Find a Bed and Breakfast in Middletown from CA $192

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Check prices for these dates

Next weekend
May 15 - May 17
In two weeks
May 22 - May 24
In one month
Jun 5 - Jun 7
In two months
Jul 3 - Jul 5

Our top choices for Middletown bed & breakfast

Reception

Loudoun Valley Manor

Loudoun Valley Manor
3.0 star property
Waterford
9.6 out of 10, Exceptional, (294 reviews)
"Amazing inn, clean, owner is friendly."
United States
Miguel
The price is CA $188
CA $214 total
includes taxes & fees
May 12 - May 13
Loudoun Valley Manor
Front of property

The Amberson House Bed & Breakfast

The Amberson House Bed & Breakfast
3.0 star property
Waynesboro
10.0 out of 10, Exceptional, (227 reviews)
"This b&b was a wonderful place to stay while we were in the area. The owners were so accommodating and friendly and the home is beautiful. Recommend highly!! "
United States
Dale
The price is CA $178
CA $198 total
includes taxes & fees
May 10 - May 11
The Amberson House Bed & Breakfast
Exterior detail

Dandelion in the Heart of Boonsboro

Dandelion in the Heart of Boonsboro
Boonsboro
10.0 out of 10, Exceptional, (1 review)
"This is a charming vintage house with modern amenities. I had the best night's sleep in a cozy comfortable bedroom with the softest blanket. The host offered every variety of product in the bathroom that a guest might need or enjoy - very thoughtful touch. "
United States
Susan H.
The price is CA $154
CA $192 total
includes taxes & fees
May 16 - May 17
Dandelion in the Heart of Boonsboro
Front of property

Hollerstown Hill Bed and Breakfast

Hollerstown Hill Bed and Breakfast
3.5 star property
Frederick
9.6 out of 10, Exceptional, (100 reviews)
"VERY welcoming hosts! Great location - walking distance to shops and river area. "
United States
Meredith
The price is CA $281
CA $298 total
includes taxes & fees
May 11 - May 12
Hollerstown Hill Bed and Breakfast
Front of property

Stone Manor Boutique Inn

Stone Manor Boutique Inn
3.5 star property
Lovettsville
9.6 out of 10, Exceptional, (101 reviews)
"This is a beautiful place to stay. Immaculate. Room was very clean and nice. Staff is very friendly. Dining area is very nice. I highly recommend staying at this inn!"
United States
Meera
The price is CA $282
CA $322 total
includes taxes & fees
May 13 - May 14
Stone Manor Boutique Inn
Exterior

Antietam Overlook Farm

Antietam Overlook Farm
3.5 star property
Keedysville
10.0 out of 10, Exceptional, (226 reviews)
"Clean and cozy room, attentive staff, great breakfast"
United States
Steven
The price is CA $306
CA $370 total
includes taxes & fees
May 10 - May 11
Antietam Overlook Farm
Interior

Light Horse Inn: Suite 4

Light Horse Inn: Suite 4
Harpers Ferry
10.0 out of 10, Exceptional, (13 reviews)
"Very charming and comfortable "
United States
Joseph
The price is CA $253
CA $325 total
includes taxes & fees
May 12 - May 13
Light Horse Inn: Suite 4
Front of property

The Carriage Inn B&B

The Carriage Inn B&B
3.5 star property
Charles Town
9.6 out of 10, Exceptional, (447 reviews)
"Lovely inn with gracious hosts and fabulous breakfast. "
United States
Megan
The price is CA $212
CA $239 total
includes taxes & fees
May 19 - May 20
The Carriage Inn B&B
Exterior

Cantuta Inn

Cantuta Inn
3.0 star property
Harpers Ferry
9.0 out of 10, Wonderful, (76 reviews)
"Clean, great location, courteous staff. Could not ask for better."
United States
Anthony
The price is CA $267
CA $299 total
includes taxes & fees
May 11 - May 12
Cantuta Inn
Interior

Light Horse Inn: Suite 6

Light Horse Inn: Suite 6
Bolivar
9.8 out of 10, Exceptional, (6 reviews)
"Great spot!"
United States
Theresa
The price is CA $239
CA $307 total
includes taxes & fees
May 14 - May 15
Light Horse Inn: Suite 6
Interior

Light Horse Inn: Suite 2

Light Horse Inn: Suite 2
Harpers Ferry
10.0 out of 10, Exceptional, (2 reviews)
"Great place to stay. Staff exceptionally friendly"
United States
Michael
The price is CA $225
CA $297 total
includes taxes & fees
May 20 - May 21
Light Horse Inn: Suite 2
Interior entrance

The Inn at Grass Roots Hill

The Inn at Grass Roots Hill
3.0 star property
Purcellville
9.2 out of 10, Wonderful, (10 reviews)
"Beautiful venue, great service, and very close to the local downtown. Would stay again, highly recommend. "
United States
Robert
The price is CA $626
CA $713 total
includes taxes & fees
May 10 - May 11
The Inn at Grass Roots Hill
Interior

Light Horse Inn: Suite 7

Light Horse Inn: Suite 7
Bolivar
9.4 out of 10, Exceptional, (6 reviews)
"The property was well-kept, and breakfast was delicious with friendly staff and guests."
United States
Rebecca
The price is CA $239
CA $307 total
includes taxes & fees
May 11 - May 12
Light Horse Inn: Suite 7
Exterior

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

Stone Manor Boutique Inn - Country Manor with Breathtaking Gardens and Event
Lovettsville
10.0 out of 10, Exceptional, (1 review)
"Everyone was so kind, house was beautiful and the food was amazing. Really made us feel like home. Highly recommend."
United States
Lukas D.
The price is CA $15,714
CA $20,367 total
includes taxes & fees
May 11 - May 12
Stone Manor Boutique Inn - Country Manor with Breathtaking Gardens and Event
Exterior

Light Horse Inn: Suite 3

Light Horse Inn: Suite 3
Harpers Ferry
The price is CA $253
CA $333 total
includes taxes & fees
May 14 - May 15
Light Horse Inn: Suite 3
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

Best Western Leesburg Hotel & Conference Center

Best Western Leesburg Hotel & Conference Center

8/10 Good
"Breakfast menu ok. Parking was safe and easy."
Elizabeth 1-night trip
Posted 5 hours ago
Best Western Leesburg Hotel & Conference Center

Find out more about Middletown

Middletown B&B information

Number of reviews
1,497
Accommodation
26 B&B
Lowest Price
CA $192
Highest Price
CA $20,367

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 Gambrill State Park and Washington Monument 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.

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