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Search B&B in Middletown

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Check prices for these dates

Next weekend
25 Apr - 27 Apr
In two weeks
2 May - 4 May
In one month
16 May - 18 May
In two months
13 Jun - 15 Jun

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, (235)
"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
15 Apr - 16 Apr
Loudoun Valley Manor
The Carriage Inn B&B
Porch

The Carriage Inn B&B

3.5 star property
9.6 out of 10, Exceptional, (415)
"Fantastic"
The price is AED 873
AED 986 total
includes taxes & fees
20 Apr - 21 Apr
The Carriage Inn B&B
Antietam Overlook Farm
Exterior

Antietam Overlook Farm

3.5 star property
10.0 out of 10, Exceptional, (189)
"What a lovely bed and breakfast. The room was everything we hope for that we were sorry it was too cold to use the small deck area provided in that room. The breakfast was perfect, conveniently located to several wineries and antique shops."
The price is AED 612
AED 759 total
includes taxes & fees
15 Apr - 16 Apr
Antietam Overlook Farm
Hollerstown Hill Bed and Breakfast
Interior

Hollerstown Hill Bed and Breakfast

3.5 star property
9.6 out of 10, Exceptional, (84)
"Phil and Betty are wonderful hosts. The house is charming with antique decor and all the modern conveniences. The room was comfortable and quiet, and breakfast was delicious "
The price is AED 798
AED 846 total
includes taxes & fees
21 Apr - 22 Apr
Hollerstown Hill Bed and Breakfast
Stone Manor Boutique Inn
Reception hall

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 760
AED 867 total
includes taxes & fees
27 Apr - 28 Apr
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, (66)
"Lily Garden Bed & Breakfast was lovely! Breakfast was delicious, decor was amazing, and the property was safe, quiet, and clean. This is the perfect place to stay when visiting Harpers Ferry. Only about 10 minutes walk from the main part of the historic district. The host was absolutely wonderful, communicative, and friendly."
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)
"Convenient and unique."
The price is AED 988
AED 1,107 total
includes taxes & fees
15 Apr - 16 Apr
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, (183)
"The inn and the innkeeper were wonderful. Highly recommend. "
The price is AED 477
AED 530 total
includes taxes & fees
15 Apr - 16 Apr
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
Living area

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. "
The price is AED 533
AED 597 total
includes taxes & fees
15 Apr - 16 Apr
Cantuta Inn
Light Horse Inn: Suite 4
Living area

Light Horse Inn: Suite 4

10.0 out of 10, Exceptional, (11)
"Great all around"
The price is AED 680
AED 847 total
includes taxes & fees
22 Apr - 23 Apr
Light Horse Inn: Suite 4
Charming 1-bedroom in our 1930 home at the center of adventure
1 bedroom, iron/ironing board, WiFi, bed sheets

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

Charming 1-bedroom in our 1930 home at the center of adventure
Light Horse Inn: Suite 6
1 bedroom, iron/ironing board, WiFi, bed sheets

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 819 total
includes taxes & fees
15 Apr - 16 Apr
Light Horse Inn: Suite 6
Light Horse Inn: Suite 7
1 bedroom, iron/ironing board, WiFi, bed sheets

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 808 total
includes taxes & fees
15 Apr - 16 Apr
Light Horse Inn: Suite 7
Light Horse Inn: Suite 2
Terrace/patio

Light Horse Inn: Suite 2

10.0 out of 10, Exceptional, (2)
"Very nice! Great room, delicious breakfast, and friendly chef!! Easy checking, staff is very prompt responding to questions!! Will stay again!"
The price is AED 606
AED 788 total
includes taxes & fees
21 Apr - 22 Apr
Light Horse Inn: Suite 2
Quiet Central, Historic Farmhouse, Bed & Breakfast Suite - Suite 2 (NEW!)
Exterior

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!)
Light Horse Inn: Suite 3
TV

Light Horse Inn: Suite 3

The price is AED 680
AED 881 total
includes taxes & fees
20 Apr - 21 Apr
Light Horse Inn: Suite 3
Hidden View Bed & Breakfast
Aerial view

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

The price is AED 632
AED 878 total
includes taxes & fees
15 Apr - 16 Apr
Shallows Room - 0004
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
Property grounds

Countryside Cabin with Mountain Views near Surreybrooke Gardens

10.0 out of 10, Exceptional, (93)
"Traveled from Baltimore to get away for a few days. Great location and mountain views. Cozy vintage cabin nicely renovated. "
Countryside Cabin with Mountain Views near Surreybrooke Gardens
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
Fridge, microwave, oven, stovetop

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

9.6 out of 10, Exceptional, (90)
"Adorable log cabin stay. We enjoyed the quiet neighborhood and cute town with beautiful old homes! It was a nice 3 day respite "
The price is AED 367
AED 802 total
includes taxes & fees
20 Apr - 21 Apr
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
Serene Log Cabin Nestled Among the Battlefields
Exterior

Serene Log Cabin Nestled Among the Battlefields

8.2 out of 10, Very Good, (27)
"Our overall experience was nice and relaxing place to be. However, during the cold months. The second floor was warm enough to sleep, but the first floor was very cold, especially when it gets down to 19 at night when there’s no heat because all the heat travels to the second floor/loft. There was a space heater, but didn’t realize it until after we left. The host was easy to get a hold of through messages. The only recommendation I would say is maybe put a firebox insert in the fireplace to...
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?
Here are some well-liked B&Bs in the surrounding area: Antietam Overlook Farm: 6 rooms. 8.6 mi (13.8 km) from the downtown core. Enjoy the free full breakfast and soaking bathtubs. Loudoun Valley Manor: 6 rooms. Situated 18.6 mi (30 km) from the heart of Middletown. Enjoy the local cuisine breakfast and soaking bathtubs. Lily Garden Bed and Breakfast: 2 rooms. Located 13.2 mi (21.3 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.