Annapolis is an important part of American history. In this state capital, the Treaty of Paris was ratified, signifying America’s official independence from Great Britain. This alone should make Annapolis part of every American’s bucket list of go-to destinations. But if history bores you and you want the excitement of experiencing what happens in the now, all the more reason to visit Annapolis. Known as the “Sailing Capital of the US”, Annapolis is ideal for adventurers who seek the water. Take part in one of the sailing competitions, or simply tour Annapolis by boat, kayak, canoe, or paddleboat. The city also has hotels with pools if you can’t get enough of a day of adventure in the water. Read this list of the best hotels with pool in Annapolis, Maryland, to get your trip started.
We handpicked these listings carefully, considering (wherever possible) recent guest reviews, location, accommodation type, prices, availability of dates, decor, and access to pool. The image galleries get refreshed with the latest updates regularly. They were last updated on January 02, 2025.
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1. The Westin Annapolis (from USD 198)
Good restaurant and bar, enjoyable music, but breakfast and room service could be improved
Slightly pricey for single occupancy, additional fees for parking and Wi-Fi
Great walking distance to attractions, convenient for Naval Academy events
Clean, modern design, free shuttle, Starbucks and bar on site
If you have traveled enough, you might know that Westin as a brand always delivers top-quality hospitality. With their signature heavenly beddings, delicious offerings at their in-house restaurant, and proximity to top tourist attractions, Westin has it all for you. Westin is conveniently located at the center of the city, 10 minutes away from top destinations such as the US Naval Academy and the City Dock. If you want to enjoy a relaxing dip with the family, Westin Annapolis’ indoor heated pool is perfect for you. You can get all of these conveniences at the best price as Westin gives guests a Best-Rate Guarantee.
The Westin Annapolis This is a Proud Certified property where you can be extra sure of a welcoming stay.
7.35 km (4.6 mi) from Maryland Renaissance Festival
2. Crowne Plaza Annapolis, an IHG Hotel (from USD 172)
Stay at Crowne Plaza Annapolis and take a dip in their indoor swimming pool open from 10 am to 7 pm. After a quick refreshing swim, a 12-minute drive will get you to waterfront views by going to Annapolis City Dock around 4.5 miles (7.2km) away from the hotel. Sailboat shows, pyrotechnic displays, and parades happen here depending on the season, so be sure to check the city website for info. Due to Covid-19 restrictions, Crowne Plaza’s bar and restaurant is closed, but no worries because there are a lot of restaurants on the city dock, with spectacular water views.
Crowne Plaza Annapolis, an IHG Hotel
3.73 km (2.4 mi) from Maryland Renaissance Festival
3. Hilton Garden Inn Annapolis (from USD 146)
If you’re one who is interested in the US Navy or are planning to join, stay at Hilton Garden Inn Annapolis. The US Naval Academy is only 6 miles (9.6km) away, a 10-minute drive from the hotel. Or you can stay at the hotel simply because you want to enjoy Annapolis sunshine while relaxing at the hotel’s outdoor swimming pool. The pool is large enough to train yourself to swim, perfect if you have dreams of joining the navy. Because of covid restrictions, they only allow a certain number of people in the pool, so be sure to check with the hotel for necessary reservations.
Hilton Garden Inn Annapolis This is a Proud Certified property where you can be extra sure of a welcoming stay.
3.85 km (2.4 mi) from Maryland Renaissance Festival
4. SpringHill Suites by Marriott Annapolis (from USD 249)
Compared to other hotels’ seasonal access to pools, SpringHill Suites Annapolis offers an indoor heated pool that’s open for guest use the entire year. Add a warm functioning hot tub and immerse yourself in full relaxation in this hotel. For the health buffs, the hotel’s fitness room is open 24/7 so you can work out even when you return late from a day full of activities and exploration around Annapolis. If you like shopping, Annapolis Harbour Center is less than 10 minutes’ walk from the hotel.
SpringHill Suites by Marriott Annapolis
4.37 km (2.8 mi) from Maryland Renaissance Festival
5. Country Inn & Suites by Radisson, Annapolis, MD (from USD 139)
Varied breakfast options with good selection, but some guests found the quality and variety lacking. Complimentary breakfast and cookies at the front desk were appreciated.
Reasonable rates for spacious, clean rooms, but some guests found pricing high during peak tourist periods.
Close to key attractions, including a grocery store and shopping mall, with a quiet and peaceful atmosphere.
Convenient location with easy access to shopping, restaurants, and attractions. Some amenities need updating, like the pool hours and the need for more handicapped parking.
