Title: Hotels in Upperville, VA - Best Upperville Hotels from £50 - Fully Refundable Options - Expedia.co.uk

[Holiday Rentals in Upperville](https://expedia.co.uk/Upperville-Holiday-Rentals.d184116.Travel-Guide-HolidayRentals)[Upperville Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Upperville.d184116.Car-Hire-Guide)[Upperville Holidays](https://expedia.co.uk/Upperville.d184116.Holidays-City-Breaks)

![Hiking Sky Meadows State Park...](https://images.trvl-media.com/place/553248621532661864/008a9705-5d69-4bff-87e9-dd23f82e56ed.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Michael Gibson

# Find hotels in Upperville, VA from £50

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## Go beyond your typical stay in Upperville

Spa

[](https://www.expedia.co.uk/Hotel-Search?destination=Upperville%2C+Virginia%2C+United+States+of+America&regionId=184116&latLong=38.992939%2C-77.886375&adults=2&startDate=2025-12-17&d1=2025-12-17&endDate=2025-12-19&d2=2025-12-19&amenities=SPA_ON_SITE)

Cabin

[](https://www.expedia.co.uk/Hotel-Search?destination=Upperville%2C+Virginia%2C+United+States+of+America&regionId=184116&latLong=38.992939%2C-77.886375&adults=2&startDate=2025-12-17&d1=2025-12-17&endDate=2025-12-19&d2=2025-12-19&lodging=CABIN)

Pool

[](https://www.expedia.co.uk/Hotel-Search?destination=Upperville%2C+Virginia%2C+United+States+of+America&regionId=184116&latLong=38.992939%2C-77.886375&adults=2&startDate=2025-12-17&d1=2025-12-17&endDate=2025-12-19&d2=2025-12-19&amenities=POOL)

Farm

[](https://www.expedia.co.uk/Hotel-Search?destination=Upperville%2C+Virginia%2C+United+States+of+America&regionId=184116&latLong=38.992939%2C-77.886375&adults=2&startDate=2025-12-17&d1=2025-12-17&endDate=2025-12-19&d2=2025-12-19&lodging=AGRITOURISM)

Apart­ment

[](https://www.expedia.co.uk/Hotel-Search?destination=Upperville%2C+Virginia%2C+United+States+of+America&regionId=184116&latLong=38.992939%2C-77.886375&adults=2&startDate=2025-12-17&d1=2025-12-17&endDate=2025-12-19&d2=2025-12-19&lodging=APARTMENT)

Family friendly

[](https://www.expedia.co.uk/Hotel-Search?destination=Upperville%2C+Virginia%2C+United+States+of+America&regionId=184116&latLong=38.992939%2C-77.886375&adults=2&startDate=2025-12-17&d1=2025-12-17&endDate=2025-12-19&d2=2025-12-19&travelerType=family_friendly)

Hot tub

[](https://www.expedia.co.uk/Hotel-Search?destination=Upperville%2C+Virginia%2C+United+States+of+America&regionId=184116&latLong=38.992939%2C-77.886375&adults=2&startDate=2025-12-17&d1=2025-12-17&endDate=2025-12-19&d2=2025-12-19&amenities=HOT_TUB)

Cottage

[](https://www.expedia.co.uk/Hotel-Search?destination=Upperville%2C+Virginia%2C+United+States+of+America&regionId=184116&latLong=38.992939%2C-77.886375&adults=2&startDate=2025-12-17&d1=2025-12-17&endDate=2025-12-19&d2=2025-12-19&lodging=COTTAGE)

Pet friendly

[](https://www.expedia.co.uk/Hotel-Search?destination=Upperville%2C+Virginia%2C+United+States+of+America&regionId=184116&latLong=38.992939%2C-77.886375&adults=2&startDate=2025-12-17&d1=2025-12-17&endDate=2025-12-19&d2=2025-12-19&amenities=PETS)

Chalet

[](https://www.expedia.co.uk/Hotel-Search?destination=Upperville%2C+Virginia%2C+United+States+of+America&regionId=184116&latLong=38.992939%2C-77.886375&adults=2&startDate=2025-12-17&d1=2025-12-17&endDate=2025-12-19&d2=2025-12-19&lodging=CHALET)

