Photo by Brittany Davidson

Search B&B in Middlebrook

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

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

Our top choices for Middlebrook bed & breakfast

Washington King Bed | 1 bedroom, free WiFi, bed sheets
Abigail Inn

Abigail Inn

3.0 star property
Lexington
9.8 out of 10, Exceptional, (140)
"Excellent historic home within walking distance of restaurants, VMI, W&L. Great breakfast and hospitality."
United States
Randall
The price is AED 386
AED 437 total
includes taxes & fees
10 Dec - 11 Dec
Abigail Inn
Patrick-27 | Iron/ironing board, free WiFi, bed sheets
Frederick House

Frederick House

3.5 star property
Staunton
9.4 out of 10, Exceptional, (427)
"The room was spotless and the breakfast was great. "
United States
Paula
The price is AED 433
AED 485 total
includes taxes & fees
5 Jan - 6 January 2026
Frederick House
Terrace/patio
Osceola Mill

Osceola Mill

2.0 star property
Raphine
10.0 out of 10, Exceptional, (6)
"Welcoming host in an interesting converted building. There’s not much in the immediate area we travelled out to Staunton to eat which was also a nice town."
United Kingdom
Adrian
The price is AED 606
AED 699 total
includes taxes & fees
14 Dec - 15 Dec
Osceola Mill
Fishing
Steeles Tavern Manor

Steeles Tavern Manor

4.0 star property
Raphine
9.6 out of 10, Exceptional, (140)
"Sandra made sure we know the code for the door if we got oj late but was there to meet us when we got in. She’s so accommodating and the inn is lovely!"
United States
Will
The price is AED 862
AED 994 total
includes taxes & fees
10 Dec - 11 Dec
Steeles Tavern Manor
Room, Private Bathroom (Tye River) | Premium bedding, pillowtop beds, individually decorated
Sugar Tree Inn

Sugar Tree Inn

3.5 star property
Vesuvius
9.6 out of 10, Exceptional, (107)
"Friendly owners, amazing breakfast and pristine room! EV charger is a very nice added bonus too."
United States
Andrei
The price is AED 737
AED 850 total
includes taxes & fees
20 Dec - 21 Dec
Sugar Tree Inn
1 bedroom, WiFi, bed sheets
Bed&Breakfast in a 1795 Log Cabin on working farm, Margaret Baylor-Swoope suite

Bed&Breakfast in a 1795 Log Cabin on working farm, Margaret Baylor-Swoope suite

Swoope
10.0 out of 10, Exceptional, (36)
"The place is wonderful. It is so peaceful, surrounded by nature (field, trees, flowers and sheep). Our room was super clear, spacious and very comfortable. No TV in the room which is a blessing! Breakfast was plentiful and we were happy to chat with our host Bill who is very knowledgeable about the area's history and culture. Staunton has a lot to offer and is a nice destination. I would come back in a heartbeat! "
United States
Sabine
The price is AED 643
AED 805 total
includes taxes & fees
7 Jan - 8 January 2026
Bed&Breakfast in a 1795 Log Cabin on working farm, Margaret Baylor-Swoope suite
Property grounds
Stay in a 1795 Log Cabin on a working farm, George Washington Swoope, Jr Suite

Stay in a 1795 Log Cabin on a working farm, George Washington Swoope, Jr Suite

Swoope
10.0 out of 10, Exceptional, (10)
"We had a lovely weekend at Meadowcroft and hope to visit again. The room was well appointed, comfortable and clean, the scenery around the Inn was gorgeous, and the owner was kind and engaging. "
United States
Ellie R.
The price is AED 643
AED 818 total
includes taxes & fees
10 Dec - 11 Dec
Stay in a 1795 Log Cabin on a working farm, George Washington Swoope, Jr Suite
Property grounds
Bed & Breakfast in a 1795 Log Cabin on working farm, Eliza Trent Swoope Suite

Bed & Breakfast in a 1795 Log Cabin on working farm, Eliza Trent Swoope Suite

Swoope
10.0 out of 10, Exceptional, (10)
"Wonderful hosts, treated me like family! Very clean, spacious room, filled with sunlight and amenities."
United States
Margaret
The price is AED 735
AED 936 total
includes taxes & fees
10 Dec - 11 Dec
Bed & Breakfast in a 1795 Log Cabin on working farm, Eliza Trent Swoope Suite
Dining
Bed & Breakfast in a 1795 Log Cabin on working farm, George Washington, Sr Suite

