
Find Hotels with a Pool in St. Michaels, MD
- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Check availability on St. Michaels Hotels with a Pool
Tonight
25 Aug - 26 AugTomorrow
26 Aug - 27 AugThis weekend
28 Aug - 30 AugNext weekend
4 Sep - 6 SepOur 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.
SAR 304
SAR 335 total
includes taxes & fees
31 Aug - 1 Sep




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.
SAR 1,597
SAR 1,757 total
includes taxes & fees
7 Sep - 8 Sep




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.
SAR 794
SAR 874 total
includes taxes & fees
26 Aug - 27 Aug




4. Knapps Narrows Marina & Inn
Knapps Narrows Marina & InnSherwood
- Seaside swimming haven at marina hotel offers poolside relaxation and boat adventures.
SAR 563
SAR 620 total
includes taxes & fees
26 Aug - 27 Aug




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.
SAR 522
SAR 574 total
includes taxes & fees
30 Aug - 31 Aug




6. The Tilghman Island Inn
The Tilghman Island InnTilghman
- Seasonal waterfront escape with outdoor pool, bicycle rentals, and private island charm.
SAR 770
SAR 847 total
includes taxes & fees
26 Aug - 27 Aug




7. Quality Inn
Quality InnEaston
- Dive into summer bliss at this quality hotel featuring a seasonal outdoor pool and fitness center.
SAR 389
SAR 428 total
includes taxes & fees
27 Aug - 28 Aug




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.
SAR 477
SAR 529 total
includes taxes & fees
1 Sep - 2 Sep
View all properties
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."
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."
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."







