Photo by Michael Gibson
Hotels in Upperville
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Goodstone Inn & Restaurant
Goodstone Inn & Restaurant
4.0 star property
Middleburg
9.6 out of 10, Exceptional, (48)
9.6/10
Exceptional
(48)
- Countryside retreat in Middleburg with seasonal pool and upscale dining options.
The price is $379
$379
$521 total
includes taxes & fees
Dec 29 - Dec 30
Salamander Resort And Spa
Salamander Resort And Spa
5.0 star property
Middleburg
9.2 out of 10, Wonderful, (373)
9.2/10
Wonderful
(373)
- Luxurious Middleburg escape with spa treatments, indoor pool, and local cuisine.
The price is $509
$509
$632 total
includes taxes & fees
Jan 5 - Jan 6, 2026
The Red Fox Inn & Tavern
The Red Fox Inn & Tavern
4.0 star property
Downtown
9.6 out of 10, Exceptional, (408)
9.6/10
Exceptional
(408)
- Woodland retreat with colonial charm provides respite in historic Middleburg.
The price is $335
$335
$382 total
includes taxes & fees
Dec 25 - Dec 26
Briar Patch Bed & Breakfast Inn
Briar Patch Bed & Breakfast Inn
3.0 star property
Middleburg
8.0 out of 10, Very Good, (11)
8.0/10
Very Good
(11)
- Escape to a charming countryside getaway with a seasonal pool and relaxing hot tub.
The price is $275
$275
$314 total
includes taxes & fees
Dec 26 - Dec 27
L'Auberge Provencale Inn & Restaurant
L'Auberge Provencale Inn & Restaurant
4.0 star property
Boyce
9.6 out of 10, Exceptional, (174)
9.6/10
Exceptional
(174)
- Elegant countryside retreat near White Post offers gourmet dining and spa services.
The price is $229
$229
$253 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Inn at Evergreen
Inn at Evergreen
3.5 star property
Haymarket
9.4 out of 10, Exceptional, (132)
9.4/10
Exceptional
(132)
- Enjoy your stay at a serene golf and tennis getaway in picturesque Haymarket.
The price is $263
$263
$300 total
includes taxes & fees
Jan 12 - Jan 13, 2026
DoubleTree by Hilton Front Royal Blue Ridge Shadows
DoubleTree by Hilton Front Royal Blue Ridge Shadows
4.0 star property
Front Royal
9.0 out of 10, Wonderful, (1000)
9.0/10
Wonderful
(1000)
- Modern retreat with golf course and indoor pool near Shenandoah National Park.
The price is $98
$98
$108 total
includes taxes & fees
Dec 30 - Dec 31
The Inn at Grass Roots Hill
The Inn at Grass Roots Hill
3.0 star property
Purcellville
9.2 out of 10, Wonderful, (7)
9.2/10
Wonderful
(7)
- Experience rustic comfort at this charming B&B, just minutes from historic Purcellville.
The price is $459
$459
$523 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hampton Inn Front Royal
Hampton Inn Front Royal
2.5 star property
Front Royal
9.0 out of 10, Wonderful, (1000)
9.0/10
Wonderful
(1000)
- A welcoming retreat near Shenandoah National Park with indoor pool and free perks.
The price is $114
$114
$127 total
includes taxes & fees
Jan 11 - Jan 12, 2026
TownePlace Suites by Marriott Front Royal
TownePlace Suites by Marriott Front Royal
3.0 star property
Front Royal
9.6 out of 10, Exceptional, (556)
9.6/10
Exceptional
(556)
- Explore Shenandoah National Park from a hotel with modern comforts and mountain views.
The price is $118
$118
$132 total
includes taxes & fees
Dec 28 - Dec 29
Glen Gordon Manor
Glen Gordon Manor
3.5 star property
Huntly
9.8 out of 10, Exceptional, (95)
9.8/10
Exceptional
(95)
- Experience breathtaking Shenandoah views at this luxurious countryside B&B retreat.
The price is $269
$269
$294 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Baymont by Wyndham Front Royal Near Shenandoah National Park
Baymont by Wyndham Front Royal Near Shenandoah National Park
2.5 star property
Front Royal
6.4 out of 10, (920)
6.4/10
(920)
- Experience a serene getaway near Shenandoah National Park with peaceful rooms and easy access.
The price is $55
$55
$61 total
includes taxes & fees
Dec 30 - Dec 31
Super 8 by Wyndham Front Royal
Super 8 by Wyndham Front Royal
2.0 star property
Front Royal
7.6 out of 10, Good, (1002)
7.6/10
Good
(1002)
- Peaceful retreat near Shenandoah National Park with complimentary breakfast service.
