Title: The Best Hotels with a Pool in Annapolis from $84 in 2026 | Expedia.com [Annapolis Travel Guide](https://expedia.com/Annapolis.dx6282465)[Hotels in Annapolis](https://expedia.com/Annapolis-Hotels.d6282465.Travel-Guide-Hotels)[Vacation Rentals in Annapolis](https://expedia.com/Annapolis-Vacation-Rentals.d6282465.Travel-Guide-VacationRentals)[Flights to Annapolis](https://expedia.com/Cheap-Flights-To-Annapolis.d6282465.Travel-Guide-Flights)[Car Rentals in Annapolis](https://expedia.com/Car-Rentals-In-Annapolis.d6282465.Car-Rental-Guide)[Annapolis Vacation Packages](https://expedia.com/Annapolis.d6282465.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Upfront pricing Our total price for your stay includes taxes and fees - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save 10% or more on over 100,000 hotels worldwide with Member Prices [Learn about One Key](https://www.expedia.com/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Annapolis Hotels with a Pool Tonight [Feb 25 - Feb 26](https://www.expedia.com/Hotel-Search?regionId=6282465&startDate=2026-02-25&endDate=2026-02-26&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 26 - Feb 27](https://www.expedia.com/Hotel-Search?regionId=6282465&startDate=2026-02-26&endDate=2026-02-27&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Feb 27 - Mar 1](https://www.expedia.com/Hotel-Search?regionId=6282465&startDate=2026-02-27&endDate=2026-03-01&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 6 - Mar 8](https://www.expedia.com/Hotel-Search?regionId=6282465&startDate=2026-03-06&endDate=2026-03-08&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Annapolis hotels with a pool ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/60000/60000/59960/1e17c979.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/60000/60000/59960/5f391186.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/1000000/60000/60000/59960/db122c9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/1000000/60000/60000/59960/765df2ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Madison Inn Lodge [](https://www.expedia.com/Farmington-Hotels-Madison-Inn-Lodge.h59960.Hotel-Information) Fredericktown 7.6/10 Good (297 reviews) - A seasonal outdoor pool awaits at this tranquil Madison escape with terrace views. $77 nightly $84 total Feb 26 - Feb 27 Total with taxes and fees [](https://www.expedia.com/Farmington-Hotels-Madison-Inn-Lodge.h59960.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/13000000/12490000/12489600/12489555/fd23ac64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, blackout drapes, rollaway beds, free WiFi](https://images.trvl-media.com/lodging/13000000/12490000/12489600/12489555/c8c9ecf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, blackout drapes, rollaway beds, free WiFi](https://images.trvl-media.com/lodging/13000000/12490000/12489600/12489555/72dcdb56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/13000000/12490000/12489600/12489555/2af66ba5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fort Davidson Hotel [](https://www.expedia.com/Farmington-Hotels-Fort-Davidson-Hotel.h12489555.Hotel-Information) Ironton 9.2/10 Wonderful (175 reviews) - Dive into scenic pool days at Fort Davidson hotel with plush loungers for ultimate relaxation. $120 nightly $131 total Feb 26 - Feb 27 Total with taxes and fees [](https://www.expedia.com/Farmington-Hotels-Fort-Davidson-Hotel.h12489555.Hotel-Information) ![1 bedroom, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/106000000/105790000/105790000/105789927/b5551dec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer, towels, soap, shampoo](https://images.trvl-media.com/lodging/106000000/105790000/105790000/105789927/f6efa042.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105790000/105790000/105789927/85b01dbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/106000000/105790000/105790000/105789927/da6816e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain View at Pickle & Perk [](https://www.expedia.com/Ironton-Hotels-Mountain-View-At-Pickle-Perk.h105789927.Hotel-Information) Ironton 10/10 Exceptional (19 reviews) $182 nightly $191 total Feb 26 - Feb 27 Total with taxes and fees [](https://www.expedia.com/Ironton-Hotels-Mountain-View-At-Pickle-Perk.h105789927.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/104000000/103570000/103560600/103560569/f0355a58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/104000000/103570000/103560600/103560569/b46bcf1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103570000/103560600/103560569/a3a6f245.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, table tennis, computer monitors](https://images.trvl-media.com/lodging/104000000/103570000/103560600/103560569/f9c168b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pickleball Cafe & Micro Hotel [](https://www.expedia.com/Ironton-Hotels-Pickleball-Cafe-The-Courtyard-Suite.h103560569.Hotel-Information) Ironton 10/10 Exceptional (21 reviews) $197 nightly $208 total Feb 26 - Feb 27 Total with taxes and fees [](https://www.expedia.com/Ironton-Hotels-Pickleball-Cafe-The-Courtyard-Suite.h103560569.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/94000000/93460000/93451700/93451678/w1024h456x0y114-965b8356.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/94000000/93460000/93451700/93451678/ef228465.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/94000000/93460000/93451700/93451678/0ff84ec2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/94000000/93460000/93451700/93451678/3e1481a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AV Bungalows #8 [](https://www.expedia.com/Arcadia-Hotels-AV-Bungalows-8.h93451678.Hotel-Information) Arcadia $176 nightly $190 total Feb 26 - Feb 27 Total with taxes and fees [](https://www.expedia.com/Arcadia-Hotels-AV-Bungalows-8.h93451678.