We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.
All 13 St. Michaels B&Bs / inns

The Cherry Street Inn

103 Cherry Street, St. Michaels, MD 21663
Hotel amenities
The Cherry Street Inn
Certificate of Excellence 2013
We can't find prices for this accommodation
Our online travel partners don't provide prices for this accommodation, but we can search other options in St. Michaels
Check In mm/dd/yyyy Check Out mm/dd/yyyy
Write a Review

74 people have reviewed this hotel

Traveler rating
    73
    0
    0
    0
    1
See reviews for
2
60
1
2
Rating summary
  • Location
    5 of 5 stars
  • Sleep Quality
    5 of 5 stars
  • Rooms
    5 of 5 stars
  • Service
    5 of 5 stars
  • Value
    5 of 5 stars
  • Cleanliness
    5 of 5 stars
Traveler tips help you choose the right room.   Room tips (17)
Date | Rating
  • English first
  • Any
English first
Philadelphia, PA
Reviewer
5 reviews 5 reviews
4 hotel reviews
19 helpful votes 19 helpful votes
5 of 5 stars Reviewed January 31, 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

Was this review helpful? Yes
Hollywood, Maryland
2 reviews
2 helpful votes 2 helpful votes
1 of 5 stars Reviewed November 6, 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.

Was this review helpful? Yes 2
Washington Township, New Jersey
Top Contributor
56 reviews 56 reviews
18 hotel reviews
68 helpful votes 68 helpful votes
5 of 5 stars Reviewed October 15, 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... More

Was this review helpful? Yes
Washington DC, District of Columbia
Senior Reviewer
10 reviews 10 reviews
9 hotel reviews
29 helpful votes 29 helpful votes
5 of 5 stars Reviewed October 7, 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... More

Was this review helpful? Yes
Madison, AL
1 review
2 helpful votes 2 helpful votes
5 of 5 stars Reviewed September 19, 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!

Was this review helpful? Yes 2
Senior Reviewer
8 reviews 8 reviews
5 hotel reviews
4 helpful votes 4 helpful votes
5 of 5 stars Reviewed August 24, 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.

Was this review helpful? Yes
Marietta, Georgia
Senior Contributor
26 reviews 26 reviews
3 hotel reviews
9 helpful votes 9 helpful votes
5 of 5 stars Reviewed August 12, 2013

This is the best B&B we have ever stayed in! We have been going to St. Michael's for over ten years and have stayed at several other B&Bs in town. The others were fine but this one is the icing on the cake. Beautiful, comfortable home, lovely back yard, close to the shops and the water, with clean and tastefully... More

Was this review helpful? Yes 1
McKinney, Texas
1 review
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed August 5, 2013

We stayed at The Cherry Street Inn for 2 nights in June 2013. We picked this B&B based on the great reviews on Trip Advisor. It was our first visit to St. Michaels. Our stay at The Cherry Street Inn was wonderful! We had the downstairs room. The room was clean, beautifully decorated with antiques, extremely comfortable bed and pillows,... More

Was this review helpful? Yes 1
Germantown, Maryland
Reviewer
5 reviews 5 reviews
3 hotel reviews
4 helpful votes 4 helpful votes
5 of 5 stars Reviewed June 27, 2013

We visited St Michaels (first time) the weekend of the Iron Man (June 2013) and found the B&B well maintained, clean, and lots of small thoughtful amenities such as boutique bath products, fully stocked fridge for snacks and non alcoholic drinks. We took the upper room with access to the nice second floor porch. The manager/owners Janet & gregg are... More

Was this review helpful? Yes 2
Northern New Jersey
Top Contributor
157 reviews 157 reviews
17 hotel reviews
137 helpful votes 137 helpful votes
5 of 5 stars Reviewed June 10, 2013

After much research and careful planning I booked the Cherry Street Inn for the Eagleman Triathlon. Initially I was bummed that all the hotels were booked in Cambridge for the race but after staying at the CSI I will never stay elsewhere when back in the area. I can't say enough good things about the Inn but I will try... More

Was this review helpful? Yes 7

Been to The Cherry Street Inn? Share your experiences!

Write a Review Add Photos & Videos

Additional Information about The Cherry Street Inn

Also Known As:
The Cherry Street Hotel
The Cherry Street Hotel St. Michaels
Address: 103 Cherry Street, St. Michaels, MD 21663
Location: United States > Maryland > St. Michaels
Amenities:
Free Parking
Hotel Style:
Ranked #3 of 13 B&Bs / Inns in St. Michaels
Price Range (Based on Average Rates): $$

Owners: What's your side of the story?

If you own or manage The Cherry Street Inn, register now for free tools to enhance your listing, attract new reviews, and respond to reviewers.

Bookmark for later
Save Saved
You added The Cherry Street Inn to your Saves list