Hot Middlebrook Chalet Rates

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Featured Chalets in Middlebrook

Fully Loaded 8BR in Wintergreen! Sleeps 23

Fully Loaded 8BR in Wintergreen! Sleeps 23

2 out of 5
Wintergreen Resort VA
With a stay at this chalet in Wintergreen (Chestnut Springs), you'll be within a 5-minute drive of Wintergreen Resort and George Washington National Forest.
Opens in a new windowFully Loaded 8BR in Wintergreen! Sleeps 23
House on the slopes  Ski-in/out

House on the slopes Ski-in/out

Wintergreen Resort VA
With a stay at this chalet in Wintergreen (Treeloft), you'll be steps from Wintergreen Resort and George Washington National Forest.
Opens in a new windowHouse on the slopes Ski-in/out
Majestic Mtn Cabin w sunset view & quick hiking access

Majestic Mtn Cabin w sunset view & quick hiking access

Nellysford VA
With a stay at this chalet in Wintergreen, you'll be within a 5-minute drive of Wintergreen Resort and George Washington National Forest.
Opens in a new windowMajestic Mtn Cabin w sunset view & quick hiking access
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Wintergreen Luxury, Best Views in Virginia

Wintergreen Luxury, Best Views in Virginia

Wintergreen Resort VA
When you stay at this chalet in Wintergreen, you'll be in the mountains, within a 5-minute walk of Wintergreen Resort and George Washington National Forest.
Opens in a new windowWintergreen Luxury, Best Views in Virginia
Dragon's Back, 9BR 10BA in Wintergreen

Dragon's Back, 9BR 10BA in Wintergreen

Wintergreen Resort VA
The price is AU$4,937 per night from 2 Jan to 3 Jan
AU$4,937
2 Jan - 3 Jan 2026
includes taxes & fees
With a stay at this chalet in Wintergreen, you'll be in the mountains, within a 5-minute drive of Wintergreen Resort and George Washington National Forest.
Opens in a new windowDragon's Back, 9BR 10BA in Wintergreen
Family Chalet Minutes to Slopes: Hot Tub, Sauna, Gameroom, Adventure Bunkbeds

Family Chalet Minutes to Slopes: Hot Tub, Sauna, Gameroom, Adventure Bunkbeds

Wintergreen Resort VA
With a stay at this chalet in Wintergreen (Deer Springs), you'll be within a 15-minute walk of Wintergreen Resort and George Washington National Forest.
Opens in a new windowFamily Chalet Minutes to Slopes: Hot Tub, Sauna, Gameroom, Adventure Bunkbeds
Luxury Chalet, Best Views in Virginia

Luxury Chalet, Best Views in Virginia

Wintergreen Resort VA
When you stay at this chalet in Wintergreen, you'll be in the mountains, just steps from Wintergreen Resort and George Washington National Forest.
Opens in a new windowLuxury Chalet, Best Views in Virginia
Opulent Retreat Amidst Blue Ridge's Serenity * Dog Friendly * Hot Tub

Opulent Retreat Amidst Blue Ridge's Serenity * Dog Friendly * Hot Tub

Wintergreen Resort VA
When you stay at this chalet in Wintergreen, you'll be next to a golf course, within a 5-minute walk of Wintergreen Resort and George Washington National ...
Opens in a new windowOpulent Retreat Amidst Blue Ridge's Serenity * Dog Friendly * Hot Tub
2min to Ski! DogsOK Wood Stove Grill Fire Pit Hike

2min to Ski! DogsOK Wood Stove Grill Fire Pit Hike

Wintergreen Resort VA
With a stay at this chalet in Wintergreen, you'll be in the mountains, within a 5-minute drive of Wintergreen Resort and George Washington National Forest.
Opens in a new window2min to Ski! DogsOK Wood Stove Grill Fire Pit Hike
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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.

Middlebrook Chalet Accommodation

We see you over there, so lost in your own thoughts, you might miss your next meeting. You know it’s time to up your holiday game, and we know you’ve been googling things like “ski holidays” and “mountain retreats”. Don’t worry—we won’t tell your boss. We just have a tip for you: If you really want to slay, you need a chalet. Specifically, cheap chalet accommodation in Middlebrook.