Waterpark

[](https://www.expedia.co.uk/Hotel-Search?destination=Upperville%2C+Virginia%2C+United+States+of+America&regionId=184116&latLong=38.992939%2C-77.886375&adults=2&startDate=2025-12-17&d1=2025-12-17&endDate=2025-12-19&d2=2025-12-19&amenities=WATER_PARK)

## Check prices for these dates

Tonight

[3 Dec - 4 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=184116&startDate=2025-12-03&endDate=2025-12-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[4 Dec - 5 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=184116&startDate=2025-12-04&endDate=2025-12-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[5 Dec - 7 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=184116&startDate=2025-12-05&endDate=2025-12-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[12 Dec - 14 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=184116&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Top 10 Upperville hotels and places to stay

![Exterior](https://images.trvl-media.com/lodging/7000000/6030000/6022300/6022232/21ca3455.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/7000000/6030000/6022300/6022232/e6b54e5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 restaurants, breakfast, lunch, dinner served; local cuisine ](https://images.trvl-media.com/lodging/7000000/6030000/6022300/6022232/b8f43b35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Couples treatment room(s), sauna, hot tub, steam room](https://images.trvl-media.com/lodging/7000000/6030000/6022300/6022232/43873b99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Salamander Resort And Spa

Middleburg

9.2/10

Wonderful

(371)

"The property is at a close proximity to the downtown area. We were able to walk everywhere. Our room was spacious and immaculate. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Cedric

£492

includes taxes & fees

17 Dec - 18 Dec

[](https://www.expedia.co.uk/Middleburg-Hotels-Salamander-Resort-And-Spa.h6022232.Hotel-Information)

![Reception](https://images.trvl-media.com/lodging/5000000/4540000/4532700/4532660/4441f7ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![32-inch LCD TV with satellite channels, TV](https://images.trvl-media.com/lodging/5000000/4540000/4532700/4532660/26679b2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/5000000/4540000/4532700/4532660/39c165a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/5000000/4540000/4532700/4532660/ad3e0e1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn & Suites Charles Town

Charles Town

9.4/10

Exceptional

(1017)

"Great stay for a quick day trip to visit family. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Barbara

£94

includes taxes & fees

21 Dec - 22 Dec

[](https://www.expedia.co.uk/Martinsburg-Hotels-Hampton-Inn-Suites-Charles-Town.h4532660.Hotel-Information)

![Rooftop terrace](https://images.trvl-media.com/lodging/2000000/1560000/1554900/1554858/89e72fbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1560000/1554900/1554858/430b62d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1560000/1554900/1554858/202ce6ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free buffet breakfast ](https://images.trvl-media.com/lodging/2000000/1560000/1554900/1554858/fcd6e875.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Express Charles Town by IHG

Charles Town

9.2/10

Wonderful

(1000)

"Great stay "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Gwinn

£85

includes taxes & fees

7 Dec - 8 Dec

[](https://www.expedia.co.uk/Martinsburg-Hotels-Holiday-Inn-Express-Charles-Town.h1554858.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/980000/977400/977326/a9078e90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/980000/977400/977326/627db10f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, desk, laptop workspace, blackout curtains](https://images.trvl-media.com/lodging/1000000/980000/977400/977326/75fa7cd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/980000/977400/977326/1054ff00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Clarion Inn Harpers Ferry - Charles Town

Harpers Ferry

7.8/10

Good

(1011)

"Nice convenient hotel. Clean."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jason

£76

includes taxes & fees

18 Dec - 19 Dec

[](https://www.expedia.co.uk/Martinsburg-Hotels-Clarion-Inn-Harpers-Ferry-Charles-Town.h977326.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/74000000/73570000/73560200/73560131/79fcba7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/74000000/73570000/73560200/73560131/0d6997c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/74000000/73570000/73560200/73560131/671c5bf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/74000000/73570000/73560200/73560131/07cd4f83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hilton Garden Inn Haymarket

Haymarket

9.4/10

Exceptional

(248)

