Title: Book the Best CHEAP Hotels in Winchester, KY from CA $96 - Winchester Cheap Hotels | Expedia.ca [Hotels in Winchester](https://expedia.ca/Winchester-Hotels.d7876.Travel-Guide-Hotels)[Vacation Rentals in Winchester](https://expedia.ca/Winchester-Vacation-Rentals.d7876.Travel-Guide-VacationRentals)[Winchester Car Rentals](https://expedia.ca/Car-Rentals-In-Winchester.d7876.Car-Rental-Guide)[Winchester Vacation Packages](https://expedia.ca/Winchester.d7876.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/2d4532767bd47b707b21acca86317ffc.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Hyelsinta # Find Cheap Hotels in Winchester, KY from CA $96 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Winchester Cheap Hotels Tonight [Sep 28 - Sep 29](https://www.expedia.ca/Hotel-Search?regionId=7876&startDate=2025-09-28&endDate=2025-09-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 29 - Sep 30](https://www.expedia.ca/Hotel-Search?regionId=7876&startDate=2025-09-29&endDate=2025-09-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=7876&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=7876&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Winchester Cheap Hotels ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/20000/15300/15247/690f0ff1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/20000/15300/15247/80f943aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/15300/15247/2ea0f039.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/15300/15247/8485fa77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Winchester Hotel Winchester 8.4/10 Very good (979) "Firm bed, clean room, friendly staff and adequate breakfast. " CA $125 CA $138 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Lexington-Hotels-Best-Western-Winchester-Hotel.h15247.Hotel-Information) ![Suite, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/20000/16300/16227/eed31a13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/16300/16227/51af70a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/16300/16227/93f7fc7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/16300/16227/b2646625.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Winchester Winchester 9.2/10 Wonderful (440) "Close to Hwy which is nice. Staff friendly. " CA $170 CA $188 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Lexington-Hotels-Hampton-Inn-Winchester.h16227.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/430000/422700/422677/ffbaf3eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/430000/422700/422677/f6477704.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/430000/422700/422677/2b5cc63d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/430000/422700/422677/f8cf164e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Baymont by Wyndham Winchester Winchester 7.2/10 Good (754) "Everything was clean and updated. Would definitely stay there again. " CA $117 CA $129 total includes taxes & fees Sep 30 - Oct 1 [](https://www.expedia.ca/Lexington-Hotels-Baymont-By-Wyndham-Winchester.h422677.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/5900/5872/6ff0bc67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/5900/5872/b31a6feb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Vending machine](https://images.trvl-media.com/lodging/1000000/10000/5900/5872/e0cd2102.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/10000/5900/5872/7e83f7ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Red Roof Winchester - Lexington East Winchester 6.4/10 (570) "Easy to get to, quiet" CA $87 CA $96 total includes taxes & fees Oct 1 - Oct 2 [](https://www.expedia.ca/Lexington-Hotels-Red-Roof-Inn-Lexington-Winchester.h5872.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=2025-10-12&endDate=2025-10-13®ionId=7876&adults=2&travelerType=budget_property&sort=RECOMMENDED&openPlayBack=true) ## Find out more about Winchester ### Discover cheap things to do in Winchester Winchester, Kentucky, offers a delightful mix of attractions and activities that won't break the bank for budget-conscious travellers. Start your journey at the beautiful Red River Gorge, where you can explore stunning hiking trails and witness breathtaking rock formations—all for free! Next, visit the Clark County Museum, showcasing the local history and culture; entry is affordable, making it a great spot for families. The vibrant downtown area is perfect for leisurely strolls, where you can pop into charming shops and cafes to discover local crafts and treats. For a taste of nature, head to the scenic Jim Beam Distillery for a free tour and tasting, where you can learn about the bourbon-making process and enjoy a small