The price is $62
$62
$69 total
includes taxes & fees
Dec 25 - Dec 26
Twi-Lite Inn
Twi-Lite Inn
2.0 star property
Front Royal
8.2 out of 10, Very Good, (540)
8.2/10
Very Good
(540)
The price is $62
$62
$69 total
includes taxes & fees
Dec 25 - Dec 26
Airlie Hotel
Airlie Hotel
3.5 star property
Warrenton
8.6 out of 10, Excellent, (333)
8.6/10
Excellent
(333)
- Enjoy a historic stay with an outdoor pool minutes from Warrenton's museums.
The price is $214
$214
$248 total
includes taxes & fees
Dec 25 - Dec 26
Relax Inn Motel
Relax Inn Motel
2.0 star property
Front Royal
8.2 out of 10, Very Good, (259)
8.2/10
Very Good
(259)
- Unwind 10 minutes from Shenandoah National Park with complimentary parking.
The price is $68
$68
$76 total
includes taxes & fees
Dec 25 - Dec 26
Motel 6 Front Royal, VA
Motel 6 Front Royal, VA
2.0 star property
Front Royal
6.8 out of 10, (501)
6.8/10
(501)
The price is $57
$57
$63 total
includes taxes & fees
Dec 30 - Dec 31
La Quinta Inn & Suites by Wyndham Winchester
La Quinta Inn & Suites by Wyndham Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (2234)
9.2/10
Wonderful
(2234)
- Comfortable beds await at this Winchester gem with a refreshing indoor pool.
The price is $99
$99
$107 total
includes taxes & fees
Dec 28 - Dec 29
Gateway Inn
Gateway Inn
2.0 star property
Front Royal
5.0 out of 10, (10)
5.0/10
(10)
- Convenient Front Royal lodging near Shenandoah National Park and river.
The price is $70
$70
$78 total
includes taxes & fees
Dec 25 - Dec 26
Comfort Inn & Suites Winchester
Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1091)
9.4/10
Exceptional
(1091)
- Modern Winchester hotel with free breakfast, fitness center, and Wi-Fi access.
The price is $97
$97
$106 total
includes taxes & fees
Jan 5 - Jan 6, 2026
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.
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.
Go beyond your typical stay in Upperville
Pet friendly
Family friendly
Cottage
Learn more about Upperville
Upperville is well-known for its attractions such as Sky Meadows State Park and Upperville Park.
Photo by Michael Gibson
Open Photo by Michael Gibson
Check out reviews of Upperville hotels guests love
Travelodge by Wyndham Winchester
10/10 Excellent
"Hotels well
Located off 81 for a nice pull
Off and overnight stay. Staff is friendly and helpful and rooms comfortable and quiet. "
Comfort Inn & Suites Winchester
10/10 Excellent
"Very nice hotel for an overnight stop on way north. Right next to I-81 so we asked for (and received) a room on the parking lot side. Clean and comfortable room, but be sure to unfold the pillows before trying to sleep! Definitely recommend the nearby Bruster's Real Ice Cream for a treat, and the Sclafani's New York Bagels and Bread for breakfast!"
La Quinta Inn & Suites by Wyndham Winchester
10/10 Excellent
"The breakfast staff is helpful "
Microtel Inn & Suites by Wyndham Winchester
10/10 Excellent
"Yes the room was spotless and the staff have been great"
The George Washington Hotel, A Wyndham Grand Hotel
10/10 Excellent
"It would be nice if they had a business center that was actually a business center and not a storage room"
Hampton Inn & Suites Charles Town
10/10 Excellent
"Everything was excellent "
Holiday Inn Winchester Se-Historic Gateway by IHG
10/10 Excellent
"Clean and quiet"
TRU By Hilton Winchester
10/10 Excellent
"Effortless check-in. Clean quiet room. Friendly staff"
Clarion Inn Harpers Ferry - Charles Town
10/10 Excellent
"Rooms were clean, staffs were friendly and the breakfast was good."
Frequently asked questions
What accommodations do travelers recommend in Upperville?
Guests like Salamander Resort And Spa.
Can I book a refundable hotel in Upperville?
If you need the flexibility to change your travel plans to Upperville, most properties provide refundable* rates you can book. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow down the results.
Where can I stay in Upperville if I want a vacation home instead of a hotel?
You'll find 5 vacation homes on our site.
What will the weather in Upperville be like during my vacation?
The warmest months in Upperville are usually July and August with an average temp of 72°F. January and February are the chilliest months when the average temp is 37°F. The rainiest months are September and May.
Why should I book my Upperville accommodation with Hotels.com?
There are plenty of reasons to book your Upperville travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.