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

Check availability on Annapolis Hotels with a Pool

Tonight
Oct 23 - Oct 24
Tomorrow
Oct 24 - Oct 25
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

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 living room with a fireplace, two armchairs, a coffee table, and decorative items.
A modern hotel lobby with round tables and blue chairs, a bar area with various liquor bottles, and contemporary lighting fixtures.

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.
$103 nightly
$117 total
Nov 22 - Nov 23
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 hotel lobby with a reception desk, a large aquarium, and framed artwork on the walls.
A restaurant with wooden tables and chairs, a bar area, and a tiled floor.

2. DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
Annapolis
$91 nightly
$104 total
Nov 22 - Nov 23
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 store interior with shelves stocked with snacks, a refrigerated beverage display, and wicker baskets on a table.
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.

3. The Westin Annapolis

The Westin Annapolis
Annapolis
  • Aquatic serenity awaits at this urban hotel with a refreshing indoor pool and full-service spa.
$169 nightly
$193 total
Nov 22 - Nov 23
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
$93 nightly
$105 total
Oct 29 - Oct 30
Total with taxes and fees
Crowne Plaza College Park - Washington DC 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 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.
$83 nightly
$95 total
Nov 12 - Nov 13
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 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.
A modern bar area with a long counter and multiple bar stools.

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
Nov 10 - Nov 11
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 section of a hotel with a wall labeled "the market" and two refrigerated display cases filled with beverages and snacks.
Bar (on property)
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.
$100 nightly
$114 total
Nov 9 - Nov 10
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 hotel room with a large arched window offering a view of a cityscape at night.
A waterfront hotel with multiple floors, a marina with boats, and a cityscape in the background.

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.
$144 nightly
$169 total
Nov 22 - Nov 23
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.
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.
An outdoor bar area with stone seating, umbrellas, and a view of a marina.

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.
$135 nightly
$159 total
Nov 23 - Nov 24
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 lobby with a green sofa, a purple ottoman, and a patterned armchair. There is a reception desk with a large painting above it.
A spacious indoor area with multiple round tables and chairs, large windows, and two decorated Christmas trees.
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
$99 nightly
$116 total
Nov 22 - Nov 23
Total with taxes and fees
Pier 5 Hotel Baltimore
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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

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
$110 nightly
$125 total
Nov 15 - Nov 16
Total with taxes and fees
SpringHill Suites by Marriott 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 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
$169 nightly
$193 total
Nov 22 - Nov 23
Total with taxes and fees
The Westin Annapolis
An indoor swimming pool with clear glass ceilings, large windows, and lounge chairs.
A bar area with multiple seating options, including bar stools and round tables, and a well-stocked bar counter.
A modern hotel lobby with round tables and blue chairs, a bar area with various liquor bottles, and contemporary lighting fixtures.
A multi-story hotel with a brick facade, large windows, and an American flag.

Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
Annapolis
$103 nightly
$117 total
Nov 22 - Nov 23
Total with taxes and fees
Crowne Plaza Annapolis by IHG
A Hampton Inn & Suites hotel with a modern design, featuring a prominent entrance and a covered outdoor area.
A hotel lobby with a reception desk, a fireplace, and a colorful rug.
A hotel lobby with a dining area, a fireplace, and a view of the outside.
A hotel room with a bed, a desk with a TV, a sofa with a red pillow, and a window with curtains.

Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis
Annapolis
$92 nightly
$105 total
Nov 22 - Nov 23
Total with taxes and fees
Hampton Inn & Suites Annapolis
A coffee maker, a tray with snacks, and a welcome sign on a hotel counter.
A laundry area with stacked washers and dryers, a white countertop, and a chair.
A hotel dining area with multiple tables and chairs, large windows, and a chandelier.
A kitchen with a microwave, coffee maker, and a dishwasher.

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 hotel room with a sofa, a desk, a television, a chair, a bed, and a fireplace.
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 gym with treadmills, weight machines, and dumbbells.

Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis
Edgewater
$83 nightly
$95 total
Nov 12 - Nov 13
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 section of a hotel with a wall labeled "the market" and two refrigerated display cases filled with beverages and snacks.
Bar (on property)
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
$100 nightly
$114 total
Nov 9 - Nov 10
Total with taxes and fees
Courtyard by Marriott Annapolis
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.
A swimming pool with a tiled edge, wooden chairs, and tables around it.

Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD
Annapolis
$83 nightly
$95 total
Nov 23 - Nov 24
Total with taxes and fees
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.
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Find out more about Annapolis

Discover top Annapolis attractions

Annapolis, the charming capital of Maryland, offers a delightful blend of history, culture, and waterfront activities that will captivate travelers of all ages. Begin your exploration at the vibrant waterfront, where you can indulge in fresh seafood while enjoying picturesque views of the Chesapeake Bay. Families will appreciate the chance to embark on a scenic boat tour, allowing for a unique perspective of the city's historic skyline. Don’t miss the opportunity to stroll through the Historic District, where beautifully preserved 18th-century buildings tell the story of America's early days. For art enthusiasts, the local galleries showcase a range of works from contemporary to traditional, providing a perfect afternoon of inspiration. Finally, take a moment to relax in one of the city’s lush parks, where the kids can play while you soak up the sun and enjoy the serene atmosphere. After a day of exploration, consider staying in one of the boutique hotels nearby, where attentive service and stylish accommodations ensure a restful retreat after your adventures.

Top Annapolis Hotel Reviews

The Westin Annapolis

The Westin Annapolis

10/10 Excellent
"Great last minute booking. All went smoothly"
Kelly 1-night trip
Posted 11 hours ago
The Westin Annapolis
Best Western Annapolis

Best Western Annapolis

8/10 Good
"If you want to get a feel for Annapolis, you should try a hotel closer to the harbor. Since we had seen Annapolis many times and were looking for a quick, efficient stay, this met our needs. A few remarks on the property; - Needs updates -bathroom door did not close fully - mystery eggs were part of breakfast, but coffee was good."
David 1-night trip
Posted 21 hours ago
Best Western Annapolis
Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

10/10 Excellent
"It’s a hotel that is a bit worn but the rooms are great and the staff is very polite. I’ll definitely be back."
Richard 1-night trip
Posted 2 days ago
Country Inn & Suites by Radisson, Annapolis, MD
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

8/10 Good
"Esperaba mas de este hotel. Aun asi no esta mal."
Christian 2-night trip
Posted 3 days ago
DoubleTree by Hilton Hotel 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 $95 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.

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