Title: Winchester Cottages | Expedia.ca [Hotels in Winchester](https://expedia.ca/Winchester-Hotels.d553248635975876131.Travel-Guide-Hotels)[Vacation Rentals in Winchester](https://expedia.ca/Winchester-Vacation-Rentals.d553248635975876131.Travel-Guide-VacationRentals)[Winchester Car Rentals](https://expedia.ca/Car-Rentals-In-Winchester.d553248635975876131.Car-Rental-Guide)[Winchester Vacation Packages](https://expedia.ca/Winchester.d553248635975876131.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 Winchester Cottage Rentals - ![](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 [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248635975876131&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=553248635975876131&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=553248635975876131&startDate=2026-01-16&endDate=2026-01-18&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=553248635975876131&startDate=2026-02-13&endDate=2026-02-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winchester cottages ![Exterior](https://images.trvl-media.com/lodging/120000000/119790000/119784000/119783989/be19126c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/120000000/119790000/119784000/119783989/42519af0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119790000/119784000/119783989/c3e44dca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/120000000/119790000/119784000/119783989/9f4b6910.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in La Grange [](https://www.expedia.ca/La-Grange-Hotels-Cozy-Cottage-With-A-View-In-La-Grange.h119783989.Hotel-Information) 10/10 Exceptional (9) CA $128 CA $206 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/La-Grange-Hotels-Cozy-Cottage-With-A-View-In-La-Grange.h119783989.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/78000000/77880000/77876900/77876820/ea94bd7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi](https://images.trvl-media.com/lodging/78000000/77880000/77876900/77876820/w1226h750x54y0-f9ad847c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/78000000/77880000/77876900/77876820/101f864e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/78000000/77880000/77876900/77876820/dac05b9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Round Top [](https://www.expedia.ca/Round-Top-Hotels-The-White-Magnolia-Cottage.h77876820.Hotel-Information) 9.8/10 Exceptional (48) "It was beautiful! And so clean! Perfect for a girl’s weekend!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tisha K. CA $248 CA $294 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Round-Top-Hotels-The-White-Magnolia-Cottage.h77876820.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/118000000/117910000/117903000/117902961/9095a9e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117910000/117903000/117902961/5ac89d13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117910000/117903000/117902961/cca31c13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/118000000/117910000/117903000/117902961/ce109aea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in La Grange [](https://www.expedia.ca/La-Grange-Hotels-Charming-1-Bedroom-Cottage-In-La-Grange-With-WiFi.h117902961.Hotel-Information) 9.8/10 Exceptional (27) "Perfect little cottage style lodging in a beautiful area." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jason W. CA $310 CA $491 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/La-Grange-Hotels-Charming-1-Bedroom-Cottage-In-La-Grange-With-WiFi.h117902961.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/118000000/117910000/117901400/117901352/107cd6e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Spa](https://images.trvl-media.com/lodging/118000000/117910000/117901400/117901352/1c8aca27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117910000/117901400/117901352/07d793c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117910000/117901400/117901352/612e8127.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in La Grange [](https://www.expedia.ca/La-Grange-Hotels-Charming-1-Bedroom-Cottage-In-Fabulous-La-Grange-With-WiFi.h117901352.Hotel-Information) 9.8/10 Exceptional (60) "Beautifully anointed silo! Wonderful accommodations for a country excursion!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melanie C. CA $310 CA $491 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/La-Grange-Hotels-Charming-1-Bedroom-Cottage-In-Fabulous-La-Grange-With-WiFi.h117901352.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/118000000/117910000/117902500/117902461/79c93446.