Your guide to finding the best hotels in Winchester, Kentucky
To make the most of your time in Winchester, book a hotel that’s right for you. We’ve gathered some of the city’s best hotels, from luxury to budget-friendly.
Best time to visit Winchester
Winchester is an interesting place to visit, but before booking your trip, be sure to take into account what you're looking for (or hoping to avoid) when it comes to things like weather and price.
Low and high season in Winchester
Busiest month(s): July sees the most tourists to Winchester, causing the average price per night to rise. Keep in mind that expenses tend to be higher compared to the quieter times of year when average nightly rates decrease.
Quietest month(s): The cheapest time to time to travel is July, when the average price per night is $137.
July is the most expensive month to stay in Winchester, so plan accordingly. When prices peak, you can expect to spend an average of $137 per night on a room. Prices are usually highest on Friday. No matter the time of year, Friday is typically the cheapest day to book hotels.
Where to stay in Winchester, Kentucky
With Skyscanner, it's easy to find the best Winchester hotels at a rate you want.
Popular hotels in Winchester
The 3-star Hampton Inn Winchester offers a relaxing stay in the heart of Winchester. The hotel offers a free Wi-Fi, fitness center, business center, and free parking.
Things to do in Winchester
Winchester has a ton to discover and do right in the heart of the city, like the Dirty South Pottery and the Bluegrass Heritage Museum. If you love food, you'll enjoy the authentic local cuisine, creative twists on classics, and flavors from around the world at Gaunce's Deli & Cafe, DJ's Bar and Grill, El Camino Real Mexican Restaurant, Hall's On The River Restaurant, and Applebee's.
