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Bluegreen Downtown Nashville
Bobby Hotel
1 Hotel Nashville
Hyatt Centric Downtown Nashville
Graduate Nashville

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Winchester Vacations

Unintentionally stumbling upon somewhere new is precisely what traveling is about, But of course, it certainly never hurts to know a bit about the destination before you jet off. We'll help you discover the essential facts about Winchester.

If you travel 13 miles (21 kilometers) south of Tullahoma, or 20 miles (32 kilometers) south of Manchester, you'll arrive in Winchester.

With so much to do in this area of Tennessee, it's not hard to see why 9,000 people have made it their home.

Places to visit in Winchester

If you're feeling adventurous, stick a big toe in to find out how cool the water is at Lake Cheston. Alternatively, just throw down a picnic rug and appreciate the lovely scenery. Need more ideas? Cowan Railroad Museum is just the ticket for avid train fanatics. Walk around its fabulous exhibits and see the long history of the rail industry come to life. And there's still more going on in the surrounding area. When was it built and what events went on there? Strive to find the answers to these questions when you visit Falls Mill, a building of historic importance.

Where do you fly into for Winchester?

Heading into Huntsville International Airport (HSV)? After you've hopped off the aircraft and claimed your belongings, the center of Winchester will be just 50 miles (80 kilometers) to the northeast from here.

Photos of local treasures

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Frequently asked questions

How much are vacation packages to Winchester?
Travelocity offers great package deals to Winchester, including flights and hotels, starting from as low as CA $830. With all that extra money, you could book some interesting tours or possibly add on some extra nights to your vacation.
How long should my Winchester vacation be?
Many travelers spend roughly 2 nights in Winchester. But what’s right for them mightn’t be right for you. Whether you’re staying for a matter of days or weeks, you’ll enjoy discovering all the incredible things that this place has to offer.
Where can I get the best vacation package deals for Winchester?
For an amazing Winchester package deal, nothing compares to Travelocity. Pick from as many as 400 partner airlines and 665,000 properties around the world to create your ideal escape — you’re spoiled for choice!
Why should I purchase my Winchester vacation bundle via Travelocity?
With our Price Match Guarantee, we’ll match any lower price you can find. Add on our 24/7 support and top-quality service and the vacation of your dreams is well within reach.
Will I save money on my Winchester car rental if I bundle it with my hotel or flight?
With a Winchester vacation package, you can combine your car, hotel and flight bookings and save a whole lot. If you’d love to explore the best of this impressive city, why not start with Grand Ole Opry? This well-known attraction is 121 kilometersfrom Winchester. With your own set of wheels, you’ll be there in the blink of an eye.
What is the best time of year to go to Winchester?
You’ll be able to swerve the crowds and save a nice sum in , the quietest period to visit. The high season months of can be hectic and more expensive, but there’ll be more going on around Winchester. Lock in a hotel in and get plenty more bang for your buck. Generally, room rates are more expensive in .
Which airport is best for Winchester?
One of the most popular options is Huntsville, AL (HSV-Huntsville Intl.), 85 kilometerssouthwest of downtown Winchester. You can also fly into Chattanooga, TN (CHA-Chattanooga Metropolitan), 85 kilometersaway from central Winchester).
What is there to do in Winchester?
Tims Ford State Park should be on your itinerary. After you’ve crossed off this popular attraction, simply wander the streets of Winchester and discover what makes this exciting destination tick.
Where should I stay when visiting Winchester?
If you’re after someplace comfortable to lay your head, consider the Best Western Inn. It’s the top pick for many visitors.
Can I go on vacation to Winchester at this time?
Learn all the info you should know about quarantine policies and travel restrictions before you head for Winchester. Our Covid-19 Travel Advisor is full of useful advice to help make your trip relaxed and hassle-free.