Title: Upperville Cottages from CA $312 | 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) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Upperville Cottage Rentals from CA $312 - ![](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 [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=184116&startDate=2025-11-21&endDate=2025-11-23&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=184116&startDate=2025-11-28&endDate=2025-11-30&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=184116&startDate=2025-12-12&endDate=2025-12-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=184116&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Upperville Cottages ![House (Multiple Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94956400/94956322/3037b62c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (Multiple Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94956400/94956322/1732e5a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (Multiple Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94956400/94956322/1bc8e0bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (Multiple Bedrooms) | Front of property](https://images.trvl-media.com/lodging/95000000/94960000/94956400/94956322/06cf4e8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 'thomson Farm' Classic Home < 10 Mi to Vineyards! Leesburg CA $1,683 CA $2,594 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Leesburg-Hotels-Thomson-Farm-Classic-Home-10-Mi-To-Vineyards.h94956322.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/76000000/75200000/75194000/75193967/5fb45cca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/76000000/75200000/75194000/75193967/7c522db1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/75200000/75194000/75193967/f3f54889.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/75200000/75194000/75193967/44a70f96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lake View Retreat - Cottage Near a Peaceful Lake! Harpers Ferry 9.6/10 Exceptional (21) "Was really able to relax and enjoy during our brief stay. Would come again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Emily B. CA $140 CA $504 total includes taxes & fees Nov 13 - Nov 14 [](https://www.expedia.ca/Harpers-Ferry-Hotels-Lake-View-Retreat-Cottage-Near-A-Peaceful-Lake.h75193967.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/89000000/88380000/88378600/88378587/4f1c9bf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/89000000/88380000/88378600/88378587/efeff641.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/89000000/88380000/88378600/88378587/0861e87a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88380000/88378600/88378587/b94c46bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Art Docko - Lakefront Artist Retreat w/ Hot Tub! Harpers Ferry 10/10 Exceptional (23) "Loved this house for relaxing, enjoying nature and reconnecting with friends!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ellen P. CA $154 CA $630 total includes taxes & fees Nov 13 - Nov 14 [](https://www.expedia.ca/Harpers-Ferry-Hotels-Art-Docko-Lakefront-Artists-Retreat-For-A-Relaxing-Getaway.h88378587.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/86000000/85250000/85242000/85241973/4ee9e17b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/86000000/85250000/85242000/85241973/346044b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/86000000/85250000/85242000/85241973/3f2e7420.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/86000000/85250000/85242000/85241973/b741e712.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Peaceful Lakefront Cottage with Mountain Views! Harpers Ferry 9.8/10 Exceptional (29) "Really enjoyed stay home was great " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) zachary b. CA $140 CA $519 total includes taxes & fees Nov 20 - Nov 21 [](https://www.expedia.ca/Harpers-Ferry-Hotels-NEW-Peaceful-Lakefront-Cottage-With-Blue-Mountain-Views.h85241973.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/90000000/89660000/89657200/89657197/50e7f82b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/90000000/89660000/89657200/89657197/ca0816c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/90000000/89660000/89657200/89657197/789c6e52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi](https://images.trvl-media.com/lodging/90000000/89660000/89657200/89657197/5b26230e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wild Hare Cottage Purcellville 10/10 Exceptional (10) "Perfect spot to relax for a long weekend. Easy drive to Middleburg, VA, wineries, breweries, and hiking. Would stay again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer K. CA $177 CA $312 total includes taxes & fees Nov 19 - Nov 20 [](https://www.expedia.ca/Purcellville-Hotels-Wild-Hare-Cottage.h89657197.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/120000000/119500000/119496400/119496330/9a2bb6ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119500000/119496400/119496330/dbdd487f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119500000/119496400/119496330/4c56e3e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119500000/119496400/119496330/b8a5d193.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### "Prima BnB" a Superb 4-bedroom cottage on the mountain near Front Royal Front Royal 10/10 Exceptional (2) "My family and I had a wonderful stay! The property and surrounding views are beautiful. The house was very clean and the host was very responsive when I had a question or two to ask. I highly recommend staying here!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jay L. CA $184 CA $552 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Front-Royal-Hotels-Prima-A-Superb-4-Bedroom-Cottage-On-The-Mountain-Near-Front-Royal.h119496330.