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Check prices for these dates

Next weekend
4 Apr - 6 Apr
In two weeks
11 Apr - 13 Apr
In one month
25 Apr - 27 Apr
In two months
23 May - 25 May

Compare 29 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, (229)
"Quiet and clean home. Felt like you were staying with family. Easy to come and go. Pleasant host. Not what I consider your typical B & B. It would have been nice to see locally made baked goods or locally sourced products. Most everything was packaged except for home cooked eggs. "
The price is AED 551
AED 628 total
includes taxes & fees
25 Mar - 26 Mar
Loudoun Valley Manor
Antietam Overlook Farm
Exterior

Antietam Overlook Farm

3.5 star property
10.0 out of 10, Exceptional, (186)
"Lovely inn. Great breakfast. Tina was amazing! Would definitely stay again!"
The price is AED 507
AED 641 total
includes taxes & fees
26 Mar - 27 Mar
Antietam Overlook Farm
Hollerstown Hill Bed and Breakfast
Dutrow | Bathroom | Free toiletries, hair dryer, towels

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
25 Mar - 26 Mar
Hollerstown Hill Bed and Breakfast
The Amberson House Bed & Breakfast
Front of property

The Amberson House Bed & Breakfast

3.0 star property
10.0 out of 10, Exceptional, (182)
"The inn and the innkeeper were wonderful. Highly recommend. "
The price is AED 477
AED 530 total
includes taxes & fees
27 Mar - 28 Mar
The Amberson House Bed & Breakfast
The Carriage Inn B&B
Porch

The Carriage Inn B&B

3.5 star property
9.6 out of 10, Exceptional, (414)
"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
2 Apr - 3 Apr
The Carriage Inn B&B
Lily Garden Bed and Breakfast
Front of property

Lily Garden Bed and Breakfast

2.5 star property
9.6 out of 10, Exceptional, (65)
"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
Stone Manor Boutique Inn
Banquet 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 739
AED 843 total
includes taxes & fees
25 Mar - 26 Mar
Stone Manor Boutique Inn
Potomac Room-one bed
Exterior

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 674 total
includes taxes & fees
26 Mar - 27 Mar
Potomac Room-one bed
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
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 841
AED 942 total
includes taxes & fees
25 Mar - 26 Mar
Beaver Creek Inn and Spa
Cantuta Inn
Beach

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 496
AED 555 total
includes taxes & fees
26 Mar - 27 Mar
Cantuta Inn
Light Horse Inn: Suite 4
Living area

Light Horse Inn: Suite 4

9.8 out of 10, Exceptional, (10)
"This place is great. We stayed for one night. It’s clean and a very nice room. Breakfast was very good and cozy atmosphere. Check in was a breeze and communication was great. It made it very easy. "
The price is AED 680
AED 871 total
includes taxes & fees
25 Mar - 26 Mar
Light Horse Inn: Suite 4
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
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 815 total
includes taxes & fees
25 Mar - 26 Mar
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 815 total
includes taxes & fees
25 Mar - 26 Mar
Light Horse Inn: Suite 7
Light Horse Inn: Suite 2
Terrace/patio

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 795 total
includes taxes & fees
25 Mar - 26 Mar
Light Horse Inn: Suite 2
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!)
Hidden View Bed & Breakfast
Terrace/patio

Hidden View Bed & Breakfast

4.0 star property
Hidden View Bed & Breakfast
Light Horse Inn: Suite 3
TV

Light Horse Inn: Suite 3

The price is AED 680
AED 884 total
includes taxes & fees
25 Mar - 26 Mar
Light Horse Inn: Suite 3
Shallows Room - 0004
Exterior

Shallows Room - 0004

The price is AED 632
AED 874 total
includes taxes & fees
25 Mar - 26 Mar
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
Exterior

Countryside Cabin with Mountain Views near Surreybrooke Gardens

10.0 out of 10, Exceptional, (91)
"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.
Interior

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

9.6 out of 10, Exceptional, (89)
"The cabin was cozy, quiet, and we felt right at home! It had a cute rustic vibe and was very peaceful, despite being in a neighborhood. Easy access to Main Street Middletown with some great restaurants and sights. The cabin had everything we needed for our stay, including kitchen supplies, extra blankets, and brochures of local activities. We would stay again!"
The price is AED 349
AED 783 total
includes taxes & fees
25 Mar - 26 Mar
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
Charming "Cream of the Crop" Cape ~❤️of Middletown
Terrace/patio

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

10.0 out of 10, Exceptional, (122)
"Visited nice restaurants, brew pubs, antique shops. House was perfect for us. Very clean and well equipped. "
The price is AED 367
AED 919 total
includes taxes & fees
25 Mar - 26 Mar
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 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. Hollerstown Hill Bed and Breakfast: 4 rooms. 7.5 mi (12.1 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?
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.