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/122000000/121090000/121081100/121081093/4f3893e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/122000000/121090000/121081100/121081093/0a28d65c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/122000000/121090000/121081100/121081093/03eaa494.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, travel crib, free WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121090000/121081100/121081093/e76e95f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 2-bedroom country mobile home with game room, hot tub, seasonal pool [](https://www.expedia.com/Fredericktown-Hotels-Charming-2-Bedroom-Country-Mobile-Home-With-Game-Room.h121081093.Hotel-Information) Fredericktown $315 nightly $315 total Feb 26 - Feb 27 Total with taxes and fees [](https://www.expedia.com/Fredericktown-Hotels-Charming-2-Bedroom-Country-Mobile-Home-With-Game-Room.h121081093.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/71000000/70560000/70553000/70552948/5d7f6a2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![DVD player](https://images.trvl-media.com/lodging/71000000/70560000/70553000/70552948/eab270de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/71000000/70560000/70553000/70552948/0be52867.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/71000000/70560000/70553000/70552948/fe0b9417.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bluebird Meadows W/hot Tub and Pool Special [](https://www.expedia.com/Park-Hills-Hotels-Farmhouse.h70552948.Hotel-Information) Park Hills 10/10 Exceptional (2 reviews) - Serene outdoor pool nestled in peaceful rural landscape beckons guests for stargazing swims and countryside relaxation. $489 nightly $489 total Feb 26 - Feb 27 Total with taxes and fees [](https://www.expedia.com/Park-Hills-Hotels-Farmhouse.h70552948.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/94000000/93460000/93451500/93451442/w1024h454x0y115-1a728c84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/94000000/93460000/93451500/93451442/192c38b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/94000000/93460000/93451500/93451442/9a7f3954.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/94000000/93460000/93451500/93451442/1ef530dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AV Bungalows #4 [](https://www.expedia.com/Arcadia-Hotels-AV-Bungalows-4.h93451442.Hotel-Information) Arcadia 10/10 Exceptional (3 reviews) $179 nightly $193 total Feb 26 - Feb 27 Total with taxes and fees [](https://www.expedia.com/Arcadia-Hotels-AV-Bungalows-4.h93451442.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/94000000/93460000/93451500/93451447/w1024h456x0y114-7a6cf478.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/94000000/93460000/93451500/93451447/573d99fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/94000000/93460000/93451500/93451447/35c3ccc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/94000000/93460000/93451500/93451447/9fce868e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AV Bungalows #6 [](https://www.expedia.com/Arcadia-Hotels-AV-Bungalows-6.h93451447.Hotel-Information) Arcadia 10/10 Exceptional (1 review) $191 nightly $205 total Feb 26 - Feb 27 Total with taxes and fees [](https://www.expedia.com/Arcadia-Hotels-AV-Bungalows-6.h93451447.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/94000000/93460000/93451500/93451437/w1024h456x0y113-8da21c86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/94000000/93460000/93451500/93451437/w1024h457x0y114-17c92b36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/94000000/93460000/93451500/93451437/w1024h508x0y79-c1853d3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/94000000/93460000/93451500/93451437/w1018h492x0y95-681ce1b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AV Bungalows #2 [](https://www.expedia.com/Arcadia-Hotels-AV-Bungalows-2.h93451437.Hotel-Information) Arcadia $226 nightly $243 total Feb 26 - Feb 27 Total with taxes and fees [](https://www.expedia.com/Arcadia-Hotels-AV-Bungalows-2.h93451437.Hotel-Information) 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](https://expedia.com/Hotel-Search?startDate=2026-03-11&endDate=2026-03-12®ionId=6282465&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Choose what matters most at hotels with a pool in Annapolis Breakfast included 4 stars Ocean view 5 stars Hot tub ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=AFFINITY_SPRING_PROMO_6282465) ## Top Annapolis Hotel Reviews ![Madison Inn Lodge](https://images.trvl-media.com/lodging/1000000/60000/60000/59960/987f0635_y.jpg) ### Madison Inn Lodge 10/10 Excellent "Clean room. Friendly staff " [](https://expedia.com/Farmington-Hotels-Madison-Inn-Lodge.h59960.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Annapolis? ### What is there to see and do in Annapolis? ### When is the best time to book a hotel with a pool in Annapolis? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - [Hotels near Walnut Hollow Lake ](https://www.expedia.com/Walnut-Hollow-Lake-Hotels.0-l6282503-0.Travel-Guide-Filter-Hotels) - [Hotels near K Bridge Recreation Area ](https://www.expedia.com/K-Bridge-Recreation-Area-Hotels.0-l6282501-0.Travel-Guide-Filter-Hotels) - [Hotels near Crane Lake Recreation Area ](https://www.expedia.com/Crane-Lake-Recreation-Area-Hotels.0-l6282499-0.Travel-Guide-Filter-Hotels) - [Des Arc Hotels ](https://www.expedia.com/Des-Arc-Hotels.d553248634983251690.Travel-Guide-Hotels) - [Cabin Rentals in Lesterville ](https://www.expedia.com/Lesterville-Cabins.d3000445174-aaCabins.Travel-Guide-Accommodation) - 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