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Top Rated Winchester Hotels

Best Western Inn
Best Western Inn
2.5 out of 5.0 1602 Dinah Shore Boulevard, Winchester, TN
Free Cancellation
$71
3.9/5 (25 reviews)

Great place. Close to a lot of things. Bet than quality Inn

Reviewed on Jun 8, 2019
Guests of Best Western Inn have access to an outdoor pool, a 24-hour fitness center, and free WiFi in public areas. Free parking is included with your stay. ...
Stay on the Lake AND in the Woods for the Best of Both Worlds!
Stay on the Lake AND in the Woods for the Best of Both Worlds!
Winchester, TN
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This cabin is a smoke-free cabin.
Lake Life at its Best! Twin Creeks Village & Resort /jack Daniel
Lake Life at its Best! Twin Creeks Village & Resort /jack Daniel
Winchester, TN
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Guests of this vacation home have access to an outdoor tennis court.
Welcome to Louella Clark Farm
Welcome to Louella Clark Farm
Winchester, TN
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Guests of this vacation home have access to billiards.
Best Views On The Lake Just Steps Down To The Water And Private Boat Dock
Best Views On The Lake Just Steps Down To The Water And Private Boat Dock
Winchester, TN
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This chalet is a smoke-free chalet.
New List Unique Lg /multifamily Lake Front Home Enticing fun and Great Memories
New List Unique Lg /multifamily Lake Front Home Enticing fun and Great Memories
Winchester, TN
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Guests staying at this vacation home enjoy a fitness center, a sauna, and a garden.
Enjoy Your Vacation on Tims Ford Lake
Enjoy Your Vacation on Tims Ford Lake
Winchester, TN
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This vacation home is a smoke-free vacation home.
Beautiful Tims Ford Lake Home- Panoramic Water Views in Hopkins Point
Beautiful Tims Ford Lake Home- Panoramic Water Views in Hopkins Point
Winchester, TN
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This vacation home is a smoke-free vacation home.
Lakeview Landing is the Perfect Lake Getaway for Your Friends and Family!
Lakeview Landing is the Perfect Lake Getaway for Your Friends and Family!
Winchester, TN
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Guests staying at this resort enjoy an outdoor tennis court and an arcade/game room.

Pet Friendly Winchester Hotels

See all 97 Properties in Winchester

Finding a Hotel in Winchester


So you're pondering a vacation to Winchester? If you want a place to lay your head that's located close to Winchester attractions, use Orbitz to pick your travel dates, and then presto! Review the list of hotels and other accommodations to identify those that are located near what you want to see while you're visiting.


There are 60 accommodations to pick from within the larger area if you can't find a good place to stay in the heart of Winchester. Search by filters such as price, neighborhood, guest rating, or popular locations, depending on what's most important to you.


We make it easy to find a convenient flight into Huntsville, AL (HSV-Huntsville Intl.), which is 51.6 mi (83 km) from the heart of the city. Find your ideal flight in nothing flat by using the filters on our site to narrow down your search.


Accommodations in Winchester


There may be just a few hotels and accommodations to choose from in Winchester, but here are more options located close by to give you some choices.

  • 2 hotels in Estill Springs
  • 5 hotels in Tullahoma
  • 13 hotels in Monteagle

What's the Weather Like in Winchester?


Debating whether you're going to need a lightweight jacket or a down coat while you're visiting? Winchester is typically warmest in August and July, while it’s usually the chilliest in January and December. The rainiest months are December and March, while the driest months are normally August and October. Here's a rundown of rain and seasonal temperatures so you'll be fully prepared for all that Mother Nature can deliver:


  • January to March: average temp during the day is 67°F and 28°F at night
  • April to June: average temp during the day is 87°F and 42°F at night
  • July to September: average temp during the day is 87°F and 53°F at night
  • October to December: average temp during the day is 76°F and 29°F at night
  • Annual rainfall average: 52.87 inches

Things to See and Do in Winchester


While you're in Winchester, you may want to make time to experience the local activities. These top attractions are worth exploring during your trip:

  • Tim's Ford Marina
  • Tims Ford State Park
  • Jack Daniel's Distillery
  • Cowan Railroad Museum
  • Elk River Dam
  • Falls Mill

Recent Reviews

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.