Find a Bed and Breakfast in Middletown from CA $147

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Browse Select Middletown B&B

Relax in this spacious living room with a high ceiling, central fan, and large windows offering a view of the outdoors.

"Wonderful, clean, quiet, affordable and friendly lodging option when winery-hopping and/or sightseeing in the area."

CA $219 total

includes taxes & fees

Sep 8 - Sep 9

Surrounded by lush greenery and rolling hills, this traditional country house offers a serene setting.

"Beautiful location and setting."

CA $326 total

includes taxes & fees

Aug 10 - Aug 11

Stroll through a serene garden filled with lush vegetation and vibrant flowers.

"It is a quiet and elegant property inside The breakfast was delicious and the owners were friendly and hospitable."

CA $340 total

includes taxes & fees

Aug 10 - Aug 11

Step into The Anderson House Bed and Breakfast, a charming corner building with a cozy porch and inviting entrance.

"We had an excellent stay . Amanda the innkeeper was very polite and was so enjoyable to talk to . She made a delcious breakfast and made us feel very comfortable with out stay . Our room was quiet and clean . "

CA $178 total

includes taxes & fees

Aug 10 - Aug 11

Guesthouse surrounded by lush greenery, featuring a large wooden door and a small window with a shutter.

"The facility is quite small, even for 2 adults. There were ants on the counters. The provided breakfast was wonderful and plentiful. Nicely decorated. "

Stroll through the beautifully landscaped garden, featuring a variety of plants and a classical statue.

"Excellent, historic, amazing breakfast and hostess"

CA $249 total

includes taxes & fees

Aug 28 - Aug 29

Stroll through the lush garden, surrounded by a variety of plants and flowers, supported by a trellis.

"Clean and well taken care of. Owner was friendly and cooked a nice breakfast. A quick walk to the downtown of Harper's Ferry."

Relax in a classic room with a billiards table, chess set, and plush chairs.

"The hosts were fantastic and friendly "

CA $285 total

includes taxes & fees

Aug 11 - Aug 12

Cozy retreat with a bed, two pillows, and six framed artworks on the wall.

"It was a fantastic stay. The place is beautiful, picture book perfect. It was a magical stay. "

CA $372 total

includes taxes & fees

Aug 11 - Aug 12

Staircase leads to a porch with a chair and table, surrounded by lush greenery and a large tree.

"I recommend this place 100 percent"

Desk with glass-fronted cabinet and matching stool, perfect for working or relaxing.

Sit and unwind in a serene outdoor space surrounded by lush greenery and trees.

Sit and unwind in this serene outdoor seating area surrounded by lush greenery and a large tree.

"My wife and I can not say enough about how much we enjoyed our stay at this B&B! It is cute spacious up to date and clean. Mr Boose is very much the host and the breakfasts were 5 star! We were about a mile from the Frederick MD historic and shopping district. We would not hesitate to stay there again if we need overnight accomodations in Frederick!"

CA $185 total

includes taxes & fees

Aug 20 - Aug 21

Experience a blend of traditional and modern styles in this two-story house with a covered porch and beautifully maintained garden.

"Everyone was so kind, house was beautiful and the food was amazing. Really made us feel like home. Highly recommend."

CA $3,263 total

includes taxes & fees

Aug 10 - Aug 11

Stroll through the beautifully landscaped garden to the entrance of this charming residence.

"My husband and I enjoyed our stay very much. It was clean and had a lovely view from the main deck. What really made this house amazing was our hostess, Annie. She was very accommodating. Our breakfast was outstanding. Annie was extremely knowledgeable of the area and the best places to visit and eat. The house has a couple decks that could use some updating and a vine was well on its way to choking out a beautiful large tree near the main deck. Take note that if you’re planning on renting...