"Great place to stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Rachel

£108

includes taxes & fees

14 Dec - 15 Dec

[](https://www.expedia.co.uk/Haymarket-Hotels-Hilton-Garden-Inn-Haymarket.h73560131.Hotel-Information)

![2 restaurants, breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364026/5a07226c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364026/5707228d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364026/a8e7d0d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364026/d6b37fa1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The George Washington Hotel, A Wyndham Grand Hotel

Old Town Winchester

9.4/10

Exceptional

(1005)

"Wonderful stay - staff was friendly and knowledgeable about the goings on in town for the holidays which helped plan our trip can’t wait to go back"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jeanette

£109

includes taxes & fees

4 Dec - 5 Dec

[](https://www.expedia.co.uk/Winchester-Hotels-The-George-Washington-Hotel.h1364026.Hotel-Information)

![Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/3000000/2940000/2933800/2933741/6a58d545.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/3000000/2940000/2933800/2933741/5aa6585c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/3000000/2940000/2933800/2933741/d04d9a8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Studio, Non Smoking, Refrigerator & Microwave | Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/3000000/2940000/2933800/2933741/c1ac9b70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Extended Stay America Select Suites Gainesville

Gainesville

6.2/10

(477)

"Amazing place "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Evelyn

£64

includes taxes & fees

28 Dec - 29 Dec

[](https://www.expedia.co.uk/Gainesville-Hotels-WoodSpring-Suites-Gainesville-VA.h2933741.Hotel-Information)

![Snack bar](https://images.trvl-media.com/lodging/40000000/39500000/39493500/39493421/b9c1387b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/40000000/39500000/39493500/39493421/daf3dfdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 2 Queen Beds | Desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/40000000/39500000/39493500/39493421/c99442ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/40000000/39500000/39493500/39493421/bf8dce02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### TRU By Hilton Winchester

Winchester

9.0/10

Wonderful

(763)

"The hotel was clean and the staff was pleasant."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sherri

£65

includes taxes & fees

10 Dec - 11 Dec

[](https://www.expedia.co.uk/Winchester-Hotels-TRU-By-Hilton-Winchester.h39493421.Hotel-Information)

![Premium bedding, down duvets, in-room safe, individually decorated](https://images.trvl-media.com/lodging/2000000/1370000/1360400/1360309/e6e66ad4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 restaurants, breakfast, lunch served; local and international cuisine ](https://images.trvl-media.com/lodging/2000000/1370000/1360400/1360309/fb2943f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/2000000/1370000/1360400/1360309/4b804569.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool loungers](https://images.trvl-media.com/lodging/2000000/1370000/1360400/1360309/0a61ab6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Goodstone Inn & Restaurant

Middleburg

9.6/10

Exceptional

(48)

"It was a delightful quaint exclusive country inn - a real treat to stay. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Amanda

£394

includes taxes & fees

4 Dec - 5 Dec

[](https://www.expedia.co.uk/Middleburg-Hotels-Goodstone-Inn-Restaurant.h1360309.Hotel-Information)

![Restaurant](https://images.trvl-media.com/lodging/77000000/76880000/76876900/76876848/fd85fd97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/77000000/76880000/76876900/76876848/6a9fc093.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/77000000/76880000/76876900/76876848/a984ecc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/77000000/76880000/76876900/76876848/a19abecc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Inn at Charles Town - Hollywood Casino

Charles Town

8.6/10

Excellent

(516)

"Staff was courteous….helpful…room was clean and comfortable "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

David

£109

includes taxes & fees

30 Dec - 31 Dec

[](https://www.expedia.co.uk/Charles-Town-Hotels-The-Inn-At-Charles-Town.h76876848.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/3336c7bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/ffce1877.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Egyptian cotton sheets, premium bedding, desk, blackout curtains](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/d78ffc9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily buffet breakfast ](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/b1a55fc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### La Quinta Inn & Suites by Wyndham Winchester

Winchester

9.2/10

Wonderful

(2212)

"Rooms are always clean when I stay and the staff was very friendly. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ashley

