The biggest downside to Perry Cabin that I noticed was that it's kind of snoozy...so nice and predictable, with slow jazz playing at dinner, the word 'sonambulant' came to mind. There was no lively local crowd at the bar or anything. Also pretty pricey. If you like cute historic buildings there are a lot of B&Bs to choose from and you can always hit the Perry Cabin for the spa or dinner.

The Inn at Perry Cabin is the only place to go on the Eastern Shore in my opinion. It is in a great location (right on the water) and next door to the Maritime Museum. They have bikes if you want to explore the town (which is walking distance anyway) and kayaks as well! It has the best food in town (try their Chicken and Crepes, fantastic!!!) and you won't find a hotel out there with a more friendly staff. It has a full service Spa as well. My wife and I had a hot stone massage and it was great. If you are looking for a quiet, relaxing place, Perry Cabin is the spot.

Hey speak of the devil Jetsetter.com is offering a deal at the Inn at Perry Cabin.
It's a slightly fancier one of those travel deal websites like Sherman's Travel or Snique Away.

I really appreciate all your comments. Thank you so much!
I'm from West Coast (California), so I'm still exploring this area and your recommendation is very helpful!

Osprey Point in Rock Hall, MD is beautiful and the food is delicious!

We were married here so I did some research a while back.
First let me recommend a visit to the Maritime Museum and a boat ride while you are there, St. Michaels is "a drinking town with a sailing problem," ha ha and is best experienced by boat! Cute architecture, ice cream shop, good dining, biking, and messing about in boats. Also swing through Tilghman Island and Oxford if you get the chance. The very best place to eat is Mason's, in Easton.

The Inn at Perry Cabin is a perennial favorite. Also can recommend the Five Gables, which is up-to-date and has a spa, and the Harbour Inn is nice because it has a restaurant, pool and the marina on the waterfront. The Red Brick and the Parsonage are very central. Harbortowne is a large waterfront resort that would be good for golfing , tennis and swimming but is not right in town. Skip the Best Western, it is fine but not right in town and zero charm compared to what you can get.
I would take a little time to research reviews of bed and breakfasts, there are a ton in town and also going down the "neck" towards Tilghman Island. Tilghman Island Inn also a great choice although it is not in St. Michaels proper, it is run by very urbane owners and has a good restaurant.

quieter Oxford (across the river): Robert Morris Inn

Inn at Perry Cabin is great.

Hello,

My husband and I would like to find a place to stay in St. Michael's.
If you have any recommendation, could you please post your comments here?

Thanks.