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What We Love

  • An upscale resort on the edge of Chesapeake Bay, with your choice of viewsAttending the Christmas celebration or Midnight Madness shopping event during the winter
  • Gazing at the bay and Miles River from your patio or balcony
  • Renting a bike, and riding around Talbot County
  • Enjoying the laid-back, nautical charm of this Chesapeake Bay getaway

What To Know

  • Some rooms have toasty woodstoves
  • Free onsite parking is plentiful
  • Free WiFi can be weak
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A year-round Eastern Shore stay on the Chesapeake Bay waterfront, in a room with a patio or balcony

The Lowdown

If the Harbourtowne Resort experience could be summed it up in two words, they would be “smooth sailing.” The getaway on Maryland’s nautical Eastern Shore boasts attentive service and thoughtful staff that will make your escape feel positively effortless, allowing you to focus on the main attraction: the water. In fact, both the Chesapeake Bay and Miles River are visible throughout much of the hotel. Signature Bayview Restaurant overlooks, as the name suggests, the first; your room – like all property accommodations – affords views onto both, from its patio or balcony.
Other highlights of your stay at this 153-acre retreat run from the hearty buffet breakfast served each day, with pastries and hot entrées, to games of horseshoe, volleyball and badminton to sessions on the new kayaks and stand-up paddleboards. Colder months bring special events, like a shopping party and holiday festival. And when you actually want to take out a sailboat, they’re available nearby, as are trips on oyster-catcher skipjacks and boat-building classes at the maritime museum in certain seasons. Simply hop in your car, and you’ll be at any of these nautical destinations in minutes. Or, take Harbourtowne up on another one of its thoughtful offerings, and get there on a rental bike instead.
Good to know
Please note that a resort fee of $5 per room, per night will be added on the payment screen. The resort fee includes parking and Wi-Fi.


Your own Harbortowne accommodation – there are 111 – hits the jackpot, as far as views are concerned. You’ll look onto both the Chesapeake Bay and the Miles River from either a patio or a balcony. Also included are a Keurig coffeemaker and a 32-in. flat-screen cable TV.Harbor View Double rooms feature two double beds and look out over the harbor, while the secluded and private Bay View King rooms, with one king bed each, are located along the banks of the Bay.


Breakfast is served daily, buffet-style, in Bayview Restaurant, on the waterfront. It features hot entrées, as well as fruit, cereals and coffee. This eatery is also open for lunch, along with fine dining each evening; shrimp tacos and customized burgers are two highlights. Duck Blind Bar is a seasonal spot, serving cocktails and grilled fare from 5:30 to 8:30pm.


St. Michael’s is a charming year-round harbor destination on the Eastern Shore of Maryland, and you’ll want to spend much, if not all, of your time, taking advantage of the nautical setting: riding aboard an area oyster catcher; even learning to build a boat at the Chesapeake Bay Maritime Museum, if you come at the right time. If you prefer to stay dry, play on-site horseshoe, volleyball, badminton or lawn games; visit a winery or brewery; ride one of the rental bikes around town; explore the local galleries; or spend the day golfing or sporting clays in the area. Events take place year-round, from the Glass Festival to Wine Fest to a Christmas celebration and December shopping party. Baltimore, Philadelphia, and Washington, D.C. are also all within day-trip distance.

How to Get There

Harbourtowne Resort
9784 Martingham Drive
Saint Michaels, MD 21663 United States