Hotels with Swimming Pool, St. Michaels Maryland

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

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

The Chesapeake Bay Maritime Museum in Saint Michaels, Maryland, features the Hooper Strait Lighthouse, built in 1879

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Our top choices for St. Michaels hotels with a pool

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.

P6,448 total

includes taxes & fees

Mar 8 - Mar 9

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.

P9,607 total

includes taxes & fees

Mar 9 - Mar 10

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.

P10,961 total

includes taxes & fees

Mar 16 - Mar 17

Inn at Perry Cabin

Downtown St. Michaels

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

P23,889 total

includes taxes & fees

Mar 8 - Mar 9

Knapps Narrows Marina & Inn

Sherwood

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

P5,803 total

includes taxes & fees

Mar 8 - Mar 9

The Tilghman Island Inn

Tilghman

Seasonal waterfront escape with outdoor pool, bicycle rentals, and private island charm.

P10,316 total

includes taxes & fees

Mar 8 - Mar 9

Anchored Inn at Hidden Harbour Marina

Deale

Pool paradise meets scenic marina views for a refreshing escape on the water.

P10,164 total

includes taxes & fees

Mar 8 - Mar 9

Best Western Kent Narrows Inn

Grasonville

Aquatic bliss awaits at this central hotel, with a rejuvenating indoor pool and hot tub sanctuary.

P6,115 total

includes taxes & fees

Mar 9 - Mar 10

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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

10/10 Excellent

"So clean and smells so fresh! Great hot shower. Really clean and comfortable bed. Worth the money"

Rod 'N' Reel Resort

10/10 Excellent

"The entire building was clean, and comfortable. The room was decorated well and had a comfortable atmosphere. It’s just a little confusing when checking in, you have to go inside and then into another building. Maybe there could be a sign pointing to the entrance where you have to go to check in. "

Frequently asked questions

What are some accommodations with pools in St. Michaels?

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

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

Make a point to visit attractions like 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 an accommodation with an outdoor swimming pool if you plan to visit St. Michaels in the warmest months of July, August, or June when the average temperature is 75°F. Lodging with an indoor pool may be what you want if you are visiting during the coldest months of January, February, or December when the average temp is 41°F.

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