TOP Hotels with Swimming Pool in Annapolis, MD for 2026

Q: What are some accommodation options with pools in Annapolis?

Country Inn & Suites by Radisson, Annapolis, MD : Features buffet, an indoor pool and free self parking. Best Western Annapolis : Offers daily, a pool and free self parking.

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 Annapolis Hotels with Swimming Pool

Tonight

Tomorrow

Next weekend

In two weeks

Our top choices for Annapolis hotels with a pool

Outdoor pool, open 9:00 AM to 10:00 PM, pool loungers

Hilton Garden Inn Annapolis

Annapolis

Lounge by the pristine outdoor pool at this hotel, where peaceful relaxation meets exceptional service and modern fitness options.

₹10,404 total

includes taxes & fees

5 Jul - 6 Jul

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.

₹12,259 total

includes taxes & fees

22 Jun - 23 Jun

Crowne Plaza Annapolis by IHG

Annapolis

Indoor aquatic retreat offers year-round poolside luxury in Annapolis near shopping and dining.

₹11,829 total

includes taxes & fees

5 Jul - 6 Jul

Sonesta ES Suites Annapolis

Edgewater

Dive into summer fun at this Annapolis hotel with a seasonal outdoor pool and fitness centre.

₹13,657 total

includes taxes & fees

5 Jul - 6 Jul

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.

₹12,259 total

includes taxes & fees

13 Jul - 14 Jul

The Westin Annapolis

Annapolis

Aquatic serenity awaits at this urban hotel with a refreshing indoor pool and full-service spa.

₹21,400 total

includes taxes & fees

5 Jul - 6 Jul

Hampton Inn & Suites Annapolis

Annapolis

Dive into poolside bliss at this hotel where summer sunshine meets relaxation.

₹12,706 total

includes taxes & fees

6 Jul - 7 Jul

SpringHill Suites by Marriott Annapolis

Annapolis

Splash into serenity with a revitalising indoor pool escape at this newly remodeled Annapolis hotel.

₹14,410 total

includes taxes & fees

5 Jul - 6 Jul

View all properties

Choose what matters most at hotels with a pool in Annapolis

Breakfast included

Hot tub

Hotels with pools and free breakfast in Annapolis

Country Inn & Suites by Radisson, Annapolis, MD

Annapolis

₹12,259 total

includes taxes & fees

22 Jun - 23 Jun

SpringHill Suites by Marriott Annapolis

Annapolis

₹14,410 total

includes taxes & fees

5 Jul - 6 Jul

View all properties

Top Annapolis Hotel Reviews

Crowne Plaza Annapolis by IHG

10/10 Excellent

"It was our first time in the area so this hotel made the experience great all around. Everything was clean, the food was super good too! We ate breakfast two days in a row and ordered dinner and all meals were hot, fresh and delicious. The area where the hotel is at is convenient but it seems the gps isn’t the best for getting around as our transportation from the airport got lost and we had uber drivers get lost as well, but we walked across the street to the mall twice and it’s fairly quick and easy to get to and there are a good amount of restaurants near by"