Title: 2 Stars Hotels in Upperville, Virginia from CA $103 - Find Cheap Upperville Hotels With 2 Stars | Expedia.ca

 

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# 2 Stars Hotels in Upperville, Virginia from CA $103

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## Check availability on Upperville 2 Star Hotels

Tonight

[Nov 9 - Nov 10](https://www.expedia.ca/Hotel-Search?regionId=184116&startDate=2025-11-09&endDate=2025-11-10&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Nov 10 - Nov 11](https://www.expedia.ca/Hotel-Search?regionId=184116&startDate=2025-11-10&endDate=2025-11-11&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=184116&startDate=2025-11-14&endDate=2025-11-16&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=184116&startDate=2025-11-21&endDate=2025-11-23&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Top Upperville 2 Star Hotels

![Porch](https://images.trvl-media.com/lodging/1000000/20000/20000/19971/17b0fc68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/20000/20000/19971/16920465.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/1000000/20000/20000/19971/800932de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, blackout drapes, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/20000/20000/19971/a888dfb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn Winchester-University/Mall Area

Winchester

9.0/10

Wonderful

(1001)

"Staff, clean room, very comfortable bed!"

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

Terri

CA $134

CA $151 total

includes taxes & fees

Nov 16 - Nov 17

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

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/30000/24400/24372/8c4e2827.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/30000/24400/24372/b74b2b11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/30000/24400/24372/1cf13ef3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/30000/24400/24372/b44b506e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Clarion Hotel & Conference Center Leesburg

Leesburg

6.6/10

(1002)

"Great staff, terrible hotel conditions for the price"

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

Mark

CA $122

CA $140 total

includes taxes & fees

Nov 30 - Dec 1

[](https://www.expedia.ca/Leesburg-Hotels-Clarion-Hotel-Conference-Center-Leesburg.h24372.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/58000000/57960000/57958300/57958244/cf4c2663.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/58000000/57960000/57958300/57958244/6a37f73c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/58000000/57960000/57958300/57958244/f8e3941a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/58000000/57960000/57958300/57958244/e46c3593.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Comfort Inn & Suites Winchester

Winchester

9.4/10

Exceptional

(1046)

"Excellent stay!"

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

Haiyan

CA $142

CA $155 total

includes taxes & fees

Nov 21 - Nov 22

[](https://www.expedia.ca/Winchester-Hotels-Comfort-Inn-Suites.h57958244.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)

![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)

![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

(1004)

"Room was clean. Breakfast was great. Easy parking."

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

Brian

CA $97

CA $105 total

includes taxes & fees

Nov 16 - Nov 17

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

![In-room safe, desk, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/1e2a7464.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Double Room, 2 Double Beds, Smoking](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/65ba6c12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/d7931645.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/422ace16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Travelodge by Wyndham Winchester

Winchester

8.6/10

Excellent

(1086)

"It's been a great stay so far"

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

Sabrina

CA $96

CA $104 total

includes taxes & fees

Dec 1 - Dec 2

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

![Lobby](https://images.trvl-media.com/lodging/1000000/20000/17600/17577/610f0a4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, blackout drapes, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/20000/17600/17577/11a0c1fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Vending machine](https://images.trvl-media.com/lodging/1000000/20000/17600/17577/a0f67e22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/1000000/20000/17600/17577/d270335f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Red Roof Inn Leesburg, VA

Leesburg

8.4/10

Very good

(1006)

"Great place enjoyed our stay here"

![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg)

Marie

CA $115

CA $132 total

includes taxes & fees

Nov 16 - Nov 17

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

![Lobby](https://images.trvl-media.com/lodging/71000000/70930000/70921100/70921061/fab1f657.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/71000000/70930000/70921100/70921061/8897f4a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/71000000/70930000/70921100/70921061/5447905f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/71000000/70930000/70921100/70921061/3e194222.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Microtel Inn & Suites by Wyndham Winchester

Winchester

9.2/10

Wonderful

(1348)

"Excellent accommodations"

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

Loretta

CA $109

CA $119 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Winchester-Hotels-Microtel-Inn-Suites-By-Wyndham-Winchester.h70921061.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)

![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)

![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)

![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)

### Holiday Inn Express Charles Town by IHG

Charles Town

9.2/10

Wonderful

(1011)

"Great stay!"

