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Check prices for these dates

Next weekend
16 May - 18 May
In two weeks
23 May - 25 May
In one month
6 Jun - 8 Jun
In two months
4 Jul - 6 Jul

Compare 28 B&B in Middletown with updated reviews, rates, and availability.

Loudoun Valley Manor
Reception

Loudoun Valley Manor

3.0 star property
9.6 out of 10, Exceptional, (237)
"Stunning property and awesome room. Already booking my next stay in a few weeks with the family!"
The price is AED 551
AED 628 total
includes taxes & fees
8 May - 9 May
Loudoun Valley Manor
The Carriage Inn B&B
Porch

The Carriage Inn B&B

3.5 star property
9.6 out of 10, Exceptional, (416)
"We stayed in the Copper Beech Suite, which was spacious and comfortable. It has its own screened-in porch which was wonderful to sit on at all times of the day. The hosts are very friendly, welcoming and attentive. And the breakfasts were very good. Highly recommended! "
The price is AED 736
AED 832 total
includes taxes & fees
8 May - 9 May
The Carriage Inn B&B
Antietam Overlook Farm
Exterior

Antietam Overlook Farm

3.5 star property
10.0 out of 10, Exceptional, (193)
"Nice friendly staff, location was beautiful, and the rooms were nice and cozy. "
The price is AED 612
AED 759 total
includes taxes & fees
8 May - 9 May
Antietam Overlook Farm
Hollerstown Hill Bed and Breakfast
Dutrow | Bathroom | Free toiletries, hair dryer, towels

Hollerstown Hill Bed and Breakfast

3.5 star property
9.6 out of 10, Exceptional, (85)
"The hosts were fantastic and friendly "
The price is AED 798
AED 846 total
includes taxes & fees
8 May - 9 May
Hollerstown Hill Bed and Breakfast
Stone Manor Boutique Inn
Outdoor wedding area

Stone Manor Boutique Inn

3.5 star property
9.6 out of 10, Exceptional, (90)
"It is a quiet and elegant property inside The breakfast was delicious and the owners were friendly and hospitable."
The price is AED 703
AED 802 total
includes taxes & fees
20 May - 21 May
Stone Manor Boutique Inn
Lily Garden Bed and Breakfast
Front of property

Lily Garden Bed and Breakfast

2.5 star property
9.6 out of 10, Exceptional, (67)
"These folks are very good communicators and the location is great. The property itself is rather run down and the front steps are certainly not up to code. Very tight inside. Okay for younger travelers but not for older folks. "
Lily Garden Bed and Breakfast
Beaver Creek Inn and Spa
Panoramic Suite, 1 King Bed, Patio, Mountain View | 1 bedroom, premium bedding, desk, iron/ironing board

Beaver Creek Inn and Spa

3.5 star property
9.4 out of 10, Exceptional, (32)
"It was a fantastic stay. The place is beautiful, picture book perfect. It was a magical stay. "
The price is AED 841
AED 942 total
includes taxes & fees
8 May - 9 May
Beaver Creek Inn and Spa
The Amberson House Bed & Breakfast
Front of property

The Amberson House Bed & Breakfast

3.0 star property
10.0 out of 10, Exceptional, (185)
"Very nice B&B with a lovely breakfast. We really enjoyed the walk around town. Thanks to Amanda for the warm welcome and great hospitality. We’ll be back!"
The price is AED 477
AED 530 total
includes taxes & fees
11 May - 12 May
The Amberson House Bed & Breakfast
Caravan Suite location Private Lily Garden BnB
Exterior

Caravan Suite location Private Lily Garden BnB

10.0 out of 10, Exceptional, (56)
"Enjoyed a relaxing three week stay with my Dog in a cozy carriage gouse nesled in beautiful historic Harpers Ferry. Owner provided breakfeast and check in weekly to ensure for a comfortable stay. Recommend this location and will stay again if in the area. "
Caravan Suite location Private Lily Garden BnB
Cantuta Inn
Beach

Cantuta Inn

3.0 star property
9.0 out of 10, Wonderful, (68)
"The staff was friendly, the room was clean and the location was convenient for what we wanted to do. "
Cantuta Inn
Charming 1-bedroom in our 1930 home at the center of adventure
Interior

Charming 1-bedroom in our 1930 home at the center of adventure

Charming 1-bedroom in our 1930 home at the center of adventure
Quiet Central, Historic Farmhouse, Bed & Breakfast Suite - Suite 2 (NEW!)
Property grounds

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!)
Hidden View Bed & Breakfast
Terrace/patio

Hidden View Bed & Breakfast

4.0 star property
Hidden View Bed & Breakfast
Stone Manor Boutique Inn - Country Manor with Breathtaking Gardens and Event
Exterior

Stone Manor Boutique Inn - Country Manor with Breathtaking Gardens and Event

2.0 star property
10.0 out of 10, Exceptional, (1)
"Everyone was so kind, house was beautiful and the food was amazing. Really made us feel like home. Highly recommend."
Stone Manor Boutique Inn - Country Manor with Breathtaking Gardens and Event
Shallows Room - 0004
Exterior

Shallows Room - 0004

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

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

Quiet Central, Historic Farmhouse, Bed & Breakfast Suite - Suite 1 (NEW!)
Ledge House Bed & Breakfast
Terrace/patio

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
Purcellville Home
Interior

Purcellville Home

3.5 star property
8.8 out of 10, Excellent, (6)
Purcellville Home
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, (95)
"Such a unique cabin to enjoy! It was just what we were looking for a relaxing weekend. We will definitely be going back in the spring/summer!"
Countryside Cabin with Mountain Views near Surreybrooke Gardens
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
Interior

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

9.6 out of 10, Exceptional, (93)
"Quaint little getaway for the night. Especially beautiful in autumn with the foliage and the season decorations inside the home! "
The price is AED 257
AED 681 total
includes taxes & fees
8 May - 9 May
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
Serene Log Cabin Nestled Among the Battlefields
Exterior detail

Serene Log Cabin Nestled Among the Battlefields

8.2 out of 10, Very Good, (27)
"The cabin was very nice"
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 you’re interested in playing some golf on your trip, Maryland National Golf Club is a good spot to tee off.
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.
What are the best bed and breakfasts in Middletown?
Below are some well-liked B&Bs in the area: Loudoun Valley Manor: 6 rooms. 18.6 mi (30 km) from the heart of Middletown. Enjoy the local cuisine breakfast and soaking bathtubs. Antietam Overlook Farm: 6 rooms. 8.6 mi (13.8 km) from the downtown core. Enjoy the free full breakfast and soaking bathtubs. Cantuta Inn: 4 rooms. Located 13.5 mi (21.7 km) from the core of Middletown.
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?
If you’re looking for some activities to entertain you on your trip, consider visiting Maryland National Golf Club and Orchid Cellar Winery. You might put South Mountain State Park and Gambrill State Park 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.