Curious about where the historical Treaty of Paris was ratified? Drive around 10 minutes from Country Inn & Suites to Maryland State House and get a feel of where history was made. If you’re on a budget, inquire at the reception about their free weekend and evening shuttle service. Relax in their newly renovated indoor pool after a full day of adventure. It’s accessible to everyone, including children and physically challenged individuals. Country Inn & Suites ensures every guests’ convenience, with the braille elevators and exits, as well as a wheelchair-accessible lobby, public entrance, and public restrooms. If you just want to relax in the room but still enjoy a dip, book one of the hotel’s whirlpool rooms with their own whirlpool tubs.
Country Inn & Suites by Radisson, Annapolis, MD
2.88 km (1.8 mi) from Maryland Renaissance Festival
6. Hampton Inn & Suites Annapolis (from USD 148)
Aside from being a walking distance to the shopping and entertainment hub of Annapolis Harbour Center, Hampton Inn & Suites Annapolis also has an on-site 24-hour convenience store for guests who don’t want to leave the hotel for basic needs. In fact, you might want to spend more time at the hotel as it offers entertainment and fitness facilities such as a billiard room, a fitness center, and an outdoor pool. For guests who plan a longer stay, the breakfast menu changes every morning. One day might be a breakfast box and the next day, you will find yourself waking up to the sweet smell of freshly baked muffins. This plus the romantic views of Annapolis’ nearby waterfront makes the hotel perfect for a romantic getaway.
Hampton Inn & Suites Annapolis
4.01 km (2.5 mi) from Maryland Renaissance Festival
7. Sonesta ES Suites Annapolis (from USD 77)
Sonesta ES Suites Annapolis entices its guests to stay longer in their spacious suites, complete with a living room, work desk, and kitchen equipped with a microwave and a dishwasher. Some suites even have a fireplace! They also have an outdoor pool fenced for guests’ security. To top it all off, the longer you stay at the hotel, the lesser you pay. This makes the hotel great for families or travelers who wish to stay longer in an apartment-like suite, and are conscious about saving some pennies.
Sonesta ES Suites Annapolis
4.15 km (2.6 mi) from Maryland Renaissance Festival
8. DoubleTree by Hilton Hotel Annapolis (from USD 154)
Always thinking about guests’ convenience, DoubleTree by Hilton Hotel Annapolis offers stay-in guests free shuttle service for destinations within a 5 mi (8 km) radius. This gives lucky guests free transportation to Annapolis’ top destinations like the US Naval Academy, Annapolis Harbour Center, and Annapolis City Dock. But if you want to splash into the water as soon as you can, look no further as the hotel also has an Olympic-sized pool with a refreshing view of the greenery outdoors.
DoubleTree by Hilton Hotel Annapolis
3.8 km (2.4 mi) from Maryland Renaissance Festival
9. Best Western Annapolis (from USD 111)
Varied and well-maintained complimentary breakfast with healthy options.
Reasonable pricing for clean, modern rooms and great value amenities.
Conveniently located near stores and restaurants, but some rooms may face highway noise.
Impressive breakfast spread, clean pool, and well-maintained common areas.
Anybody who goes to the sailing capital undeniably wants to get closer to the water. Best Western Annapolis provides you with easy access to the Annapolis waterfront at less than a 15-minute drive. Driving isn’t necessary, though: If you wish to enjoy the water at the hotel’s seasonal outdoor pool, it is available from Memorial Day to Labor Day which is May 31st to 6th of September this year.
Best Western Annapolis
3.74 km (2.4 mi) from Maryland Renaissance Festival
10. Courtyard by Marriott Annapolis (from USD 181)
Limited on-site dining options, but nearby dining choices available.
Competitively priced with free parking, but additional costs for breakfast and WiFi.
Convenient central location with easy access to downtown and attractions like Quiet Waters Park.
Spacious, newly renovated rooms, but limited facilities due to ongoing renovations.
Courtyard by Marriot’s indoor pool has a clear roof so you can stare at the bright blue sky as you enjoy the water. The fireplace in the lobby and the outdoor patio make the hotel enticing for couples who wish to have a quiet stay. In fact, it’s great for senior couples as the hotel offers discounts for ages 62 and up. After all, fun and enjoyment don’t have an age limit.
Courtyard by Marriott Annapolis
3.83 km (2.4 mi) from Maryland Renaissance Festival
Enjoy the water
You don’t have to be Ariel, the “Little Mermaid”, to be part of a world surrounded by water. Just come to Annapolis in Maryland and see water everywhere, whether it be at the Chesapeake Bay or the pool in your chosen hotel.
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