A budget chalet hotel in Middlebrook is the perfect new topic for your office chit-chat, but unlike that office retreat, there will be no trust falls. You will find all sorts of adventurous activities on offer in Middlebrook, but none of them will involve your coworkers having to catch you (at least we hope not). Outside, nature awaits, with endless trails and endless fun. Inside, you’ll find all the right amenities for recharging after an active day, from luxurious linens to fully equipped kitchens.

Speaking of kitchens, chalet hotels in Middlebrook have everything you need for a romantic getaway. Cook up a candlelit dinner and open that perfectly chilled bottle of red. A crackling fireplace and the amazing views of Middlebrook out your picture window will do the rest.

Our deals practically move mountains, bringing cheap ski chalets and more to you right where you sit. Yes, you’ll have to pack eventually, but for now, browse our sweet selection of Middlebrook chalets and start dreaming. After all, didn’t your mum always tell you that you can be anything you want to be? Well, you want to be on holiday in Middlebrook, and it’s time to make it happen.

Middlebrook Chalets essential information

Accommodation
14 Chalets
Lowest Price
AU$106
Highest Price
AU$4,937
Popular accommodation
Fully Loaded 8BR in Wintergreen! Sleeps 23, House on the slopes Ski-in/out, Majestic Mtn Cabin w sunset view & quick hiking access, Wintergreen Luxury, Best Views in Virginia, Dragon's Back, 9BR 10BA in Wintergreen, Family Chalet Minutes to Slopes: Hot Tub, Sauna, Gameroom, Adventure Bunkbeds, Luxury Chalet, Best Views in Virginia, Opulent Retreat Amidst Blue Ridge's Serenity * Dog Friendly * Hot Tub, 2min to Ski! DogsOK Wood Stove Grill Fire Pit Hike

Top trending hotels in Middlebrook

Hotel 24 South

Hotel 24 South

3 out of 5
24 South Market Street Staunton VA
Fully refundableReserve now, pay when you stay
The price is AU$182 per night from 4 Jan to 5 Jan
AU$182
4 Jan - 5 Jan 2026
includes taxes & fees
A stay at Hotel 24 South places you in the heart of Staunton, steps from American Shakespeare Center and R.R. Smith Center for History & Art.
Opens in a new windowHotel 24 South
Sleep Inn Staunton

Sleep Inn Staunton

2.5 out of 5
222 Jefferson Hwy Staunton VA
Fully refundable
The price is AU$129 per night from 4 Jan to 5 Jan
AU$129
4 Jan - 5 Jan 2026
includes taxes & fees
Located in Staunton, Sleep Inn Staunton is in the mountains, within a 5-minute drive of Frontier Culture Museum and The Woodrow Wilson Presidential Library.
Opens in a new windowSleep Inn Staunton
Motel 6 Staunton, VA

Motel 6 Staunton, VA

2 out of 5
96 Baker Lane Staunton VA
Fully refundableReserve now, pay when you stay
The price is AU$106 per night from 1 Jan to 2 Jan
AU$106
1 Jan - 2 Jan 2026
includes taxes & fees
Located in Staunton, Motel 6 Staunton, VA is a 4-minute drive from Factory Antique Mall and 7 minutes from Frontier Culture Museum.
Opens in a new windowMotel 6 Staunton, VA
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Quality Inn Verona - Staunton North

Quality Inn Verona - Staunton North

2.5 out of 5
70 Lodge Lane Verona VA
Fully refundableReserve now, pay when you stay
The price is AU$127 per night from 21 Dec to 22 Dec
AU$127
21 Dec - 22 Dec
includes taxes & fees
Located in Verona, Quality Inn Verona - Staunton North is a 1-minute drive from Factory Antique Mall and 6 minutes from Augusta Military Academy Museum.
Opens in a new windowQuality Inn Verona - Staunton North
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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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^Subject to availability and chosen travel dates.