Title: Book The Best Hotels in Upperville, VA for 2025 from CA $99 - Fully Refundable Options - Expedia.ca

  

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Photo by Michael Gibson

# Find hotels in Upperville, VA from CA $99

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## Go beyond your typical stay in Upperville

Spa

[](https://www.expedia.ca/Hotel-Search?destination=Upperville%2C+Virginia%2C+United+States+of+America&regionId=184116&latLong=38.992939%2C-77.886375&adults=2&startDate=2025-10-14&d1=2025-10-14&endDate=2025-10-16&d2=2025-10-16&amenities=SPA_ON_SITE)

Cabin

[](https://www.expedia.ca/Hotel-Search?destination=Upperville%2C+Virginia%2C+United+States+of+America&regionId=184116&latLong=38.992939%2C-77.886375&adults=2&startDate=2025-10-14&d1=2025-10-14&endDate=2025-10-16&d2=2025-10-16&lodging=CABIN)

Family friendly

[](https://www.expedia.ca/Hotel-Search?destination=Upperville%2C+Virginia%2C+United+States+of+America&regionId=184116&latLong=38.992939%2C-77.886375&adults=2&startDate=2025-10-14&d1=2025-10-14&endDate=2025-10-16&d2=2025-10-16&travelerType=family_friendly)

Cottage

[](https://www.expedia.ca/Hotel-Search?destination=Upperville%2C+Virginia%2C+United+States+of+America&regionId=184116&latLong=38.992939%2C-77.886375&adults=2&startDate=2025-10-14&d1=2025-10-14&endDate=2025-10-16&d2=2025-10-16&lodging=COTTAGE)

Apart­ment

[](https://www.expedia.ca/Hotel-Search?destination=Upperville%2C+Virginia%2C+United+States+of+America&regionId=184116&latLong=38.992939%2C-77.886375&adults=2&startDate=2025-10-14&d1=2025-10-14&endDate=2025-10-16&d2=2025-10-16&lodging=APARTMENT)

Hot tub

[](https://www.expedia.ca/Hotel-Search?destination=Upperville%2C+Virginia%2C+United+States+of+America&regionId=184116&latLong=38.992939%2C-77.886375&adults=2&startDate=2025-10-14&d1=2025-10-14&endDate=2025-10-16&d2=2025-10-16&amenities=HOT_TUB)

Pool

[](https://www.expedia.ca/Hotel-Search?destination=Upperville%2C+Virginia%2C+United+States+of+America&regionId=184116&latLong=38.992939%2C-77.886375&adults=2&startDate=2025-10-14&d1=2025-10-14&endDate=2025-10-16&d2=2025-10-16&amenities=POOL)

Pet friendly

[](https://www.expedia.ca/Hotel-Search?destination=Upperville%2C+Virginia%2C+United+States+of+America&regionId=184116&latLong=38.992939%2C-77.886375&adults=2&startDate=2025-10-14&d1=2025-10-14&endDate=2025-10-16&d2=2025-10-16&amenities=PETS)

Chalet

[](https://www.expedia.ca/Hotel-Search?destination=Upperville%2C+Virginia%2C+United+States+of+America&regionId=184116&latLong=38.992939%2C-77.886375&adults=2&startDate=2025-10-14&d1=2025-10-14&endDate=2025-10-16&d2=2025-10-16&lodging=CHALET)

Farm

[](https://www.expedia.ca/Hotel-Search?destination=Upperville%2C+Virginia%2C+United+States+of+America&regionId=184116&latLong=38.992939%2C-77.886375&adults=2&startDate=2025-10-14&d1=2025-10-14&endDate=2025-10-16&d2=2025-10-16&lodging=AGRITOURISM)

## Check prices for these dates

Tonight

[Sep 30 - Oct 1](https://www.expedia.ca/Hotel-Search?regionId=184116&startDate=2025-09-30&endDate=2025-10-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Oct 1 - Oct 2](https://www.expedia.ca/Hotel-Search?regionId=184116&startDate=2025-10-01&endDate=2025-10-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=184116&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=184116&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Compare 704 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

