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The Cherry Street Inn – reviews, photos

103 Cherry Street, St. Michaels, MD 21663
Hotel amenities
The Cherry Street Inn
5.0 of 5 stars 39 Reviews
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39 reviews from our community

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Traveller rating
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Date Rating
Port Deposit, Maryland
2 reviews
Reviews in 2 cities Reviews in 2 cities
2 helpful votes 2 helpful votes
“Great 1st Stay at a B&B”
5 of 5 stars Reviewed 15 October 2011

The Cherry Street Inn was actually recommended to us by another St Michael's Innkeeper. What a great recommendation. My husband and I were fortunate that Jane had a cancellation. We stayed in the beautiful upstairs DelMarVa Room that included a very nice balcony. The inn and garden (including resident squirrels) were lovely and Jane was a gracious host. She recommended restaurants and things to do. Most of the St Michaels attractions are within walking distance. We enjoyed everything she suggested and had a great time. This was our first stay at a B&B and we can't wait to come back!

  • Stayed October 2011, travelled as a couple
    • 5 of 5 stars Value
    • 5 of 5 stars Location
    • 5 of 5 stars Sleep Quality
    • 5 of 5 stars Rooms
    • 5 of 5 stars Cleanliness
    • 5 of 5 stars Service
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Ask CherylB42 about The Cherry Street Inn
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Columbus, Ohio
Senior Contributor
24 reviews 24 reviews
Reviews in 10 cities Reviews in 10 cities
14 helpful votes 14 helpful votes
“Very nice rooms, great location and fantastic breakfast”
5 of 5 stars Reviewed 14 October 2011
2
people found this review helpful

This B&B is a 10 minute walk to many restaurants, waterfront, bars, shops and the museum. Excellent location. We had the downstairs room with a seperate entrance. It has a nice private bath with a walk in shower. The room was very nicely decorated with antiques and was very clean.

Jane, the innkeeper, was an excellent host and served an amazing breakfast each day. A very nice stay in a really interesting town.

One day we took the ferry from Bellevue to Oxford, which was pretty cool. Unfortunately, everything in Oxford was closed. It seems that in the off season they are only open Thursday - Sunday. Keep this in mind if you are there in the off season.

  • Stayed October 2011, travelled as a couple
    • 5 of 5 stars Value
    • 5 of 5 stars Location
    • 4 of 5 stars Sleep Quality
    • 5 of 5 stars Rooms
    • 5 of 5 stars Cleanliness
    • 5 of 5 stars Service
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Ask NauticalEndeavorer about The Cherry Street Inn
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Keedysville, Maryland
Reviewer
4 reviews 4 reviews
Reviews in 2 cities Reviews in 2 cities
6 helpful votes 6 helpful votes
“BEST INNKEEPER & BEST INN!”
5 of 5 stars Reviewed 15 September 2011
1
person found this review helpful

My daughtees and & I loved our stay at the CherryStreet Inn. Jane is the most gracious hostess and she
doesn't miss an opportunity to make you feel at home. Her breakfast is amazing and the suites are
so relaxing and well appointed. I would recommend this Inn to all my family and friends. Its central
location in St. Michaels makes it a great spot to walk to all the shops and eateries. The upstair porches give you a great vantage point for viewing the area. Jane's dog, Max, is adorable and very well mannered.

Room Tip: Jan will meet any requests that she can.
See more room tips
  • Stayed January 2011, travelled with family
    • 5 of 5 stars Value
    • 5 of 5 stars Location
    • 5 of 5 stars Rooms
    • 5 of 5 stars Service
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Ask sheshenorton about The Cherry Street Inn
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Washington DC, District of Columbia
Contributor
11 reviews 11 reviews
Reviews in 7 cities Reviews in 7 cities
9 helpful votes 9 helpful votes
“Relaxing home away from home”
5 of 5 stars Reviewed 15 August 2011
3
people found this review helpful

The Cherry Street Inn is the perfect place to stay for a relaxing visit to St. Michaels. There are two large, nicely appointed suites. The place isn't fancy, but it's pleasant, and incredibly clean. The downstairs living and dining room are beautiful places to relax, and there's a garden and a balcony on the second floor as well. The hostess, Jane, is warm, hospitable, and helpful without being overly intrusive. And she cooks a great (very large) breakfast. The Inn is right in the middle of town, within walking distance of pretty much everything in St. Michaels.

  • Stayed August 2011, travelled as a couple
    • 4 of 5 stars Value
    • 5 of 5 stars Sleep Quality
    • 5 of 5 stars Cleanliness
    • 5 of 5 stars Service
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Ask dhleff about The Cherry Street Inn
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Dayton, Ohio
1 review
3 helpful votes 3 helpful votes
“Awesome place to relax.”
5 of 5 stars Reviewed 14 August 2011
3
people found this review helpful

We just returned from a 4 night stay in the Delmarva room. The bed was comfortable and cold bottled water, snacks and soft drinks awaited us. Jane made us feel like her home was our own. The fruit plates were a delightful beginning to every wonderful breakfast. The Inn is central to everything St. Michaels has to offer. The Cherry St. Inn was the exclamation at the end of every "crab-eating" day. Will we stay there again? As often as possible!

  • Stayed August 2011, travelled as a couple
    • 5 of 5 stars Value
    • 5 of 5 stars Sleep Quality
    • 5 of 5 stars Cleanliness
    • 5 of 5 stars Service
Was this review helpful? Yes
Ask crabmeisters about The Cherry Street Inn
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Additional Information about The Cherry Street Inn

103 Cherry Street, St. Michaels, MD 21663
Price range (per night):* INR8,081 - 9,474

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