Hot Upperville Chalet Rates

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Featured Chalets in Upperville

Bear Mountain Lodge Shenandoah Mountains Skyline Drive / Front Royal (hottub)<br>

Bear Mountain Lodge Shenandoah Mountains Skyline Drive / Front Royal (hottub)<br>

Front Royal
With a stay at this chalet in Front Royal, you'll be on a river, within a 15-minute drive of Shenandoah National Park and Front Royal Visitor's Center.
Bear Mountain Lodge Shenandoah Mountains Skyline Drive / Front Royal (hottub)<br>
Modern Harpers Ferry Cabin w Hot Tub, Deck, WiFi!

Modern Harpers Ferry Cabin w Hot Tub, Deck, WiFi!

Harpers Ferry
The price is AU$666 per night from 7 Jan to 8 Jan
AU$666
includes taxes & fees
7 Jan - 8 Jan 2025
Located in Harpers Ferry, this chalet is in a rural location, within a 5-minute drive of Shenandoah Lake Beach and Shenandoah River.
Modern Harpers Ferry Cabin w Hot Tub, Deck, WiFi!
Timber frame chalet with incredible views minutes from Shenandoah National Park.

Timber frame chalet with incredible views minutes from Shenandoah National Park.

Linden
With a stay at this chalet in Linden, you'll be in the mountains, within a 15-minute drive of Shenandoah National Park and Fox Meadow Winery.
Timber frame chalet with incredible views minutes from Shenandoah National Park.
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"Charming 3-Bedroom Chalet in Harpers Ferry, WV: Perfect Escape"

"Charming 3-Bedroom Chalet in Harpers Ferry, WV: Perfect Escape"

Harpers Ferry
With a stay at this chalet in Harpers Ferry, you'll be on a river, within a 15-minute drive of Hollywood Casino at Charles Town Races and Shenandoah River.
"Charming 3-Bedroom Chalet in Harpers Ferry, WV: Perfect Escape"
Harpers Ferry Cabin: Hot Tub, Deck, Fire Pit, WiFI

Harpers Ferry Cabin: Hot Tub, Deck, Fire Pit, WiFI

Harpers Ferry
The price is AU$600 per night from 15 Jan to 16 Jan
AU$600
includes taxes & fees
15 Jan - 16 Jan 2025
Located in Harpers Ferry, this chalet is in the mountains, within a 10-minute drive of John Brown Museum and Storer College Building.
Harpers Ferry Cabin: Hot Tub, Deck, Fire Pit, WiFI
Whitetail Summit - Shenandoah/hot tub/wineries

Whitetail Summit - Shenandoah/hot tub/wineries

Front Royal
Located in Front Royal, this chalet is on a lake, within a 10-minute drive of John T Shipe JR Park and Shenandoah River.
Whitetail Summit - Shenandoah/hot tub/wineries
River Retreat-modern luxury 5 min to Skyline Drive

River Retreat-modern luxury 5 min to Skyline Drive

Warren County
Located in Front Royal, this chalet is in a rural location, within a 10-minute drive of George Washington National Forest and Shenandoah River.
River Retreat-modern luxury 5 min to Skyline Drive
Sunset Haven

Sunset Haven

Front Royal
With a stay at this chalet in Front Royal, you'll be within a 10-minute drive of Shenandoah National Park and Shenandoah River.
Sunset Haven
Cozy w Fire Pit, Grill, Deck, Screened Porch, WiFi

Cozy w Fire Pit, Grill, Deck, Screened Porch, WiFi

Harpers Ferry
The price is AU$491 per night from 7 Jan to 8 Jan
AU$491
includes taxes & fees
7 Jan - 8 Jan 2025
When you stay at this chalet in Harpers Ferry, you'll be 11 minutes by foot from Shenandoah Lake Beach.
Cozy w Fire Pit, Grill, Deck, Screened Porch, WiFi
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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.

Upperville 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 Upperville.

A budget chalet hotel in Upperville 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 Upperville, 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 Upperville 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 Upperville 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 Upperville 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 Upperville, and it’s time to make it happen.

Upperville Chalets essential information

Accommodation
9 Chalets
Lowest Price
AU$132
Highest Price
AU$1,150
Popular accommodation
Bear Mountain Lodge Shenandoah Mountains Skyline Drive / Front Royal (hottub)
, Modern Harpers Ferry Cabin w Hot Tub, Deck, WiFi!, Timber frame chalet with incredible views minutes from Shenandoah National Park., "Charming 3-Bedroom Chalet in Harpers Ferry, WV: Perfect Escape", Harpers Ferry Cabin: Hot Tub, Deck, Fire Pit, WiFI, Whitetail Summit - Shenandoah/hot tub/wineries, River Retreat-modern luxury 5 min to Skyline Drive, Sunset Haven, Cozy w Fire Pit, Grill, Deck, Screened Porch, WiFi

Top trending hotels in Upperville

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

2.5 out of 5
1055 Millwood Pike, Route 50 East, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is AU$185 per night from 26 Dec to 27 Dec
AU$185
includes taxes & fees
26 Dec - 27 Dec
With a stay at La Quinta Inn & Suites by Wyndham Winchester in Winchester, you'll be in the business district, just a 3-minute walk from Shenandoah University ...
La Quinta Inn & Suites by Wyndham Winchester
Lansdowne Resort and Spa

Lansdowne Resort and Spa

4 out of 5
44050 Woodridge Pkwy, Leesburg, VA
Fully refundableReserve now, pay when you stay
The price is AU$369 per night from 1 Jan to 2 Jan
AU$369
includes taxes & fees
1 Jan - 2 Jan 2025
Located in Leesburg, Lansdowne Resort and Spa is a 1-minute drive from The Golf Club at Lansdowne and 6 minutes from Village at Leesburg.
Lansdowne Resort and Spa
Salamander Resort And Spa

Salamander Resort And Spa

5 out of 5
500 North Pendleton Street, Middleburg, VA
Fully refundableReserve now, pay when you stay
The price is AU$1,150 per night from 1 Jan to 2 Jan
AU$1,150
includes taxes & fees
1 Jan - 2 Jan 2025
Located in Middleburg, Salamander Resort And Spa is in the historical district, within a 15-minute drive of Greenhill Winery & Vineyards and Chrysalis ...
Salamander Resort And Spa
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Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

2.5 out of 5
150 Faraday Plaza, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is AU$132 per night from 29 Dec to 30 Dec
AU$132
includes taxes & fees
29 Dec - 30 Dec
Located in Winchester, Microtel Inn & Suites by Wyndham Winchester is within a 10-minute drive of Jim Barnett Park and Winchester Medical Center.
Microtel Inn & Suites by Wyndham Winchester
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See all available properties in Upperville
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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.