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Villas in Upperville

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31
No exact matches found, but these alternatives could be just right

Recommended hotels in Upperville

A wooden cabin with two windows and a door, a porch with benches, and purple flowers in the foreground.

1. Peaceful mountain cabin in charming Berryville VA - next to river and brewery

Peaceful mountain cabin in charming Berryville VA - next to river and brewery
Berryville
10.0 out of 10, Exceptional, (3 reviews)
"Loved the place, the log cabin has the old world charm and beautiful settings. "
United States
Anonymous traveler
$223 nightly
The price is $246
Oct 12 - Oct 13
Total with taxes and fees
Peaceful mountain cabin in charming Berryville VA - next to river and brewery
A stone house with a chimney, surrounded by a well-maintained lawn and trees.

2. 18th Century Stone Cottage minutes from historic Middleburg

18th Century Stone Cottage minutes from historic Middleburg
Middleburg
10.0 out of 10, Exceptional, (66 reviews)
"A quaint cottage in a beautiful location!"
United States
Mary H.
$369 nightly
The price is $396
Oct 12 - Oct 13
Total with taxes and fees
18th Century Stone Cottage minutes from historic Middleburg
A white building with a white door, two trash bins, and a small black object on the wall.

3. Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.

Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.
Middleburg
9.6 out of 10, Exceptional, (29 reviews)
"The studio has potential but is not worth the price paid. Towels were old, mattress was soft, cobwebs were noticeable. Location is great."
United States
Kathleen
$239 nightly
The price is $272
Oct 12 - Oct 13
Total with taxes and fees
Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.
A wooden staircase leading to a deck with a lattice railing, surrounded by dense foliage.

4. Blue Mountain Cabin, secluded, perfect for couples, near main road

Blue Mountain Cabin, secluded, perfect for couples, near main road
Front Royal
10.0 out of 10, Exceptional, (45 reviews)
"Beautiful, relaxing and quiet cabin, exceeded expectations."
United States
Johnathan B.
$210 nightly
The price is $232
Oct 14 - Oct 15
Total with taxes and fees
Blue Mountain Cabin, secluded, perfect for couples, near main road
A terrace with tables set for a wedding, overlooking a golf course and a body of water.

5. 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, (1,001 reviews)
"Always a great stay when golfing at Blue Ridge Shadows!"
United States
Brian
$117 nightly
The price is $129
Nov 1 - Nov 2
Total with taxes and fees
DoubleTree by Hilton Front Royal Blue Ridge Shadows
A covered outdoor seating area with wicker chairs and a patterned rug, overlooking a garden and a building.

6. The Honeymoon Cabin | Private Couple's Retreat w/ hot tub

The Honeymoon Cabin | Private Couple's Retreat w/ hot tub
Front Royal
9.6 out of 10, Exceptional, (8 reviews)
"Absolutely perfect spot for a leaf-peeping getaway. Clean, charming, romantic! Close to antiques, vineyards and Shenandoah!"
United States
Paul B.
$340 nightly
The price is $375
Oct 28 - Oct 29
Total with taxes and fees
The Honeymoon Cabin | Private Couple's Retreat w/ hot tub
A Hampton Inn with a 'Welcome' sign, a covered entrance, and a parking lot with handicapped parking.

7. Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
Front Royal
9.2 out of 10, Wonderful, (1,000 reviews)
"Perfect, loved this hotel, bed are so comfortable, very clean. Staff was wonderful."
United States
Grace
$118 nightly
The price is $132
Nov 1 - Nov 2
Total with taxes and fees
Hampton Inn Front Royal
A Comfort Inn & Suites building with a modern design, featuring a prominent logo on the facade, a covered entrance, and multiple windows.

8. Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,134 reviews)
"Great location with easy access to nice dining. Very courteous staff."
United States
John
$99 nightly
The price is $111
Oct 18 - Oct 19
Total with taxes and fees
Comfort Inn & Suites Winchester
A single-story house with a porch, a front door, and two windows.

9. Spacious Modern Home on Middleburg Horse Farm

Spacious Modern Home on Middleburg Horse Farm
Middleburg
10.0 out of 10, Exceptional, (21 reviews)
"Perfect for a mother and daughter get away. Peaceful and quiet. Short distance to Middleburg. Looking forward to staying here again. Already planning another trip with the whole family at Thanksgiving!"
United States
Denise B.
$513 nightly
The price is $585
Oct 6 - Oct 7
Total with taxes and fees
Spacious Modern Home on Middleburg Horse Farm
A multi-story hotel with a swimming pool, parking lot, and a landscaped area.

10. TownePlace Suites by Marriott Front Royal

TownePlace Suites by Marriott Front Royal
3.0 star property
Front Royal
9.6 out of 10, Exceptional, (606 reviews)
"Had an absolute great stay."
United States
Justin
$141 nightly
The price is $155
Oct 21 - Oct 22
Total with taxes and fees
TownePlace Suites by Marriott Front Royal
A cabin with a gravel driveway, surrounded by trees and potted plants.

