Title: Upperville B&B: Find the Best Bed and Breakfast from CA $222 | Expedia.ca [Hotels in Upperville](https://expedia.ca/Upperville-Hotels.d184116.Travel-Guide-Hotels)[Vacation Rentals in Upperville](https://expedia.ca/Upperville-Vacation-Rentals.d184116.Travel-Guide-VacationRentals)[Upperville Car Rentals](https://expedia.ca/Car-Rentals-In-Upperville.d184116.Car-Rental-Guide)[Upperville Vacation Packages](https://expedia.ca/Upperville.d184116.Destination-Travel-Guides) ![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 a Bed and Breakfast in Upperville from CA $222 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=184116&startDate=2026-01-16&endDate=2026-01-18&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=184116&startDate=2026-01-23&endDate=2026-01-25&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=184116&startDate=2026-02-06&endDate=2026-02-08&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=184116&startDate=2026-03-06&endDate=2026-03-08&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Upperville bed & breakfast ![Front of property](https://images.trvl-media.com/lodging/4000000/3090000/3082200/3082115/7b9d69e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room (The Overlook)](https://images.trvl-media.com/lodging/4000000/3090000/3082200/3082115/8ab65f08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room (The Snuggery)](https://images.trvl-media.com/lodging/4000000/3090000/3082200/3082115/af2498b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/4000000/3090000/3082200/3082115/f0afdbe1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hillbrook Inn [](https://www.expedia.ca/Martinsburg-Hotels-Hillbrook-Inn.h3082115.Hotel-Information) Charles Town 8.6/10 Excellent (671 reviews) "We had a wonderful time at Hillbrook. Loved the grounds, the cozy room, the spa massage was awesome!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nataliya CA $214 CA $275 total includes taxes & fees Jan 12 - Jan 13 [](https://www.expedia.ca/Martinsburg-Hotels-Hillbrook-Inn.h3082115.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/37000000/36140000/36132200/36132129/f3c32a81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/37000000/36140000/36132200/36132129/2c3deef9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden view](https://images.trvl-media.com/lodging/37000000/36140000/36132200/36132129/f6325d64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/37000000/36140000/36132200/36132129/2db74ae4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Loudoun Valley Manor [](https://www.expedia.ca/Waterford-Hotels-Loudoun-Valley-Manor.h36132129.Hotel-Information) Waterford 9.6/10 Exceptional (279 reviews) "Great location for visiting wineries" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anne CA $194 CA $222 total includes taxes & fees Feb 10 - Feb 11 [](https://www.expedia.ca/Waterford-Hotels-Loudoun-Valley-Manor.h36132129.Hotel-Information) ![Hallway](https://images.trvl-media.com/lodging/16000000/15740000/15733600/15733502/8659900e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/16000000/15740000/15733600/15733502/0932b9ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast](https://images.trvl-media.com/lodging/16000000/15740000/15733600/15733502/0869608f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/16000000/15740000/15733600/15733502/w1568h1045x16y15-fb28d00b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn at Evergreen [](https://www.expedia.ca/Haymarket-Hotels-Inn-At-Evergreen.h15733502.Hotel-Information) Haymarket 9.4/10 Exceptional (133 reviews) "Very nice cozy place and the breakfast was included and very delicious. Only issue I had was the footsteps of upstairs guests came through." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chiharu [](https://www.expedia.ca/Haymarket-Hotels-Inn-At-Evergreen.h15733502.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/64000000/63860000/63853900/63853807/1efbf58d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/64000000/63860000/63853900/63853807/7def0784.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![7 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/64000000/63860000/63853900/63853807/7243fdc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/64000000/63860000/63853900/63853807/9e11ce70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stone Manor Boutique Inn - Country Manor with Breathtaking Gardens and Event [](https://www.expedia.ca/Lovettsville-Hotels-Stone-Manor-Boutique-Inn-Country-Manor-With-Breathtaking-Gardens-And-Event.h63853807.Hotel-Information) Lovettsville 10/10 Exceptional (1 review) "Everyone was so kind, house was beautiful and the food was amazing. Really made us feel like home. Highly recommend." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lukas D. CA $15,945 CA $20,999 total includes taxes & fees Jan 11 - Jan 12 [](https://www.expedia.ca/Lovettsville-Hotels-Stone-Manor-Boutique-Inn-Country-Manor-With-Breathtaking-Gardens-And-Event.h63853807.