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All 16 St. Michaels B&Bs / inns »

The Cherry Street Inn

103 Cherry Street, St. Michaels, MD 21663
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5.0 of 5 stars 36 Reviews
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36 reviews from our community

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sammnme
Maryland
Senior Reviewer
8 reviews
5 of 5 stars Reviewed 18 November 2011

For several consecutive years we have loved our stay at the Cherry Street Inn. The rooms are comfortable and nicely appointed. Breakfast is delicious and all the little extras are great. Love staying there and will change our dates if they are booked rather than stay anywhere else. We can't wait to go back! More

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CherylB42
Port Deposit, Maryland, United States
1 review
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... More

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NauticalEndeavorer
Columbus, Ohio
Contributor
17 reviews
4 helpful votes
5 of 5 stars Reviewed 14 October 2011

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... More

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sheshenorton
Keedysville, Maryland
Reviewer
4 reviews
5 helpful votes
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... More

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dhleff
Washington DC, District of Columbia
Contributor
11 reviews
9 helpful votes
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,... More

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crabmeisters
Dayton, Ohio
1 review
3 helpful votes
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... More

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TomOB36
Delaware
Reviewer
4 reviews
5 of 5 stars Reviewed 2 August 2011

The Cherry Street Inn was a perfect place for us to stay in St Michaels for our 20th Anniversary. The inn is beautiful, and within walking distance of everything in St Michaels. The host Jane is helpful and friendly, and very knowledgeable about the area. The room itself (we stayed downstairs) was large and comfortable, with its own private entrance,... More

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askev
Baltimore, Maryland
1 review
5 of 5 stars Reviewed 27 July 2011

This was our first time staying at the Cherry Street, and we're already making plans to go back. The breakfasts were wonderful, Jane, the innkeeper, was so thoughtful, helpful and had a fantastic balance of when to offer help and when to just let us go on our own. Its location could not be better, within walking distance to everything.... More

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Lancerdad
New Market, Maryland
1 review
1 helpful vote
5 of 5 stars Reviewed 20 June 2011
1
person found this review helpful

My wife and I had a wonderful time staying here and cannot say enough about special treatment from Jane and GREG! Their hospitality and knowledge of the local area made this a very memorable trip. The room and breakfast were superb! We plan to make the Cherry Street Inn our romantic get away destination for many years to come! More

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alanknauer
West Grove, Pennsylvania
1 review
1 helpful vote
5 of 5 stars Reviewed 15 June 2011
1
person found this review helpful

We got married in St Michaels last week a great day enabled by our accomodations at the Cherry Street Inn. We stayed 4 days. Jane and Greg our Innkeepers are fantastic. It was a pleasure to have such wonderful people as our hosts. The inn is immaculate, The breakfasts were wonderful and their garden is one of the most serene... More

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