Lodging Image

Compare and book 4 Star hotels in Middlebrook, Virginia

  • 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 availability on Middlebrook 4 Star Hotels

This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

Our top choices for Middlebrook 4-star hotels

A two-story building with a balcony, a brick facade, and multiple windows.

1. The Georges

The Georges
4.0 star property
Lexington
9.8 out of 10, Exceptional, (428 reviews)
"Great Stay!!"
United States
Mary Ann
The price is 6.137.238 ₫
6.953.555 ₫ total
includes taxes & fees
11 Nov - 12 Nov
The Georges
A large two-story house with a wrap-around porch, multiple windows, and a chimney.

2. The Historic Berkeley Place

The Historic Berkeley Place
4.0 star property
Staunton
9.4 out of 10, Exceptional, (166 reviews)
"Beautifully updated inn with spacious room and comfortable bed."
United States
marianne
The price is 3.945.650 ₫
5.865.232 ₫ total
includes taxes & fees
28 Oct - 29 Oct
The Historic Berkeley Place
A spacious living room with a stone fireplace, large windows, and a high ceiling.

3. Iris Inn and Cabins

Iris Inn and Cabins
4.5 star property
Waynesboro
9.8 out of 10, Exceptional, (17 reviews)
"The view and the grounds were absolutely beautiful. The room was clean and comfortable as well, and the staff was helpful and friendly."
United States
Judy
The price is 9.084.146 ₫
10.110.654 ₫ total
includes taxes & fees
17 Nov - 18 Nov
Iris Inn and Cabins
A spacious living room with a stone fireplace, wooden ceiling beams, and a dining area with brown chairs.

4. Batten Green Venue & Lodging

Batten Green Venue & Lodging
4.0 star property
Staunton
9.8 out of 10, Exceptional, (221 reviews)
"We had a great stay and will definitely be back! "
United States
Eifa
The price is 3.224.957 ₫
4.074.867 ₫ total
includes taxes & fees
28 Oct - 29 Oct
Batten Green Venue & Lodging
A spacious room with a large window, a round table with a lace tablecloth, and a chandelier.

5. Steeles Tavern Manor

Steeles Tavern Manor
4.0 star property
Raphine
9.6 out of 10, Exceptional, (148 reviews)
"Clean, nice and well appointed rooms. Great breakfast menu and appreciated the multiple time options (we are early risers)."
United States
Joyce
The price is 6.482.861 ₫
7.474.738 ₫ total
includes taxes & fees
11 Nov - 12 Nov
Steeles Tavern Manor
A stone fireplace with a log fire, wicker furniture, and a view of the landscape.

6. Fort Lewis Lodge

Fort Lewis Lodge
4.0 star property
Millboro Springs
10.0 out of 10, Exceptional, (16 reviews)
"Unique property and experience… family owned and operated… friendly staff… amazing food… highly recommend. "
United States
Masrur
Fort Lewis Lodge
A cabin with a wooden deck, surrounded by trees and a stone wall.

7. Wintergreen Resort Condo w/ Deck, 0.3 Mi to Slopes

Wintergreen Resort Condo w/ Deck, 0.3 Mi to Slopes
4.0 star property
Nellysford
10.0 out of 10, Exceptional, (3 reviews)
"The property listing on Hotels.com matches to a perfection. The views and atmosphere are amazing. Lots to do within a short walk to the INN and restaurants."
United States
Matthew
Wintergreen Resort Condo w/ Deck, 0.3 Mi to Slopes
A kitchen with white cabinets, a granite countertop, a stainless steel refrigerator, and a window with blue curtains.

8. Wintergreen Condo: Walk to Slopes,trails & Market!

Wintergreen Condo: Walk to Slopes,trails & Market!
4.0 star property
Nellysford
10.0 out of 10, Exceptional, (2 reviews)
"It was the perfect place to stay away from home. Very nice condo. Very clean, comfortable & welcoming. I definitely would recommend and hope to return soon. "
United States
Danielle
Wintergreen Condo: Walk to Slopes,trails & Market!
A wooden deck with a wooden bench, surrounded by lush greenery and trees.