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/17000000/16290000/16281800/16281705/f4cdce70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/17000000/16290000/16281800/16281705/5afc8cca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Suite, 1 King Bed, Hot Tub, Garden View](https://images.trvl-media.com/lodging/17000000/16290000/16281800/16281705/686105c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/17000000/16290000/16281800/16281705/827ae686.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stone Manor Boutique Inn [](https://www.expedia.ca/Lovettsville-Hotels-Stone-Manor-Boutique-Inn.h16281705.Hotel-Information) Lovettsville 9.6/10 Exceptional (95 reviews) "The experience was very good, will return in the future. The breakfast was excellent. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marvin CA $265 CA $303 total includes taxes & fees Jan 13 - Jan 14 [](https://www.expedia.ca/Lovettsville-Hotels-Stone-Manor-Boutique-Inn.h16281705.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/20000000/19130000/19126100/19126061/6e95af26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/20000000/19130000/19126100/19126061/df92df6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, Private Bathroom (Windsor Suite) | Deep soaking bathtub](https://images.trvl-media.com/lodging/20000000/19130000/19126100/19126061/c20a2340.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/20000000/19130000/19126100/19126061/480b5c82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Glen Gordon Manor [](https://www.expedia.ca/Huntly-Hotels-Glen-Gordon-Manor.h19126061.Hotel-Information) Huntly 9.8/10 Exceptional (96 reviews) "Staff was all very attentive. Nice and peaceful stay. Wife loved it, very vintage and clean." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) KYLE CA $373 CA $408 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Huntly-Hotels-Glen-Gordon-Manor.h19126061.Hotel-Information) ![Interior entrance](https://images.trvl-media.com/lodging/118000000/117730000/117723700/117723633/7918f369.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lake](https://images.trvl-media.com/lodging/118000000/117730000/117723700/117723633/8d2e7c05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/118000000/117730000/117723700/117723633/2f491ce9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/118000000/117730000/117723700/117723633/719b38c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Inn at Grass Roots Hill [](https://www.expedia.ca/Purcellville-Hotels-The-Inn-At-Grass-Roots-Hill.h117723633.Hotel-Information) Purcellville 9.2/10 Wonderful (7 reviews) "House and property are absolutely beautiful. Staff are amazing and super friendly " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chad CA $566 CA $646 total includes taxes & fees Jan 14 - Jan 15 [](https://www.expedia.ca/Purcellville-Hotels-The-Inn-At-Grass-Roots-Hill.h117723633.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34100000/34090700/34090623/ff8b2dd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34100000/34090700/34090623/0a4c6df7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/35000000/34100000/34090700/34090623/1f81d6e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/35000000/34100000/34090700/34090623/e770d74d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Van Gogh Room in Villa [](https://www.expedia.ca/Purcellville-Hotels-The-Van-Gogh-Room-In-Villa.h34090623.Hotel-Information) Purcellville 9.0/10 Wonderful (67 reviews) "My husband and I made a last minute getaway to celebrate our Anniversary. Maud made some great recommendations and we enjoyed several local vineyards which made our stay memorable. Highly recommend brunch at Magnolias!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ashley H. CA $416 CA $536 total includes taxes & fees Jan 11 - Jan 12 [](https://www.expedia.ca/Purcellville-Hotels-The-Van-Gogh-Room-In-Villa.h34090623.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34330000/34329600/34329573/78704f31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34330000/34329600/34329573/aafbdad6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34330000/34329600/34329573/957e6eda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/35000000/34330000/34329600/34329573/e0f66792.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Monet HoneymoonSuite in villa.Elegant Lrg 2rm w/balcony, jacuzzi n phenom.view. [](https://www.expedia.ca/Purcellville-Hotels-Monet-HoneymoonSuite-Elegant-Lrg-2rm-Wbalcony-In-VillaMountnpasture-Pool-View.h34329573.Hotel-Information) Purcellville 9.8/10 Exceptional (37 reviews) "Beautiful location, quiet, and Maud is a wonderful person." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dennis G. CA $485 CA $650 total includes taxes & fees Jan 11 - Jan 12 [](https://www.expedia.ca/Purcellville-Hotels-Monet-HoneymoonSuite-Elegant-Lrg-2rm-Wbalcony-In-VillaMountnpasture-Pool-View.h34329573.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/3000000/2770000/2762700/2762649/30ef090b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/3000000/2770000/2762700/2762649/52d84062.