Stay in St. Michaels for Relaxing Luxury
Synonymous with relaxing luxury, a stay in St. Michaels allows you to rest your head in a short-term rental, historic inn, marina-front room, or world-renowned resort.
One of America’s most luxurious properties, the Inn at Perry Cabin calls St. Michaels home. Having earned numerous awards and accolades, the Inn at Perry Cabin was most recently named #1 Best Hotel and #1 Best Resort in Maryland by U.S. News & World Report. STARS, the resort’s acclaimed restaurant, takes locally sourced food to a new level, tapping ingredients from area watermen and farmers, as well as its very own gardens and orchards. Dining greenhouses stationed along the waterfront ensure private and very romantic dinners for two.
Poised for easy access to the Chesapeake Bay Maritime Museum and trendy Talbot Street restaurants and shopping, the Wildset oozes minimalist sophistication. Their 34 rooms are spread across three historic homes, which have been renovated and updated, creating modern Eastern Shore ambience. Their coastal-inspired restaurant, Ruse, named in honor of the town that fooled the British, features vegetable and seafood-centric dishes, along with oysters. Head chef, Michael Correll was announced as a James Beard Award Semi-Finalist for Best Chef: Mid-Atlantic (DC, DE, MD, NJ, PA, VA) in 2025.
Room at the Inn
Just as you enter St. Michaels, before hitting downtown, you’ll find the St. Michaels Inn. The family-owned property features 92 rooms and suites and offers an outdoor pool.
As you come into downtown St. Michaels, a handful of unique inns are ready to welcome you. If a waterfront view is on your wish list, head to the St. Michaels Harbour Inn, Marina & Spa. This resort offers 52 rooms and suites, many of which offer private patios or balconies. Downstairs, Harrison’s Harbour Lights serves up Chesapeake Bay treats. Come by boat? No worries, there are 50 slips at the marina waiting for you.
The Log Canoe Inn, named in honor of the historic sailing vessels, offers six rooms and suites, all with waterfront views of the St. Michaels Harbor. If arriving by boat, Higgins Yacht Yard is located next door with options for docking.
Back on Talbot Street, St. Michaels’ main thoroughfare, you’ll find the Old Brick Inn. The inns 20 rooms are uniquely appointed, some with a fireplace, and are spread over three buildings, the Wrightson Jones House, Carriage House, and Kemp House.
Further along Talbot Street, the Parsonage Inn, a 19th century brick home with a distinctive pointy slate roof, awaits. Several of the inn’s eight rooms have private decks and fireplaces, while the Dodson King Suite has its own private entrance. Under the same ownership, the George Brooks House is nestled on eight acres at the quiet end of town. Most guestrooms feature romantic four-poster beds. Some have Jacuzzis and fireplaces.
The Victoriana Inn, a 1865-era Victorian mansion with a slate mansard roof has Adirondack chairs staggered along the lawn overlooking the harbor and Navy Point (home to the Chesapeake Bay Maritime Museum). Some of the seven rooms have wood- burning fireplaces and four poster beds.
A Place of Your Own
If you need multiple rooms, prefer to cook at home, or are more comfortable in a house setting, St. Michaels has a variety of vacation rentals from which to choose. Long Lane Lodge offers a renovated two-story space for four. The Nauti Hideaway features a chalet-style two-bedroom home in a wooded setting. Located 4 miles from downtown, Harris Cove Cottages Bed’N Boat offers eight small cottages along Harris Creek. For assistance in finding your perfect vacation rental, a variety of companies are available.
Explore More
Explore all of Talbot County’s lodging options.
