Find Hotels with an Outdoor Pool in St. Michaels, MD

Discover top St. Michaels attractions

St. Michaels, Maryland, beckons those seeking a tranquil retreat with a variety of enjoyable activities. Begin your day with a peaceful stroll along the charming waterfront, where the views of the Chesapeake Bay are simply breathtaking. For a bit of adventure, explore the nearby Chesapeake Bay Maritime Museum, which offers fascinating exhibits on local history and boating, perfect for families eager to learn together. Take a leisurely bike ride through the picturesque streets lined with historic homes and blooming gardens, or indulge in a sunset cruise that showcases the area's natural beauty. Food lovers can delight in fresh seafood at one of the local restaurants, offering everything from crab cakes to oysters, all while soaking in the maritime atmosphere. To enhance your stay, consider hotels near the water that feature inviting pools and luxurious amenities, allowing you to unwind after a day of exploration. Picture yourself lounging by the pool, sipping a refreshing drink, and planning your next adventure in this delightful coastal town.

Find the best hotels with an outdoor pool in St. Michaels

For travelers seeking a refreshing dip during their stay in St. Michaels, these hotels offer delightful outdoor pool experiences, perfect for relaxation and leisure.

Inn at Perry Cabin

• Why it's great for poolside lounging: The Inn at Perry Cabin stands out as a luxurious retreat for travelers who prioritize outdoor pool access. With an impressive review rating of 9.6, this upscale hotel features a stunning outdoor pool complemented by a poolside bar, ideal for enjoying cocktails in the sun. Guests can indulge in an exceptional experience amidst the serene waterfront surroundings.
• Other amenities: Beyond the pool, guests can pamper themselves at the full-service spa, enjoy tennis on-site, or relax in the hot tub. The hotel offers a beautiful garden view restaurant and 24-hour room service for added convenience. Other highlights include valet parking, premium bedding, and a fitness center, ensuring a comfortable and rejuvenating stay.
• Nearby attractions: Perry Cabin Park - 0.07 miles, Higgins Yacht Yard and Marina - 0.42 miles, Saint Michaels Town Hall - 0.44 miles

George Brooks House B&B

• Why it's great for poolside lounging: George Brooks House B&B provides a charming and cozy atmosphere for travelers looking to enjoy an outdoor pool experience. With a review rating of 8.0, guests appreciate the comfortable accommodations and the inviting outdoor pool area that adds a touch of relaxation to their stay.
• Other amenities: This bed and breakfast features a lovely terrace, premium bedding, and daily housekeeping to ensure a pleasant experience. Guests can also take advantage of the self-parking options and enjoy complimentary breakfast to start their day. The hotel is designed with Victorian aesthetics and offers a garden for guests to unwind in.
• Nearby attractions: Perry Cabin Park - 0.45 miles, Higgins Yacht Yard and Marina - 0.91 miles, Saint Michaels Town Hall - 0.92 miles

St Michaels Inn

• Why it's great for poolside lounging: St Michaels Inn is an excellent choice for travelers looking to enjoy a budget-friendly stay with an inviting outdoor pool. With a review rating of 8.0, guests appreciate the relaxing atmosphere and the availability of poolside sun loungers. The secured shared pool area is perfect for unwinding after a day of exploring the beautiful historical district of St. Michaels.
• Other amenities: Guests can enjoy free breakfast daily, making it easy to start the day right. The hotel also features a terrace, a garden for leisurely strolls, and accessible parking options. Additional conveniences include free self-parking, complimentary toiletries, and a crib available at no charge for families traveling with infants.
• Nearby attractions: Saint Michaels Village - 0.57 miles, St. Michaels Winery - 1.18 miles, Classic Motor Museum - 1.28 miles