Average 325 Reviews
Jetsetter Approved
This Hotel meets our standards
This hotel meets our standards, but we haven't stayed yet

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
living room property home condominium cottage Villa mansion


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


3.5 Average 325 Reviews
Harbourtowne is closed and sold.
Reviewed 2 months ago

Harbourtowne was closed and sold to the owners of the Inn at Perry Cabin. It is my understanding that it is undergoing renovations currently, but is supposed to open this summer. It will be open under another name or as part of the Inn at Perry Cabin. We loved Harbourtowne, and we are disappointed that it will not be the same. Although it may be beautiful and welcoming in the future; it will probably also cost much more than it did in the past. TripAdvisor, please update your site with this info, and let us know when the new entity is available for accommodations. Thanks!

St Michael's Christmas
Reviewed 2 years ago

As a Christmas gift for my husband I rented a room at harbourtown resort for the Christmas in St Michaels weekend. We could not be happier with the room and resort. Spotless clean with its white furniture and crisp white bed linens, lobby gorgeous with Christmas decorations and the restaurant was fabulous and cozy next to the fireplace. Free shuttle service to town and a waiter (Mike) with a wealth of knowledge about the area.

Beautiful, quiet, perfect weekend getaway
Reviewed 2 years ago

What a fabulous place to stay for a quiet weekend getaway. We stayed Fri-Sun during the "off season" in December, so the entire resort was quiet, and empty for the most part, other than a handfull of other couples who looked like they were on a weekend getaway as well. I would imagine it is much busier and crowded during the summer months, but as much as we enjoyed our time there, I feel that it would still be a very good experience. The room was very clean, cozy and comfortable. Not overly luxurious, just cozy, comfortable and very nice. We stayed in a suite with a fireplace and it was lovely. The view of the Chesapeake Bay was simply stunning. The bed was super comfy, had clean linens and lots of soft pillows. The towels were fresh and fluffy. Every staff member we encountered was extremely friendly, polite, and very helpful. I cannot say enough about how fantastic our weekend was.

A Special Place ...
Reviewed 2 years ago

... where you can get absorbed in something, remember where you are, look up, and have an age-appropriate "holy mackerel" or "omg" moment! When that subsides, you simply get reabsorbed and repeat the wow experience minutes later, more or less, depending on your age-efficiency. When the minutes between take too long, you go to town, shop, do a wine tasting (my wife has a golly-wobbler tee), eat, then return via Harbourtowne's courtesy shuttle, hit the pool, and get the "hm/omg" moments all over again, holding hands as the sun sets!
Wonderful views of the Bay are a key feature of Harbourtowne. The rooms are just steps away from the shore! For a quick overnighter or two, not far from DC, try it! Off-season rates are great for getting your omg reflex wet. I suspect you'll keep coming back, like we have, since stopping by a couple of years ago! Kudos to all the staff during our extended 3-day stay a few months ago due to a timely car failure. (And kudos to AAA for their 2-day room and board reimbursement as part of their premier membership's trip interruption protection.) Also, those who run Harbourtowne, the desk, and the free shuttle service to town (St. Michaels and vicinity) could not have been more helpful!

Romantic Birthday Getaway
Reviewed 2 years ago

Wonderful hotel with amazing views of the water from the balcony. The fireplace was perfect for the cold and it was quiet and peaceful. The decor could use some upgrading. The bed was the most comfortable bed I have ever slept in. Close enough to make a short drive to town. Everything was clean and I had the best time. It was literally an escape from the world. I am definitely coming back to this hotel.