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Hotels with Pools in Saint Michaels

Find the hotels with pools that appeal to you the most

Top picks for Saint Michaels hotels

Explore our most popular hotels in Saint Michaels

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Review score

The Oaks Waterfront Hotel

Saint Michaels

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

A
ANDREW
From
United States
THE STAFF WAS VERY PROFESSIONAL AND FRIENDLY. My wife and I were very pleased with everything about our accommodations. I think it was the cleanest hotel I've ever been to. I told my wife at breakfast that everything was so clean and bright that I expected God to walk in the door and say "welcome to heaven".
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 24 reviews
Price from
US$459
1 night, 2 adults

Inn at Perry Cabin

Saint Michaels

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

B
Ben
From
United Kingdom
Great location comfortable room
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 64 reviews
Price from
US$570
1 night, 2 adults

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.

G
Greg
From
United Kingdom
A beautiful setting with some great facilities and a good restaurant. The room was nice and the staff were friendly.
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 107 reviews
Price from
US$130.05
1 night, 2 adults

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.

D
Denise
From
United States
We had a 2 queen bed waterfront suite and it was beautiful.
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 445 reviews
Price from
US$197
1 night, 2 adults

St. Michaels Inn

Hotel in Saint Michaels

Featuring an outdoor pool and sun terrace with lounge chairs, this hotel is 1.6 km from historic St. Michael’s. The seasonal Bellevue-Oxford Ferry is 9.6 km away. Free WiFi is offered. St.

j
joan frances
From
Austria
very friendly people and good location.
Scored out of 10, guest rating 7.6
Good - What previous guests thought, 958 reviews
Price from
US$105
1 night, 2 adults

George Brooks House B&B

Saint Michaels

Boasting a spa and wellness centre and views of pool, George Brooks House B&B is a bed and breakfast set in a historic building in Saint Michaels, 18 km from Academy Of The Arts.

Scored out of 10, guest rating 6.8
Pleasant - What previous guests thought, 12 reviews
Price from
US$170
1 night, 2 adults

Fairfield Inn & Suites by Marriott Easton

Easton (Near Saint Michaels)

Set in Easton and with Academy Of The Arts reachable within 3.6 km, Fairfield Inn & Suites by Marriott Easton offers a fitness centre, non-smoking rooms, free WiFi throughout the property and a...

S
Susan
From
United States
I front desk staff Jason and Emma were great! Great for chatting and directions Very smiling and friendly
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 112 reviews
Price from
US$170
1 night, 2 adults

Holiday Inn Express Easton by IHG

Easton (Near Saint Michaels)

Located in Easton, 2.5 km from Academy Of The Arts, Holiday Inn Express Easton by IHG features express check-in and check-out and free WiFi throughout the property.

A
Alistair
From
New Zealand
Accommodating staff and nice quiet room.
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 114 reviews
Price from
US$139
1 night, 2 adults

Tilghman Island Inn

Tilghman Island (Near Saint Michaels)

Situated in Tilghman Island, 38 km from Academy Of The Arts, Tilghman Island Inn features accommodation with a seasonal outdoor swimming pool, free private parking, a garden and a shared lounge.

Q
Quentin
From
United States
Location was really nice with amazing view.
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 62 reviews
Price from
US$225
1 night, 2 adults

Best Western Plus Easton Inn & Suites

Easton (Near Saint Michaels)

Best Western Plus Easton Inn & Suites is set in Easton, 2.2 km from Academy of the Arts. Best Western Plus Easton features free WiFi throughout the property.

W
Wendy
From
United Kingdom
Really clean, up to date, staff friendly
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 431 reviews
Price from
US$129
1 night, 2 adults
All hotels with pools in Saint Michaels

The best hotels with pools in Saint Michaels

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

Filter by:

Review score

The Oaks Waterfront Hotel

Saint Michaels

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

A
ANDREW
From
United States
THE STAFF WAS VERY PROFESSIONAL AND FRIENDLY. My wife and I were very pleased with everything about our accommodations. I think it was the cleanest hotel I've ever been to. I told my wife at breakfast that everything was so clean and bright that I expected God to walk in the door and say "welcome to heaven".
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 24 reviews
Price from
US$459
1 night, 2 adults

Inn at Perry Cabin

Saint Michaels

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

B
Ben
From
United Kingdom
Great location comfortable room
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 64 reviews
Price from
US$570
1 night, 2 adults

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.

