Find Hotels with a Pool in St. Michaels, MD
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Sep 4 - Sep 6Next weekend
Sep 11 - Sep 13Our 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.
￥13,892
￥15,280 total
includes taxes & fees
Sep 7 - Sep 8
2. 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.
￥33,796
￥37,176 total
includes taxes & fees
Sep 7 - Sep 8
3. Inn at Perry Cabin
Inn at Perry CabinDowntown St. Michaels
- Splash into blissful leisure at this waterfront pool paradise with golf, tennis, and spa.
￥103,816
￥114,198 total
includes taxes & fees
Sep 16 - Sep 17
4. Knapps Narrows Marina & Inn
Knapps Narrows Marina & InnSherwood
- Seaside swimming haven at marina hotel offers poolside relaxation and boat adventures.
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.
￥20,667
￥22,734 total
includes taxes & fees
Sep 27 - Sep 28
6. 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.
￥20,293
￥22,525 total
includes taxes & fees
Sep 7 - Sep 8
7. Fairfield Inn & Suites by Marriott Easton
Fairfield Inn & Suites by Marriott EastonEaston
- Dive into saltwater serenity at this Easton hotel with indoor pool and shuttle service.
￥21,652
￥23,817 total
includes taxes & fees
Sep 6 - Sep 7
8. The Tilghman Island Inn
The Tilghman Island InnTilghman
- Seasonal waterfront escape with outdoor pool, bicycle rentals, and private island charm.
￥32,843
￥36,127 total
includes taxes & fees
Sep 3 - Sep 4
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Top St. Michaels Hotel Reviews
DoubleTree by Hilton Hotel Annapolis
10/10 Excellent
"Let's start with the positives. The hotel is in a great location, and the staff was friendly and welcoming. Having a restaurant and bar inside the hotel was definitely a plus. The complimentary cookies and water upon arrival were a nice touch. The cookies were served warm and baked on-site. I'm usually not a big cookie person, but these cookies were so good. Now for the negatives. The pool was closed on the day we checked in due to cleaning. The following day, the opening was delayed. When my group and I finally got the chance to use the pool, we noticed that it wasn't very clean. Around noon, we were asked to leave the pool because it was being closed for an hour for additional cleaning. Honestly, the pool should have been thoroughly cleaned before it opened to guests."
Rod 'N' Reel Resort
8/10 Good
"Resort was clean. Thought resort would have microwave in room. Was looking for more adult activities."
Country Inn & Suites by Radisson, Annapolis, MD
10/10 Excellent
"Very good"
St Michaels Inn
10/10 Excellent
"There were a couple of minor details with the room but not enough to dissuade me from staying here again. Ginny on the front desk was a joy."
Inn at Perry Cabin
10/10 Excellent
"All staff were very pleasant, engaged, and helpful. Everyone seems to genuinely care about making the experience memorable. The property, setting, grounds, and amenities are beautiful and well-maintained."
Courtyard by Marriott Annapolis
10/10 Excellent
"Clean room and staff was very courteous."
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."