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/90000000/89150000/89145600/89145580/99ff3ac2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/90000000/89150000/89145600/89145580/134150ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89150000/89145600/89145580/31dbe26c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/90000000/89150000/89145600/89145580/13657af6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Woodsy Retreat with a Hot Tub and Seasonal Views! Harpers Ferry 9.8/10 Exceptional (23) "This property was everything we hoped for in a weekend getaway home! So clean, beautifully decorated, and decked out with everything we wanted and more. We will definitely be booking with Mountain Mama again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carly H. CA $140 CA $483 total includes taxes & fees Nov 13 - Nov 14 [](https://www.expedia.ca/Harpers-Ferry-Hotels-NEW-Woodsy-Retreat-With-A-Hot-Tub-And-Seasonal-Views-Of-The-Valley.h89145580.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110850000/110841300/110841279/fa7cba31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110850000/110841300/110841279/9cad6316.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110850000/110841300/110841279/19ec7694.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110850000/110841300/110841279/068d8c39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country! Hamilton 9.6/10 Exceptional (7) "It was a great place to starve whole experience was perfect. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jaime B. CA $316 CA $555 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Hamilton-Hotels-The-Cottage-At-Firefly-Cellars.h110841279.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/73000000/72540000/72536300/72536217/7706e12c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/73000000/72540000/72536300/72536217/c897e3b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/73000000/72540000/72536300/72536217/3209a5cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/73000000/72540000/72536300/72536217/91c01c37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage w/ Hot Tub and 100-Mile Valley Views! Harpers Ferry 9.8/10 Exceptional (20) "Great place to stay with our family of 4. The house was clean and had everything we needed. The view is beautiful and the neighborhood is nice and quiet." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James D. CA $140 CA $536 total includes taxes & fees Nov 20 - Nov 21 [](https://www.expedia.ca/Harpers-Ferry-Hotels-Mountaintop-Cottage-With-100-Mile-Views-Of-The-Shenandoah-Valley.h72536217.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113890000/113882000/113881924/3188c939.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113890000/113882000/113881924/4a29ed6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/113890000/113882000/113881924/06517d45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/114000000/113890000/113882000/113881924/137d1b75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Mountain Retreat | Hot Tub & Fire Pit & Dogs Harpers Ferry 9.4/10 Exceptional (6) "We really enjoyed our stay, the four bedrooms gave us lots of space. The hot tub was great and we enjoyed the balcony, too. Very close to lots of fun wineries and Harper’s Ferry. Quiet location on a road with other houses. I’d recommend bringing extra towels and a few wine glasses if you’re drinking nice wine. Lots of thoughtful touches — games, fireplace, spacious kitchen. It was great!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Renee P. CA $288 CA $872 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Harpers-Ferry-Hotels-Spacious-Mtn-Pet-Friendly-Home-Hottub-Firepit.h113881924.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91040000/91035100/91035005/c8a1f4ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/92000000/91040000/91035100/91035005/05617209.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/92000000/91040000/91035100/91035005/cc14e518.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/92000000/91040000/91035100/91035005/4f401016.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Royal Heritage Home @ Historic Leesburg Leesburg's Old and Historic District 9.8/10 Exceptional (37) "Beautiful home, three full bathrooms were all updated and large. Very clean. Walking distance to great restaurants and shops. We had a great weekend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alexa F. CA $301 CA $665 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Leesburg-Hotels-Historic-Charmer-Downtown-Leesburg.h91035005.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107620000/107613900/107613898/a69388d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107620000/107613900/107613898/a8cc2147.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/108000000/107620000/107613900/107613898/c2c2b573.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/108000000/107620000/107613900/107613898/c10ab8bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Vue - Mountain top hot tub overlooking the Shenandoah River Front Royal 9.8/10 Exceptional (8) "Love the view and beautiful appointed decor throughout the home…" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lynn M. CA $252 CA $571 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Front-Royal-Hotels-The-Vue-Mountain-Top-Hot-Tub-Overlooking-The-Shenandoah-River.h107613898.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/86000000/85480000/85477500/85477424/a06f20db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/86000000/85480000/85477500/85477424/47d3b88f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/86000000/85480000/85477500/85477424/ed64133f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/86000000/85480000/85477500/85477424/042e58ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pets? YES! 