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Villas in Upperville

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24
No exact matches found, but these alternatives could be just right

Recommended hotels in Upperville

A stone house with a chimney, surrounded by a well-maintained lawn and trees.

1. 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.

2. 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 terrace with tables set for a wedding, overlooking a golf course and a body of water.

3. 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, (1,000 reviews)
"Always a great stay when golfing at Blue Ridge Shadows!"
United States
Brian
$116 nightly
The price is $128
Nov 1 - Nov 2
Total with taxes and fees
DoubleTree by Hilton Front Royal Blue Ridge Shadows
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, (44 reviews)
"Beautiful, relaxing and quiet cabin, exceeded expectations."
United States
Johnathan B.
$214 nightly
The price is $236
Oct 14 - Oct 15
Total with taxes and fees
Blue Mountain Cabin, secluded, perfect for couples, near main road
A Hampton Inn with a 'Welcome' sign, a covered entrance, and a parking lot with handicapped parking.

5. 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
An outdoor patio area with multiple tables and chairs, a stone pathway, and a view of a golf course and lake.

6. Inn at Evergreen

Inn at Evergreen
3.5 star property
Haymarket
9.4 out of 10, Exceptional, (143 reviews)
"A very beautiful experience. The staff was amazing. The country club access was such a treat. The room was breathtaking. We can’t wait to go back:"
United States
Adriane
$239 nightly
The price is $272
Nov 2 - Nov 3
Total with taxes and fees
Inn at Evergreen
A covered outdoor seating area with wicker chairs and a patterned rug, overlooking a garden and a building.

7. 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.
$395 nightly
The price is $436
Oct 28 - Oct 29
Total with taxes and fees
The Honeymoon Cabin | Private Couple's Retreat w/ hot tub
A multi-story hotel with a swimming pool, parking lot, and a landscaped area.

8. 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 19 - Oct 20
Total with taxes and fees
TownePlace Suites by Marriott Front Royal
A modern hotel with a flat facade, multiple windows, and a well-lit entrance.

9. 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, (2,272 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
A Comfort Inn & Suites building with a modern design, featuring a prominent logo on the facade, a covered entrance, and multiple windows.

10. 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 $110
Oct 11 - Oct 12
Total with taxes and fees
Comfort Inn & Suites Winchester
A Super 8 hotel with a brick facade, multiple windows, and a central entrance.

11. Super 8 by Wyndham Front Royal Near Shenandoah National Park

Super 8 by Wyndham Front Royal Near Shenandoah National Park
2.0 star property
Front Royal
7.6 out of 10, Good, (1,000 reviews)
"We loved that it was pet-friendly, but the breakfast could be improved."
United States
Rosilene
$68 nightly
The price is $71
Nov 1 - Nov 2
Total with taxes and fees
Super 8 by Wyndham Front Royal Near Shenandoah National Park
A Fairfield by Marriott hotel with a modern entrance, stone pillars, and a well-lit facade.

12. Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (944 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
An outdoor patio with a grill, seating, and string lights.

13. 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 1 - Nov 2
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.

14. 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
$387 nightly
The price is $427
Oct 5 - Oct 6
Total with taxes and fees
Delicious Cabin | Wine Country Hot Tub, Game Room + Screened Porch
An outdoor seating area with wicker chairs and tables, large windows, and a brick building facade.

15. Hilton Garden Inn Haymarket

Hilton Garden Inn Haymarket
3.0 star property
Haymarket
9.6 out of 10, Exceptional, (349 reviews)
"Clean spacious room and breakfast downstairs is a nice added touch"
United States
Sana
$150 nightly
The price is $174
Nov 2 - Nov 3
Total with taxes and fees
Hilton Garden Inn Haymarket
A hotel with a modern design, featuring a prominent 'spark by Hilton' sign, a well-lit entrance, and a landscaped front yard.

16. Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (1,004 reviews)
"Very nice and welcoming staff, nice location, pool and included breakfast available!"
United States
carrie
$77 nightly
The price is $87
Nov 2 - Nov 3
Total with taxes and fees
Spark by Hilton Winchester
A multi-story hotel with a courtyard, outdoor seating, and a guest parking area.

17. 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, (1,002 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 large brick building with a classic facade, a central entrance with a decorative arch, and a sign reading "The George Washington Hotel."

18. 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, (1,002 reviews)
"The room was very comfortable. Uno's was a wonderful place to eat!"
United States
Carol
$130 nightly
The price is $148
Nov 2 - Nov 3
Total with taxes and fees
The George Washington Hotel, A Wyndham Grand Hotel
A two-story house with a deck, large windows, and a covered outdoor area.

19. Mountain cabin near national park & wineries

Mountain cabin near national park & wineries
Linden
9.8 out of 10, Exceptional, (36 reviews)
"It was a great place to stay and very clean."
United States
Chynna V.
$384 nightly
The price is $424
Oct 5 - Oct 6
Total with taxes and fees
Mountain cabin near national park & wineries
A rectangular swimming pool with a brick wall and trees in the background.

20. Holiday Inn Express Winchester South-Stephens City by IHG

Holiday Inn Express Winchester South-Stephens City by IHG
2.5 star property
Stephens City
8.2 out of 10, Very good, (903 reviews)
"Great hotel"
United States
Michael
$83 nightly
The price is $92
Nov 2 - Nov 3
Total with taxes and fees
Holiday Inn Express Winchester South-Stephens City by IHG
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

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

10/10 Excellent
"One of the nicest hotels I’ve ever stayed at. Seems way nicer than you’d expect at of a comfort inn."
Kristen 1-night trip
Posted 7 hours ago
Comfort Inn & Suites Winchester

Find out more about Upperville

Upperville Villas information

Number of reviews
2,478
Accommodation
6 Villas
Lowest Price
$65
Highest Price
$436

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