£76

includes taxes & fees

4 Dec - 5 Dec

[](https://www.expedia.co.uk/Winchester-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Winchester.h2678524.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/20000000/19220000/19217900/19217874/cbf060ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Full-sized fridge, microwave, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/20000000/19220000/19217900/19217874/8a8239cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Full-sized fridge, microwave, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/20000000/19220000/19217900/19217874/8b616428.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, desk, blackout curtains, iron/ironing board](https://images.trvl-media.com/lodging/20000000/19220000/19217900/19217874/d112b913.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Home2 Suites by Hilton Charles Town

Charles Town

9.6/10

Exceptional

(798)

"It was very nice, clean, and convenient. Will stay there again "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Melony

£109

includes taxes & fees

9 Dec - 10 Dec

[](https://www.expedia.co.uk/Martinsburg-Hotels-Home2-Suites-By-Hilton-Charles-Town.h19217874.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/3000000/2170000/2169500/2169428/689131eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/3000000/2170000/2169500/2169428/a948cd9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/3000000/2170000/2169500/2169428/a7fe3c2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/3000000/2170000/2169500/2169428/037b096c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hilton Garden Inn Winchester

Winchester

9.0/10

Wonderful

(507)

"Great hotel"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

DONNA D

£82

includes taxes & fees

14 Dec - 15 Dec

[](https://www.expedia.co.uk/Winchester-Hotels-Hilton-Garden-Inn-Winchester.h2169428.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/2000000/1830000/1828900/1828858/de680848.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1830000/1828900/1828858/2fb5a2e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 2 Queen Beds, Non Smoking | Desk, laptop workspace, blackout curtains, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1830000/1828900/1828858/15468136.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1830000/1828900/1828858/a5edbe69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn by Hilton Gainesville-Haymarket

Gainesville

8.8/10

Excellent

(983)

"This is our second stay here .Everyone here at this location is always so courteous and pleasant."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Andrea

£72

includes taxes & fees

21 Dec - 22 Dec

[](https://www.expedia.co.uk/Gainesville-Hotels-Hampton-Inn-By-Hilton-Gainesville-Haymarket.h1828858.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/30000/24600/24519/50060c31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free WiFi, bed sheets, alarm clocks](https://images.trvl-media.com/lodging/1000000/30000/24600/24519/85cd782c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/30000/24600/24519/d587f3ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/30000/24600/24519/048c0c47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn Warrenton

Warrenton

9.0/10

Wonderful

(138)

"Clean room, attentive staff, great breakfast"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michelle

£90

includes taxes & fees

21 Dec - 22 Dec

[](https://www.expedia.co.uk/Warrenton-Hotels-Hampton-Inn-Warrenton.h24519.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/1000000/20000/10100/10086/ad87d83f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio Suite, 2 Queen Beds, Non Smoking | Premium bedding, pillow-top beds, individually decorated](https://images.trvl-media.com/lodging/1000000/20000/10100/10086/af8ba0cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fireplace](https://images.trvl-media.com/lodging/1000000/20000/10100/10086/5d8b5ff4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/10100/10086/01bb26bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Baymont by Wyndham Warrenton

Warrenton

6.4/10

(1001)

"We had a one-night stay. Our room was clean and comfortable and the staff was friendly and welcoming. Would stay again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Carolyn

£50

includes taxes & fees

10 Dec - 11 Dec

[](https://www.expedia.co.uk/Warrenton-Hotels-Baymont-By-Wyndham-Warrenton.h10086.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889084/c68804b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889084/b6f40366.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889084/ee4df7fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889084/7ff8d7be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Winchester Se-Historic Gateway by IHG

Winchester

9.0/10

Wonderful

(1000)

"Clean room, nicely furnished."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Marilyn

£67

includes taxes & fees

8 Dec - 9 Dec

[](https://www.expedia.co.uk/Winchester-Hotels-Holiday-Inn-Winchester-Se-Historic-Gateway.h1889084.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/180000/172900/172810/0fd2f943.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast ](https://images.trvl-media.com/lodging/1000000/180000/172900/172810/9e37f17d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/180000/172900/172810/cd85ec17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 1 King Bed, Non Smoking | Blackout curtains, iron/ironing board, free cots/infant beds](https://images.trvl-media.com/lodging/1000000/180000/172900/172810/9e90770a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quality Inn Winchester

