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Check prices for these dates

Next weekend
28 Mar - 30 Mar
In two weeks
4 Apr - 6 Apr
In one month
18 Apr - 20 Apr
In two months
16 May - 18 May

Compare 29 B&B in Middlebrook with updated reviews, rates, and availability.

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

Abigail Inn

3.0 star property
9.8 out of 10, Exceptional, (125)
"Thierry and family were fantastic. Breakfast is amazing. Town is wonderful. Highly highly recommended."
The price is AED 606
AED 687 total
includes taxes & fees
23 Mar - 24 Mar
Abigail Inn
Frederick House
Patrick-27 | Iron/ironing board, free WiFi, bed sheets

Frederick House

3.5 star property
9.4 out of 10, Exceptional, (387)
"Beautiful and charming old home with large rooms and nice decor. Clean and well kept. Breakfast was tasty with several interesting choices and a side of fresh fruit. Perfectly located to enjoy and explore Staunton's fun downtown. "
The price is AED 635
AED 711 total
includes taxes & fees
24 Mar - 25 Mar
Frederick House
Inn at Brierley Hill
Room | Premium bedding, individually decorated, individually furnished

Inn at Brierley Hill

3.5 star property
9.8 out of 10, Exceptional, (40)
"Immaculate ... terrific view...great owners...wonderfull food...best inn I ever stayed at...a must return!"
The price is AED 950
AED 1,096 total
includes taxes & fees
23 Mar - 24 Mar
Inn at Brierley Hill
Bed&Breakfast in a 1795 Log Cabin on working farm, Margaret Baylor-Swoope suite
1 bedroom, WiFi, bed sheets

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

10.0 out of 10, Exceptional, (30)
"The Inn at Meadowcroft provided our first experience of sleeping in a log cabin. It is a cabin with modern conveniences. The room was clean and tastefully furnished. Coffee was provided in the room. I was impressed that the bathroom provided a magnifying mirror for applying makeup.Bill, the owner, is a wealth of information about the Inn and the area. Nine generations of his family have grown up here. It's a short drive to Staunton, so there are plenty of restaurants to choose from for a...
The price is AED 643
AED 814 total
includes taxes & fees
23 Mar - 24 Mar
Bed&Breakfast in a 1795 Log Cabin on working farm, Margaret Baylor-Swoope suite
Bed & Breakfast in a 1795 Log Cabin on working farm, Eliza Trent Swoope Suite
Exterior

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

10.0 out of 10, Exceptional, (5)
"First time at a bed and breakfast. Very enjoyable and more important relaxing spot away from the craziness of the city. Room was perfect and I actually enjoyed the room not having a tv which was a great way to disconnect and I appreciate that! Would come back here again for a wine trip!"
The price is AED 735
AED 928 total
includes taxes & fees
23 Mar - 24 Mar
Bed & Breakfast in a 1795 Log Cabin on working farm, Eliza Trent Swoope Suite
Osceola Mill
Exterior

Osceola Mill

2.0 star property
10.0 out of 10, Exceptional, (1)
The price is AED 575
AED 663 total
includes taxes & fees
23 Mar - 24 Mar
Osceola Mill
Sugar Tree Inn
Room, Private Bathroom (Tye River) | Premium bedding, pillowtop beds, individually decorated

Sugar Tree Inn

3.5 star property
9.4 out of 10, Exceptional, (96)
"The property is really unique. We liked it and highly recommend."
The price is AED 621
AED 717 total
includes taxes & fees
6 Apr - 7 Apr
Sugar Tree Inn
Hummingbird Inn
Front of property - evening/night

Hummingbird Inn

3.5 star property
9.8 out of 10, Exceptional, (17)
"Wonderful experience in a historic inn. Relaxing gazebo by the creek. "
Hummingbird Inn
Osceola Mill - Reopening!
Interior

Osceola Mill - Reopening!

10.0 out of 10, Exceptional, (2)
"Linda is creating a true gem in her property and experiences for guest stays. We were the only couple staying the night we were there and treated to a beautiful and delicious breakfast spread in the morning. She gave us space but was also very personable and delightful to talk with. I wish we had more time to spend there and would love to go back as the property and guest experiences continue to evolve!"
The price is AED 639
AED 834 total
includes taxes & fees
27 Mar - 28 Mar
Osceola Mill - Reopening!
Steeles Tavern Manor
Front of property

Steeles Tavern Manor

4.0 star property
9.6 out of 10, Exceptional, (137)
"Wonderful visit. Beautiful, clean room, delicious breakfast, friendly and accommodating hosts. Lovely property to explore!"
Steeles Tavern Manor
Osceola Mill - Reopening!
Interior

Osceola Mill - Reopening!

