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Search B&B in Middletown

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Compare 24 B&B in Middletown with updated reviews, rates, and availability.

Loudoun Valley Manor
Aerial view

Loudoun Valley Manor

3.0 star property
9.6 out of 10, Exceptional, (218)
"The house is beautiful and the hostess was very kind and accommodating. "
The price is SAR 563
SAR 642 total
includes taxes & fees
24 Nov - 25 Nov
Loudoun Valley Manor
The Amberson House Bed & Breakfast
Front of property

The Amberson House Bed & Breakfast

3.0 star property
10.0 out of 10, Exceptional, (177)
"This was a very nice B&B in a small town with plenty of restaurants and a great brewery across the street."
The price is SAR 488
SAR 542 total
includes taxes & fees
26 Nov - 27 Nov
The Amberson House Bed & Breakfast
The Carriage Inn B&B
Front of property

The Carriage Inn B&B

3.5 star property
9.6 out of 10, Exceptional, (412)
"Had a wonderful weekend staying here. The breakfast was amazing and the rooms were cozy. Would definitely recommend. "
The price is SAR 946
SAR 1,069 total
includes taxes & fees
6 Dec - 7 Dec
The Carriage Inn B&B
Hollerstown Hill Bed and Breakfast
Front of property

Hollerstown Hill Bed and Breakfast

3.5 star property
9.6 out of 10, Exceptional, (83)
"We had a lovely one-night stay here in October for a special occasion. The location was perfect for us, and the room was very comfortable. Paul & Betty were very kind hosts and we hope to return someday!"
The price is SAR 816
SAR 865 total
includes taxes & fees
5 Dec - 6 Dec
Hollerstown Hill Bed and Breakfast
Antietam Overlook Farm
Exterior

Antietam Overlook Farm

3.5 star property
10.0 out of 10, Exceptional, (175)
"Loved our two day stay. Accommodations were amazing. Tina and the rest of the staff were amazing hosts. "
The price is SAR 842
SAR 1,018 total
includes taxes & fees
24 Nov - 25 Nov
Antietam Overlook Farm
Lily Garden Bed and Breakfast
Front of property

Lily Garden Bed and Breakfast

2.5 star property
9.6 out of 10, Exceptional, (60)
"I enjoyed the rustic experience of being in a barn. The barn had lots of wooden paneling. The little pond and chairs outside were nice to sit and read. Most importantly, the location was close to hiking trails and restaurant. The owner was very quick to respond to texts and offer recommendations. "
Lily Garden Bed and Breakfast
Stone Manor Boutique Inn
Property entrance

Stone Manor Boutique Inn

3.5 star property
9.6 out of 10, Exceptional, (84)
"This b&b was beautiful, elegant but extremely comfortable. We did not want to leave. Our hosts were fabulous and allowed us access to the entire property including a stunning dining area and a tavern. Our dogs loved it!! Lovely garden area and grounds in general. The inside was stunning with unusual and eclect furniture. Would highly recommend this place. Not much area but Doordash did the trick! Luxurious bedding"
The price is SAR 756
SAR 861 total
includes taxes & fees
24 Nov - 25 Nov
Stone Manor Boutique Inn
Cantuta Inn
Front of property

Cantuta Inn

3.0 star property
9.0 out of 10, Wonderful, (67)
"The staff was friendly, the room was clean and the location was convenient for what we wanted to do. "
Cantuta Inn
Potomac Room-one bed
1

Potomac Room-one bed

10.0 out of 10, Exceptional, (2)
"This was a great location close to everything. The room was comfortable and clean. The owner was very friendly and accommodating."
Potomac Room-one bed
Beaver Creek Inn and Spa
Front of property

Beaver Creek Inn and Spa

3.5 star property
9.4 out of 10, Exceptional, (32)
"Convenient and unique."
The price is SAR 1,010
SAR 1,132 total
includes taxes & fees
4 Dec - 5 Dec
Beaver Creek Inn and Spa
Caravan Suite location Private Lily Garden BnB
Our Family Cottage. The Suite is the second and third stories of the building.