Winchester

9.2/10

Wonderful

(1001)

"Great stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jaron

£62

includes taxes & fees

14 Dec - 15 Dec

[](https://www.expedia.co.uk/Winchester-Hotels-Quality-Inn.h172810.Hotel-Information)

![Free buffet breakfast ](https://images.trvl-media.com/lodging/1000000/40000/34400/34394/ef7d5b18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/1000000/40000/34400/34394/71be8e87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/40000/34400/34394/83ee60b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/40000/34400/34394/db46282e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Express Winchester South-Stephens City by IHG

Stephens City

8.2/10

Very good

(802)

"Nice stay and friendly people "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

ALFRED

£65

includes taxes & fees

1 Jan - 2 Jan 2026

[](https://www.expedia.co.uk/Winchester-Hotels-Holiday-Inn-Express-Winchester-South-Stephens-City.h34394.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/1000000/120000/117800/117743/ac575b89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, desk, iron/ironing board, free cots/infant beds](https://images.trvl-media.com/lodging/1000000/120000/117800/117743/9fc99c66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 Bedroom | Living area | 48-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/1000000/120000/117800/117743/6b1b10e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast ](https://images.trvl-media.com/lodging/1000000/120000/117800/117743/1687542a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spark by Hilton Winchester

Winchester

9.0/10

Wonderful

(1001)

"Great location close to restaurants "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

SILVIA

£70

includes taxes & fees

10 Dec - 11 Dec

[](https://www.expedia.co.uk/Winchester-Hotels-Spark-By-Hilton-Winchester.h117743.Hotel-Information)

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.

[View all properties](https://expedia.co.uk/Hotel-Search?startDate=2025-12-17&endDate=2025-12-18&regionId=184116&adults=2&sort=RECOMMENDED&openPlayBack=true)

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## Stay near popular Upperville attractions

### Upperville Park

Explore the great outdoors at Upperville Park, a lovely green space in Upperville. 

[See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=909174232272232448)

## Learn more about Upperville

Hunt country elegance shines at the historic Upperville Horse Show, America's oldest running exhibition where equestrians compete each June. Wander through the quaint village to discover stone buildings, antique shops, and Sky Meadows State Park's hiking trails nearby in Paris.

[See all hotels in Upperville](https://www.expedia.co.uk/Hotel-Search?startDate=2025-12-17&endDate=2025-12-18&adults=2&regionId=184116)

![Hiking Sky Meadows State Park...](https://images.trvl-media.com/place/553248621532661864/008a9705-5d69-4bff-87e9-dd23f82e56ed.jpg?impolicy=fcrop&w=899&h=675&p=1&q=high)

Photo by Michael Gibson

## Top Upperville Hotel Reviews

![La Quinta Inn & Suites by Wyndham Winchester](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/3336c7bb_y.jpg)

### La Quinta Inn & Suites by Wyndham Winchester

10/10 Excellent

"Rooms are always clean when I stay and the staff was very friendly. "

[](https://expedia.co.uk/Winchester-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Winchester.h2678524.Hotel-Information)

![Red Roof Inn Leesburg, VA](https://images.trvl-media.com/lodging/1000000/20000/17600/17577/610f0a4e_y.jpg)

### Red Roof Inn Leesburg, VA

10/10 Excellent

"Everything was clean"

[](https://expedia.co.uk/Leesburg-Hotels-Red-Roof-Inn-Leesburg.h17577.Hotel-Information)

![Comfort Inn & Suites Winchester](https://images.trvl-media.com/lodging/58000000/57960000/57958300/57958244/cf4c2663_y.jpg)

### Comfort Inn & Suites Winchester

10/10 Excellent

"Great overnight stay. Clean, easy parking, & good food around."

