Hotels in Winchester, Tennessee

Search & Compare Winchester Hotels

  • Pay now or later on most rooms
  • Free cancellation on most rooms
  • Price Guarantee

Best hotels in Winchester

Winchester overview

Winchester is a budget-friendly place distinct for its art and live music, and known for its college atmosphere and shops. You'll find a wide variety of coffee and dining choices. Take in some of the area's local culture at Cowan Railroad Museum and Jack Daniel's Distillery. Head to Elk River Dam and Lake Cheston to make some memories. If you're looking for a family-friendly getaway, Winchester is for you.

Where to stay in Winchester

A welcoming city for all, Winchester has a variety of lodging options. There are 32 hotels in the Winchester area, some with discounts of up to 20%.
  • • 12 2-star hotels with an average price of $50 per night
  • • 19 3-star hotels with an average price of $66 per night

Here's the top hotel based on 1876 user reviews of Winchester hotels: Best Western Inn

How to get to Winchester

Fly in to Chattanooga, TN (CHA-Chattanooga Metropolitan), 51.6 mi (83 km) from downtown Winchester. Huntsville, AL (HSV-Huntsville Intl.) is the next closest major airport, 53 mi (85.4 km) away.

What to see around Winchester

Art and live music are highlights of the area, along with cultural places like:
  • • Cowan Railroad Museum
  • • Jack Daniel's Distillery
Here are some local highlights:
  • • Elk River Dam
  • • Lake Cheston
  • • University of the South
  • • Sewanee Golf and Tennis Club

When to visit Winchester

Curious about when's the best time to visit? Here are the seasonal norms to help with your planning:

Seasonal temperature averages
  • • January-March: 67°F day, 28°F night
  • • April-June: 87°F day, 42°F night
  • • July-September: 87°F day, 53°F night
  • • October-December: 76°F day, 29°F night
Seasonal rainfall averages
  • • January-March: 14.1 inches
  • • April-June: 13.6 inches
  • • July-September: 11.5 inches
  • • October-December: 13.6 inches