Bed & Breakfast in a 1795 Log Cabin on working farm, George Washington, Sr Suite

Swoope
10.0 out of 10, Exceptional, (2)
"We pulled in at 5pm and were promptly greeted by Bill (Judie's husband). He checked us in and gave us a brief tour of the building and the farm. Our room was spacious and well appointed, and the bathroom with the slipper claw foot tub was very nice. It was modern but maintained much of the character we appreciate. Breakfast was excellent, and included an impromptu lesson from Bill on (re)construction of the premises. Unfortunately Judie was under the weather, so we didn't get a chance to meet...
United States
charles a.
The price is AED 1,083
AED 1,378 total
includes taxes & fees
10 Dec - 11 Dec
Bed & Breakfast in a 1795 Log Cabin on working farm, George Washington, Sr Suite
Smart TV, fireplace
This spacious cottage is located in a private building with its own entrance a few steps from the Main Inn. Features include a private balcony, bedroom with a king-size bed, gas fireplaces, private bathroom with double whirlpool tub and separate show

This spacious cottage is located in a private building with its own entrance a few steps from the Main Inn. Features include a private balcony, bedroom with a king-size bed, gas fireplaces, private bathroom with double whirlpool tub and separate show

Lexington
The price is AED 1,519
AED 2,002 total
includes taxes & fees
10 Dec - 11 Dec
This spacious cottage is located in a private building with its own entrance a few steps from the Main Inn. Features include a private balcony, bedroom with a king-size bed, gas fireplaces, private bathroom with double whirlpool tub and separate show
Property grounds
Bed&Breakfast in a 1795 Log Cabin on working farm, Honorable Jacob Swoope Suite

Bed&Breakfast in a 1795 Log Cabin on working farm, Honorable Jacob Swoope Suite

Swoope
10.0 out of 10, Exceptional, (18)
"Perfect place to escape. Gorgeous functioning farm property with rolling hills, beautiful sunsets and a sky full of stars at night. Owner was more than accommodating and the room was cozy and comfortable. Enjoy the jams and pickles made on site as well!"
United States
Henry H.
The price is AED 1,377
AED 1,754 total
includes taxes & fees
10 Dec - 11 Dec
Bed&Breakfast in a 1795 Log Cabin on working farm, Honorable Jacob Swoope Suite
Outdoor spa tub
The Blue Ridge Cottage is a second floor room steps from the Main Inn. It has its own private deck and entrance which offer wooded and valley views. This cottage has a private 4 person Sundance Spa tub, and an outdoor propane fire pit. It features a

The Blue Ridge Cottage is a second floor room steps from the Main Inn. It has its own private deck and entrance which offer wooded and valley views. This cottage has a private 4 person Sundance Spa tub, and an outdoor propane fire pit. It features a

Lexington
The price is AED 1,615
AED 2,129 total
includes taxes & fees
10 Dec - 11 Dec
The Blue Ridge Cottage is a second floor room steps from the Main Inn. It has its own private deck and entrance which offer wooded and valley views. This cottage has a private 4 person Sundance Spa tub, and an outdoor propane fire pit. It features a
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Middlebrook Hotel Reviews

Days Inn by Wyndham Waynesboro

Days Inn by Wyndham Waynesboro

10/10 Excellent
"Nice Room and staff."
Rita 1-night trip
Posted 17 hours ago
Days Inn by Wyndham Waynesboro

Frequently asked questions

Searching for B&Bs in Middlebrook?
If you're looking for something a little more offbeat than your standard hotel experience, a stay at a bed and breakfast might be the perfect option for your vacation.
Why choose 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 B&Bs in Middlebrook?
Below are some B&Bs in the area: Frederick House: 23 rooms. 10.3 mi (16.6 km) from the heart of Middlebrook. Enjoy the local cuisine breakfast and patio area. Osceola Mill: 5 rooms. 9.4 mi (15.1 km) from the downtown core. Enjoy the local cuisine breakfast and designer toiletries. Steeles Tavern Manor: 5 rooms. Situated 8.8 mi (14.2 km) from the heart of Middlebrook. Enjoy the free full breakfast and in-room pools. Bed&Breakfast in a 1795 Log Cabin on working farm, Margaret Baylor-Swoope suite: Located 6.2 mi (9.9 km) from the core of Middlebrook.
What's the best time of year to stay at a B&B in Middlebrook?
When you're dreaming of a escape to Middlebrook, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 37°F. Average annual precipitation for Middlebrook is 50 inches.
How can I get to and around Middlebrook?
You can plan your excursions in and around Middlebrook ahead of time with these transportation options. Fly into Weyers Cave, VA (SHD-Shenandoah Valley Regional), which is located 22.5 mi (36.2 km) from the city center. Otherwise, look for flights into Hot Springs, VA (HSP-Ingalls Field), which is 34.5 mi (55.5 km) away. If you'd like to explore around the area, you may want a rental car for your journey.