G
Greg
From
United Kingdom
A beautiful setting with some great facilities and a good restaurant. The room was nice and the staff were friendly.
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 107 reviews
Price from
US$130.05
1 night, 2 adults

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.

D
Denise
From
United States
We had a 2 queen bed waterfront suite and it was beautiful.
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 445 reviews
Price from
US$197
1 night, 2 adults

St. Michaels Inn

Hotel in Saint Michaels

Featuring an outdoor pool and sun terrace with lounge chairs, this hotel is 1.6 km from historic St. Michael’s. The seasonal Bellevue-Oxford Ferry is 9.6 km away. Free WiFi is offered. St.

j
joan frances
From
Austria
very friendly people and good location.
Scored out of 10, guest rating 7.6
Good - What previous guests thought, 958 reviews
Price from
US$105
1 night, 2 adults

George Brooks House B&B

Saint Michaels

Boasting a spa and wellness centre and views of pool, George Brooks House B&B is a bed and breakfast set in a historic building in Saint Michaels, 18 km from Academy Of The Arts.

Scored out of 10, guest rating 6.8
Pleasant - What previous guests thought, 12 reviews
Price from
US$170
1 night, 2 adults

Fairfield Inn & Suites by Marriott Easton

Easton (Near Saint Michaels)

Set in Easton and with Academy Of The Arts reachable within 3.6 km, Fairfield Inn & Suites by Marriott Easton offers a fitness centre, non-smoking rooms, free WiFi throughout the property and a...

S
Susan
From
United States
I front desk staff Jason and Emma were great! Great for chatting and directions Very smiling and friendly
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 112 reviews
Price from
US$170
1 night, 2 adults

Holiday Inn Express Easton by IHG

Easton (Near Saint Michaels)

Located in Easton, 2.5 km from Academy Of The Arts, Holiday Inn Express Easton by IHG features express check-in and check-out and free WiFi throughout the property.

A
Alistair
From
New Zealand
Accommodating staff and nice quiet room.
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 114 reviews
Price from
US$139
1 night, 2 adults

Tilghman Island Inn

Tilghman Island (Near Saint Michaels)

Situated in Tilghman Island, 38 km from Academy Of The Arts, Tilghman Island Inn features accommodation with a seasonal outdoor swimming pool, free private parking, a garden and a shared lounge.

Q
Quentin
From
United States
Location was really nice with amazing view.
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 62 reviews
Price from
US$225
1 night, 2 adults

Best Western Plus Easton Inn & Suites

Easton (Near Saint Michaels)

Best Western Plus Easton Inn & Suites is set in Easton, 2.2 km from Academy of the Arts. Best Western Plus Easton features free WiFi throughout the property.

W
Wendy
From
United Kingdom
Really clean, up to date, staff friendly
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 431 reviews
Price from
US$129
1 night, 2 adults
All hotels with pools in Saint Michaels

Looking for a hotel with pools?

‘Does it have a pool?’ is arguably one of the most common questions when booking a stay in any location. These hotels offer a great way to keep active during your holiday without having to hit the gym. Indoor pools allow you to practice your backstroke come rain or shine, whereas outdoor options allow you to relax on a sun lounger after swimming a few lengths.

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

See all

Popular with guests booking hotels with pools in Saint Michaels

Popular with guests booking hotels with pools in Saint Michaels

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 3 reviews

Popular with guests booking hotels with pools in Saint Michaels

Scored out of 10, guest rating 6.8
Pleasant - What previous guests thought, 12 reviews

Popular with guests booking hotels with pools in Saint Michaels

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Popular with guests booking hotels with pools in Saint Michaels

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 24 reviews

Popular with guests booking hotels with pools in Saint Michaels

Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 47 reviews

Popular with guests booking hotels with pools in Saint Michaels

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 64 reviews

Popular with guests booking hotels with pools in Saint Michaels

Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 107 reviews

Popular with guests booking hotels with pools in Saint Michaels

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 445 reviews

Popular with guests booking hotels with pools in Saint Michaels

Scored out of 10, guest rating 7.6
Good - What previous guests thought, 958 reviews

Enjoy breakfast in Saint Michaels and nearby

Situated in Mount Pleasant, Red Barn Farm features accommodation with private pool, free WiFi and free private parking for guests who drive.

