
Find Hotels with a Pool in St. Michaels, MD
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Check availability on St. Michaels Hotels with a Pool
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Aug 25 - Aug 26Tomorrow
Aug 26 - Aug 27This weekend
Aug 28 - Aug 30Next weekend
Sep 4 - Sep 6Our top choices for St. Michaels hotels with a pool




1. St Michaels Inn
St Michaels InnSt. Michaels
- Seasonal outdoor pool retreat with plush loungers makes summer days in St. Michaels extra delightful.
NT$2,839
NT$3,123 total
includes taxes & fees
Aug 31 - Sep 1




2. Inn at Perry Cabin
Inn at Perry CabinDowntown St. Michaels
- Splash into blissful leisure at this waterfront pool paradise with golf, tennis, and spa.
NT$14,168
NT$15,584 total
includes taxes & fees
Sep 7 - Sep 8




3. George Brooks House B&B
George Brooks House B&BSt. Michaels
- Splash into Victorian charm at this B&B's outdoor pool, where sun-drenched relaxation meets historic elegance.
NT$6,738
NT$7,412 total
includes taxes & fees
Aug 27 - Aug 28




4. Knapps Narrows Marina & Inn
Knapps Narrows Marina & InnSherwood
- Seaside swimming haven at marina hotel offers poolside relaxation and boat adventures.
NT$4,779
NT$5,257 total
includes taxes & fees
Aug 27 - Aug 28




5. Best Western Plus Easton Inn & Suites
Best Western Plus Easton Inn & SuitesEaston
- Make a splash at this family-friendly hotel with an indoor pool that welcomes guests year-round.
NT$4,428
NT$4,871 total
includes taxes & fees
Aug 26 - Aug 27




6. The Tilghman Island Inn
The Tilghman Island InnTilghman
- Seasonal waterfront escape with outdoor pool, bicycle rentals, and private island charm.
NT$6,531
NT$7,184 total
includes taxes & fees
Aug 26 - Aug 27




7. Quality Inn
Quality InnEaston
- Dive into summer bliss at this quality hotel featuring a seasonal outdoor pool and fitness center.
NT$3,473
NT$3,820 total
includes taxes & fees
Aug 26 - Aug 27




8. Holiday Inn Express Annapolis East-Kent Island by IHG
Holiday Inn Express Annapolis East-Kent Island by IHGGrasonville
- Splashy pool escapes by the bay; seasonal swimming paradise with sun-soaked loungers.
NT$3,759
NT$4,173 total
includes taxes & fees
Sep 1 - Sep 2
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Top St. Michaels Hotel Reviews
Rod 'N' Reel Resort
10/10 Excellent
"The staff were kind and welcoming. Wonderful experience!"
Crowne Plaza Annapolis by IHG
8/10 Good
"I wish I could give half stars because this place is really a 4.5 stars. First off this place was great, it is everything you need for a hotel. Great prices, friendly staff, very clean, very nice hotel. Why I gave it 4 stars? The coffee machine was down for our first night, the jacuzzi was down for maintenance, the wifi went for maintenance lol so it was a little much but I know you can't always control those things. Another small thing, I also wish the TV's were smart TV's and I wish the rooms came with a microwave. Overall great hotel, would stay here again."
The Westin Annapolis
10/10 Excellent
"The beds were so comfortable"
St Michaels Inn
10/10 Excellent
"Room was clean, staff was great. They should have notified in advance or had on line about all the construction and pool being closed."
Country Inn & Suites by Radisson, Annapolis, MD
8/10 Good
"There wasn’t a fan in the bathroom. Very good location in Annapolis."
Courtyard by Marriott Annapolis
10/10 Excellent
"Clean room and staff was very courteous."
Hyatt Regency Chesapeake Bay
10/10 Excellent
"Excellent well-maintained rooms with new ceiling fan. Summer amenities are geared to families and include mini golf, multiple pools indoors & outdoors, day spa, convenience shop with coffee , pool tables (although not as well maintained as other areas of the property), walking paths, and a regulationgolf course. Families can be quite boisterous; we will opt for calmer winter months in future."
George Brooks House B&B
8/10 Good
"We enjoyed our stay but found a few things that could have been better. Our host (Will) was not present the first day and most likely did not know the coffee and tea bar had sour milk and no sugar. I took it upon myself to rummage around and find these things but I would have liked it better if they were there. Also, we had a scrap of toilet paper in our room and no refills so I had to find that as well. Small things but not a good first impression. Otherwise, the room was very comfortable, the pool was great and the breakfast was delicious."
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