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

  • Upfront pricing

    Our total price for your stay includes taxes and fees

  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Annapolis Hotels with a Pool

Tonight
Oct 16 - Oct 17
Tomorrow
Oct 17 - Oct 18
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Our top choices for Annapolis hotels with a pool

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 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.

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.
$106 nightly
$121 total
Nov 15 - Nov 16
Total with taxes and fees
Crowne Plaza Annapolis by IHG
A rectangular pool with lounge chairs and umbrellas, surrounded by a fence and trees.
A spacious lobby with a high ceiling, a central seating area with sofas and tables, and large windows with curtains.
A restaurant with wooden tables and chairs, a bar area, and a tiled floor.
A DoubleTree by Hilton hotel entrance with a brick facade, a gated driveway, and a clear sky.

2. DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
Annapolis
$111 nightly
$126 total
Oct 19 - Oct 20
Total with taxes and fees
DoubleTree by Hilton Hotel 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.
A store interior with shelves stocked with snacks, a refrigerated beverage display, and wicker baskets on a table.

3. The Westin Annapolis

The Westin Annapolis
Annapolis
  • Aquatic serenity awaits at this urban hotel with a refreshing indoor pool and full-service spa.
$199 nightly
$227 total
Oct 25 - Oct 26
Total with taxes and fees
The Westin Annapolis
A modern bar area with a central island, multiple shelves of bottles, and a television screen.
A modern hotel lobby with a bar area, seating arrangements, and a large window providing a view of the city.
A modern hotel lobby with a brick floor, large planters with flowers, and a glass entrance.
A modern bar area with a long counter, blue chairs, and a central round table.

4. Crowne Plaza College Park - Washington DC by IHG

Crowne Plaza College Park - Washington DC by IHG
Greenbelt
$91 nightly
$103 total
Nov 16 - Nov 17
Total with taxes and fees
Crowne Plaza College Park - Washington DC by IHG
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 gym with treadmills, weight machines, and dumbbells.
A patio area with a stone fire pit, outdoor furniture, and a covered seating area.

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.
$94 nightly
$107 total
Nov 11 - Nov 12
Total with taxes and fees
Sonesta ES Suites Annapolis
A swimming pool with lounge chairs and a dining area, surrounded by a building with a red roof.
A modern salon with multiple black salon chairs, a white reception desk, and large windows allowing natural light.
A staircase with a wooden handrail, a blue wall, and a ceiling light fixture.
A gazebo with a dome, surrounded by a white fence, near a waterfront with a clear sky.

6. Rod 'N' Reel Resort

Rod 'N' Reel Resort
Chesapeake Beach
  • Dive into beachside bliss with two stunning pools, cabanas, and marina views at this coastal resort.
$132 nightly
$146 total
Oct 27 - Oct 28
Total with taxes and fees
Rod 'N' Reel Resort
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)

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.
$100 nightly
$114 total
Nov 1 - Nov 2
Total with taxes and fees
Courtyard by Marriott Annapolis
A pool area with wooden chairs and a table with towels, large windows, and potted plants.
A grand staircase with a wooden finish and a curved design, leading to an upper level.
A waterfront hotel with multiple floors, a marina with boats, and a cityscape in the background.
A hotel room with a large bed, two bedside lamps, a purple sofa, and a view of a cityscape through an arched window.

8. The Royal Sonesta Harbor Court Baltimore

The Royal Sonesta Harbor Court Baltimore
Otterbein
  • Sleek indoor pool and hot tub await at this luxury harbor court hotel in Baltimore.
$172 nightly
$202 total
Nov 15 - Nov 16
Total with taxes and fees
The Royal Sonesta Harbor Court Baltimore
A rooftop pool area with lounge chairs, a chessboard, and a view of the city and water.
An outdoor bar area with stone seating, umbrellas, and a view of a marina.
A spacious atrium with a high ceiling, multiple floors, and a central staircase.
A waterfront cityscape with modern buildings, a marina with sailboats, and a prominent tall building.

9. Hyatt Regency Baltimore Inner Harbor

Hyatt Regency Baltimore Inner Harbor
Downtown West
  • Dive into aquatic serenity with pool loungers, umbrellas, and a poolside bar.
$169 nightly
$199 total
Nov 1 - Nov 2
Total with taxes and fees
Hyatt Regency Baltimore Inner Harbor
An outdoor bar area with tables and chairs, a view of the water, and buildings in the background.
A spacious indoor area with multiple round tables and chairs, large windows, and two decorated Christmas trees.
A spacious hotel lobby with multiple seating areas, a central staircase, and a large open space with a view of the lobby.
A large indoor venue with tables set for dining, large windows, and a view of the water.