[](https://expedia.co.uk/Winchester-Hotels-Comfort-Inn-Suites.h57958244.Hotel-Information)

![Lansdowne Resort and Spa](https://images.trvl-media.com/lodging/1000000/30000/27700/27700/5ae32850_y.jpg)

### Lansdowne Resort and Spa

10/10 Excellent

"The "

[](https://expedia.co.uk/Leesburg-Hotels-Lansdowne-Resort-And-Spa.h27700.Hotel-Information)

![Hampton Inn Winchester-University/Mall Area](https://images.trvl-media.com/lodging/1000000/20000/20000/19971/17b0fc68_y.jpg)

### Hampton Inn Winchester-University/Mall Area

10/10 Excellent

"Checking in and out was a breeze Room was nice and clean"

[](https://expedia.co.uk/Winchester-Hotels-Hampton-Inn-Winchester-UniversityMall-Area.h19971.Hotel-Information)

![Country Inn & Suites by Radisson, Winchester, VA](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/d0690cde_y.jpg)

### Country Inn & Suites by Radisson, Winchester, VA

10/10 Excellent

"Great stay!"

[](https://expedia.co.uk/Winchester-Hotels-Country-Inn-Suites-By-Radisson.h1652833.Hotel-Information)

![SpringHill Suites by Marriott Winchester](https://images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/193cda05_y.jpg)

### SpringHill Suites by Marriott Winchester

10/10 Excellent

"The staff was really accommodating "

[](https://expedia.co.uk/Winchester-Hotels-SpringHill-Suites-By-Marriott-Winchester.h42543772.Hotel-Information)

![Hilton Garden Inn Dulles North](https://images.trvl-media.com/lodging/3000000/2340000/2335200/2335184/b8108f6b_y.jpg)

### Hilton Garden Inn Dulles North

10/10 Excellent

"The room was clean and spacious, and the options for breakfast were plentiful. Eggs, potatoes, bacon, and sausage were available in the warmers while the more traditional continental breakfast items were also available. Staff was very friendly and helpful. The pool was a great place to hang out between games The hotel met my family's needs."

[](https://expedia.co.uk/Ashburn-Hotels-Hilton-Garden-Inn-Dulles-North.h2335184.Hotel-Information)

![Clarion Inn Harpers Ferry - Charles Town](https://images.trvl-media.com/lodging/1000000/980000/977400/977326/a9078e90_y.jpg)

### Clarion Inn Harpers Ferry - Charles Town

10/10 Excellent

"Nice place to stay for a night while traveling. A little dated, but clean and comfortable. Appreciated the restaurant on site. "

[](https://expedia.co.uk/Martinsburg-Hotels-Clarion-Inn-Harpers-Ferry-Charles-Town.h977326.Hotel-Information)

## More cheap stays in Upperville

![Travelodge by Wyndham Winchester](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/9d44a9b1_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Travelodge by Wyndham Winchester

160 Front Royal Pike Winchester VA

£56

7 Dec - 8 Dec

includes taxes & fees

8.4/10 Very Good! (1,097 reviews)

[](https://expedia.co.uk/Winchester-Hotels-Travelodge-By-Wyndham-Winchester.h9600.Hotel-Information)

![Baymont by Wyndham Warrenton](https://images.trvl-media.com/lodging/1000000/20000/10100/10086/ad87d83f_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Baymont by Wyndham Warrenton

7379 Comfort Inn Drive Warrenton VA

£50

10 Dec - 11 Dec

includes taxes & fees

6.2/10 (1,000 reviews)

[](https://expedia.co.uk/Warrenton-Hotels-Baymont-By-Wyndham-Warrenton.h10086.Hotel-Information)

![Comfort Inn & Suites Winchester](https://images.trvl-media.com/lodging/58000000/57960000/57958300/57958244/cf4c2663_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Comfort Inn & Suites Winchester

195 Kernstown Commons Blvd Winchester VA

£80

6 Dec - 7 Dec

includes taxes & fees

9.4/10 Exceptional! (1,070 reviews)

[](https://expedia.co.uk/Winchester-Hotels-Comfort-Inn-Suites.h57958244.Hotel-Information)

![Microtel Inn & Suites by Wyndham Winchester](https://images.trvl-media.com/lodging/71000000/70930000/70921100/70921061/fab1f657_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Microtel Inn & Suites by Wyndham Winchester

150 Faraday Plaza Winchester VA

£59

16 Dec - 17 Dec

includes taxes & fees

9/10 Wonderful! (1,375 reviews)

