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The Cherry Street Inn

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The Cherry Street Inn
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78 Reviews from our TripAdvisor Community

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Showing 78: English reviews
Reviewed 20 September 2014

My wife and I had never stayed at a bed and breakfast before and didn't know quite what to expect. Our hostess, Jane, was outstanding. The house was great, clean, and charming. Our accommodations were great. We could not have stayed at a better place. When asked for suggestions on food and sightseeing, Jane was very helpful. Our visit to...

Thank Bert B
Leesburg, Virginia
Reviewed 17 July 2014 via mobile

I can't say enough about our weekend stay! A beautiful Inn that is as charming as Jane, the proprietor! Beautiful room that was spotless, wonderful porch and side garden, tucked away but yet steps from everything. My husband and I have stayed at other B&B's in town, but the Cherry Street Inn is the one we will return to!!!!

6Thank DLB33
Gouldsboro, Pennsylvania
Reviewed 18 May 2014

If your looking for a great B&B experience, this is the place for you. Your hostess Jane goes out of her way to make you feel comfortable. Breakfast is a treat with every fresh fruit imaginable followed by a gourmet breakfast entrée. After finishing a waffle topped with mounds of fresh local strawberries, Jane offered to make us eggs when...

2Thank John J
Staunton, VA
Reviewed 6 May 2014

If you are searching for an awesome experience at a Bed and Breakfast on the Eastern Shore, stop the search and call this Inn. This was our first B & B experience and there is nothing I would have changed to make any part of the weekend more delightful. We were able to check in early and enjoy a full...

2Thank J P
Philadelphia, PA
Reviewed 1 February 2014

Jane is a lovely hostess, breakfast excellent and she went out of her way to accomodate us. Beautiful rooms and porch, garden to sit and relax in. We will go back next year hopefully. Very convenien to the dock and to good restaurants

2Thank joaflow
Hollywood, Maryland
Reviewed 7 November 2013

This place sounds lovely and I wanted to book a weekend for my husband' s 50th birthday. But no one replied to my email a day and a half after I sent an inquiry, so I tried to call. I got a message that the mailbox was full and I couldn't leave a message. Guess I'll try somewhere else.

4Thank Jen0616
Ringwood, New Jersey
Reviewed 15 October 2013

It was our second trip to Saint Michaels and our first time at the Cherry Street Inn. There's no need to look further. Jane is the most gracious of hosts, her home is beautiful, super clean and breakfast was great...fresh fruit each day, French toast one day, quiche the next. The breakfast was perfect to start the day, not too...

Thank WhoWantsToGo
Washington DC, District of Columbia
Reviewed 8 October 2013

Jane and Greg may be the most gracious hosts in the bed and breakfast industry. Staying at their beautiful home in St. Michaels feels like being at the home of a relative. The location is terrific: within a short walking distance of everything. The home is charming and comfortable. Jane made a fantastic breakfast each morning with Starbucks coffee already...

Thank Michael J
Madison, AL
Reviewed 20 September 2013

The antiques and setting, especially the garden patio are exceptional. The warmth and hostess' charm make it very welcoming. The food was superb. I cannot think of anything I would want that was not here. And at the price is just hard to beat We will be back again and again!

2Thank Jim M
Reviewed 24 August 2013 via mobile

Our first stay in a B&B in the USA could not have been better. A welcoming and generous host and comfortable room in a beautifully furnished house. We almost felt part of the family. If visiting this beautiful part of Maryland again we would certainly stay here.

Thank JIAUk

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  • Free Parking
  • Free High Speed Internet ( WiFi )
In your room
  • Air Conditioning
  • Refrigerator in room
  • Free Internet
  • Free High Speed Internet ( WiFi )
  • Free Parking

Additional Information about The Cherry Street Inn

Address: 103 Cherry Street, St. Michaels, MD 21663
Region: United States > Maryland > Talbot County > St. Michaels
Price Range: $195 - $228 (Based on Average Rates for a Standard Room)
Number of rooms: 2
Also Known As:
The Cherry Street Hotel St. Michaels
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Questions & Answers

Here's what travellers have asked, with answers from The Cherry Street Inn staff and other travellers.
1 question
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Questions? Get answers from The Cherry Street Inn staff and past guests.
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Typical questions asked:
  • Can tickets for local attractions be purchased at the front desk?
  • Do you have to pay extra for a mini-fridge?
  • At what time does the pool open each day?

See which rooms travellers prefer

“There are only two rooms and I preferred not to climb steps, so we registered for the ground floor room.”
 of 5 bubbles 645bertb, 20 Sep 2014 | Read review
“The second floor room comes with a private outdoor deck.”
 of 5 bubbles johnjK609HS, 17 May 2014 | Read review
“both rooms are appealing. The upstairs suite has a lovely veranda!”
 of 5 bubbles VApettraveler, 5 May 2014 | Read review
“The downstairs room has a private, separate entrance.”
  • Private bathroom
  • Downstairs bedroom sitting area
  • Downstairs bedroom
 of 5 bubbles 898debbies, 5 Aug 2013 | Read review
“The upper floor accesses the upper porch - great place for a glass of wine and people watching.”
 of 5 bubbles ChristopherM974, 27 Jun 2013 | Read review
5 of 5