We were impressed by this stellar B & B from the time innkeeper Jane took our reservation until she bid us farewell after a third scrumptious breakfast. What a delight to relax within walking distance of St Michaels’ restaurants and attractions in this pristine B & B! We chose the first floor Chesapeake Suite as our home-away-from-home for three March... More

Such a beautiful home, with such a wonderful innkeeper! Very well-kept interior and exterior with beautiful antique furnishings. Very tasty breakfast served with kindness and warmth. In perfect walking distance to all attractions; just a couple blocks from the Maritime Museum. I enjoyed talking to Jane and spending time with her and other guests. Would definitely go back to this... More

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

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

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

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

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

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

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