🏊 Top 10 St. Michaels Hotels with Swimming Pool

Q: What are some accommodation options 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 : Offers free self parking, an outdoor pool and complimentary wireless Internet access. George Brooks House B&B : Features kitchens, a communal pool and televisions.

Check availability on St. Michaels Hotels with Swimming Pools

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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.

RM448 total

includes taxes & fees

8 Jul - 9 Jul

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.

RM917 total

includes taxes & fees

29 Jun - 30 Jun

Inn at Perry Cabin

Downtown St. Michaels

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

RM2,935 total

includes taxes & fees

26 Jul - 27 Jul

Outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas, pool loungers

Kent Island Resort

Stevensville

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

RM843 total

includes taxes & fees

30 Jun - 1 Jul

Knapps Narrows Marina & Inn

Sherwood

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

RM679 total

includes taxes & fees

28 Jun - 29 Jun

Indoor pool, seasonal outdoor pool, pool cabanas (surcharge)

Rod 'N' Reel Resort

Chesapeake Beach

Dive into beachside bliss with two stunning pools, cabanas, and marina views at this coastal resort.

RM814 total

includes taxes & fees

5 Jul - 6 Jul

Inn at Huntingfield Creek

Rock Hall

Waterfront escape with a sun-drenched outdoor pool and spa services at this peaceful bed and breakfast retreat.

RM808 total

includes taxes & fees

8 Jul - 9 Jul

The Tilghman Island Inn

Tilghman

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

RM1,019 total

includes taxes & fees

29 Jun - 30 Jun

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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

DoubleTree by Hilton Hotel Annapolis

8/10 Good

"It would have been nice to have a heated indoor pool and jacuzzi. The food was excellent. The staff was excellent. I found the room to be too small."

St Michaels Inn

8/10 Good

"it's a motel, while it was clean, you get what you pay for - the sink is outside of the bathroom, which is very old school, but it was all clean - everything worked and it was stocked well with soaps and toilet paper and a hair dryer (I didn't use). It's cheap! Better than driving home 1.5 after a day in STM of shopping, drinking, eating and drinking some more!"

Sonesta ES Suites Annapolis

8/10 Good

"Great breakfast, nice pool and fire pit. We were on 1st floor. Condo was nice, but could hear a lot from condo above us. A lot of people smoking pot on property too. Pool area needs someone to go in there and clean debris around fence line and I think they should upgrade the pool towels."

Country Inn & Suites by Radisson, Annapolis, MD

10/10 Excellent

"Very nice room -- really a suite with two rooms, a closing door between them, and two work-ready desks. Our only complaint was noise. The building seemed to rattle and roll at the slightest provocation: the AC fan was very noisy, we could hear showers from other rooms, and even the breakfast room floor shook as folks walked across it or machinery turned on and off."

Frequently asked questions

What are some accommodation options 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: Offers free self parking, an outdoor pool and complimentary wireless Internet access. George Brooks House B&B: Features kitchens, a communal pool and televisions.

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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Check availability on St. Michaels Hotels with Swimming Pools

Our top choices for St. Michaels hotels with a pool

St Michaels Inn

George Brooks House B&B

Inn at Perry Cabin

Kent Island Resort

Knapps Narrows Marina & Inn

Rod 'N' Reel Resort

Inn at Huntingfield Creek

The Tilghman Island Inn

Comfort Inn & Suites Cambridge

Quality Inn Grasonville near Kent Island

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

Top St. Michaels Hotel Reviews

DoubleTree by Hilton Hotel Annapolis

Graduate by Hilton Annapolis

St Michaels Inn

Rod 'N' Reel Resort

Best Western Kent Narrows Inn

Hyatt Regency Chesapeake Bay

Crowne Plaza Annapolis by IHG

Sonesta ES Suites Annapolis

Country Inn & Suites by Radisson, Annapolis, MD

Frequently asked questions

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