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

Save
Traveler (17)
Room & Suite (5)
Dining (1)
Overview
208 Mount Vernon Ave, Chestertown, MD 21620-1324 See on map
AMENITIES
Free Wifi
Free Parking
Breakfast included
Air Conditioning
Non-Smoking Hotel
Pool
Restaurant
{"containerClass":null,"containerAttributes":null,"widget":{"divClasses":"prw_rup prw_ibex_photo_carousel","js":{"handlers":"(ta.prwidgets.getjs(this,'handlers'))"},"dust":{"nav_controls":"ibex_photo_carousel__nav_controls"},"name":"ibex_photo_carousel","template":"ibex_photo_carousel__widget","moduleList":["handlers"]},"scriptFlags":null}
Reviews (205)
Filter reviews
205 results
Traveler rating
195
10
0
0
0
Traveler type
Time of year
LanguageEnglish
195
10
0
0
0
Show reviews that mention
All reviews washington college cookies home away from home quiet neighborhood my husband and i local college take home mini fridge multi course an amazing cook birthday cake comfortable home within easy walking distance gracious hosts hearty breakfast made from scratch ice water
FilterEnglish
Updating list...
1 - 5 of 205 reviews
Reviewed 3 weeks ago via mobile

What a lovely b&b in Chestertown! Our hosts were friendly, thoughtful, and accommodating! Rooms were comfortable and quiet. Breakfast was sumptuous. Thanks, Cheryl and David for your eastern shore hospitality!

Thank Amy L
Response from cherylhoopes, Owner at Simply Bed and BreadResponded 3 weeks ago

Thank you! We loved having you! ~ Cheryl & David

Reviewed April 19, 2018

I stayed here two nights and Cheryl was the best! The room was so comfortable and the breakfast was absolutely yummy. And she spent a lot of time answering my questions and explaining the city. I have stayed at a lot of B&Bs but this...More

Thank Mary2319
Response from cherylhoopes, Owner at Simply Bed and BreadResponded April 24, 2018

Oh my goodness, thank you!!!! It was wonderful having you! ~ Cheryl & David

Reviewed January 4, 2018

David and Cheryl are the most wonderful hosts. They are gifted with caring hearts and a joy in serving. From our first phone contact, when Cheryl asked what kind of cookies we liked, I knew these were special people. Their home is lovely, and our...More

Thank ShirleyJeanne
Reviewed October 11, 2017

We stayed here one night. Our hosts were excellent and very accommodating even putting our bikes in their garage overnight.. Cheryl made as a wonderful breakfast - more than I could eat. Our room was spacious and there were lots of nice touches including a...More

1  Thank BeckyinDC
Reviewed October 9, 2017

Cheryl and David were terrific hosts. From the moment we stepped in the door, they were accommodating and helpful, while also letting us do our own thing. Cheryl cooked amazing meals and had extra treats waiting for us in the bedroom. They truly went above...More

1  Thank Evan S
View more reviews
About
Description
Think home-y, not hotel.Think character, not cookie-cutter.Think individualized, not generic.Think fresh, not frou-frou.Think stocking feet, not stuffy.Think friendly, not formal.Private. Yet More personal.2 cozy, spacious, allergy-friendly upstairs rooms in a 1947 Cape Cod on a quiet street 100 yards from Washington College. Close to the hospital, Heron Point, historic downtown and the waterfront. Less
Hotel Amenities
HOTEL FEATURES
Free Parking
Free High Speed Internet (WiFi)
Breakfast included
Air Conditioning
Non-Smoking Hotel
Refrigerator in room
Pool
Beachfront
Room Service
Restaurant
Bar/Lounge
Fitness Center with Gym / Workout Room
Awards & Recognition
Certificate of Excellence
Certificate of Excellence
Room types
Non-Smoking Rooms
Awards & Recognition
Certificate of Excellence
Certificate of Excellence
Room types
Non-Smoking Rooms
Number of rooms
2
Price range
$99 - $139 (Based on Average Rates for a Standard Room)
Location
United States > Maryland > Chestertown
Awards & Recognition
Certificate of Excellence
Certificate of Excellence
Room types
Non-Smoking Rooms
Number of rooms
2
Price range
$99 - $139 (Based on Average Rates for a Standard Room)
Location
United States > Maryland > Chestertown
Photos
Traveler (17)
Room & Suite (5)
Dining (1)
Pool & Beach (1)
Nearby
Nearby HotelsSee all 2 nearby hotels
Holiday Inn Express Hotel & Suites Chestertown
168 reviews
.95 miles away
Quality Suites
125 reviews
.98 miles away
Tallulah's on Main
17 reviews
10.42 miles away
Mariners Motel
54 reviews
10.88 miles away
Nearby RestaurantsSee all 51 nearby restaurants
Evergrain Bread Company
178 reviews
.43 miles away
Chester River Wine & Cheese Co
50 reviews
.39 miles away
Uncle Charlie's Bistro
174 reviews
.53 miles away
The Fish Whistle
442 reviews
.61 miles away
Nearby AttractionsSee all 29 nearby attractions
Carla Massoni Gallery
24 reviews
.43 miles away
Historical Society of Kent County
13 reviews
.35 miles away
Kent County Visitors Center
8 reviews
.27 miles away
Garfield Center for the Arts at the Prince Theatre
7 reviews
.40 miles away
Questions & Answers
Ask a question
cherylhoopes
September 18, 2015|
Answer
Response from IloveItly | Reviewed this property |
Mike and Madonna, Trip advisor sent me this comment, as my husband Brewster and I have stayed with Cheryl and David so many times, we consider them family! We are on our way to Simply Bed and Bread again tomorrow. It is... More
0
Votes
Room Tips
"There are two rooms. Both of them are beautiful."
Mary2319
Apr 19, 2018
Read review
"Both rooms are beautiful and quiet."
ShirleyJeanne
Jan 4, 2018
Read review
"Both rooms (only 2 available) located upstairs and share common bathroom"
mfamily5Lakewood
Oct 5, 2017
Read review
"Only two rooms and both are GRAND!!"
GApple82
Aug 9, 2017
Read review
Show More 
Is This Your TripAdvisor Listing?
Own or manage this property? Claim your listing for free to respond to reviews, update your profile and much more. Claim Your Listing