Caravan Suite location Private Lily Garden BnB

10.0 out of 10, Exceptional, (54)
"We enjoyed the quiet location, yet it was close enough to the lower town to walk to everything we wanted to see. The suite was well-furnished and comfortable. The breakfast items were provided in very generous amounts. All the directions and information provided were easy to follow and use."
Caravan Suite location Private Lily Garden BnB
Light Horse Inn: Suite 4
Large King Bed

Light Horse Inn: Suite 4

9.8 out of 10, Exceptional, (9)
"Very charming and comfortable "
The price is SAR 695
SAR 887 total
includes taxes & fees
23 Dec - 24 Dec
Light Horse Inn: Suite 4
Light Horse Inn: Suite 7
Entry

Light Horse Inn: Suite 7

9.0 out of 10, Wonderful, (4)
"The room itself was wonderful. However, we could hear casual talking in the room next-door. We were in Suite 7."
The price is SAR 657
SAR 837 total
includes taxes & fees
23 Dec - 24 Dec
Light Horse Inn: Suite 7
Light Horse Inn: Suite 6
Suite 6

Light Horse Inn: Suite 6

9.8 out of 10, Exceptional, (6)
"Amazing location. Staff was amazing and knowledgeable. Room had individual ac and kept us plenty cool. "
The price is SAR 657
SAR 837 total
includes taxes & fees
23 Dec - 24 Dec
Light Horse Inn: Suite 6
Light Horse Inn: Suite 2
Suite 2

Light Horse Inn: Suite 2

10.0 out of 10, Exceptional, (1)
"Great place to stay. Staff exceptionally friendly"
The price is SAR 619
SAR 812 total
includes taxes & fees
4 Dec - 5 Dec
Light Horse Inn: Suite 2
Quiet Central, Historic Farmhouse, Bed & Breakfast Suite - Suite 2 (NEW!)
Main 1896 house, at night. A shining beacon on the highest point in the vicinity

Quiet Central, Historic Farmhouse, Bed & Breakfast Suite - Suite 2 (NEW!)

10.0 out of 10, Exceptional, (3)
"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!"
Quiet Central, Historic Farmhouse, Bed & Breakfast Suite - Suite 2 (NEW!)
Quiet Central, Historic Farmhouse, Bed & Breakfast Suite - Suite 1 (NEW!)
The historic 1896 main farm house.

Quiet Central, Historic Farmhouse, Bed & Breakfast Suite - Suite 1 (NEW!)

Quiet Central, Historic Farmhouse, Bed & Breakfast Suite - Suite 1 (NEW!)
Shallows Room - 0004
6

Shallows Room - 0004

Shallows Room - 0004
Ledge House Bed & Breakfast
Front of property

Ledge House Bed & Breakfast

2.0 star property
10.0 out of 10, Exceptional, (2)
"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...
Ledge House Bed & Breakfast
Hidden View Bed & Breakfast
Aerial view

Hidden View Bed & Breakfast

4.0 star property
Hidden View Bed & Breakfast
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Middletown

Countryside Cabin with Mountain Views near Surreybrooke Gardens
Exterior

Countryside Cabin with Mountain Views near Surreybrooke Gardens

10.0 out of 10, Exceptional, (85)
"My husband and I were beyond thrilled with this property. Absolutely incredible and are looking forward to visiting again!"
Countryside Cabin with Mountain Views near Surreybrooke Gardens
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
Welcome!

Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

9.6 out of 10, Exceptional, (87)
"Quaint little getaway for the night. Especially beautiful in autumn with the foliage and the season decorations inside the home! "
The price is SAR 469
SAR 955 total
includes taxes & fees
1 Dec - 2 Dec
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
Serene Log Cabin Nestled Among the Battlefields

Serene Log Cabin Nestled Among the Battlefields

8.2 out of 10, Very Good, (25)
"Quaint adorable cabin nestled next to battlefields and short drive to Harpers Ferry. Beautiful deck in back overlooking woods. We hiked at various lookouts and did the ranger talk in town (highly recommend). Magical 3 day 2 nights. Completely relaxed! "
Serene Log Cabin Nestled Among the Battlefields
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Searching for B&Bs in Middletown?
If you’re looking for something a little more offbeat than your standard hotel experience, a bed and breakfast might be the perfect option for your trip. If your ideal vacation to Middletown includes spending lots of time outside, South Mountain State Park and Gambrill State Park are good spots to enjoy the scenery.
How do you know if a B&B is the best choice for your stay?
With attentive service, opportunities to mingle with other guests, and of course a full breakfast to start the day, B&Bs provide a unique environment.
When is the best time to book my B&B in Middletown?
When you’re dreaming of a getaway to Middletown, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 72°F, while the coldest months are January and February with an average of 36°F. Average annual precipitation for Middletown is 49 inches.
What is there to do in Middletown?
When you want to spend some time in the great outdoors, South Mountain State Park and Gambrill State Park are some notable spots. You might put Maryland National Golf Club and Orchid Cellar Winery on your list if you want to see more of the area.
How can I get to and around Middletown?
Mapping out your trip in and around Middletown is easy with these transportation options. Fly into Hagerstown, MD (HGR-Hagerstown Regional), which is located 20.6 mi (33.2 km) away from the city center. Otherwise, look for flights into Martinsburg, WV (MRB-Eastern West Virginia Regional), which is 24 mi (38.6 km) away. If you’d like to venture out around the area, consider renting a car to take in more sights.