, including bar stools and tables, and a variety of bottles and glasses on shelves.
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.
AED 400
AED 452 total
includes taxes & fees
7 Oct - 8 Oct
Comfort Inn Conference Center
A rectangular swimming pool with a blue interior, surrounded by white fences and shaded by trees.
A large, two-story barn-style building with a covered front porch and a garage.
A covered porch with white railings and a table with chairs.
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.

10. Kent Island Resort

Kent Island Resort
Stevensville
  • Victorian pool retreat with sun loungers and umbrellas by Chesapeake Bay Bridge.
AED 479
AED 654 total
includes taxes & fees
28 Oct - 29 Oct
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

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

10/10 Excellent
"V"
Jill 3-night trip
Posted 14 hours ago
Graduate by Hilton Annapolis
Comfort Inn Largo-Washington DC East

Comfort Inn Largo-Washington DC East

10/10 Excellent
"Great stay, clean space, good wifi, breakfast a plus"
Alexander 10-night trip
Posted 17 hours ago
Comfort Inn Largo-Washington DC East
Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis

10/10 Excellent
"The staff were super friendly."
Jim 1-night trip
Posted 2 days ago
Courtyard by Marriott Annapolis
Best Western Annapolis

Best Western Annapolis

10/10 Excellent
"The room was clean and well maintained. The lobby was pleasant, and the staff was friendly and attentive. The breakfast was excellent for this price point, with a wide selection of hot and cold items."
William 1-night trip
Posted 8 days ago
Best Western Annapolis
The Westin Annapolis

The Westin Annapolis

10/10 Excellent
"Only used the valet parking."
Catherine 2-night trip
Posted 8 days ago
The Westin 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. Offers a seasonal outdoor pool, an indoor pool, and 2 restaurants. Crowne Plaza Annapolis by IHG: Hotel located near Northwest Stadium. Features buffet, an indoor pool, and free self parking. Graduate by Hilton Annapolis: Offers daily, a seasonal outdoor pool, and free self parking. Rod 'N' Reel Resort: Hotel located near Northwest Stadium. Provides free self parking, an indoor pool, and a 24-hour fitness center.
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 Bay Ridge Beach, Annapolis Maritime Museum, and Maryland Hall for Creative Arts 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.