The 10 best hotels with pools in Saint Michaels, US | Booking.com
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Hotels with Pools in Saint Michaels

Find the hotels with pools that appeal to you the most

The best hotels with pools in Saint Michaels

Check out our selection of great hotels with pools in Saint Michaels

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The Oaks Waterfront Hotel

Saint Michaels

Featuring complimentary WiFi, The Oaks Waterfront Hotel offers accommodations in Saint Michaels. Rooms come with a flat-screen TV. Every room is equipped with a private bathroom.

D
DAnn
From
United States
Bartender in the pub was fabulous
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 27 reviews
Price from
$459
1 night, 2 adults
Check availability

Inn at Perry Cabin

Saint Michaels

Located on Maryland’s Eastern Shore, this colonial mansion features a full-service spa, various dining options, and panoramic views of the Chesapeake Bay. The Offshore Sailing School is on-site.

K
Kristina
From
United States
PROPERTY WAS BEAUTIFUL, SAILING EXPERIENCE WAS VERY NICE FOOD WAS DELICIOUS STAFF WAS VERY FRIENDLY AND HELPFUL.
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 57 reviews
Price from
$370
1 night, 2 adults
Check availability

St Michaels Harbour Inn, Marina and Spa

Saint Michaels

Boasting an on-site spa, restaurant and outdoor swimming pool, this resort is located in Saint Michaels. WiFi access and car service are available. Select rooms feature a balcony with river views.

A
Anonymous
From
United States
Breakfast was average. The hotel was located conveniently to all of the attractions and on the harbor. The hotel is a bit tired and could use an update
Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 484 reviews
Price from
$280
1 night, 2 adults
Check availability

Wylder Hotel - Tilghman Island

Hotel in Saint Michaels

Where a bayside cool retreat awaits: a rebirth of an 1898 original boarding house where watermen ran the docks and crabs were piled high on picnic tables.

J
Jonte
From
United States
Out of the way! Wonderful location and so very peaceful! Can’t wait to go back.
Scored out of 10, guest rating 8.3
Very Good - What previous guests thought, 90 reviews
Price from
$171
1 night, 2 adults
Check availability

St. Michaels Inn

Hotel in Saint Michaels

Featuring an outdoor pool and sun terrace with lounge chairs, this hotel is 1 mi from historic St. Michael’s. The seasonal Bellevue-Oxford Ferry is 6 mi away. Free WiFi is offered. St.

A
Anonymous
From
United States
Breakfast was very good
Scored out of 10, guest rating 7.5
Good - What previous guests thought, 994 reviews
Price from
$95
1 night, 2 adults
Check availability

Fairfield Inn & Suites by Marriott Easton

Easton (Near Saint Michaels)

Located in Easton and with Academy Of The Arts reachable within 2.2 miles, Fairfield Inn & Suites by Marriott Easton has a fitness center, non-smoking rooms, free WiFi throughout the property and a...

P
Pamela
From
United States
The location was convenient and the breakfast was typical per suite hotels that offer breakfast. The staff was very friendly. The bathroom was clean.
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 110 reviews
Price from
$161
1 night, 2 adults
Check availability

Holiday Inn Express Easton by IHG

Easton (Near Saint Michaels)

Located in Easton, 1.6 miles from Academy Of The Arts, Holiday Inn Express Easton by IHG has express check-in and check-out and free WiFi throughout the property.

M
Mary Ruvolo
From
United States
Breakfast was great!!! The staff was great!!!
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 126 reviews
Price from
$130
1 night, 2 adults
Check availability

Best Western Plus Easton Inn & Suites

Easton (Near Saint Michaels)

Best Western Plus Easton Inn & Suites is set in Easton, 1.4 mi from Academy of the Arts. Best Western Plus Easton features free WiFi throughout the property.

N
Nadine
From
United States
The front desk staff was nice and the breakfast was good
Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 451 reviews
Price from
$119
1 night, 2 adults
Check availability

Hampton Inn Easton

Easton (Near Saint Michaels)

Located a 18-minute walk from Academy Of The Arts, Hampton Inn Easton offers 3-star accommodations in Easton and has a fitness center, a shared lounge and a terrace.