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

Edward

CA $156

CA $176 total

includes taxes & fees

Nov 12 - Nov 13

[](https://www.expedia.ca/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)

![Lobby](https://images.trvl-media.com/lodging/1000000/980000/977400/977326/1054ff00.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)

### Clarion Inn Harpers Ferry - Charles Town

Harpers Ferry

7.8/10

Good

(1001)

"Great staff. Great location. Great restaurant "

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

bradley

CA $125

CA $140 total

includes taxes & fees

Nov 16 - Nov 17

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

![Premium bedding, pillowtop beds, desk, blackout drapes](https://images.trvl-media.com/lodging/11000000/10630000/10620700/10620696/6feea908.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/11000000/10630000/10620700/10620696/cb7df1a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/11000000/10630000/10620700/10620696/9b09e95c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Laundry room](https://images.trvl-media.com/lodging/11000000/10630000/10620700/10620696/85c667fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Days Inn by Wyndham Charles Town/Harpers Ferry

Charles Town

8.0/10

Very good

(1003)

"Nice place to stay"

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

Cynthia

CA $99

CA $112 total

includes taxes & fees

Nov 16 - Nov 17

[](https://www.expedia.ca/Martinsburg-Hotels-Days-Inn-By-Wyndham-Charles-TownHarpers-Ferry.h10620696.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/1000000/20000/12700/12669/af96bac4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/20000/12700/12669/10e43ed7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/1000000/20000/12700/12669/7ce973e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12700/12669/7553c374.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Best Western Leesburg Hotel & Conference Center

Leesburg

7.8/10

Good

(1002)

"We stay here often and we are always pleased with our accommodations."

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

C.T.

CA $111

CA $128 total

includes taxes & fees

Nov 16 - Nov 17

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

![Lobby](https://images.trvl-media.com/lodging/1000000/900000/892600/892585/737257e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/900000/892600/892585/afbe118c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/900000/892600/892585/810f7f7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hypo-allergenic bedding, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/1000000/900000/892600/892585/bb49c17d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn Front Royal

Front Royal

9.0/10

Wonderful

(1002)

"Well located and very clean!"

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

Odile

CA $134

CA $149 total

includes taxes & fees

Nov 16 - Nov 17

[](https://www.expedia.ca/Winchester-Hotels-Hampton-Inn-Front-Royal.h892585.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/1000000/860000/855600/855557/10b5cc1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/860000/855600/855557/4c979d71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/860000/855600/855557/a71565c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Double Room, 2 Double Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/860000/855600/855557/325feec2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Super 8 by Wyndham Front Royal

Front Royal

7.6/10

Good

(1001)

"Clean rooms friendly staff"

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

Ken

CA $93

CA $103 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Winchester-Hotels-Super-8-By-Wyndham-Front-Royal.h855557.Hotel-Information)

![Desk, blackout drapes, free cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/1000000/30000/24100/24072/9bc5a360.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast area](https://images.trvl-media.com/lodging/1000000/30000/24100/24072/7b28bc9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast area](https://images.trvl-media.com/lodging/1000000/30000/24100/24072/4ef3053b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Laundry room](https://images.trvl-media.com/lodging/1000000/30000/24100/24072/0e2d3d92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Red Roof Inn Winchester, VA

Winchester

7.4/10

Good

(1002)

"Convenient. Friendly staff"

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

Barbara

CA $97

CA $105 total

includes taxes & fees

Nov 10 - Nov 11

[](https://www.expedia.ca/Winchester-Hotels-Red-Roof-Inn-Winchester.h24072.Hotel-Information)

![1 bedroom, pillowtop beds, desk, laptop workspace](https://images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/193cda05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/164a5d2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/57a6dfe3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/e6dc1dff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### SpringHill Suites by Marriott Winchester

Winchester

9.4/10

Exceptional

(760)

"Nice place, very quiet, comfie beds, and great staff. "

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

Leslie

CA $150

CA $164 total

includes taxes & fees

Dec 7 - Dec 8

[](https://www.expedia.ca/Winchester-Hotels-SpringHill-Suites-By-Marriott-Winchester.h42543772.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](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/fbfa3983.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn by Hilton Gainesville-Haymarket

Gainesville

8.8/10

Excellent

(968)

"Right next to some great dining and bar options "

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

Ryan

CA $118

CA $134 total

includes taxes & fees

Dec 7 - Dec 8

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

![Coffee service](https://images.trvl-media.com/lodging/1000000/50000/43100/43087/f87cf676.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Laundry room](https://images.trvl-media.com/lodging/1000000/50000/43100/43087/7d3e25f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/50000/43100/43087/598f2666.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/50000/43100/43087/7faefe8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Motel 6 Winchester, VA

Winchester

8.2/10

Very good

(1000)

"Very clean, safe. "

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

Kimberly

CA $95

CA $108 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Winchester-Hotels-Motel-6-Winchester.h43087.Hotel-Information)

