Find Hotels with a Pool in St. Michaels, MD
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Aug 28 - Aug 30Our 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.
₩123,760
₩136,137 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.
₩593,291
₩652,620 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.
₩293,774
₩323,151 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.
₩208,350
₩229,185 total
includes taxes & fees
Aug 25 - Aug 26
5. The Tilghman Island Inn
The Tilghman Island InnTilghman
- Seasonal waterfront escape with outdoor pool, bicycle rentals, and private island charm.
₩312,525
₩343,778 total
includes taxes & fees
Aug 25 - Aug 26
6. 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.
₩193,071
₩212,378 total
includes taxes & fees
Aug 24 - Aug 25
7. Quality Inn
Quality InnEaston
- Dive into summer bliss at this quality hotel featuring a seasonal outdoor pool and fitness center.
₩157,026
₩172,729 total
includes taxes & fees
Aug 23 - Aug 24
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.
₩176,403
₩195,807 total
includes taxes & fees
Sep 1 - Sep 2
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Top St. Michaels Hotel Reviews
Crowne Plaza Annapolis by IHG
10/10 Excellent
"Rooms where clean, staff was nice"
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."
Courtyard by Marriott Annapolis
10/10 Excellent
"Perfectly decent hotel for overnight stay during roadtrip."
Inn at Perry Cabin
10/10 Excellent
"Amazing experience highly recommend"
Country Inn & Suites by Radisson, Annapolis, MD
10/10 Excellent
"Breakfast bacon was inedible, but breakfast otherwise substantial."