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Check prices for these dates

Next weekend
12 Sep - 14 Sep
In two weeks
19 Sep - 21 Sep
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3 Oct - 5 Oct
In two months
31 Oct - 2 Nov

B&B in Middletown

Our top choices for Middletown bed & breakfast

Loudoun Valley Manor
Reception

Loudoun Valley Manor

3.0 star property
9.6 out of 10, Exceptional, (259)
"Very quiet and friendly staff"
The price is AED 512
AED 584 total
includes taxes & fees
4 Sep - 5 Sep
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, (200)
"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 . "
The Amberson House Bed & Breakfast
Antietam Overlook Farm
Exterior

Antietam Overlook Farm

3.5 star property
10.0 out of 10, Exceptional, (209)
"I cannot say enough good things about my stay! Staff was welcoming, hospitable and attentive!"
The price is AED 712
AED 871 total
includes taxes & fees
3 Sep - 4 Sep
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, (72)
"The owners are the sweetest. Easy communication and great breakfast options included!"
Lily Garden Bed and Breakfast
The Carriage Inn B&B
Courtyard

The Carriage Inn B&B

3.5 star property
9.6 out of 10, Exceptional, (425)
"Excellent, historic, amazing breakfast and hostess"
The price is AED 514
AED 580 total
includes taxes & fees
3 Sep - 4 Sep
The Carriage Inn B&B
Stone Manor Boutique Inn
Garden

Stone Manor Boutique Inn

3.5 star property
9.6 out of 10, Exceptional, (93)
"It is a quiet and elegant property inside The breakfast was delicious and the owners were friendly and hospitable."
The price is AED 570
AED 650 total
includes taxes & fees
3 Sep - 4 Sep
Stone Manor Boutique Inn
Cantuta Inn
Garden

Cantuta Inn

3.0 star property
9.0 out of 10, Wonderful, (71)
"Clean and well taken care of. Owner was friendly and cooked a nice breakfast. A quick walk to the downtown of Harper's Ferry."
The price is AED 588
AED 658 total
includes taxes & fees
8 Sep - 9 Sep
Cantuta Inn
Hollerstown Hill Bed and Breakfast
Dining

Hollerstown Hill Bed and Breakfast

3.5 star property
9.6 out of 10, Exceptional, (88)
"The hosts were fantastic and friendly "
Hollerstown Hill 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. "
Beaver Creek Inn and Spa
Caravan Suite location Private Lily Garden BnB
Property grounds

Caravan Suite location Private Lily Garden BnB

10.0 out of 10, Exceptional, (58)
"I recommend this place 100 percent"
Caravan Suite location Private Lily Garden BnB
The Inn at Grass Roots Hill
Property entrance

The Inn at Grass Roots Hill

3.0 star property
10.0 out of 10, Exceptional, (1)
"Amazng views. Large rooms. Manager was very accommodating. Look forward to our next stay."
The price is AED 1,643
AED 1,873 total
includes taxes & fees
3 Sep - 4 Sep
The Inn at Grass Roots Hill
Dandelion in the Heart of Boonsboro
Interior

Dandelion in the Heart of Boonsboro

The price is AED 429
AED 533 total
includes taxes & fees
15 Sep - 16 Sep
Dandelion in the Heart of Boonsboro
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 1 (NEW!)
Outdoor dining

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

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

Hidden View Bed & Breakfast

4.0 star property
Hidden View Bed & Breakfast
Ledge House Bed & Breakfast
Exterior

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)
"This was just what we needed. I appreciated the quiet and Lana was so nice. "
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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Top Middletown Hotel Reviews

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. Stone Manor Boutique Inn: 6 rooms. Located 15.6 mi (25.2 km) from the core of Middletown. Enjoy the free full breakfast and winery.
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.