[](https://expedia.co.uk/Winchester-Hotels-Microtel-Inn-Suites-By-Wyndham-Winchester.h70921061.Hotel-Information)

![Red Roof Inn Leesburg, VA](https://images.trvl-media.com/lodging/1000000/20000/17600/17577/610f0a4e_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Red Roof Inn Leesburg, VA

721 East Market Street Leesburg VA

£70

7 Dec - 8 Dec

includes taxes & fees

8.4/10 Very Good! (1,000 reviews)

[](https://expedia.co.uk/Leesburg-Hotels-Red-Roof-Inn-Leesburg.h17577.Hotel-Information)

![Hampton Inn Winchester-University/Mall Area](https://images.trvl-media.com/lodging/1000000/20000/20000/19971/17b0fc68_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Hampton Inn Winchester-University/Mall Area

640 East Jubal Early Drive Winchester VA

£88

10 Dec - 11 Dec

includes taxes & fees

9/10 Wonderful! (1,002 reviews)

[](https://expedia.co.uk/Winchester-Hotels-Hampton-Inn-Winchester-UniversityMall-Area.h19971.Hotel-Information)

## Frequently asked questions

### When is the best time to go to Upperville?

> During the peak season, which spans from April to June, Upperville attracts numerous visitors eager to experience its charming atmosphere and vibrant events. This thriving time of year is superb for those who appreciate quality experiences, as you can immerse yourself in the local culture with various festivals and community gatherings. The delightful climate complements outdoor adventures, allowing you to explore the picturesque trails and enjoy the breathtaking views that this region has to offer.
> 
>   
> If you're seeking a more tranquil experience, consider visiting in October. This month tends to be less crowded, offering a peaceful ambience while still allowing you to appreciate the stunning fall foliage and partake in seasonal activities like apple picking and vineyard tours.

### Can I cancel my hotel reservation on Expedia?

### How can I save on a Upperville hotel booking with Expedia?

### How much is the nightly rate at a Upperville hotel?

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- [Flights from Birmingham (BHM) to Winchester (WGO) ](https://www.expedia.co.uk/lp/flights/bhm/wgo/birmingham-to-winchester)
- [Flights from Edinburgh (EDI) to Winchester (WGO) ](https://www.expedia.co.uk/lp/flights/edi/wgo/edinburgh-to-winchester)
- [Flights from Glasgow (GLA) to Winchester (WGO) ](https://www.expedia.co.uk/lp/flights/gla/wgo/glasgow-to-winchester)
- [Flights from Washington (IAD) to Winchester (WGO) ](https://www.expedia.co.uk/lp/flights/iad/wgo/washington-to-winchester)
- [Flights from Seoul (ICN) to Winchester (WGO) ](https://www.expedia.co.uk/lp/flights/icn/wgo/seoul-to-winchester)
- [Flights from Indianapolis (IND) to Winchester (WGO) ](https://www.expedia.co.uk/lp/flights/ind/wgo/indianapolis-to-winchester)
- [Flights from Los Angeles (LAX) to Winchester (WGO) ](https://www.expedia.co.uk/lp/flights/lax/wgo/los-angeles-to-winchester)
- [Flights from London (LON) to Winchester (WGO) ](https://www.expedia.co.uk/lp/flights/lon/wgo/london-to-winchester)
- [Flights from Miami (MIA) to Winchester (WGO) ](https://www.expedia.co.uk/lp/flights/mia/wgo/miami-to-winchester)
- [Flights from Chicago (ORD) to Winchester (WGO) ](https://www.expedia.co.uk/lp/flights/ord/wgo/chicago-to-winchester)