Set in Mount Pleasant, Bankors Aweigh offers accommodation with private pool, free WiFi and free private parking for guests who drive. A hot tub is available for guests.

Situated in Mount Pleasant, Hawkeye Point features accommodation with private pool, free WiFi and free private parking for guests who drive.

Swan Hollow

Mount Pleasant
Breakfast options

Situated in Mount Pleasant, Swan Hollow features accommodation with private pool, free WiFi and free private parking for guests who drive.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Featuring air-conditioned accommodation with a private pool, pool view and a patio, Baydream Believer is set in Saint Michaels.

Featuring air-conditioned accommodation with a private pool, Brand-New Pool! Waterfront Bozman Village Home is set in Bozman.

Set in Mount Pleasant, Dragonfly Cove offers accommodation with private pool, free WiFi and free private parking for guests who drive. A hot tub is available for guests.

Sunrise Cove

Royal Oak
Breakfast options

Situated in Royal Oak, Sunrise Cove features accommodation with private pool, free WiFi and free private parking for guests who drive. A hot tub is available for guests.

Save money on pools in Saint Michaels and nearby – budget options available

Bayside The Point

Royal Oak
Budget options available

Situated in Royal Oak, Bayside The Point features accommodation with private pool, free WiFi and free private parking for guests who drive. A hot tub is available for guests.

Miles Rest

Royal Oak
Budget options available

Situated in Royal Oak, Miles Rest features accommodation with private pool, free WiFi and free private parking for guests who drive. A hot tub is available for guests.

Featuring air-conditioned accommodation with a patio, 25 Bedrooms - Retreat Center Waterfront Renovated is located in Royal Oak. The holiday home is 21 km from Academy Of The Arts.

Blue Herons Villa

Royal Oak
Budget options available

Situated in Royal Oak, Blue Herons Villa features accommodation with private pool, free WiFi and free private parking for guests who drive.

Mill Point

Neavitt
Budget options available

Set in Neavitt, Mill Point offers accommodation with private pool, free WiFi and free private parking for guests who drive. The property is non-smoking and is situated 30 km from Academy Of The Arts.

Wakes End

Easton
Budget options available

Set in Easton, Wakes End offers accommodation with private pool, free WiFi and free private parking for guests who drive. The air-conditioned accommodation is 7.9 km from Academy Of The Arts.

Miles End

Easton
Budget options available

Set in Easton, Miles End offers accommodation with private pool, free WiFi and free private parking for guests who drive. The Chesapeake Exploration Center is within 36 km of the holiday home.

Magnolia Cove

Oxford
Budget options available

Situated in Oxford, Magnolia Cove features accommodation with private pool, free WiFi and free private parking for guests who drive. This holiday home provides a garden.

FAQ about hotels with pools in Saint Michaels

Hotels with a pool that guests love in Saint Michaels

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Avg. price/night: US$104.50
Scored out of 10, guest rating 7.6
Good - What previous guests thought, 958 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
Avg. price/night: US$104.50
Scored out of 10, guest rating 7.6
Good - What previous guests thought, 958 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
Avg. price/night: US$190.30
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 107 reviews
It was nice sitting out by the dock by the water. The pool was nice.
Guest review by
Dych
Young couple
Avg. price/night: US$104.50
Scored out of 10, guest rating 7.6
Good - What previous guests thought, 958 reviews
breakfast and the pool
Guest review by
Steven
Young couple
Avg. price/night: US$190.30
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 107 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
Avg. price/night: US$104.50
Scored out of 10, guest rating 7.6
Good - What previous guests thought, 958 reviews
Staff very friendly. Pool was nice.
Guest review by
Rita
Young couple
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 24 reviews
The bike riding Canoeing on the lake Swimming in the pool
Guest review by
Huff
Young couple
Avg. price/night: US$104.50
Scored out of 10, guest rating 7.6
Good - What previous guests thought, 958 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