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Check prices for these dates

Next weekend
31 Jan - 2 Feb
In two weeks
7 Feb - 9 Feb
In one month
21 Feb - 23 Feb
In two months
21 Mar - 23 Mar

Compare 25 B&B in Middletown with updated reviews, rates, and availability.

Loudoun Valley Manor
Aerial view

Loudoun Valley Manor

3.0 star property
9.6 out of 10, Exceptional, (222)
"The manor and the surrounding area is very pretty. Olga takes good care of you and is very responsive to your needs. She makes great omelettes! The room was clean and well furnished. Everything worked as it should and it was a nice balance between a hotel room and a bed and breakfast room. "
The price is AED 551
AED 628 total
includes taxes & fees
26 Jan - 27 Jan
Loudoun Valley Manor
Lily Garden Bed and Breakfast
Front of property

Lily Garden Bed and Breakfast

2.5 star property
9.6 out of 10, Exceptional, (63)
"This was our 2nd time staying, and the area is excellent, the rooms are perfect for a small group of people who enjoy antique style and cottage esque houses. Not to mention the service is always awesome. it snowed about 6 inches and the owner came out and shoveled during and after the storm as well as kept up with salting. Over all great time"
Lily Garden Bed and Breakfast
The Carriage Inn B&B
Front of property

The Carriage Inn B&B

3.5 star property
9.6 out of 10, Exceptional, (413)
"Had a wonderful weekend staying here. The breakfast was amazing and the rooms were cozy. Would definitely recommend. "
The price is AED 688
AED 777 total
includes taxes & fees
29 Jan - 30 Jan
The Carriage Inn B&B
Antietam Overlook Farm
Exterior

Antietam Overlook Farm

3.5 star property
10.0 out of 10, Exceptional, (179)
"In the country with great views."
The price is AED 629
AED 778 total
includes taxes & fees
27 Jan - 28 Jan
Antietam Overlook Farm
Stone Manor Boutique Inn
Property entrance

Stone Manor Boutique Inn

3.5 star property
9.6 out of 10, Exceptional, (88)
"It was good"
The price is AED 697
AED 795 total
includes taxes & fees
24 Jan - 25 Jan
Stone Manor Boutique Inn
Caravan Suite location Private Lily Garden BnB
Our Family Cottage. The Suite is the second and third stories of the building.

Caravan Suite location Private Lily Garden BnB

10.0 out of 10, Exceptional, (55)
"We enjoyed the quiet location, yet it was close enough to the lower town to walk to everything we wanted to see. The suite was well-furnished and comfortable. The breakfast items were provided in very generous amounts. All the directions and information provided were easy to follow and use."
Caravan Suite location Private Lily Garden BnB
Potomac Room-one bed
1

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."
The price is AED 485
AED 669 total
includes taxes & fees
26 Jan - 27 Jan
Potomac Room-one bed
The Amberson House Bed & Breakfast
Front of property

The Amberson House Bed & Breakfast

3.0 star property
10.0 out of 10, Exceptional, (181)
"The inn and the innkeeper were wonderful. Highly recommend. "
The price is AED 477
AED 530 total
includes taxes & fees
26 Jan - 27 Jan
The Amberson House Bed & Breakfast
Cantuta Inn
Front of property

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. "
The price is AED 533
AED 597 total
includes taxes & fees
26 Jan - 27 Jan
Cantuta Inn
Beaver Creek Inn and Spa
Front of property

Beaver Creek Inn and Spa

3.5 star property
9.4 out of 10, Exceptional, (32)
"Convenient and unique."
The price is AED 988
AED 1,107 total
includes taxes & fees
27 Jan - 28 Jan
Beaver Creek Inn and Spa
Hollerstown Hill Bed and Breakfast
Front of property

Hollerstown Hill Bed and Breakfast

3.5 star property
9.6 out of 10, Exceptional, (83)
"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 AED 798
AED 846 total
includes taxes & fees
27 Jan - 28 Jan
Hollerstown Hill Bed and Breakfast
Light Horse Inn: Suite 4
Large King Bed

Light Horse Inn: Suite 4

9.8 out of 10, Exceptional, (9)
"Very charming and comfortable "
The price is AED 680
AED 849 total
includes taxes & fees
26 Jan - 27 Jan
Light Horse Inn: Suite 4
Light Horse Inn: Suite 7
Entry

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 AED 643
AED 804 total
includes taxes & fees
26 Jan - 27 Jan
Light Horse Inn: Suite 7
Light Horse Inn: Suite 6
Suite 6

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 AED 643
AED 804 total
includes taxes & fees
26 Jan - 27 Jan
Light Horse Inn: Suite 6
Light Horse Inn: Suite 2
Suite 2

Light Horse Inn: Suite 2

10.0 out of 10, Exceptional, (1)
"Great place to stay. Staff exceptionally friendly"
The price is AED 606
AED 780 total
includes taxes & fees
26 Jan - 27 Jan
Light Horse Inn: Suite 2
Quiet Central, Historic Farmhouse, Bed & Breakfast Suite - Suite 2 (NEW!)
Main 1896 house, at night. A shining beacon on the highest point in the vicinity

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

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!)
The historic 1896 main farm house.

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

Quiet Central, Historic Farmhouse, Bed & Breakfast Suite - Suite 1 (NEW!)
Shallows Room - 0004
6

Shallows Room - 0004

The price is AED 632
AED 853 total
includes taxes & fees
26 Jan - 27 Jan
Shallows Room - 0004
Ledge House Bed & Breakfast
Front of property

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
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, (90)
"Absolutely beautiful cozy and idyllic and Cassandra was extremely responsive! Also very close to amazing hiking at Gambrills park. Ill be back! "
Countryside Cabin with Mountain Views near Surreybrooke Gardens
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
Welcome!

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

9.6 out of 10, Exceptional, (88)
"It is a very quaint property and sed has the rustic cabin feel, the location was not as intimate as we hoped as it is in a regular neighborhood with close primary with neighbors. "
The price is AED 349
AED 783 total
includes taxes & fees
26 Jan - 27 Jan
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
Charming "Cream of the Crop" Cape ~❤️of Middletown
Exterior detail

Charming "Cream of the Crop" Cape ~❤️of Middletown

10.0 out of 10, Exceptional, (117)
"We were looking for a quiet getaway location from the Black Friday and Small Business Saturday crowds, but also a location that was close to several small towns near the area...and this property checked all boxes! Everywhere you go within 20-30 minutes is a delight for the history, art, music collector, foodie, entertainment, wine, distillery, brewery, or shopping fanatic...a delightful home and one we hope to visit again!"
The price is AED 459
AED 1,024 total
includes taxes & fees
24 Jan - 25 Jan
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.
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 in-room fireplace. Stone Manor Boutique Inn: 6 rooms. Situated 15.6 mi (25.2 km) from the heart of Middletown. Enjoy the free full breakfast and winery. Lily Garden Bed and Breakfast: 2 rooms. 13.2 mi (21.3 km) from the heart of downtown.
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 Willow Oaks Craft Cider and Wine 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.