- [Aldie Mill Historic Park ](https://www.expedia.co.uk/Aldie-Mill-Historic-Park-Aldie.d553248621532661902.Attraction)
- [Visit Aldie ](https://www.expedia.co.uk/Aldie.dx553248622877094266)
- [Aspen Dale Winery at the Barn ](https://www.expedia.co.uk/Aspen-Dale-Winery-At-The-Barn-Delaplane.d553248621532661858.Attraction)
- [Barns of Rose Hill ](https://www.expedia.co.uk/Barns-Of-Rose-Hill-Berryville.d553248621561864687.Attraction)
- [Berryville Holidays ](https://www.expedia.co.uk/Berryville.d184082.Holidays-City-Breaks)
- [Visit Bluemont ](https://www.expedia.co.uk/Bluemont.dx6348602)
- [Boyce Holidays ](https://www.expedia.co.uk/Boyce.d184084.Holidays-City-Breaks)
- [Cobbler Mountain Cellars ](https://www.expedia.co.uk/Cobbler-Mountain-Cellars-Delaplane.d553248621532661860.Attraction)
- [Dinosaur Land ](https://www.expedia.co.uk/Dinosaur-Land-White-Post.d553248621532661835.Attraction)
- [Visit Front Royal ](https://www.expedia.co.uk/Front-Royal.dx7312)
- [Glenwood Park ](https://www.expedia.co.uk/Glenwood-Park-Middleburg.d553248621532661869.Attraction)
- [Visit Linden ](https://www.expedia.co.uk/Linden.dx3000460101)
- [Mackintosh Fruit Farm ](https://www.expedia.co.uk/Mackintosh-Fruit-Farm-Berryville.d553248621532661930.Attraction)
- [National Sporting Library & Museum ](https://www.expedia.co.uk/National-Sporting-Library-Museum-Middleburg.d553248621532661872.Attraction)
- [Visit Paeonian Springs ](https://www.expedia.co.uk/Paeonian-Springs.dx3000355237)
- [Philip Carter Winery ](https://www.expedia.co.uk/Philip-Carter-Winery-Hume.d553248621532661855.Attraction)
- [Visit Purcellville ](https://www.expedia.co.uk/Purcellville.dx6338641)
- [Quattro Goomba's Winery ](https://www.expedia.co.uk/Quattro-Goombas-Winery-Aldie.d553248621532661904.Attraction)
- [Visit Round Hill ](https://www.expedia.co.uk/Round-Hill.dx3000460647)
- [Visit The Plains ](https://www.expedia.co.uk/The-Plains.dx3000460694)

- [Ace New Zealand Rental Cars in Riverton ](https://www.expedia.co.uk/ACE-New-Zealand-Car-Rentals-In-Riverton.d553248635975849884-c1106.Car-Rental-Guide-Suppliers)
- [Car hire Aldie ](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Aldie.d553248622877094266.Car-Hire-Guide)
- [Car hire Front Royal ](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Front-Royal.d7312.Car-Hire-Guide)
- [Car hire Middleburg ](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Middleburg.d55837.Car-Hire-Guide)
- [Car hire Paris ](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Paris.d6050691.Car-Hire-Guide)
- [Car hire near Loudoun County ](https://www.expedia.co.uk/Destinations-In-Loudoun-County.d3000391184.Car-Hire-Destinations)
- [Dollar Rent A Car Rental Cars in Blue Ridge ](https://www.expedia.co.uk/Dollar-Rent-A-Car-Car-Rentals-In-Blue-Ridge.d553248635976006713-c43.Car-Rental-Guide-Suppliers)
- [Global Rent a Car Rental Cars in Blue Ridge ](https://www.expedia.co.uk/Global-Rent-A-Car-Car-Rentals-In-Blue-Ridge.d553248635976006713-c1062.Car-Rental-Guide-Suppliers)

- [Front Royal Holiday Rentals ](https://www.expedia.co.uk/Front-Royal-Holiday-Rentals.d7312.Travel-Guide-HolidayRentals)
- [Middleburg Holiday Rentals ](https://www.expedia.co.uk/Middleburg-Holiday-Rentals.d55837.Travel-Guide-HolidayRentals)

- [Things to do in Blue Ridge ](https://www.expedia.co.uk/Things-To-Do-In-Blue-Ridge.d553248635976006713.Travel-Guide-Activities)
- [Things to do in Bluemont ](https://www.expedia.co.uk/Things-To-Do-In-Bluemont.d6348602.Travel-Guide-Activities)

- [Book Hotels in Upperville on Expedia.com ](https://www.expedia.com/Upperville-Hotels.d184116.Travel-Guide-Hotels)

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