🐕 Hot Tub ★ Fire Pit ★ Fast Wi-Fi Boyce 9.8/10 Exceptional (30) "My husband and I stayed here the week before Christmas. Once we arrived, the first thing I noticed was the Christmas tree in the living room. I was very pleased the house was decorated. We had a wonderful stay and would definitely come back. The train didn’t bother us at all. Very quiet. Thank you for making our stay magical!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrea M. CA $318 CA $788 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Boyce-Hotels-NEW-WINE-COUNTRY-ESCAPE-Hot-Tub-Fire-Pit-Fast-Wi-Fi-Gas-Grill.h85477424.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/94000000/93520000/93510500/93510450/e5d7776a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/94000000/93520000/93510500/93510450/5ce5fa13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/94000000/93520000/93510500/93510450/bc6898f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/94000000/93520000/93510500/93510450/e29f28d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 18th Century Stone Cottage minutes from historic Middleburg Middleburg 10/10 Exceptional (51) "What a peaceful place and wonderful views." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Debbie M. CA $386 CA $555 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Middleburg-Hotels-18th-Century-Stone-Cottage-Minutes-From-Historic-Middleburg.h93510450.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=2025-11-25&endDate=2025-11-26®ionId=184116&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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-Cottages.d184116-aaCottages.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FUpperville-Cottages.d184116-aaCottages.Travel-Guide-Accommodation) ## Top Upperville Hotel Reviews ![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 10/10 Excellent "The staff was very courteous with asssiting us with a crib for our baby and ensuring we were placed in a room near the elevator. The room was very spacious for our family of 5" [](https://expedia.ca/Martinsburg-Hotels-Holiday-Inn-Express-Charles-Town.h1554858.Hotel-Information) ![Microtel Inn & Suites by Wyndham Winchester](//images.trvl-media.com/lodging/71000000/70930000/70921100/70921061/fab1f657_y.jpg) ### Microtel Inn & Suites by Wyndham Winchester 10/10 Excellent "Excellent accommodations" [](https://expedia.ca/Winchester-Hotels-Microtel-Inn-Suites-By-Wyndham-Winchester.h70921061.Hotel-Information) ![Country Inn & Suites by Radisson, Winchester, VA](//images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/d0690cde_y.jpg) ### Country Inn & Suites by Radisson, Winchester, VA 10/10 Excellent "Good" [](https://expedia.ca/Winchester-Hotels-Country-Inn-Suites-By-Radisson.h1652833.Hotel-Information) ![Hampton Inn & Suites Charles Town](//images.trvl-media.com/lodging/5000000/4540000/4532700/4532660/4441f7ed_y.jpg) ### Hampton Inn & Suites Charles Town 10/10 Excellent "The front desk staff was just wonderful. I think, Julie(??), deserve a shout out. " [](https://expedia.ca/Martinsburg-Hotels-Hampton-Inn-Suites-Charles-Town.h4532660.Hotel-Information) ![DoubleTree by Hilton Front Royal Blue Ridge Shadows](//images.trvl-media.com/lodging/2000000/1890000/1889100/1889081/204cbf3a_y.jpg) ### DoubleTree by Hilton Front Royal Blue Ridge Shadows 10/10 Excellent "Friendly staff" [](https://expedia.ca/Front-Royal-Hotels-Holiday-Inn-Suites-Front-Royal-Blue-Ridge-Shadows.h1889081.Hotel-Information) ![Travelodge by Wyndham Winchester](//images.trvl-media.com/lodging/1000000/10000/9600/9600/28616e5b_y.jpg) ### Travelodge by Wyndham Winchester 10/10 Excellent "Such a great find for our overnight Stay and last minute with excellent price. Comfortable bed and fantastic staff. Breakfast lacking but expected. " [](https://expedia.ca/Winchester-Hotels-Travelodge-By-Wyndham-Winchester.h9600.Hotel-Information) ![Comfort Inn & Suites Winchester](//images.trvl-media.com/lodging/58000000/57960000/57958300/57958244/cf4c2663_y.jpg) ### Comfort Inn & Suites Winchester 10/10 Excellent "It was the cleanest and most friendly place I’ve ever stayed at.The breakfast was amazing the beds were very comfortable hardly any noise just a great place to stay." [](https://expedia.ca/Winchester-Hotels-Comfort-Inn-Suites.h57958244.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Winchester](//images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/3336c7bb_y.jpg) ### La Quinta Inn & Suites by Wyndham Winchester 10/10 Excellent "Great in all ways. Fresh, modern hotel. Big rooms." [](https://expedia.ca/Winchester-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Winchester.h2678524.Hotel-Information) ![Hilton Garden Inn Dulles North](//images.trvl-media.com/lodging/3000000/2340000/2335200/2335184/b8108f6b_y.jpg) ### Hilton Garden Inn Dulles North 10/10 Excellent "They don’t have curtains which make the room dark to sleep well. They have very thin and light curtains hanging in the middle and in the morning sunlight direct affects the bed and can’t sleep more after sunrise. All other was excellent, staff was excellent " [](https://expedia.ca/Ashburn-Hotels-Hilton-Garden-Inn-Dulles-North.h2335184.Hotel-Information) ## Find out more about Upperville ## Upperville Cottages information | Number of reviews | 259 | | --- | --- | | Accommodation | 89 Cottages | | Lowest Price | CA $312 | | Highest Price | CA $2,594 | ## Frequently asked questions ### Why book your cottage in Upperville with Expedia? > Reserving a cottage in Upperville is as simple as clicking on your travel dates and selecting your ideal place for a vacation in the outdoors. From ritzy retreats to affordable stays and cottages that come with amenities like laundry facilities, Expedia has something for all styles. As for the best offers around? We've got them too! ### How can I find cheap cottages in Upperville? > A good way to uncover cheap cottages in Upperville is with Expedia's filter tool. 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