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

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

![Indoor pool](https://images.trvl-media.com/lodging/1000000/980000/977400/977326/cba53522.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)

### Clarion Inn Harpers Ferry - Charles Town

Harpers Ferry

8.0/10

Very good

(1035)

"Great stay"

CA $139

CA $156 total

includes taxes & fees

Oct 27 - Oct 28

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

![Exterior](https://images.trvl-media.com/lodging/7000000/6030000/6022300/6022232/21ca3455.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)

![Reception](https://images.trvl-media.com/lodging/7000000/6030000/6022300/6022232/8a0b17e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Couples treatment rooms, sauna, hot tub, steam room, hot springs](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

(365)

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

CA $730

CA $905 total

includes taxes & fees

Oct 30 - Oct 31

[](https://www.expedia.ca/Middleburg-Hotels-Salamander-Resort-And-Spa.h6022232.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)

![Exterior](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364026/d6b37fa1.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)

![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)

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

Old Town Winchester

9.4/10

Exceptional

(1004)

"Perfect location to visit for business or pleasure!"

CA $176

CA $200 total

includes taxes & fees

Oct 16 - Oct 17

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

![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)

![Standard Room, 1 King Bed with Sofa bed](https://images.trvl-media.com/lodging/2000000/1560000/1554900/1554858/8910bd36.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)

"Had a great stay, close to area attractions"

CA $160

CA $181 total

includes taxes & fees

Oct 2 - Oct 3

[](https://www.expedia.ca/Martinsburg-Hotels-Holiday-Inn-Express-Charles-Town.h1554858.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)

![Deluxe Room, 1 King Bed, City View | City view](https://images.trvl-media.com/lodging/74000000/73570000/73560200/73560131/20a3d6ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, dinner, brunch 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

(225)

"Great place to stay"

CA $216

CA $250 total

includes taxes & fees

Oct 13 - Oct 14

[](https://www.expedia.ca/Haymarket-Hotels-Hilton-Garden-Inn-Haymarket.h73560131.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)

![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)

![Lobby](https://images.trvl-media.com/lodging/77000000/76880000/76876900/76876848/29d89638.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)

### The Inn at Charles Town - Hollywood Casino

Charles Town

8.6/10

Excellent

(494)

"It is convenient to the casino and racetrack. The continental breakfast was average at best. For a tremendous breakfast try the Charlestown Family Diner across the street from this property."

CA $145

CA $176 total

includes taxes & fees

Oct 1 - Oct 2

[](https://www.expedia.ca/Charles-Town-Hotels-The-Inn-At-Charles-Town.h76876848.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)

![Standard Studio, Non Smoking, Refrigerator & Microwave](https://images.trvl-media.com/lodging/3000000/2940000/2933800/2933741/671381db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Studio, Non Smoking, Refrigerator & Microwave](https://images.trvl-media.com/lodging/3000000/2940000/2933800/2933741/c1ac9b70.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)

### Extended Stay America Select Suites Gainesville

Gainesville

6.2/10

(462)

"Great stay. "

CA $117

CA $133 total

includes taxes & fees

Oct 6 - Oct 7

[](https://www.expedia.ca/Gainesville-Hotels-WoodSpring-Suites-Gainesville-VA.h2933741.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)

![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)

![Lobby](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/41cd029b.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)

### La Quinta Inn & Suites by Wyndham Winchester

Winchester

9.2/10

Wonderful

(2175)

"Nicely renovated hotel with great room. "

CA $151

CA $164 total

includes taxes & fees

Oct 5 - Oct 6

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

![Suite, 1 Bedroom](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652870/0a2d8398.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652870/61e9f06d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast meal](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652870/a5945e18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652870/3c75b4dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Candlewood Suites Winchester by IHG

Winchester

8.8/10

Excellent

(515)

"The suites we're clean and spacious. The perfect stay for a family weekend!"

