Top Hotels with Swimming Pools in St. Michaels

Q: What are some accommodation options with pools in St. Michaels?

Inn at Perry Cabin : Features a full-service spa, an outdoor pool and 2 bars. St Michaels Inn : Offers daily, a seasonal outdoor pool and free self parking. The Wildset : Offers kitchens, a communal pool and televisions. Parsonage Inn : Hotel located near U.S. Naval Academy. Features free self parking, an indoor pool and complimentary wireless Internet access. Graduate by Hilton Annapolis : Features buffet, a seasonal outdoor pool and complimentary wireless Internet access.

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Our top choices for St. Michaels hotels with a pool

George Brooks House B&B

St. Michaels

Splash into Victorian charm at this B&B's outdoor pool, where sun-drenched relaxation meets historic elegance.

includes taxes & fees

8 Apr - 9 Apr

Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas

St Michaels Inn

St. Michaels

Seasonal outdoor pool retreat with plush loungers makes summer days in St. Michaels extra delightful.

includes taxes & fees

14 Apr - 15 Apr

Parsonage Inn

Downtown St. Michaels

Splash into luxury at this B&B near St. Michaels Winery, with access to a nearby pool for sun-soaked afternoons.

includes taxes & fees

8 Apr - 9 Apr

Inn at Perry Cabin

Downtown St. Michaels

Splash into blissful leisure at this waterfront pool paradise with golf, tennis, and spa.

includes taxes & fees

23 Apr - 24 Apr

Kent Island Resort

Stevensville

Victorian pool retreat with sun loungers and umbrellas by Chesapeake Bay Bridge.

includes taxes & fees

16 Apr - 17 Apr

Best Western Plus Easton Inn & Suites

Easton

Make a splash at this family-friendly hotel with an indoor pool that welcomes guests year-round.

includes taxes & fees

8 Apr - 9 Apr

Wylder Tilghman Island

Tilghman

Riverside relaxation awaits with a seasonal outdoor pool, private beach, and sauna.

includes taxes & fees

27 Apr - 28 Apr

Knapps Narrows Marina & Inn

Sherwood

Seaside swimming haven at marina hotel offers poolside relaxation and boat adventures.

includes taxes & fees

8 Apr - 9 Apr

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Choose what matters most at hotels with a pool in St. Michaels

Breakfast included

Hot tub

Top St. Michaels Hotel Reviews

Crowne Plaza Annapolis by IHG

6/10 Okay

"Would have been nice to know when booking (or in advance) that the jacuzzi was out of service. I was looking forward to that. For the name sake, there was nothing special about this hotel. Would have been nice to have an included breakfast for the price."

Country Inn & Suites by Radisson, Annapolis, MD

8/10 Good

"I enjoyed my stay. The staff was friendly and the room was clean. The breakfast provided had a great variety. The only draw back was the pool hours. I didn’t get to enjoy it as the two days I was there it was closed one day and the other day I was out exploring the area and DC so by time I came back it was already closed. "

Inn at Perry Cabin

8/10 Good

"Disappointing. The hotel is lovely but the staff are in training mode and don’t get things quite right. They didn’t tell us there was an Easter brunch so we missed breakfast on Sunday as they had booked out the dining room and everything in town was already full. The food was nice but relatively expensive. When it rains there is nowhere to sit that is not the room or the pub. The pool despite being advertised was not yet open for the season which was of the main reasons we chose the hotel. "

Frequently asked questions

What are some accommodation options with pools in St. Michaels?

Inn at Perry Cabin: Features a full-service spa, an outdoor pool and 2 bars. St Michaels Inn: Offers daily, a seasonal outdoor pool and free self parking. The Wildset: Offers kitchens, a communal pool and televisions. Parsonage Inn: Hotel located near U.S. Naval Academy. Features free self parking, an indoor pool and complimentary wireless Internet access. Graduate by Hilton Annapolis: Features buffet, a seasonal outdoor pool and complimentary wireless Internet access.

What is there to see and do in St. Michaels?

Make a point to visit attractions such as Church Cove Park and Chesapeake Bay Maritime Museum. Discover sights such as St. Michaels Marina, St. Michaels Winery and Saint Michaels Village during your stay. The seafood restaurants, historic landmarks and shopping are just some of the things to enjoy while you're in the area.

When is the best time to book a hotel with a pool in St. Michaels?

You may want to consider accommodation that has an outdoor pool if you'll be visiting St. Michaels in the warmest months of July, August or June, when the average temperature is 24°C. Accommodation with an indoor pool may be what you want if you come to town during the coldest months of January, February or December, when the average temp is 5°C.

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Our top choices for St. Michaels hotels with a pool

George Brooks House B&B

St Michaels Inn

Parsonage Inn

Inn at Perry Cabin

Kent Island Resort

Best Western Plus Easton Inn & Suites

Wylder Tilghman Island

Knapps Narrows Marina & Inn

Anchored Inn at Hidden Harbour Marina

Holiday Inn Express Annapolis East-Kent Island by IHG

Choose what matters most at hotels with a pool in St. Michaels

Top St. Michaels Hotel Reviews

Crowne Plaza Annapolis by IHG

Sonesta ES Suites Annapolis

Country Inn & Suites by Radisson, Annapolis, MD

The Westin Annapolis

Hyatt Regency Chesapeake Bay

SpringHill Suites by Marriott Annapolis

DoubleTree by Hilton Hotel Annapolis

Graduate by Hilton Annapolis

Inn at Perry Cabin

Frequently asked questions

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