sample. When it comes to dining, check out the local diners and food trucks offering hearty meals at budget-friendly prices. Consider staying near Main Street, where you can easily access these attractions while enjoying the warm hospitality of local inns and affordable hotels, ensuring a comfortable base for your adventures in this charming town. ### Find the best cheap hotels in Winchester Winchester offers a range of budget-friendly hotels that provide excellent value without compromising on comfort. Here are some top choices for cost-conscious travelers looking for a pleasant stay. [Holiday Inn Express Lexington East - Winchester by IHG](https://www.expedia.ca/Lexington-Hotels-Holiday-Inn-Express-Lexington-East-Winchester.h24362582.Hotel-Information) - **Why it's great for a budget-friendly vacation:** The Holiday Inn Express Lexington East - Winchester is an ideal choice for budget travelers seeking quality and convenience. With an impressive guest review rating of 9.4, it features complimentary breakfast options every day, including a buffet on weekends, ensuring guests start their day right without extra costs. The hotel also provides free Wi-Fi and self-parking, making it perfect for those looking to save on travel expenses. - **Other amenities:** Guests can enjoy an indoor pool and a 24-hour fitness centre for their leisure and exercise needs. The hotel also offers free toiletries, daily housekeeping, and accessible parking. For added convenience, there are microwaves in rooms, making it easy to prepare snacks or light meals during your stay. [Hampton Inn Winchester](https://www.expedia.ca/Lexington-Hotels-Hampton-Inn-Winchester.h16227.Hotel-Information) - **Why it's great for a budget-friendly vacation:** The Hampton Inn Winchester is a prime choice for budget travelers, an excellent review rating of 9.2. This hotel offers a complimentary breakfast, ensuring that guests can fuel up for their day ahead without spending extra. With amenities such as free Wi-Fi and self-parking, it caters perfectly to cost-conscious visitors. - **Other amenities:** Guests can enjoy an indoor pool and access to fitness facilities, making it easy to maintain an active lifestyle. The hotel also provides free toiletries and daily housekeeping, ensuring comfort throughout the stay. Additional options include rollaway beds, a historical district location, and accessible parking. - **Nearby attractions:** The Holler - 1.9 km, Lykins Park - 1.9 km, Bluegrass Heritage Museum - 2.8 km [Best Western Winchester Hotel](https://www.expedia.ca/Lexington-Hotels-Best-Western-Winchester-Hotel.h15247.Hotel-Information) - **Why it's great for a budget-friendly vacation:** With a solid review rating of 8.4, the Best Western Winchester Hotel stands out for its affordability and range of amenities. Guests can look forward to a complimentary breakfast each day, including a full breakfast option. The hotel also offers free Wi-Fi and self-parking, making it a great pick for budget-conscious travelers who appreciate convenience and comfort. - **Other amenities:** This hotel features an outdoor pool, kitchenette options in rooms, and air conditioning for a comfortable stay. The hotel also provides daily housekeeping and is located near golf courses for those looking to enjoy some leisure activities. Additional features include coffee and tea makers, refrigerators, and free amenities for children. [Baymont by Wyndham Winchester](https://www.expedia.ca/Lexington-Hotels-Baymont-By-Wyndham-Winchester.h422677.Hotel-Information) - **Why it's great for a budget-friendly vacation:** The Baymont by Wyndham Winchester is a budget-friendly hotel with a review rating of 7.2, making it a great choice for travellers on a budget. The hotel serves free continental breakfast daily and offers free Wi-Fi, along with self-parking, ensuring guests can enjoy a straightforward experience without added costs. - **Other amenities:** Guests will appreciate the indoor pool and fitness facilities available at the hotel. Additional conveniences include air conditioning in rooms, free toiletries, and daily housekeeping. There are also microwaves and options for pets, making it a versatile choice for various travellers. - **Nearby attractions:** The Holler - 2 km, Lykins Park - 1.9 km, Bluegrass Heritage Museum - 3 km [Comfort Inn](https://www.expedia.ca/Lexington-Hotels-Comfort-Inn.h327866.Hotel-Information) - **Why it's great for a budget-friendly vacation:** Comfort Inn provides an affordable stay with a review rating of 7.0, perfect for those looking to minimise expenses while enjoying a comfortable experience. The hotel offers free Wi-Fi