CA $129

CA $141 total

includes taxes & fees

Oct 2 - Oct 3

[](https://www.expedia.ca/Winchester-Hotels-Candlewood-Suites-Winchester.h1652870.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/2000000/1830000/1828900/1828858/50197254.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1830000/1828900/1828858/2387a9d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/2000000/1830000/1828900/1828858/95b54325.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/2000000/1830000/1828900/1828858/028e64b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn by Hilton Gainesville-Haymarket

Gainesville

8.8/10

Excellent

(956)

"Nice hotel, convenient location, lots of shopping and dining options close by."

CA $176

CA $201 total

includes taxes & fees

Oct 12 - Oct 13

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

![Premium bedding, pillowtop beds, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/73000000/72030000/72023600/72023562/fc21f98c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/73000000/72030000/72023600/72023562/w3000h1998x0y0-156eb7d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Laundry room](https://images.trvl-media.com/lodging/73000000/72030000/72023600/72023562/617e781a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free continental breakfast](https://images.trvl-media.com/lodging/73000000/72030000/72023600/72023562/c6b45b54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Travelodge By Wyndham Charles Town/Harpers Ferry

Charles Town

7.0/10

Good

(243)

"Wasn’t the cleanest but it’s good for a quick stop"

CA $88

CA $99 total

includes taxes & fees

Oct 1 - Oct 2

[](https://www.expedia.ca/Charles-Town-Hotels-Travelodge-By-Wyndham-Charles-TownHarpers-Ferry.h72023562.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)

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

![Lobby](https://images.trvl-media.com/lodging/1000000/20000/10100/10086/80605b25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

### Baymont by Wyndham Warrenton

Warrenton

6.4/10

(1000)

"Staff had easy check in and out "

CA $103

CA $111 total

includes taxes & fees

Oct 6 - Oct 7

[](https://www.expedia.ca/Warrenton-Hotels-Baymont-By-Wyndham-Warrenton.h10086.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)

![Meeting facility](https://images.trvl-media.com/lodging/1000000/180000/172900/172810/7e51069b.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)

![Lobby](https://images.trvl-media.com/lodging/1000000/180000/172900/172810/c7da6581.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quality Inn Winchester

Winchester

9.2/10

Wonderful

(1000)

"We will be staying there again"

CA $117

CA $127 total

includes taxes & fees

Oct 26 - Oct 27

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

![Outdoor dining](https://images.trvl-media.com/lodging/33000000/32440000/32431200/32431174/6cb6a218.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/33000000/32440000/32431200/32431174/56e9357e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Middleburg Cottage | Living area](https://images.trvl-media.com/lodging/33000000/32440000/32431200/32431174/f6f51ac5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/33000000/32440000/32431200/32431174/c883192a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Red Fox Inn & Tavern

Middleburg

9.6/10

Exceptional

(391)

"Beautiful old inn with lots of character. Very friendly staff, spacious room, incredibly comfortable bed!"

CA $472

CA $538 total

includes taxes & fees

Oct 1 - Oct 2

[](https://www.expedia.ca/Middleburg-Hotels-The-Red-Fox-Inn-Tavern.h32431174.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)

![Suite, 1 King Bed (Additional Living Area)](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889084/aeec97ef.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)

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

Winchester

9.0/10

Wonderful

(1016)

"Great hotel! "

CA $129

CA $145 total

includes taxes & fees

Oct 12 - Oct 13

[](https://www.expedia.ca/Winchester-Hotels-Holiday-Inn-Winchester-Se-Historic-Gateway.h1889084.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)

![Exterior](https://images.trvl-media.com/lodging/5000000/4540000/4532700/4532660/ad3e0e1a.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)

![Indoor pool](https://images.trvl-media.com/lodging/5000000/4540000/4532700/4532660/ec2efbf3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn & Suites Charles Town

Charles Town

9.4/10

Exceptional

(1004)

"Overall it was a nice stop over stay"

CA $176

CA $197 total

includes taxes & fees

Oct 6 - Oct 7

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

![Exterior](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066410/w4000h2662x0y0-b556d792.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066410/fb0da257.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066410/b20fa3f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066410/27064e98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fairfield Inn & Suites by Marriott Winchester

Winchester

9.0/10

Wonderful

(768)

"This was a very clean well run hotel and the staff was friendly and accomodating. Would definitely stay here again."

