Photo by Doug Kerr

Search B&B in Middletown

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

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

Loudoun Valley Manor
3.0 star property
9.6 out of 10, Exceptional, (210)
"We were in the area for our niece’s wedding. We decided to stay close to the reception venue. Since we arrived late at night, it was a bit tricky for the turn off. In the morning, we noticed the gorgeous location. It was super quiet. Outside, lots of birds were chirping which added to the charm. The bed was comfortable. The room was tastefully decorated. We stayed in the Burgundy room. The bathroom was functional. There were stairs to get to it. We opted for the custom omelette for...
The price is SAR 552
SAR 629 total
includes taxes & fees
7 Nov - 8 Nov
Loudoun Valley Manor
The Amberson House Bed & Breakfast
3.0 star property
10.0 out of 10, Exceptional, (175)
"This place was such an amazing place to stay at. The rooms are each decorated in unique and neat ways, the custom breakfast in the morning is such a great time save and pretty tasty. The staff is so friendly and helpful with ideas of things do around the area. I’ll definitely be staying there again when I come through. "
The price is SAR 488
SAR 542 total
includes taxes & fees
7 Nov - 8 Nov
The Amberson House Bed & Breakfast
The Carriage Inn B&B
3.5 star property
9.6 out of 10, Exceptional, (411)
"The room was comfortable and very clean. Will stay here again. "
The price is SAR 703
SAR 787 total
includes taxes & fees
18 Nov - 19 Nov
The Carriage Inn B&B
Hollerstown Hill Bed and Breakfast
3.5 star property
9.6 out of 10, Exceptional, (82)
"Betty and Bill are amazing hostesses! Very personable and friendly. Warm and kind couple! The room was sweetly decorated and comfortable. We are looking forward to visit again!"
The price is SAR 816
SAR 865 total
includes taxes & fees
7 Nov - 8 Nov
Hollerstown Hill Bed and Breakfast
Antietam Overlook Farm
3.5 star property
10.0 out of 10, Exceptional, (172)
"Very quiet. Close to activities and dining."
The price is SAR 842
SAR 1,019 total
includes taxes & fees
7 Nov - 8 Nov
Antietam Overlook Farm
Lily Garden Bed and Breakfast
2.5 star property
9.6 out of 10, Exceptional, (59)
"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
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 778
SAR 886 total
includes taxes & fees
7 Nov - 8 Nov
Stone Manor Boutique Inn
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
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
3.5 star property
9.4 out of 10, Exceptional, (32)
"Convenient and unique."
The price is SAR 1,014
SAR 1,136 total
includes taxes & fees
13 Nov - 14 Nov
Beaver Creek Inn and Spa
Caravan Suite location Private Lily Garden BnB
10.0 out of 10, Exceptional, (53)
"We enjoyed our time at Lily Pond The first evening the fish crows gave a us quite an impressive chorus! The distance into town was easily walkable and the return trip was even doable after hiking up to Maryland Heights. Everything we needed was available except dishwasher detergent and dish towels. The neighbors and town folks were very friendly. We would definitely rebook this sweet spot again. "
Caravan Suite location Private Lily Garden BnB
Light Horse Inn: Suite 4
9.8 out of 10, Exceptional, (8)
"Great location and breakfast. The furnishings need upgrade."
The price is SAR 695
SAR 883 total
includes taxes & fees
7 Nov - 8 Nov
Light Horse Inn: Suite 4
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 834 total
includes taxes & fees
7 Nov - 8 Nov
Light Horse Inn: Suite 7
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 834 total
includes taxes & fees
7 Nov - 8 Nov
Light Horse Inn: Suite 6
Light Horse Inn: Suite 2
10.0 out of 10, Exceptional, (1)
"Great place to stay. Staff exceptionally friendly"
The price is SAR 620
SAR 817 total
includes taxes & fees
13 Nov - 14 Nov
Light Horse Inn: Suite 2
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!)
Quiet Central, Historic Farmhouse, Bed & Breakfast Suite - Suite 1 (NEW!)
Shallows Room - 0004
Shallows Room - 0004
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
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.
Don't see what you're looking for?
See all available properties in Middletown
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Middletown

Countryside Cabin with Mountain Views near Surreybrooke Gardens
10.0 out of 10, Exceptional, (84)
"Wow! What a beautiful cabin! Definitely would love to stay in this beautiful and peaceful home again! Thanks for sharing this awesome home with us! Margarita "
Countryside Cabin with Mountain Views near Surreybrooke Gardens
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
9.6 out of 10, Exceptional, (86)
"Enjoyed our stay & the countryside location. This is the real deal for a log cabin historical property. "
The price is SAR 470
SAR 956 total
includes taxes & fees
10 Nov - 11 Nov
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
Charming "Cream of the Crop" Cape ~❤️of Middletown
10.0 out of 10, Exceptional, (113)
"Lovely accommodations. Perfect for two couples. Clean and quiet. The town was charming and we enjoyed walking around and seeing the local scarecrow competition. "
The price is SAR 376
SAR 956 total
includes taxes & fees
10 Nov - 11 Nov
Charming "Cream of the Crop" Cape ~❤️of Middletown
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.