Winchester Hotels

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Highest rated hotelBest Western Inn Winchester – 4.7

Your guide to finding the best hotels in Winchester, Tennessee

To make the most of your time in Winchester, book a hotel that’s right for you. We’ve picked some of the city’s best hotels, from luxury to budget-friendly.

Best time to visit Winchester

The best time of year to visit Winchester depends on what you’re looking for (or hoping to avoid) during your vacation in terms of things like weather and price.

Low and high season in Winchester

Busiest month(s): With July being the peak visitor season in Winchester, the average price per night increases. If you are heading to Winchester during this time, anticipate relatively higher costs than during the less busy times of year, which offer lower average nightly prices.

Quietest month(s): Snag savings on your hotel stay and avoid peak season prices by taking your trip in July, when the average price per night is around $281.

July is the most expensive month to stay in Winchester, so plan accordingly. When prices peak, you can expect to spend an average of $281 per night on a room. Prices are usually highest on Wednesday. No matter the time of year, Saturday is often the cheapest day to book hotels.

Where to stay in Winchester, Tennessee

With Skyscanner, it's easy to find the best Winchester hotels at a rate you want.

Popular hotels in Winchester

If you're travelling to Winchester, here are some other in-demand hotels you can reserve:

The Best Western Inn is a fantastic place to stay, with its 3-star rating and excellent amenities. The hotel provides an excellent retreat in the center of Winchester, with its swimming pool, hot tub, restaurant, and wi-Fi.

Things to do in Winchester

Winchester has tons to discover and do right in the heart of the city, such as the Tims Ford State Park. If you're a foodie, you'll enjoy the authentic local cuisine, creative twists on classics, and flavors from around the world at Holt's Diner, Rafael's Pizzaria & Restaurant, Big Marvs BBQ, Scallywags Grill, and Margaritas.

Finding cheap hotels in Winchester: FAQs

You can always cancel or amend your hotel reservation if you need to, but look out for hotels in Winchester with free cancellation or flexible booking options if you want to protect your money. Some hotels allow you to cancel and get your money back if your plans change.
Of course - the cheapest hotel deal we found within the next seven days is $220 per night. If you need somewhere in the next 24 hours, we've found you somewhere to stay for $222 per night.
The average price of a hotel during the week is $432 per night, and the average price on weekends is $461. Overall, it looks like the cheapest day to stay in Winchester could be Sunday.
We crunched some numbers on our calendar and found that Sunday is the cheapest day to stay in Winchester. And the most expensive day seems to be Friday
Get your morning laps in at Best Western Inn Winchester and Quality Inn.