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Simply Bed and Bread

208 Mount Vernon Ave, Chestertown, MD
Simply Bed and Bread
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146 reviews from our community

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Traveler rating
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    10
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33
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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 (27)
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Jacksonville, United States
Level Contributor
3 reviews
5 of 5 stars Reviewed 3 days ago NEW

I've never stayed any place that is more focused on the wants, needs, and comforts of the guests. I do plan to return and will wholeheartedly recommend Simply Bed and Bread to anyone traveling near Maryland. It's just a short walk from colonial downtown Chestertown and the river, and an even shorter walk to Washington College. By the way, the... More 

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Towson, Maryland
Level Contributor
2 reviews
common_n_hotel_reviews_1bd8 8 helpful votes
5 of 5 stars Reviewed 3 days ago NEW

We went to Simply Bed and Bread for an anniversary get away in April (okay, I know I'm late with my review). It was just perfect. The inn keepers are so sweet and made us feel like family with their hospitality. There was a red velvet cake waiting for us when we arrived (just like our wedding cake). When we... More 

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Melbourne, Australia
Level Contributor
5 reviews
5 hotel reviews
common_n_hotel_reviews_1bd8 26 helpful votes
5 of 5 stars Reviewed 2 weeks ago

This was a very special visit as I had come from Australia and only had two days to catch up with my daughter who is working just outside of Chestertown. Simply Bed and Bread was the best place for peace & quiet when you need it, and also for family warmth from hosts, Cheryl and Dave. They were considerate of... More 

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herndon,va
Level Contributor
8 reviews
5 hotel reviews
common_n_hotel_reviews_1bd8 2 helpful votes
5 of 5 stars Reviewed 3 weeks ago

I was looking to spend a night in Chestertown, but not stay at a hotel. Found Simply Bed and Bread for the right price online and stayed a night. The owner wanted to know what type of cookies I liked prior to arrival, and sure enough Cheryl had them for me on arrival. Room had a nice size TV, something... More 

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williamsburg
Level Contributor
5 reviews
5 hotel reviews
common_n_hotel_reviews_1bd8 4 helpful votes
5 of 5 stars Reviewed 4 weeks ago

This an absolutely delighteful guest house on a lovely street. The hosts, Cheryl and Dave were the most delightful hosts imaginable. I stayed in the smaller of the two bedrooms which was actually quite large and very comfortable. A basket of snacks was in the room along with a guest info book informing you where everything is such as the... More 

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Philadelphia, PA
Level Contributor
3 reviews
3 hotel reviews
common_n_hotel_reviews_1bd8 1 helpful vote
5 of 5 stars Reviewed June 3, 2015

When I first called Simply Bed & Bread, I said that my husband and I were looking for a "home away from home" for our frequent trips to Chestertown. We truly found it, times ten. David and Cheryl Hoopes are the B&B B hosts of your dreams. When we arrived yesterday, we weren't sure if we would stay one or... More 

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Carbondale, Illinois
1 review
5 of 5 stars Reviewed May 27, 2015

This was our second stay and it was as enjoyable as our first. The room was quiet and the bed comfortable. Breakfast was ample and delicious. David and Cheryl are very welcoming. They provide everything you might need or might have forgotten to pack. They also told us about the history of the area, being that we were visiting just... More 

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Texas
Level Contributor
12 reviews
10 hotel reviews
common_n_hotel_reviews_1bd8 10 helpful votes
5 of 5 stars Reviewed May 16, 2015

Many thoughtful touches, but fresh baked chocolate cookies in the evening was the best one. Would definitely stay again. Pretty location in a nice quiet college town. Thank you very much for the nice accommodations.

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Southampton, Pennsylvania
1 review
5 of 5 stars Reviewed May 12, 2015

A warm, welcoming B&B with great hosts and a fabulous, fabulous breakfast! You have to go see Chestertown and experience both this amazing little town and this B&B on its quiet little street in walking distance of so many of life's simple pleasures.

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2 reviews
5 of 5 stars Reviewed May 1, 2015

Simply Bed and Bread is as quaint and peaceful as Chestertown, a small historic town on Maryland's Eastern Shore of the Chesapeake Bay. Located in a quiet neighborhood two blocks from Rt.213, the major north south road, Emily's Room was comfortable and roomy. Cheryl and Dave are readily available when needed, but discreetly out of the way when not. Both... More 

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