CA $135

CA $147 total

includes taxes & fees

Oct 5 - Oct 6

[](https://www.expedia.ca/Winchester-Hotels-Fairfield-Inn-Suites-By-Marriott-Winchester.h1066410.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/1600/1578/81ded6bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Room, 1 King Bed (Smoke Free)](https://images.trvl-media.com/lodging/1000000/10000/1600/1578/8dd8ff22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby lounge](https://images.trvl-media.com/lodging/1000000/10000/1600/1578/4f2ee97c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/1000000/10000/1600/1578/74ddf85a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Red Roof Inn Warrenton

Warrenton

6.2/10

(770)

""Had a pleasant stay at Red Roof Inn — the room was clean and comfortable, perfect for a quick stop. The price was affordable, and the location was convenient with easy access to nearby restaurants and highways. Great value for the money!" "

CA $120

CA $131 total

includes taxes & fees

Oct 5 - Oct 6

[](https://www.expedia.ca/Warrenton-Hotels-Red-Roof-Inn-Warrenton.h1578.Hotel-Information)

![Premium bedding, down comforters, 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)

![Porch](https://images.trvl-media.com/lodging/2000000/1370000/1360400/1360309/c0f63216.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool, open 9:00 AM to 8:00 PM, sun loungers](https://images.trvl-media.com/lodging/2000000/1370000/1360400/1360309/0a61ab6f.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)

### Goodstone Inn & Restaurant

Middleburg

9.6/10

Exceptional

(47)

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

CA $396

CA $575 total

includes taxes & fees

Oct 7 - Oct 8

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

![Exterior](https://images.trvl-media.com/lodging/2000000/1110000/1101900/1101849/5a11bccc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/2000000/1110000/1101900/1101849/820c5413.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 1 King Bed, Refrigerator](https://images.trvl-media.com/lodging/2000000/1110000/1101900/1101849/ae854ecc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free on-the-go breakfast](https://images.trvl-media.com/lodging/2000000/1110000/1101900/1101849/60a92697.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Express Hotel & Suites Warrenton by IHG

Warrenton

8.6/10

Excellent

(753)

"Staff was very friendly and helpful. Breakfast was good. The room was clean with a nice king size bed."

CA $195

CA $213 total

includes taxes & fees

Oct 5 - Oct 6

[](https://www.expedia.ca/Warrenton-Hotels-Holiday-Inn-Express-Hotel-Suites-Warrenton.h1101849.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.ca/Hotel-Search?startDate=2025-10-14&endDate=2025-10-15&regionId=184116&adults=2&sort=RECOMMENDED&openPlayBack=true)

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Save an average of 15% on thousands of hotels when you're signed in

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## More cheap stays in Upperville

![Travelodge by Wyndham Winchester](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/28616e5b_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Travelodge by Wyndham Winchester

160 Front Royal Pike, Winchester, VA

CA $100

CA $109 total

Oct 1 - Oct 2

includes taxes & fees

8.4/10 Very Good! (1,100 reviews)

[](https://expedia.ca/Winchester-Hotels-Travelodge-By-Wyndham-Winchester.h9600.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

CA $108

CA $117 total

Oct 31 - Nov 1

includes taxes & fees

9/10 Wonderful! (1,346 reviews)

[](https://expedia.ca/Winchester-Hotels-Microtel-Inn-Suites-By-Wyndham-Winchester.h70921061.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, U.S. 29, Warrenton, VA

CA $103

CA $111 total

Oct 6 - Oct 7

includes taxes & fees

6.4/10 (1,002 reviews)

[](https://expedia.ca/Warrenton-Hotels-Baymont-By-Wyndham-Warrenton.h10086.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

CA $115

CA $130 total

Oct 31 - Nov 1

includes taxes & fees

9/10 Wonderful! (1,014 reviews)

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

![SpringHill Suites by Marriott Winchester](https://images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/193cda05_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### SpringHill Suites by Marriott Winchester

