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.

Simply Bed and Bread

208 Mount Vernon Ave, Chestertown, MD
Simply Bed and Bread

141 reviews from our community

Your overall rating of this property
Roll over, then click to rate
  Click to rate
Traveler rating
    131
    10
    0
    0
    0
See reviews for
32
61
18
8
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 (24)
Date | Rating
  • English first
  • Any
English first
  • All months
    (141)
  • Mar-May only
    (40)
  • Jun-Aug only
    (47)
  • Sep-Nov only
    (30)
  • Dec-Feb only
    (24)
All months
Philadelphia, PA
Level Contributor
3 reviews
3 hotel reviews
common_n_hotel_reviews_1bd8 1 helpful vote
5 of 5 stars Reviewed 4 weeks ago

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 

Was this review helpful? Yes
Carbondale, Illinois
1 review
5 of 5 stars Reviewed 5 weeks ago

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 

Was this review helpful? Yes
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.

Was this review helpful? Yes
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.

Was this review helpful? Yes
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 

Was this review helpful? Yes
Philadelphia, Pennsylvania
1 review
5 of 5 stars Reviewed April 30, 2015

A wonderful spot in historic Chestertown, near Washington University. The beds were comfortable, the rooms cheerful and bright, and the breakfast was delicious (omelettes, fresh fruit, lemon poppy bread, great coffee). David and Cheryl were lovely hosts. We could not have been happier with our accommodations.

Was this review helpful? Yes
Annandale, Virginia
2 reviews
4 of 5 stars Reviewed April 29, 2015

Lovely experience shared with a good friend. We took two rooms and shared a bath. The rooms were very comfortable and pleasant. The innkeepers could not be more friendly or accommodating. Breakfast was an absolute delight. Totally enjoyed our stay.

Was this review helpful? Yes
Mass
Level Contributor
2 reviews
5 of 5 stars Reviewed April 29, 2015

My husband and myself stayed for 4 nights in Emily's room. The room is bright and cheery and welcoming. Cheryl and David are very warm and friendly and went out of their way to make our stay really enjoyable. Cheryl is a fantastic cook and she even gave us 'care" packages for our son and his wife to enjoy. The... More 

Was this review helpful? Yes
Reston, Virginia
1 review
5 of 5 stars Reviewed April 25, 2015

It’s called “Simply Bed and Bread”, so I’ll start on the “Bed” side. Our bedroom, Emily’s Room, is quite spacious and homely decorated without feeling cluttered. The king bed is as comfortable as our bed at home. The room is outfitted with a large, eclectic collection of books, a basket of snacks, and a small refrigerator with pitcher of water... More 

Was this review helpful? Yes
Baltimore
Level Contributor
5 reviews
5 hotel reviews
common_n_hotel_reviews_1bd8 5 helpful votes
5 of 5 stars Reviewed April 24, 2015

My husband and I stayed at this quaint little B&B while visiting an event at Washington College. What a little gem of a surprise it was. Our hosts David and Cheryl were very charming and easy to talk with. They were so accommodating with our late check in. Our room and bed were exceptionally appointed with all the comforts of... More 

Was this review helpful? Yes
Questions? Get answers from hotel staff and past guests. Ask a question

18 photos of this hotel

Traveler photos: See what travelers like you saw

Viewed
All traveler photos (15)
Viewed
Dining (1)
Viewed
Room/suite (4)
Viewed
Pool/beach area (1)
Viewed
Other (9)

Management photos: Courtesy of the property manager

Viewed
All management photos (3)
Viewed
Room/suite (1)
Viewed
Other (2)
Check In Check Out
Show Prices
Hotels you might also like...
Questions? Get answers from hotel staff and past guests. Ask a question

Amenities