St Michaels


Photo of St Michaels

About St Michaels

The pretty looks and sparkling waters of Chesapeake Bay have resulted in St Michaels, on Maryland’s eastern shore, being named one of America’s top ten small coastal towns. Overlooking the bay, America’s largest estuary, not surprisingly the town has a strong maritime history. Some of the best places to stay in St Michaels make the most of these harbour views.

A mix of period homes, some dating from the 17th century, St Michaels is a place where it’s a delight to wander, browsing the boutiques and galleries, and calling in at the Chesapeake Bay Maritime Museum with its historic artefacts and crafts. Down on the harbour you can watch the fishermen, take a cruise around the bay - perhaps in a traditional skipjack or steam ferry - or hire a kayak or stand-up paddleboard. You can also charter a boat for a spot of fishing; crabs are the big thing here.

Or take a trip down to tiny Tilghman Island, joined by a drawbridge, for an even quieter cruise.

There’s no finer way to end the day than digging into a pile of Maryland blue crabs, oysters, clams and rockfish while gazing over the harbour. Choose one of our best places to stay in St Michaels and you’re almost there.

Best hotels in St Michaels

  • With gardens running down to Chesapeake Bay, The Inn at Perry Cabin guarantees uninterrupted views over the water. A grand, colonial house, its rooms are soft and elegant, some with private terraces, and there’s a spa, outdoor pool and sailing school.

Best hotels outside St Michaels

  • It’s hard to drag yourself away from the ocean views at Wade’s Point Inn on the Bay, perfectly positioned so you can enjoy both sunrises and sunsets from porches, gardens or hammocks. Rooms in the four separate, colonial-style buildings are light and airy in traditional country-house style; the whole setting secluded and romantic.

For more choices, browse our list of the best places to stay in St Michaels, expand your search to include all our Maryland recommendations, or contact a friendly guru for advice.


Monthly Weather in St Michaels

Best Hotels in St Michaels

  • Inn at Perry Cabin St Michaels 78 rooms from AU$244

    Total relaxation  -  The peaceful gardens, exquisite spa, outdoor pool and views over Chesapeake Bay- the perfect relaxing break
    Active Holiday  -  The Offshore Sailing School on the inn's grounds offers lessons between April and November
    Spa  -  Linden Spa offers an array of spa treatments, including massages, exfoliation treatments, yoga classes, facials and pedicures
    Swimming Pool  -  The beautiful outdoor infinity pool is open from May to August, and is surrounded by blossoms and flowers
    Recommended by  -  Tablet, Mr & Mrs Smith

    Beautiful colonial hotel with spectacular views of Chesapeake Bay, a 200-year-old garden and a renowned spa. The spacious and elegant rooms feature Laura Ashley designer fabrics and wallpapers. The bar, restaurant, gardens and spa all conspire to provide a relaxed yet stylish atmosphere. See More

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  • Wades Point Inn on the Bay St Michaels (McDaniel) 26 rooms from AU$262

    Sailing  -  Lady Patty sets sail from Knapp’s Narrows Marina onto the Chesapeake Bay and the Choptank River- discounts for hotel guests.
    Fishing  -  Have a certified Orvis guide take you out in a 19 foot Hewes flatboat, or simply enjoy the complimetary lines provided.
    Kayaking  -  Kayaks onsite for exploring the The American Canoe Association recommended Tilghman Island Water Trail.
    Birdwatching  -  Check out the “Birds of Wades Point B & B" list- regularly updated by Talbot Bird Club.

    Four elegant buildings, surrounded by slopping lawns and porches overlooking the bay. Spacious and beautifully decorated bedrooms with large windows commanding spectacular ocean views, provide plenty of natural light. Sit back and enjoy the Chesapeake Bay sunsets! See More

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