![In-room safe, desk, iron/ironing board, rollaway beds](https://images.trvl-media.com/lodging/1000000/600000/596500/596430/6cf9400d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room amenity](https://images.trvl-media.com/lodging/1000000/600000/596500/596430/243ab954.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 Bedroom](https://images.trvl-media.com/lodging/1000000/600000/596500/596430/a44ca01a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/600000/596500/596430/f9518b43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Express & Suites Leesburg - Historic District by IHG

Leesburg

9.0/10

Wonderful

(1002)

"Great stay! The king suite was spacious and clean! Would definitely stay at this location again. "

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

Kaitlin

CA $142

CA $163 total

includes taxes & fees

Nov 23 - Nov 24

[](https://www.expedia.ca/Leesburg-Hotels-Holiday-Inn-Express-And-Suites-Leesburg-Historic-District.h596430.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)

![Room, 2 Queen Beds](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)

![Lobby](https://images.trvl-media.com/lodging/40000000/39500000/39493500/39493421/76fedaf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### TRU By Hilton Winchester

Winchester

9.0/10

Wonderful

(750)

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

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

Sherri

CA $111

CA $121 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Winchester-Hotels-TRU-By-Hilton-Winchester.h39493421.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)

![BBQ/picnic area](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652870/69d352d9.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

(533)

"From the girl who checked us in, the very clean room. Excellent service "

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

Cathy

CA $142

CA $154 total

includes taxes & fees

Nov 12 - Nov 13

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

![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg)

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

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## Explore similar 3-star hotels

Many 3-star hotels have the same amenities as 2-star hotels. See all 3-star hotels in Upperville.

![La Quinta Inn & Suites by Wyndham Winchester](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/3336c7bb_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### La Quinta Inn & Suites by Wyndham Winchester

1055 Millwood Pike, Route 50 East, Winchester, VA

CA $148

CA $161 total

Dec 10 - Dec 11

includes taxes & fees

9.2/10 Wonderful! (2,202 reviews)

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

![Hilton Garden Inn Dulles North](https://images.trvl-media.com/lodging/3000000/2340000/2335200/2335184/b8108f6b_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Hilton Garden Inn Dulles North

22400 Flagstaff Plaza, Ashburn, VA

CA $121

CA $138 total

Nov 23 - Nov 24

includes taxes & fees

8.4/10 Very Good! (1,002 reviews)

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

![Country Inn & Suites by Radisson, Winchester, VA](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/d0690cde_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

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

141 Kernstown Commons Blvd, Winchester, VA

CA $133

CA $144 total

Nov 30 - Dec 1

includes taxes & fees

8.6/10 Excellent! (1,003 reviews)

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

Still don't see what you're looking for?

[See all properties in Upperville.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=10%2F11%2F2025&endDate=11%2F11%2F2025&regionId=184116&star=20)

You can also use these popular filters to refine your search.

[Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=10%2F11%2F2025&endDate=11%2F11%2F2025&regionId=184116&star=20&star=20&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=10%2F11%2F2025&endDate=11%2F11%2F2025&regionId=184116&star=20&star=20&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=10%2F11%2F2025&endDate=11%2F11%2F2025&regionId=184116&star=20&star=20&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=10%2F11%2F2025&endDate=11%2F11%2F2025&regionId=184116&star=20&star=20&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=10%2F11%2F2025&endDate=11%2F11%2F2025&regionId=184116&star=20&star=20&amenities=WATER_PARK)

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.

## 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.ca/Hotel-Search?startDate=2025-11-23&endDate=2025-11-24&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

![Days Inn by Wyndham Charles Town/Harpers Ferry](//images.trvl-media.com/lodging/11000000/10630000/10620700/10620696/6feea908_y.jpg)

### Days Inn by Wyndham Charles Town/Harpers Ferry

10/10 Excellent

"Did the job, cheap and cheerful, nothing to complain about! Good access to Harper’s Ferry"

[](https://expedia.ca/Martinsburg-Hotels-Days-Inn-By-Wyndham-Charles-TownHarpers-Ferry.h10620696.Hotel-Information)

## Find out more about Upperville

Want to get out of town on the cheap? Thanks to the low rates and great discounts at the top 2 Stars hotels in Upperville, Upperville you can sneak away on the trip of your dreams with plenty of cash to spare. In addition to the friendly staff and well-maintained surroundings, you’ll find comfortable rooms, complimentary bath products, and quiet sleeping areas, so you can kick back with all the basic conveniences after a long day. Plus, these properties are perfect, if you need a jumping-off point for exploring the local attractions.

Several of the best hotels with 2 Stars in Upperville are situated just a stone’s throw from both public transportation and the city’s main freeways. Use the travel tools at Expedia.ca to search for options near your favorite neighborhood, find a cheap deal, and book your room. You won’t believe how inexpensive your next vacation can be when you settle in at a top two star hotel in Upperville.

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