Find Hotels with a Pool in St. Michaels, MD from CA $163

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Our top choices for St. Michaels hotels with a pool

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very good, (1,005 reviews)
  • cleanliness
    Seasonal outdoor pool retreat with plush loungers makes summer days in St. Michaels extra delightful.
The price is CA $174
CA $191 total
includes taxes & fees
Jun 30 - Jul 1
St Michaels Inn

Parsonage Inn

Parsonage Inn
3.5 star property
Downtown St. Michaels
9.2 out of 10, Wonderful, (135 reviews)
  • cleanliness
    Splash into luxury at this B&B near St. Michaels Winery, with access to a nearby pool for sun-soaked afternoons.
The price is CA $325
CA $358 total
includes taxes & fees
Jun 25 - Jun 26
Parsonage Inn

George Brooks House B&B

George Brooks House B&B
3.0 star property
St. Michaels
8.8 out of 10, Excellent, (75 reviews)
  • cleanliness
    Splash into Victorian charm at this B&B's outdoor pool, where sun-drenched relaxation meets historic elegance.
The price is CA $471
CA $518 total
includes taxes & fees
Jun 26 - Jun 27
George Brooks House B&B

Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
Downtown St. Michaels
9.6 out of 10, Exceptional, (387 reviews)
  • cleanliness
    Splash into blissful leisure at this waterfront pool paradise with golf, tennis, and spa.
The price is CA $835
CA $918 total
includes taxes & fees
Jun 21 - Jun 22
Inn at Perry Cabin

Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
Sherwood
9.4 out of 10, Exceptional, (384 reviews)
  • cleanliness
    Seaside swimming haven at marina hotel offers poolside relaxation and boat adventures.
The price is CA $207
CA $228 total
includes taxes & fees
Jun 3 - Jun 4
Knapps Narrows Marina & Inn

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (141 reviews)
  • cleanliness
    Victorian pool retreat with sun loungers and umbrellas by Chesapeake Bay Bridge.
The price is CA $215
CA $286 total
includes taxes & fees
Jun 22 - Jun 23
Kent Island Resort

Inn at Huntingfield Creek

Inn at Huntingfield Creek
3.5 star property
Rock Hall
10.0 out of 10, Exceptional, (63 reviews)
  • cleanliness
    Waterfront escape with a sun-drenched outdoor pool and spa services at this peaceful bed and breakfast retreat.
The price is CA $246
CA $273 total
includes taxes & fees
Jun 4 - Jun 5
Inn at Huntingfield Creek

Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
2.5 star property
Easton
9.2 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Make a splash at this family-friendly hotel with an indoor pool that welcomes guests year-round.
The price is CA $192
CA $211 total
includes taxes & fees
Jun 8 - Jun 9
Best Western Plus Easton Inn & Suites

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (913 reviews)
  • cleanliness
    Take a dip anytime, day or night, in this hotel's seasonal outdoor pool near Chesapeake Bay.
The price is CA $147
CA $163 total
includes taxes & fees
Jun 17 - Jun 18
Quality Inn Grasonville near Kent Island

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.6 out of 10, Excellent, (1,008 reviews)
  • cleanliness
    Dive into beachside bliss with two stunning pools, cabanas, and marina views at this coastal resort.
The price is CA $210
CA $274 total
includes taxes & fees
Jun 17 - Jun 18
Rod 'N' Reel Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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

Top St. Michaels Hotel Reviews

Frequently asked questions

What are the best hotels in St Michaels with outdoor pools?
The Inn at Perry Cabin, a stunning 5-star hotel, stands out as a premier choice for travellers seeking luxury and relaxation in St. Michaels. With an outstanding score of 9.6, guests rave about its exquisite amenities, including a beautiful outdoor pool complemented by a poolside bar, great for sipping refreshing drinks on sunny days. The hotel also offers a serene garden-view restaurant, 24-hour room service, and a range of recreational options, including onsite tennis and a golf course, making it an ideal retreat for families and couples alike.

For those looking for a more budget-friendly option, the St. Michaels Inn is a solid choice with a friendly setting. Rated 8.2, this hotel features a pleasant outdoor pool area with sun loungers, and guests appreciate the complimentary continental breakfast that starts their day off right. The friendly staff and comfortable, clean rooms create a convenient and enjoyable stay for families.

If you're in the mood for a cozy bed and breakfast experience, the George Brooks House B&B offers a charming outdoor pool along with a terrace and balcony for relaxation. With a review score of 8.6, visitors enjoy the clean, cozy rooms and excellent service, making it a delightful option for those seeking a more intimate setting.

Lastly, for a truly great experience, consider the Luxury Coastal Farmhouse Waterfront with a heated pool. With a great rating of 10.0, this property features a spacious kitchen and inviting outdoor areas, making it a fantastic choice for families looking for a home-away-from-home experience while enjoying all the comforts of a luxury stay.
How much does a hotel with outdoor pool in St Michaels cost?
Enjoy staying in a hotel in St Michaels with an outdoor pool. You can find a great deal from CA $163 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
Which St Michaels hotels offer poolside service for food and drinks?
The Inn at Perry Cabin is a luxurious 5-star hotel located in the heart of St. Michaels, Maryland, offering an exquisite poolside experience with dedicated service for food and drinks. Guests rave about the delightful poolside bar, which enhances the tranquility of the outdoor pool area, allowing families to relax while enjoying refreshments right by the water.

With a remarkable traveller rating of 9.6, the Inn at Perry Cabin is not just about the pool; it boasts beautifully appointed rooms featuring premium bedding, deep soaking bathtubs, and rainfall showerheads, ensuring a serene retreat after a day of adventure. Families can take advantage of the onsite tennis courts and picturesque gardens, making it a superb spot for both relaxation and recreation.

This hotel is well-loved for its attentive staff and delicious breakfast, adding to the overall experience of this charming getaway.
Is it cheaper to book flights and a hotel in St Michaels as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect travel package.
How can I save on a hotel in St Michaels with Expedia?
Before booking your St Michaels hotel, remember to join Expedia's free travel rewards program—One Key™. Just sign up and sign in to access our lowest Member Prices as well as members-only perks. Booking your hotel in advance will typically help you save, but there are last-minute deals to explore too.
Can I cancel my hotel reservation on Expedia?
Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel with an outdoor pool in St Michaels for you.

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