The price is AED 639
AED 839 total
includes taxes & fees
23 Mar - 24 Mar
Osceola Mill - Reopening!
Stay in a 1795 Log Cabin on a working farm, George Washington Swoope, Jr Suite
Exterior

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

10.0 out of 10, Exceptional, (7)
"Everything was great- from the check in process, to the accommodations, to the delicious breakfast. The house is beautiful. We even bought some homemade jam from the front desk to take home. Definitely recommend "
The price is AED 643
AED 814 total
includes taxes & fees
23 Mar - 24 Mar
Stay in a 1795 Log Cabin on a working farm, George Washington Swoope, Jr Suite
Osceola Mill Bed & Breakfast Inn & Cabin
Terrace/patio

Osceola Mill Bed & Breakfast Inn & Cabin

The price is AED 639
AED 839 total
includes taxes & fees
23 Mar - 24 Mar
Osceola Mill Bed & Breakfast Inn & Cabin
Bed&Breakfast in a 1795 Log Cabin on working farm, Honorable Jacob Swoope Suite
Interior

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

10.0 out of 10, Exceptional, (15)
"Absolutely perfect - as nice as it looks online, it’s even better in person. Every aspect is just right, including Bill as a wonderful host"
The price is AED 1,377
AED 1,746 total
includes taxes & fees
23 Mar - 24 Mar
Bed&Breakfast in a 1795 Log Cabin on working farm, Honorable Jacob Swoope Suite
Bed & Breakfast in a 1795 Log Cabin on working farm, George Washington, Sr Suite
1 bedroom, iron/ironing board, WiFi, bed sheets

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

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...
The price is AED 1,084
AED 1,361 total
includes taxes & fees
23 Mar - 24 Mar
Bed & Breakfast in a 1795 Log Cabin on working farm, George Washington, Sr Suite
Fenton Inn
Exterior

Fenton Inn

3.5 star property
9.8 out of 10, Exceptional, (82)
"Fenton Inn is a cute little bed and breakfast. The service and food were both great. Our room was comfortable and exactly as described. I would highly recommend it for anyone who wants to get away for a weekend."
Fenton Inn
Osceola Mill Bed & Breakfast Inn & Cabin
Interior

Osceola Mill Bed & Breakfast Inn & Cabin

The price is AED 1,212
AED 1,597 total
includes taxes & fees
27 Mar - 28 Mar
Osceola Mill Bed & Breakfast Inn & Cabin
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
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

The price is AED 1,479
AED 1,938 total
includes taxes & fees
23 Mar - 24 Mar
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
Osceola Mill Bed & Breakfast Inn and Cabin
Interior

Osceola Mill Bed & Breakfast Inn and Cabin

The price is AED 926
AED 1,211 total
includes taxes & fees
23 Mar - 24 Mar
Osceola Mill Bed & Breakfast Inn and Cabin
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
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 price is AED 1,813
AED 2,370 total
includes taxes & fees
23 Mar - 24 Mar
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.
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Other property types in Middlebrook

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

9.0 out of 10, Wonderful, (267)
"The date of my stay was Sun Feb 9 - Tues Feb 11, 2025. It was a great place to stay with beautiful views. Our stay was short. We were there for my son to participate in WASI- Wintergreen Alpine Special Invitational. Travel to the Mountain Inn for ski competition and celebration was easy. I really enjoyed having the full kitchen so we could make breakfast each day. The washer and dryer were helpful for keeping ski bibs clean and dry."
The price is AED 386
AED 891 total
includes taxes & fees
23 Mar - 24 Mar
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Valley Extended Suites
Standard Suite | Private kitchen | Full-size fridge, microwave, oven, stovetop

Valley Extended Suites

3.0 star property
9.0 out of 10, Wonderful, (175)
"We have stayed here twice in the last two months. Both rooms were immaculately clean! Front office staff was pleasant and accommodating both times (It was the same woman both times...I just can't remember her name. ) If you are going to stay here, you so need to bring a hair dryer, conditioner (shampoo is provided), creamer( if you don't like French vanilla)"
The price is AED 394
AED 438 total
includes taxes & fees
30 Mar - 31 Mar
Valley Extended Suites
Charming cozy RIVERFRONT cottage on the Piney River. A little slice of heaven!
2 bedrooms, iron/ironing board, travel crib, free WiFi

Charming cozy RIVERFRONT cottage on the Piney River. A little slice of heaven!

10.0 out of 10, Exceptional, (35)
"We had such a nice getaway weekend at The Chestnut House. The Heiston’s went above and beyond to make our stay exceptional. The house was beautiful, cozy, and quiet. While sitting outside, the only thing we could hear was the relaxing sound of the river running through the backyard. The hosts made us feel very welcome and made it a wonderful experience. We would definitely book this home again. 10/10 recommend!"
Charming cozy RIVERFRONT cottage on the Piney River. A little slice of heaven!
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 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?
Here are some B&Bs in the surrounding area: Frederick House: 23 rooms. 10.3 mi (16.6 km) from the downtown core. Enjoy the local cuisine breakfast and patio area. Sugar Tree Inn: 11 rooms. 11.5 mi (18.5 km) from the heart of downtown. Enjoy the free full breakfast and deli. Osceola Mill: 5 rooms. Located 9.4 mi (15.1 km) from the core of Middlebrook. Enjoy the local cuisine breakfast and designer toiletries.
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.
What is there to do in Middlebrook?
When you want to explore some things to do in Middlebrook, consider a visit to George Washington National Forest. Frontier Culture Museum and American Shakespeare Center are also some sites to visit if you want to see more of the area.
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.