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117910000/117902500/117902461/db970e16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117910000/117902500/117902461/cf02e4d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/118000000/117910000/117902500/117902461/11878ebb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in La Grange [](https://www.expedia.ca/La-Grange-Hotels-Charming-1-Bedroom-Cottage-In-Enjoyable-La-Grange-With-WiFi.h117902461.Hotel-Information) 9.8/10 Exceptional (42) "Absolutely amazing!!! BEYOND our expectations with the adorable atmosphere, incredibly comfortable bed & amazing outdoor space! Highly recommend!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kevan CA $310 CA $491 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/La-Grange-Hotels-Charming-1-Bedroom-Cottage-In-Enjoyable-La-Grange-With-WiFi.h117902461.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=2025-12-31&endDate=2026-01-01®ionId=553248635975876131&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%2FWinchester-Cottages.d553248635975876131-aaCottages.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Cottages.d553248635975876131-aaCottages.Travel-Guide-Accommodation) ## Top Winchester Hotel Reviews ![Hampton Inn La Grange](https://images.trvl-media.com/lodging/5000000/4040000/4034200/4034198/d00d75f8_y.jpg) ### Hampton Inn La Grange 10/10 Excellent "Didn’t have breakfast." [](https://expedia.ca/Columbus-Hotels-Hampton-Inn-La-Grange.h4034198.Hotel-Information) ![Best Western Giddings Inn & Suites](https://images.trvl-media.com/lodging/4000000/3980000/3972200/3972119/460c006b_y.jpg) ### Best Western Giddings Inn & Suites 10/10 Excellent "Great stay. The room was clean, comfortable, and spacious. The staff as very friendly and helpful. " [](https://expedia.ca/Brenham-Hotels-Best-Western-Giddings-Inn-Suites.h3972119.Hotel-Information) ![Best Western La Grange Inn & Suites](https://images.trvl-media.com/lodging/2000000/1530000/1522900/1522868/f3514b92_y.jpg) ### Best Western La Grange Inn & Suites 10/10 Excellent "The staff was so nice, breakfast was great, room clean and comfy. " [](https://expedia.ca/Columbus-Hotels-Best-Western-La-Grange-Inn-Suites.h1522868.Hotel-Information) ![Days Inn by Wyndham Bastrop](https://images.trvl-media.com/lodging/1000000/60000/50700/50700/ad509697_y.jpg) ### Days Inn by Wyndham Bastrop 10/10 Excellent "Great customer service at check-in " [](https://expedia.ca/Bastrop-Hotels-Days-Inn-By-Wyndham-Bastrop.h50700.Hotel-Information) ![River Valley Motor Inn](https://images.trvl-media.com/lodging/1000000/980000/973500/973410/7699e214_y.jpg) ### River Valley Motor Inn 10/10 Excellent "Nice" [](https://expedia.ca/Columbus-Hotels-River-Valley-Motor-Inn.h973410.Hotel-Information) ![Super 8 by Wyndham Giddings](https://images.trvl-media.com/lodging/1000000/50000/43100/43006/788e0c4e_y.jpg) ### Super 8 by Wyndham Giddings 10/10 Excellent "The rooms were clean beds were great . Only thing better if the air-conditioner would have been on before arrival. " [](https://expedia.ca/Brenham-Hotels-Super-8-By-Wyndham-Giddings.h43006.Hotel-Information) ![Studio 6 – Giddings, Tx](https://images.trvl-media.com/lodging/120000000/119080000/119074600/119074593/91f9af0e_y.jpg) ### Studio 6 – Giddings, Tx 10/10 Excellent "Conveniently location " [](https://expedia.ca/Giddings-Hotels-Studio-6-Giddings.h119074593.Hotel-Information) ![The Oak Motel](https://images.trvl-media.com/lodging/20000000/19300000/19293900/19293884/dc1affde_y.jpg) ### The Oak Motel 10/10 Excellent "Great staff clean rooms close to shopping and dining " [](https://expedia.ca/Columbus-Hotels-The-Oak-Motel.h19293884.Hotel-Information) ![Adorable Guest Cabin In The Woods](https://images.trvl-media.com/lodging/94000000/93230000/93225600/93225597/e1c70a94_y.jpg) ### Adorable Guest Cabin In The Woods 10/10 Excellent "Charming getaway surrounded by beautiful pines and quiet, natural grounds that you can explore. Host communications are excellent. Bed is very comfy. " [](https://expedia.ca/La-Grange-Hotels-Adorable-Guest-Cabin-In-The-Woods.h93225597.Hotel-Information) ## Find out more about Winchester ## Winchester Cottages information | Number of reviews | | | ----------------- | -------- | | Accommodation | Cottages | | Lowest Price | | | Highest Price | | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [5 Star Hotels in Paige ](https://www.expedia.ca/5Star-Paige-Hotels.s50-0-d6352494.Travel-Guide-Filter-Hotels) - [Farmstay in Bastrop County ](https://www.expedia.ca/Bastrop-County-Agritourism.d553248635976433953-aaAgritourism.Travel-Guide-Accommodation) - [Guest Houses in Bastrop ](https://www.expedia.ca/Bastrop-Guest-Houses.d55572-aaGuestHouses.Travel-Guide-Accommodation) - [Cheap Hotels in Bastrop ](https://www.expedia.ca/Bastrop-Hotels-Cheap-Hotels.0-0-d55572-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Bastrop ](https://www.expedia.ca/Bastrop-Hotels-Couples-Resorts-Hotels.0-0-d55572-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - 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