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/3000000/2770000/2762700/2762649/6f99e56e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Check-in/check-out kiosk](https://images.trvl-media.com/lodging/3000000/2770000/2762700/2762649/0f03a335.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Carriage Inn B&B [](https://www.expedia.ca/Martinsburg-Hotels-The-Carriage-Inn-BB.h2762649.Hotel-Information) Charles Town 9.6/10 Exceptional (440 reviews) "Excellent accommodations and breakfast. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William CA $223 CA $253 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Martinsburg-Hotels-The-Carriage-Inn-BB.h2762649.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=2026-01-24&endDate=2026-01-25®ionId=184116&adults=2&lodging=BED_AND_BREAKFAST&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FUpperville-Bed-And-Breakfast.d184116-aaBedAndBreakfast.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FUpperville-Bed-And-Breakfast.d184116-aaBedAndBreakfast.Travel-Guide-Accommodation) ## 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 "Clean room; really comfortable bed. Great staff " [](https://expedia.ca/Winchester-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Winchester.h2678524.Hotel-Information) ![Travelodge by Wyndham Winchester](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/9d44a9b1_y.jpg) ### Travelodge by Wyndham Winchester 10/10 Excellent "Basic accomodations but OK for the price. Everything worked fine andd hotel easy to get to from I-81\. " [](https://expedia.ca/Winchester-Hotels-Travelodge-By-Wyndham-Winchester.h9600.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 "Loved the resort, the spa, everyone was so sweet. It was clean and smelled amazing. I had the absolute best massage ever. Love love love, me and my husband definitely will be back " [](https://expedia.ca/Leesburg-Hotels-Lansdowne-Resort-And-Spa.h27700.Hotel-Information) ![Best Western Leesburg Hotel & Conference Center](https://images.trvl-media.com/lodging/1000000/20000/12700/12669/d621c756_y.jpg) ### Best Western Leesburg Hotel & Conference Center 10/10 Excellent "Breakfast was great, room was very clean, staff was super helpful and nice " [](https://expedia.ca/Leesburg-Hotels-Best-Western-Leesburg-Hotel-Conference-Center.h12669.Hotel-Information) ![Microtel Inn & Suites by Wyndham Winchester](https://images.trvl-media.com/lodging/71000000/70930000/70921100/70921061/fab1f657_y.jpg) ### Microtel Inn & Suites by Wyndham Winchester 10/10 Excellent "Service was exceptional. It’s a small hotel, but was clean and great service. " [](https://expedia.ca/Winchester-Hotels-Microtel-Inn-Suites-By-Wyndham-Winchester.h70921061.Hotel-Information) ![Hampton Inn & Suites Charles Town](https://images.trvl-media.com/lodging/5000000/4540000/4532700/4532660/4441f7ed_y.jpg) ### Hampton Inn & Suites Charles Town 10/10 Excellent "All the above They also had a shuttle to the casino" [](https://expedia.ca/Martinsburg-Hotels-Hampton-Inn-Suites-Charles-Town.h4532660.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 "Great breakfast. 24 hr coffee. Clean rooms. Pet friendly! Friendly front desk staff" [](https://expedia.ca/Winchester-Hotels-Hampton-Inn-Winchester-UniversityMall-Area.h19971.Hotel-Information) ![Clarion Hotel & Conference Center Leesburg](https://images.trvl-media.com/lodging/1000000/30000/24400/24372/8c4e2827_y.jpg) ### Clarion Hotel & Conference Center Leesburg 10/10 Excellent "Clean and reasonable rate closer to my conferences." [](https://expedia.ca/Leesburg-Hotels-Clarion-Hotel-Conference-Center-Leesburg.h24372.Hotel-Information) ![Home2 Suites by Hilton Charles Town](https://images.trvl-media.com/lodging/20000000/19220000/19217900/19217874/cbf060ec_y.jpg) ### Home2 Suites by Hilton Charles Town 10/10 Excellent "Room configuration was fantastic! This was our first stay at a Home2Suite and we are already planning anither trip! The complimentary coffee and water bottles were appreciated also and the breakfast was a great selection. a grew" [](https://expedia.ca/Martinsburg-Hotels-Home2-Suites-By-Hilton-Charles-Town.h19217874.Hotel-Information) ## Find out more about Upperville ## Upperville B&B information | Number of reviews | 1,012 | | ----------------- | ---------- | | Accommodation | 13 B&B | | Lowest Price | CA $222 | | Highest Price | CA $20,999 | ## Frequently asked questions ### Searching for B&Bs in Upperville? ### Are you thinking about a B&B for your stay? ### What are the best bed and breakfasts in Upperville? ### When should I book my B&B in Upperville? ### What is there to do in Upperville? ### How can I get to and around Upperville? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [Ashville Hotels ](https://www.expedia.ca/Ashville-Hotels.d553248635975846883.Travel-Guide-Hotels) - [Luxury Hotels in Blue Ridge ](https://www.expedia.ca/Blue-Ridge-Hotels-Luxury-Hotel.0-0-d553248635976006713-tLuxuryHotel.Travel-Guide-Filter-Hotels) - 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