and self-parking for guests, ensuring a cost-effective trip. - **Other amenities:** This hotel features an indoor pool and fitness facilities for leisure and exercise. Guests will find conveniences such as daily housekeeping, air conditioning, and microwaves in rooms. The hotel also offers parking for RVs, buses, and trucks, making it suitable for a diverse range of travellers. ## Top Winchester Hotel Reviews ![La Quinta Inn & Suites by Wyndham Lexington South / Hamburg](//images.trvl-media.com/lodging/1000000/290000/283200/283165/60f6cd78_y.jpg) ### La Quinta Inn & Suites by Wyndham Lexington South / Hamburg 10/10 Excellent "Nice clean room !" [](https://expedia.ca/Lexington-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Lexington-South-Hamburg.h283165.Hotel-Information) ![GuestHouse Lexington](//images.trvl-media.com/lodging/1000000/430000/426400/426325/18dc9903_y.jpg) ### GuestHouse Lexington 10/10 Excellent "McDonalds right next door and an Arbys across the road. Clean, good breakfast, pool looked good but I never used. Good value for the money" [](https://expedia.ca/Lexington-Hotels-GuestHouse-Lexington.h426325.Hotel-Information) ![Spark by Hilton Lexington Hamburg](//images.trvl-media.com/lodging/1000000/10000/6700/6639/4dbc3493_y.jpg) ### Spark by Hilton Lexington Hamburg 10/10 Excellent "We enjoyed our stay with Spark. Thank you." [](https://expedia.ca/Lexington-Hotels-Spark-By-Hilton-Lexington-Hamburg.h6639.Hotel-Information) ![Hyatt Regency Lexington](//images.trvl-media.com/lodging/1000000/10000/3500/3461/c0c49295_y.jpg) ### Hyatt Regency Lexington 10/10 Excellent "Courteous staff, clean, easy walking to a number of venues" [](https://expedia.ca/Lexington-Hotels-Hyatt-Regency-Lexington.h3461.Hotel-Information) ![GLō Best Western Lexington](//images.trvl-media.com/lodging/1000000/130000/123900/123895/c0739f84_y.jpg) ### GLō Best Western Lexington 10/10 Excellent "Clean facilities " [](https://expedia.ca/Lexington-Hotels-GLo-Best-Western-Lexington.h123895.Hotel-Information) ![Hyatt Place Lexington](//images.trvl-media.com/lodging/3000000/2060000/2057700/2057644/91e06cc9_y.jpg) ### Hyatt Place Lexington 10/10 Excellent "Wonderful room. Comfortable bed." [](https://expedia.ca/Lexington-Hotels-Hyatt-Place-Lexington.h2057644.Hotel-Information) ![Elwood Hotel & Suites](//images.trvl-media.com/lodging/3000000/2220000/2219800/2219782/f131bcc5_y.jpg) ### Elwood Hotel & Suites 10/10 Excellent "Room was comfortable and clean with larger bathtub. " [](https://expedia.ca/Lexington-Hotels-Elwood-Hotel-Suites.h2219782.Hotel-Information) ![Natural Bridge State Resort Park](//images.trvl-media.com/lodging/16000000/15440000/15437800/15437778/df7a7684_y.jpg) ### Natural Bridge State Resort Park 10/10 Excellent "A wonderful lodge within a gorgeous state park! Excellent food, two restaurants onsite" [](https://expedia.ca/Slade-Hotels-Natural-Bridge-State-Resort-Park.h15437778.Hotel-Information) ![Motel 6 Lexington, KY - East I-75](//images.trvl-media.com/lodging/2000000/1040000/1039800/1039703/c1f9e9cf_y.jpg) ### Motel 6 Lexington, KY - East I-75 10/10 Excellent "Good" [](https://expedia.ca/Lexington-Hotels-Motel-6-Lexington.h1039703.Hotel-Information) ## Frequently asked questions ### What is Winchester like for travelers on a budget? > Winchester has cheap accommodation options and a variety of places to visit, making it a budget-friendly vacation choice. You can find ways to save money while getting to know this destination, which is home to attractions like Bluegrass Heritage Museum, Lykins Park, and Southwind Golf Course. ### When is the best time for a budget trip to Winchester? > Weather will likely play an important role when you plan your trip to Winchester, and keep in mind that cheaper options are usually available when the weather isn't as good. The hottest months are usually July and August with an average temp of 72°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Winchester is 56 inches. ### What is there to see and do in Winchester? > Winchester is known for its dining options and offers things to see and do without spending a fortune. You can budget for the local attractions that interest you most, and then plan some activities that cost little or nothing at all. If you're eager to get outdoors, you can enjoy the natural setting at Lykins Park, College Park, or GRCHS Baseball Field. ### How can I get to Winchester and get around on a budget? > Scoping out the transportation options in Winchester is a smart way to keep your trip affordable. The closest airport is Blue Grass Airport (LEX), 23 mi (37.1 km) away. 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