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Check prices for these dates

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

B&B in Middletown

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
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 SAR 518
SAR 590 total
includes taxes & fees
10 Sep - 11 Sep
Loudoun Valley Manor
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 SAR 583
SAR 664 total
includes taxes & fees
3 Sep - 4 Sep
Stone Manor Boutique Inn
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
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 SAR 728
SAR 890 total
includes taxes & fees
3 Sep - 4 Sep
Antietam Overlook Farm
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
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 SAR 1,679
SAR 1,914 total
includes taxes & fees
5 Sep - 6 Sep
The Inn at Grass Roots Hill
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 SAR 600
SAR 672 total
includes taxes & fees
7 Sep - 8 Sep
Cantuta Inn
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 SAR 525
SAR 593 total
includes taxes & fees
3 Sep - 4 Sep
The Carriage Inn B&B
Dandelion in the Heart of Boonsboro
Interior

Dandelion in the Heart of Boonsboro

Dandelion in the Heart of Boonsboro
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.