A
Anonymous
From
United States
I canceled my stay at another property, booked at the Hampton Inn; the employee that checked me in was able to navigate and overcome a potential issue, book me my reserved room, only a $10 incidental surcharge, and I had a great room in under 5 minutes tops. Hotel was quiet, room was almost adjacent to the elevator, perfect for my business trip.
Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 107 reviews
Price from
$140.25
1 night, 2 adults
Check availability

Tilghman Island Inn

Tilghman Island (Near Saint Michaels)

Located in Tilghman Island, 23 miles from Academy Of The Arts, Tilghman Island Inn has accommodations with a seasonal outdoor swimming pool, free private parking, a garden and a shared lounge.

K
Karen
From
United States
Beautiful location and impeccably clean
Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 55 reviews
Price from
$210
1 night, 2 adults
Check availability
All hotels with pools in Saint Michaels

Looking for a hotel with pools?

"Does it have a pool?" is probably one of the most common booking questions no matter where you're looking to stay. These hotels offer a great way to get some exercise without having to hit the gym on your vacation. Indoor pools let you practice your backstroke come rain or shine, while outdoor options are perfect for relaxing in the sun after swimming a few laps.

Most booked hotels with pools in Saint Michaels and surrounding area in the past month

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Hotels with a pool that guests love in Saint Michaels

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  • St. Michaels Inn

    Hotel with Pools in Saint Michaels
    Avg. price/night: $104.50
    Scored out of 10, guest rating 7.5
    Good - What previous guests thought, 994 reviews
    Convenience to St. Michael's Maryland. Breakfast was very good with different main options daily. Clean eating area and very nice pool. Staff friendly and accommodating.
    Guest review by
    Rogers
    Young couple

  • St. Michaels Inn

    Hotel with Pools in Saint Michaels
    Avg. price/night: $104.50
    Scored out of 10, guest rating 7.5
    Good - What previous guests thought, 994 reviews
    Very nice property, really close to downtown. The staff was extremely professional. We were in town for a wedding, we spent little time utilizing the facilities but other customers were using the pool ext..
    Guest review by
    Ken
    Young couple

  • Wylder Hotel - Tilghman Island

    Hotel with Pools in Saint Michaels
    Avg. price/night: $229.90
    Scored out of 10, guest rating 8.3
    Very Good - What previous guests thought, 90 reviews
    It was nice sitting out by the dock by the water. The pool was nice.
    Guest review by
    Dych
    Young couple

  • St. Michaels Inn

    Hotel with Pools in Saint Michaels
    Avg. price/night: $104.50
    Scored out of 10, guest rating 7.5
    Good - What previous guests thought, 994 reviews
    breakfast and the pool
    Guest review by
    Steven
    Young couple

  • Wylder Hotel - Tilghman Island

    Hotel with Pools in Saint Michaels
    Avg. price/night: $229.90
    Scored out of 10, guest rating 8.3
    Very Good - What previous guests thought, 90 reviews
    I’ve been excited to check out Tilghman island and at Michael’s. I decided to stay at wylder for its dog friendly accommodation and I enjoyed their Catskills property. There are less amenities available at the Tilghman island compared to the other one. We paid a lot for one night for the room to feel like a motel room. It had an awful smell upon arriving. The property is great for dogs and children. The bay was great for swimming with dogs. I wish there were more options for food and drinks in the area.
    Guest review by
    April
    Young couple

  • St. Michaels Inn

    Hotel with Pools in Saint Michaels
    Avg. price/night: $104.50
    Scored out of 10, guest rating 7.5
    Good - What previous guests thought, 994 reviews
    Staff very friendly. Pool was nice.
    Guest review by
    Rita
    Young couple

  • The Oaks Waterfront Hotel

    Hotel with Pools in Saint Michaels
    Avg. price/night: $977.90
    Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 26 reviews
    The bike riding Canoeing on the lake Swimming in the pool
    Guest review by
    Huff
    Young couple

  • St. Michaels Inn

    Hotel with Pools in Saint Michaels
    Avg. price/night: $104.50
    Scored out of 10, guest rating 7.5
    Good - What previous guests thought, 994 reviews
    The St. Michael's Inn was very close to downtown St. Michaels. The property was beautifully kept and the rooms were spacious and affordable. The bed was super comfy, the rugs felt freshly shampooed, and everything we needed for a short, 2-night stay in the area was available to us. We were happy to have time to swim in the clean, refreshing pool. The staff were very friendly and checked on us more than once when we were on the property to ensure our comfort. Very nice place that I would go to again.
    Guest review by
    Laura G.
    Young couple

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