11. The Juniper Cabin • Cozy Hideaway w/ Hot Tub

The Juniper Cabin • Cozy Hideaway w/ Hot Tub
Linden
10.0 out of 10, Exceptional, (23 reviews)
"We had a fantastic time staying at this property for the weekend."
United States
Colin N.
$339 nightly
The price is $374
Oct 28 - Oct 29
Total with taxes and fees
The Juniper Cabin • Cozy Hideaway w/ Hot Tub
A wooden cabin with a porch, surrounded by trees and a gravel path.

12. The Grape Escape - A-Frame Cabin

The Grape Escape - A-Frame Cabin
Linden
10.0 out of 10, Exceptional, (26 reviews)
"This property was great for a weekend of relaxation!"
United States
Steven B.
$294 nightly
The price is $324
Oct 14 - Oct 15
Total with taxes and fees
The Grape Escape - A-Frame Cabin
A large brick building with a classic facade, a central entrance with a decorative arch, and a sign reading "The George Washington Hotel."

13. The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel
3.5 star property
Old Town Winchester
9.4 out of 10, Exceptional, (1,003 reviews)
"The room was very comfortable. Uno's was a wonderful place to eat!"
United States
Carol
$130 nightly
The price is $148
Oct 12 - Oct 13
Total with taxes and fees
The George Washington Hotel, A Wyndham Grand Hotel
A modern hotel with a flat facade, multiple windows, and a well-lit entrance.

14. 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, (2,274 reviews)
"Nice room, good breakfast. Friendly staff, definitely would stay here again."
United States
Earl
$108 nightly
The price is $120
Oct 25 - Oct 26
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Winchester
An outdoor patio with a grill, seating, and string lights.

15. Home2 Suites By Hilton Winchester

Home2 Suites By Hilton Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (26 reviews)
"Room was large, breakfast delicious with lots of choices and staff very friendly. Loved staying here for our family of 5."
United States
Mandy
$91 nightly
The price is $103
Nov 2 - Nov 3
Total with taxes and fees
Home2 Suites By Hilton Winchester
A wooden deck with stone steps leading to a house with a dark brown exterior.

16. Delicious Cabin | Wine Country Hot Tub, Game Room + Screened Porch

Delicious Cabin | Wine Country Hot Tub, Game Room + Screened Porch
Linden
10.0 out of 10, Exceptional, (18 reviews)
"Property and cabin was very clean and well stocked. Location was great to get to wineries. We saw deer and fox in the back yard, very peaceful."
United States
Edward
$432 nightly
The price is $477
Oct 6 - Oct 7
Total with taxes and fees
Delicious Cabin | Wine Country Hot Tub, Game Room + Screened Porch
A Country Inn & Suites by Radisson building with a covered entrance and multiple windows.

17. Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA
3.0 star property
Winchester
8.8 out of 10, Excellent, (1,003 reviews)
"Great stay."
United States
Allen
$96 nightly
The price is $106
Oct 26 - Oct 27
Total with taxes and fees
Country Inn & Suites by Radisson, Winchester, VA
A Fairfield by Marriott hotel with a modern entrance, stone pillars, and a well-lit facade.

18. Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (945 reviews)
"Great stay"
United States
Dawn
$93 nightly
The price is $103
Nov 1 - Nov 2
Total with taxes and fees
Fairfield Inn & Suites by Marriott Winchester
A multi-story hotel with a courtyard, outdoor seating, and a guest parking area.

19. 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, (1,004 reviews)
"Great breakfast nice room"
Netherlands
pieter
$59 nightly
The price is $65
Nov 2 - Nov 3
Total with taxes and fees
Baymont by Wyndham Front Royal Near Shenandoah National Park
A Hampton Inn hotel with a modern facade, a covered entrance, and a landscaped courtyard.

20. Hampton Inn Winchester N/Conference Center, VA

Hampton Inn Winchester N/Conference Center, VA
2.5 star property
Winchester
9.2 out of 10, Wonderful, (944 reviews)
"Clean room and quiet and breakfast great"
United States
Michael
$106 nightly
The price is $120
Oct 18 - Oct 19
Total with taxes and fees
Hampton Inn Winchester N/Conference Center, VA
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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Top Upperville Hotel Reviews

DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows

10/10 Excellent
"The staff was very helpful. Offered us cookies and water when we arrived. The room and the common areas were clean. Restaurant was convenient. Very nice hotel!"
Marie 1-night trip
Posted 1 hour ago
DoubleTree by Hilton Front Royal Blue Ridge Shadows

Find out more about Upperville

Upperville Villas information

Number of reviews
8,578
Accommodation
6 Villas
Lowest Price
$65
Highest Price
$585

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