280 MARKET STREET, Winchester, VA

CA $162

CA $176 total

Oct 5 - Oct 6

includes taxes & fees

9.4/10 Exceptional! (726 reviews)

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

![Best Western Leesburg Hotel & Conference Center](https://images.trvl-media.com/lodging/1000000/20000/12700/12669/af96bac4_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Best Western Leesburg Hotel & Conference Center

726 E Market St, Leesburg, VA

CA $149

CA $171 total

Oct 6 - Oct 7

includes taxes & fees

7.8/10 Good! (1,000 reviews)

[](https://expedia.ca/Leesburg-Hotels-Best-Western-Leesburg-Hotel-Conference-Center.h12669.Hotel-Information)

## Hotels in Upperville with star-rating

![5 Star Hotels](https://images.trvl-media.com/lodging/7000000/6030000/6022300/6022232/21ca3455_w.jpg)

5 Star Hotels

2 properties

[](https://expedia.ca/5Star-Upperville-Hotels.s50-0-d184116.Travel-Guide-Filter-Hotels)

![4 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/27700/27700/5ae32850_w.jpg)

4 Star Hotels

12 properties

[](https://expedia.ca/4Star-Upperville-Hotels.s40-0-d184116.Travel-Guide-Filter-Hotels)

![3 Star Hotels](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/3336c7bb_w.jpg)

3 Star Hotels

92 properties

[](https://expedia.ca/3Star-Upperville-Hotels.s30-0-d184116.Travel-Guide-Filter-Hotels)

![2 Star Hotels](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/28616e5b_w.jpg)

2 Star Hotels

99 properties

[](https://expedia.ca/2Star-Upperville-Hotels.s20-0-d184116.Travel-Guide-Filter-Hotels)

## Recent reviews of Upperville hotels

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

### Hilton Garden Inn Dulles North

5/5 Excellent

"Very clean! Everyone was so kind!"

A verified traveller from Bristol stayed at Hilton Garden Inn Dulles North

Posted 2 days ago

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

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

### Hampton Inn Winchester-University/Mall Area

5/5 Excellent

"We needed a break with a long family care situation. We took a break and stayed in Winchester and relaxed. Hampton Inn was just perfect. Breakfast was great! Thank you! "

A verified traveller stayed at Hampton Inn Winchester-University/Mall Area

Posted 3 days ago

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

![Travelodge by Wyndham Winchester](//images.trvl-media.com/lodging/1000000/10000/9600/9600/28616e5b_y.jpg)

### Travelodge by Wyndham Winchester

5/5 Excellent

"Restaurants were nearby and there was plenty of room to walk my dog. The staff was efficient and pleasant. The room felt humid to me. Some maintenance leftovers are sitting around in the back of the property. Overall, nice place to stay but needs some TLC."

A verified traveller stayed at Travelodge by Wyndham Winchester

Posted 3 days ago

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

![Holiday Inn Express Charles Town by IHG](//images.trvl-media.com/lodging/2000000/1560000/1554900/1554858/89e72fbd_y.jpg)

### Holiday Inn Express Charles Town by IHG

5/5 Excellent

"The hotel is very clean and comfortable. The breakfast is good and the shuttle service is very convenient and was a nice surprise (they'll take you anywhere within 2 miles and pick you up). The staff was all very nice and helpful. "

A verified traveller stayed at Holiday Inn Express Charles Town by IHG

Posted 5 days ago

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

![Courtyard by Marriott Winchester](//images.trvl-media.com/lodging/2000000/1500000/1497900/1497898/8f242b36_y.jpg)

### Courtyard by Marriott Winchester

5/5 Excellent

"Very friendly staff and clean facilities."

