Book Middleway Bed & Breakfast

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Check prices for these dates

Next weekend
Dec 19 - Dec 21
In two weeks
Dec 26 - Dec 28
In one month
Jan 9 - Jan 11
In two months
Feb 6 - Feb 8

Our top choices for Middleway bed & breakfast

Property amenity
Hillbrook Inn

Hillbrook Inn

Hillbrook Inn
4.0 star property
Charles Town
8.6 out of 10, Excellent, (671)
"We had a wonderful time at Hillbrook. Loved the grounds, the cozy room, the spa massage was awesome!"
United States
Nataliya
$173 nightly
The price is $191
Jan 4 - Jan 5, 2026
Total with taxes and fees
Hillbrook Inn
Reception
Loudoun Valley Manor

Loudoun Valley Manor

Loudoun Valley Manor
3.0 star property
Waterford
9.6 out of 10, Exceptional, (276)
"Great location for visiting wineries"
United States
Anne
$138 nightly
The price is $158
Dec 21 - Dec 22
Total with taxes and fees
Loudoun Valley Manor
Exterior
Antietam Overlook Farm

Antietam Overlook Farm

Antietam Overlook Farm
3.5 star property
Keedysville
10.0 out of 10, Exceptional, (220)
"The communication was wonderful. Our room was comfortable and relaxing. The view was lovely breakfast was delicious . "
United States
Chad
$203 nightly
The price is $225
Dec 14 - Dec 15
Total with taxes and fees
Antietam Overlook Farm
Property entrance
The Inn at Grass Roots Hill

The Inn at Grass Roots Hill

The Inn at Grass Roots Hill
3.0 star property
Purcellville
9.2 out of 10, Wonderful, (7)
"House and property are absolutely beautiful. Staff are amazing and super friendly "
United States
Chad
$459 nightly
The price is $523
Dec 13 - Dec 14
Total with taxes and fees
The Inn at Grass Roots Hill
Garden
Stone Manor Boutique Inn

Stone Manor Boutique Inn

Stone Manor Boutique Inn
3.5 star property
Lovettsville
9.6 out of 10, Exceptional, (95)
"The experience was very good, will return in the future. The breakfast was excellent. "
United States
Marvin
$213 nightly
The price is $243
Dec 14 - Dec 15
Total with taxes and fees
Stone Manor Boutique Inn
Garden
Cantuta Inn

Cantuta Inn

Cantuta Inn
3.0 star property
Harpers Ferry
9.0 out of 10, Wonderful, (74)
"A comfortable, quiet, & beautiful place to stay. Staff was friendly and able to recommend somewhere good for dinner. "
United States
Aleta
$155 nightly
The price is $174
Dec 14 - Dec 15
Total with taxes and fees
Cantuta Inn
Exterior
Stone Manor Boutique Inn - Country Manor with Breathtaking Gardens and Event

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

Stone Manor Boutique Inn - Country Manor with Breathtaking Gardens and Event
2.0 star property
Lovettsville
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."
United States
Lukas D.
$2,011 nightly
The price is $2,381
Dec 14 - Dec 15
Total with taxes and fees
Stone Manor Boutique Inn - Country Manor with Breathtaking Gardens and Event
Courtyard
The Carriage Inn B&B

The Carriage Inn B&B

The Carriage Inn B&B
3.5 star property
Charles Town
9.6 out of 10, Exceptional, (439)
"Excellent accommodations and breakfast. "
United States
William
$124 nightly
The price is $141
Jan 12 - Jan 13, 2026
Total with taxes and fees
The Carriage Inn B&B
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 Middleway Hotel Reviews

Hampton Inn Martinsburg

Hampton Inn Martinsburg

10/10 Excellent
"Room fabulous, staff superior , breakfast great "
Robert 21-night trip
Posted 1 day ago
Hampton Inn Martinsburg

Find out more about Middleway

Middleway B&B information

Number of reviews
1,058
Accommodation
14 B&B
Lowest Price
$141
Highest Price
$2,381

Frequently asked questions

Searching for B&Bs in Middleway?
Whether you're on a romantic trip and want to stay somewhere quiet and intimate, or you're traveling solo and hoping to make some connections, B&Bs can be a great choice for many types of vacationers.
Why should you consider B&Bs instead of traditional hotels?
With attentive service, opportunities to socialize with other guests, and breakfast served on site, B&Bs provide a truly one-of-a-kind environment.
What are the best bed and breakfasts in Middleway?
Below are some well-liked B&Bs in the area: The Carriage Inn B&B: 7 rooms. 6.9 mi (11.1 km) from the heart of Middleway. Enjoy the designer toiletries and in-room fireplace. Loudoun Valley Manor: 6 rooms. 18.5 mi (29.8 km) from the downtown core. Enjoy the local cuisine breakfast and soaking bathtubs. Hillbrook Inn: 9 rooms. Situated 4.4 mi (7.1 km) from the heart of Middleway. Enjoy the free full breakfast and fitness center. Antietam Overlook Farm: 6 rooms. 17.8 mi (28.6 km) from the heart of downtown. Enjoy the free full breakfast and soaking bathtubs. The Inn at Grass Roots Hill: 5 rooms. Located 17.1 mi (27.5 km) from the core of Middleway. Enjoy the free cooked breakfast and library.
When is the best time to book my B&B in Middleway?
When you're dreaming of a stay in Middleway, 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 Middleway is 43 inches.
How can I get to and around Middleway?
Mapping out your trip in and around Middleway is easy with these transportation options. Fly into Martinsburg, WV (MRB-Eastern West Virginia Regional), which is located 7.1 mi (11.5 km) from the city center. Otherwise, you can search for flights to Hagerstown, MD (HGR-Hagerstown Regional), which is 30.8 mi (49.6 km) away. If you'd like to venture out around the area, you may want to rent a car for your trip.

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