9. Cozy Wintergreen Resort Condo: Walk to Ski Lifts!

Cozy Wintergreen Resort Condo: Walk to Ski Lifts!
4.0 star property
Roseland
10.0 out of 10, Exceptional, (5 reviews)
"Nice property & amenities"
United States
Paul
Cozy Wintergreen Resort Condo: Walk to Ski Lifts!
A cozy living room with a fireplace, a large sofa, a television, and a bookshelf.

10. Wintergreen Resort Vacation Rental w/ Pool Access!

Wintergreen Resort Vacation Rental w/ Pool Access!
4.0 star property
Nellysford
Wintergreen Resort Vacation Rental w/ Pool Access!
A living room with a plaid sofa, a wooden coffee table, and a chair. There is a sign above the door that reads "Wintergreen Resort."

11. Wintergreen Resort Retreat w/ Skiing Access!

Wintergreen Resort Retreat w/ Skiing Access!
4.0 star property
Nellysford
9.0 out of 10, Wonderful, (2 reviews)
"Beautiful place. We had a wonderful time there! "
United States
Jennifer
Wintergreen Resort Retreat w/ Skiing Access!
A spacious living room with a dining area, a kitchen, and a large window with blinds.

12. Walk to W&l: Lexington Condo Near Shops & Dining

Walk to W&l: Lexington Condo Near Shops & Dining
4.0 star property
Lexington
Walk to W&l: Lexington Condo Near Shops & Dining
A spacious living room with a large window, a sofa, a coffee table, and a dining area with chairs.

13. 1 Mi to Wintergreen Resort: Mtn-view Condo!

1 Mi to Wintergreen Resort: Mtn-view Condo!
4.0 star property
Nellysford
1 Mi to Wintergreen Resort: Mtn-view Condo!
A spacious living room with a large sofa, a dining table with chairs, a fireplace, and a ceiling fan.

14. Wintergreen Ski Resort Condo w/ Golf Access!

Wintergreen Ski Resort Condo w/ Golf Access!
4.0 star property
Nellysford
10.0 out of 10, Exceptional, (2 reviews)
"Really nice and convenient condo. Great amenities. Would definitely stay again."
United States
Matthew
Wintergreen Ski Resort Condo w/ Golf Access!
A cozy living room with a fireplace, a television, and a comfortable seating area.

15. Modern Townhome at Wintergreen Resort

Modern Townhome at Wintergreen Resort
4.0 star property
Nellysford
Modern Townhome at Wintergreen Resort
Mountain view

16. Dreamhome on Lexington Golf-Country Club

Dreamhome on Lexington Golf-Country Club
4.0 star property
Lexington
Dreamhome on Lexington Golf-Country Club
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Learn more about Middlebrook

Nestled in Virginia's scenic countryside, this charming village offers easy access to the fascinating Frontier Culture Museum and captivating performances at the American Shakespeare Centre. History buffs can explore The Woodrow Wilson Presidential Library nearby, while outdoor enthusiasts will appreciate the natural splendour of George Washington National Forest and Sherando Lake Recreation Area.

See all hotels in Middlebrook
A snow-covered road winding through a forest with bare trees.
Photo by Brittany Davidson
Open Photo by Brittany Davidson

Top Middlebrook Hotel Reviews

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Middlebrook?
Expedia can help you easily locate the perfect 4-star hotel for your holiday in Middlebrook. Use our handy filter tool to fine-tune your search by things like budget, amenities and star rating and get access to terrific deals in a few clicks.

  • Search for the lowest price from 4.074.867 ₫

What's the difference between 5-star and 4-star hotels in Middlebrook?
Treat yourself to luxury during your Middlebrook escape by checking in to a 4-star hotel. As well as featuring upmarket accommodation, these retreats are typically filled with amenities like bathrobes, large beds and plenty more. A 5-star hotel will go above and beyond to make your trip an even more indulgent and unforgettable one. 24-hour concierge assistance, elegant décor and world-class dining are only the start of the superior conveniences and services you'll likely have access to.
Does Middlebrook have any 4-star all-inclusive resorts?
Use our "All inclusive" filter to find your next dream escape in Middlebrook where just about everything is taken care of, from your accommodation to your food, activities and entertainment. We can also help you find standard 4-star stays in and around this much-loved destination.