A verified traveller stayed at Courtyard by Marriott Winchester

Posted 6 days ago

[](https://expedia.ca/Winchester-Hotels-Courtyard-By-Marriott-Winchester.h1497898.Hotel-Information)

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

### Red Roof Inn Leesburg, VA

5/5 Excellent

"staff was exceptional very clean rooms only issue if there was one beds are a little uncomfortable otherwise very nice stay"

A verified traveller stayed at Red Roof Inn Leesburg, VA

Posted 6 days ago

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

![Holiday Inn Winchester Se-Historic Gateway by IHG](//images.trvl-media.com/lodging/2000000/1890000/1889100/1889084/c68804b2_y.jpg)

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

5/5 Excellent

"Everything was great except I feel the website should have updated that the restaurant was closed. The beds were amazing and had some issues connecting to the WiFi, but overall a good stay. "

A verified traveller stayed at Holiday Inn Winchester Se-Historic Gateway by IHG

Posted 6 days ago

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

![The George Washington Hotel, A Wyndham Grand Hotel](//images.trvl-media.com/lodging/2000000/1370000/1364100/1364026/5a07226c_y.jpg)

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

5/5 Excellent

"The beauty of the property to begin with. Old world charm but modernized without detracting from the original character. The grand mailbox, each floor having a mailbox which directly connects with and is fed by gravity to the “grand” collection box on the ground floor! Beautiful! The basement pool is a spectacle to behold! The beauty along with the perfect water temperature provided a perfect ending to our evening!"

A verified traveller stayed at The George Washington Hotel, A Wyndham Grand Hotel

Posted 7 days ago

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

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

### Clarion Inn Harpers Ferry - Charles Town

5/5 Excellent

"The close proximity to harpers ferry "

A verified traveller stayed at Clarion Inn Harpers Ferry - Charles Town

Posted 7 days ago

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

## Frequently asked questions

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

> The most popular time to visit Upperville is in May, when the countryside bursts into bloom and the weather is pleasantly warm. With average temperatures hovering around 20°C, it's an excellent period for enjoying the scenic landscapes and participating in outdoor activities such as hiking, horseback riding, and visiting local wineries.
> 
>   
> 
> 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?

> You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Upperville.

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

> With Expedia, you'll unlock our lowest prices by becoming a member. It's free and easy to join, and you can even access member perks too. Just remember to sign in to get our best prices on Upperville hotels. Another way to save is by booking your hotel and flights together on Expedia, where bundling can lead to significant savings.

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

> Prices for hotels in Upperville often vary, but you can find a great deal from CA $99 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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-   [Paris Hotels](https://www.expedia.ca/Paris-Hotels.d6050691.Travel-Guide-Hotels)
-   [Inns in Paris](https://www.expedia.ca/Paris-Inns.d6050691-aaInns.Travel-Guide-Accommodation)
-   [Motels in Paris](https://www.expedia.ca/Paris-Motels.d6050691-aaMotels.Travel-Guide-Accommodation)
-   [Resorts in Paris](https://www.expedia.ca/Paris-Resort-Hotels.d6050691-aaResortHotels.Travel-Guide-Accommodation)
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-   [White Post Hotels](https://www.expedia.ca/White-Post-Hotels.d184119.Travel-Guide-Hotels)

-   [Flights to Paris](https://www.expedia.ca/Cheap-Flights-To-Paris.d6050691.Travel-Guide-Flights)
-   [Flights from Markham](https://www.expedia.ca/lp/flights/553248635975848092/flights-from-markham)
-   [Flights from Middleburg](https://www.expedia.ca/lp/flights/55837/flights-from-middleburg)

-   [Naked Mountain Winery & Vineyards](https://www.expedia.ca/Naked-Mountain-Winery-Vineyards-Delaplane.d553248621532661859.Vacation-Attraction)

-   [Car rental Middleburg](https://www.expedia.ca/Car-Rentals-In-Middleburg.d55837.Car-Rental-Guide)
-   [Car rental Paris](https://www.expedia.ca/Car-Rentals-In-Paris.d6050691.Car-Rental-Guide)

-   [Things to do in Bluemont](https://www.expedia.ca/Things-To-Do-In-Bluemont.d6348602.Travel-Guide-Activities)
-   [Things to do in Middleburg](https://www.expedia.ca/Things-To-Do-In-Middleburg.d55837.Travel-Guide-Activities)

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

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