10. Pier 5 Hotel Baltimore

Pier 5 Hotel Baltimore
Inner Harbor
$103 nightly
$121 total
Oct 18 - Oct 19
Total with taxes and fees
Pier 5 Hotel Baltimore
View all properties

Choose what matters most at hotels with a pool in Annapolis

Breakfast included
Hot tub
Water park
Spa
4 stars

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 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
$106 nightly
$121 total
Nov 15 - Nov 16
Total with taxes and fees
Crowne Plaza Annapolis by IHG
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 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.

Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD
Annapolis
$91 nightly
$104 total
Nov 9 - Nov 10
Total with taxes and fees
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.
An outdoor patio with tables and chairs, a brick floor, and a building with a green roof in the background.
A kitchenette with a coffee maker, a microwave, a sink, and a framed picture of a bridge.
Restaurant

Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis
Annapolis
$93 nightly
$106 total
Nov 9 - Nov 10
Total with taxes and fees
Hilton Garden Inn Annapolis
A spacious lobby with a high ceiling, a reception desk, seating areas, and a central decorative piece.
View from property
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.

The Westin Annapolis

The Westin Annapolis
Annapolis
$199 nightly
$227 total
Oct 25 - Oct 26
Total with taxes and fees
The Westin Annapolis
A modern kitchen with white tiled walls, wooden flooring, and labeled sections for 'CRACKED' and 'BOKED'.
A patio area with a stone fire pit, outdoor furniture, and a covered seating area.
A modern lobby with a reception desk, seating area, and a patterned rug.
A gym with treadmills, weight machines, and dumbbells.

Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis
Edgewater
$94 nightly
$107 total
Nov 11 - Nov 12
Total with taxes and fees
Sonesta ES Suites 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
$100 nightly
$114 total
Nov 1 - Nov 2
Total with taxes and fees
Courtyard by Marriott Annapolis
A Hampton Inn & Suites hotel with a modern design, featuring a prominent entrance and a covered outdoor area.
An outdoor patio area with tables and chairs, covered by large orange umbrellas, 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 conference room with multiple tables and chairs, arranged in rows, with a carpeted floor and a framed picture on the wall.

Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis
Annapolis
$98 nightly
$111 total
Nov 1 - Nov 2
Total with taxes and fees
Hampton Inn & Suites Annapolis
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
$119 nightly
$136 total
Nov 1 - Nov 2
Total with taxes and fees
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 2 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 9 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 10 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 2 days ago
SpringHill Suites by Marriott Annapolis
Best Western Annapolis

Best Western Annapolis

8/10 Good
"Noisy balcony"
Larry 2-night trip
Posted 3 days ago
Best Western Annapolis

Frequently asked questions

What are the best hotels in Annapolis with outdoor pools?
The SpringHill Suites by Marriott Annapolis is a fantastic option for travellers seeking a refreshing outdoor pool experience. With a stellar review rating of 9.0, guests consistently praise the excellent and friendly staff, along with the comfortable and clean rooms. Families will appreciate the complimentary self-serve breakfast, ensuring a great start to the day before heading out for adventures.Another excellent choice is the Hampton Inn & Suites Annapolis, which offers an inviting outdoor pool and boasts a review score of 8.2. Travellers love the helpful staff and find the rooms to be nice and clean. Plus, the convenient buffet breakfast is a hit among families looking to fuel up for their day.The Hilton Garden Inn Annapolis, also rated 8.2, features a well-maintained outdoor pool and a friendly setting. Guests highlight the friendly staff and the clean, quiet rooms, making it a comfortable retreat after a day of exploring.Lastly, the Best Western Annapolis, with a review rating of 7.8, provides a casual and comfortable stay, complete with an outdoor pool. Families appreciate the good breakfast options and the helpful staff, ensuring a pleasant experience for all.
How much does a hotel with outdoor pool in Annapolis cost?
Enjoy staying in a hotel in Annapolis with an outdoor pool. You can find a great deal from $104 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
Is it cheaper to book flights and a Annapolis hotel with a pool as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect vacation package.
Can I cancel my hotel reservation on Expedia?
Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel in Annapolis for you.

Explore a world of travel with Expedia