Hotels with Pool & Resorts in Annapolis

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Best Annapolis Hotels with Pool

Madison Inn Lodge

2.5 star property
7.6 out of 10, Good, (282)
"We stay here every year while in town visiting our family and we absolutely adore the hotel. The staff are very kind and helpful, the room always has everything we need for the week, the
pool
is beautiful and so relaxing. I love the area, and the rooms seem to be recently updated as well. Can’t recommend this hotel enough whether you’re just coming through town or needing a place to stay near family!"
Cheyenne
The price is NZ$156
includes taxes & fees
1 Aug - 2 Aug
Madison Inn Lodge

Fort Davidson Hotel

2.5 star property
9.2 out of 10, Wonderful, (165)
"Clean, comfortable, very friendly staff.
Pool
area was really nice. Love the location right next to the Fort Davidson historic site! "
Andrew
The price is NZ$240
includes taxes & fees
6 Aug - 7 Aug
Fort Davidson Hotel

Mountain View at Pickle & Perk

2.5 star property
10.0 out of 10, Exceptional, (9)
"These owners were very friendly, hospitable and supportive of the local community. Despite being off season and on a Sunday, they offered to open the coffeehouse and make us a drink and chatted for a good 15 minutes! The mountain view suite was a great pick for us and had quite few amenities, on top of being clean, stylish and comfortable without fussiness. Looking forward to a return trip! "
chris s.
The price is NZ$321
includes taxes & fees
30 July - 31 July
Mountain View at Pickle & Perk

Pickleball Cafe & Micro Hotel

10.0 out of 10, Exceptional, (14)
"We really enjoyed our stay! The room was beautiful and the courtyard area is so cozy and comfortable. We loved playing pickleball and the food was wonderful. The owners are the nicest and most accommodating people! We really enjoyed this place and can’t say enough good about it. "
Leah H.
The price is NZ$311
includes taxes & fees
30 July - 31 July
Pickleball Cafe & Micro Hotel

Bluebird Meadows W/hot Tub and Pool Special

10.0 out of 10, Exceptional, (2)
"We thoroughly enjoyed our time at this lovely house! My husband had plenty of space to write, I made full use of the well-equipped kitchen, we enjoyed exploring the walking trails and befriending the animals, and we savored our time in the hot tub. The location is fabulous: peaceful, great star viewing, and close to lots of hiking locales. We are already thinking about booking again next year!"
Deborah F.
The price is NZ$819
includes taxes & fees
4 Aug - 5 Aug
Bluebird Meadows W/hot Tub and Pool Special
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.

Top Annapolis Hotel Reviews

Frequently asked questions

What are some accommodation options with pools in Annapolis?
Make your reservation fast as inquiries are coming in daily.: Offers continental, a seasonal outdoor pool and free self parking.
What is there to see and do in Annapolis?
The picturesque setting of K Bridge Recreation Area and Mark Twain National Forest showcase the area's natural beauty. Discover sights such as Taum Sauk Mountain State Park, Walnut Hollow Lake and Ketcherside Mountain Conservation Area during your stay.
When is the best time to book a hotel with a pool in Annapolis?
You may want to consider a place to stay that offers an outdoor pool if you'll be visiting Annapolis in the warmest months of July, August or June, when the average temp is 24°C. Accommodation with an indoor pool may be the way to go if you visit during the coldest months of January, February or December, when the average temperature is 4°C.