Find luxury hotels in St. Michaels, MD

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Top St. Michaels Luxury Hotels

Inn at Perry Cabin

5.0 star property
St. Michaels
  • Ocean-view dining
  • Full-service spa
  • Poolside bar
  • Concierge services
9.6 out of 10, Exceptional, (369)
Surrounded by manicured grounds along the waterfront, this refined St. Michaels sanctuary delivers indulgence at every turn. Guests savor ocean-view dining, unwind with aromatherapy treatments at the full-service spa, and enjoy the outdoor pool with poolside bar.
$471 nightly
The price is $518
Dec 3 - Dec 4
Total with taxes and fees
Inn at Perry Cabin

St Michaels Inn

2.5 star property
St. Michaels
  • Pool
  • Breakfast included
  • Parking included
  • Free WiFi
  • Air conditioning
  • Business services
8.2 out of 10, Very Good, (1000)
Surrounded by Chesapeake Bay charm, this inviting retreat boasts spotless accommodations, a sparkling seasonal pool with sun loungers, and complimentary breakfast that guests consistently praise. Friendly staff ensure every comfort in this quiet, well-maintained haven.
$108 nightly
The price is $119
Nov 25 - Nov 26
Total with taxes and fees
St Michaels Inn
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.

Find out more about St. Michaels

St. Michaelsand its attractions for luxury travelers

St. Michaels, Maryland, offers a charming blend of luxury and adventure for travelers. Begin your exploration at the Chesapeake Bay Maritime Museum, where you can immerse yourself in the rich nautical heritage of the area while enjoying stunning waterfront views. For a unique experience, take a private sailing charter on the serene waters of the Bay, where you can bask in the sun and enjoy personalized service onboard. Food enthusiasts will delight in dining at the renowned 208 Talbot, known for its fresh, locally-sourced cuisine and exquisite wine selection. Don’t miss a visit to the picturesque St. Michaels Winery for a private tasting of their artisanal wines, crafted right in the heart of the Eastern Shore. When it comes to accommodations, consider staying at the Inn at Perry Cabin, a Relais & Châteaux hotel that offers an exquisite blend of elegance and comfort, featuring luxurious rooms, a serene spa, and breathtaking views of the water. This area not only provides a tranquil retreat but also grants easy access to the town’s delightful boutiques and art galleries, ensuring a pampered yet adventurous stay.

Find the best luxury hotels and resorts in St. Michaels

For travelers seeking a luxurious escape in St. Michaels, Maryland, these top hotels promise an indulgent experience with exquisite amenities and services tailored for comfort and relaxation.

Inn at Perry Cabin

  • Why it's great for a luxury retreat: The Inn at Perry Cabin offers an unparalleled luxury experience with a remarkable guest review rating of 9.6. Guests can enjoy beautifully appointed rooms featuring premium bedding, deep soaking bathtubs, and cozy fireplaces, making it a perfect retreat for those looking to unwind in style. The hotel's 24-hour room service and attentive concierge further enhance the luxury experience, ensuring that every need is met with elegance.
  • Other amenities: Guests will appreciate the outdoor pool and hot tub for relaxation, as well as the on-site spa offering a range of treatments, including massages and body treatments. Active travelers can enjoy tennis courts, a golf course, and a fitness center. Dining options include a garden-view restaurant and a poolside bar, perfect for leisurely meals. The hotel also features a terrace, valet parking, and stunning waterfront views, creating a serene atmosphere for guests to enjoy.
  • Nearby attractions: Perry Cabin Park - 0.07 miles, Higgins Yacht Yard and Marina - 0.42 miles, Saint Michaels Town Hall - 0.44 miles

Parsonage Inn

  • Why it's great for a luxury retreat: The Parsonage Inn offers a charming blend of luxury and comfort, a solid guest review rating of 9.2. Travelers can indulge in the refined ambiance featuring Egyptian cotton sheets and the warmth of a cozy fireplace in select rooms. With concierge service and champagne service, every moment is tailored for an exceptional getaway experience.
  • Other amenities: Guests can enjoy complimentary breakfast each morning, featuring a delightful spread to start the day. The hotel is conveniently located near a shopping district and a historical area, perfect for leisurely exploration. Additional amenities include a garden, a terrace for relaxation, and free self-parking. The inn also offers air conditioning and daily housekeeping, ensuring a comfortable and convenient stay.
  • Nearby attractions: Perry Cabin Park - 0.14 miles, Higgins Yacht Yard and Marina - 0.31 miles, Saint Michaels Town Hall - 0.32 miles

Top St. Michaels Hotel Reviews

Frequently asked questions

Are you searching for the perfect hotel for your luxury trip to St. Michaels?
During your visit, you might want to enjoy the port which St. Michaels is known for.
What's the best luxury place to stay in St. Michaels?
Inn at Perry Cabin is a luxury hotel with an ocean-view restaurant and 2 bars, and it's a popular choice for Expedia travelers looking for an elegant place to stay.
When can I expect good weather in St. Michaels?
Planning for the weather is a good way to make your trip to St. Michaels relaxing and enjoyable, especially when you're splurging. The hottest months are usually July and August with an average temp of 75°F, while the coldest months are January and February with an average of 41°F. Average annual precipitation for St. Michaels is 53 inches.
What's there to see and do in St. Michaels?
Enjoy all that St. Michaels has to offer and visit St. Michaels Marina, Chesapeake Bay Maritime Museum, and St. Michaels Winery. If you have a little extra time during your trip, you might want to make a stop at Saint Michaels Village and Saint Michaels Town Hall.

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