Hotels in Winchester

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Where to stay in Winchester?

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Our prices for Winchester are cheapest in January

See average prices and weather for all months
Price trends for hotels in Winchester
Pricing is based on two traveler single night rates
View properties in September
Currently viewing crowd sizes and weather for September.
Weather forecast for Winchester
September
trending_flatModerate crowds
High 81°F / low 62°F. Sunny most days.
View properties in September
81°
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September, Moderate crowds, average high temperature 81 degrees Fahrenheit, average low temperature 62 degrees Fahrenheit. Sunny most days.
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71°
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October, Low crowds, average high temperature 71 degrees Fahrenheit, average low temperature 51 degrees Fahrenheit. Sunny most days.
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58°
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November, Low crowds, average high temperature 58 degrees Fahrenheit, average low temperature 41 degrees Fahrenheit. Sunny most days.
41°
51°
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December, Moderate crowds, average high temperature 51 degrees Fahrenheit, average low temperature 37 degrees Fahrenheit. Partly sunny.
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46°
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January, Low crowds, average high temperature 46 degrees Fahrenheit, average low temperature 31 degrees Fahrenheit. Cloudy most days.
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51°
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February, Low crowds, average high temperature 51 degrees Fahrenheit, average low temperature 35 degrees Fahrenheit. Cloudy most days.
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60°
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March, Moderate crowds, average high temperature 60 degrees Fahrenheit, average low temperature 42 degrees Fahrenheit. Sunny most days.
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69°
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April, Moderate crowds, average high temperature 69 degrees Fahrenheit, average low temperature 48 degrees Fahrenheit. Sunny most days.
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77°
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May, High crowds, average high temperature 77 degrees Fahrenheit, average low temperature 57 degrees Fahrenheit. Sunny most days.
57°
85°
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June, High crowds, average high temperature 85 degrees Fahrenheit, average low temperature 65 degrees Fahrenheit. Sunny most days.
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87°
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July, High crowds, average high temperature 87 degrees Fahrenheit, average low temperature 68 degrees Fahrenheit. Sunny most days.
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86°
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August, High crowds, average high temperature 86 degrees Fahrenheit, average low temperature 67 degrees Fahrenheit. Sunny most days.
67°
Monthly weather averages (˚F)

Top landmarks in Winchester

Check out reviews of Winchester hotels guests love

Frequently asked questions

How much does a hotel room cost in Winchester?
You can discover great hotels in Winchester from $58 with properties to suit all budgets and needs. If you're looking for an affordable hotel in Winchester that meets all of your requirements, just sort hotels by "Price: low to high" after applying your filters when searching on Hotels.com. If you're a member, don't forget to sign in to your account to unlock more savings.
How can I find deals and earn rewards at Winchester hotels?
Members can save up to 20% on select hotels in Winchester. Plus, Silver, Gold and Platinum members earn extra rewards on VIP Access bookings, making each stay even more rewarding.

Can I book Winchester hotels with free cancellation?
It's easy to book a refundable Winchester hotel on Hotels.com. Simply filter hotels by "Property cancellation options" and select "Fully refundable property". Most hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
What are some of the best Winchester hotels with free parking?
If you're exploring by car, finding a great Winchester hotel with free parking is a win. Our travelers' favorites include:
Are all taxes and fees included in the Winchester hotel prices shown on Hotels.com?
Hotels.com provides upfront pricing so you can relax knowing you won't be met with surprise additional fees or taxes when you're ready to confirm your booking. From the time you start your search on Hotels.com, the price you see is what you pay. This makes it much easier to compare properties and secure our best deal for your next getaway.
What hotels do travelers like in Winchester?
Best Western Inn is a property that our guests really like.
Where can I get free parking at my hotel in Winchester?
Best Western Inn offers the perk of free parking.
Can I book refundable hotels in Winchester?
If you want the flexibility to change your travel plans to Winchester, most accommodations provide refundable* rates you can book. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow down the results.
Where should I stay in Winchester if I want a reasonably priced accommodation?
Best Western Inn is an accommodation you might want to consider that'll save you money.
Where can I stay in Winchester if I want a vacation home instead of a traditional hotel?
If you're looking for a good alternative to a hotel, browse our selection of 114 vacation homes. You can also consider one of the 6 apartments or 13 cottages.
What will the weather in Winchester be like during my visit?
July and August are typically the warmest months in Winchester when the average temp is 74°F. January and February are the coldest months when the average temperature is 43°F. March and April are the months with the most rain.
Why should I book my Winchester hotel through Hotels.com?
There are lots of reasons to book your Winchester trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

Find out more about Winchester

Find out more about Winchester

Winchester Wonders: Where Thrilling Adventures Meet Serene Lakeside Charm

Discover the charming town of Winchester, Tennessee, where outdoor adventures and Southern hospitality await. Nestled near the tranquil Tims Ford Lake, this hidden gem is perfect for boating, fishing, and picnicking. Explore the breathtaking landscapes of the surrounding nature parks, or delve into local culture at the intriguing University of the South nearby. With its inviting atmosphere, unique shops, and delicious local cuisine, Winchester is an ideal off-the-beaten-path retreat for families, couples, and nature enthusiasts alike. Unwind, explore, and create unforgettable memories in this picturesque Tennessee town.

Discover great hotels in Winchester

Winchester, Tennessee offers a variety of hotel accommodations, from budget-friendly options to comfortable mid-range stays. Travelers can find cozy inns and affordable motels, as well as some well-rated hotels that provide essential amenities for a pleasant stay. Whether you seek cheap stays or a convenient location, Winchester has you covered. These are some of the hotels preferred by our travelers in Winchester:

  1. Quality Inn Decherd / WinchesterOpens in a new window: This cozy 2.5-star hotel is an ideal choice for leisure travelers seeking a comfortable and inviting atmosphere. The property offers family-friendly amenities along with pet-friendly options, providing a welcoming space for all. Guests appreciate the thoughtful touches such as complimentary cribs for families traveling with infants. With a focus on comfort, the hotel ensures a pleasant stay with its inviting ambiance and practical amenities.
  2. The Sewanee InnOpens in a new window: This vibrant 3.5-star hotel is perfect for adventure seekers and business travelers alike. Featuring a range of facilities, including multiple meeting rooms and a business center, this property caters to those on the go. Guests can indulge in thrilling outdoor activities like hiking and kayaking, while also enjoying the unique golf experiences available on-site. The hotel’s modern design and recreational offerings create an engaging environment that makes every stay memorable.
  3. Grand Lux InnOpens in a new window: This charming 3.0-star inn is tailored for adventure enthusiasts and business travelers who appreciate a blend of comfort and excitement. Offering an array of business amenities, including coworking spaces and versatile meeting rooms, this property stands out for its focus on seamless experiences. Guests can enjoy various adventure sports such as swimming, tubing, and waterskiing nearby, ensuring a dynamic and invigorating stay. The welcoming atmosphere and accessible amenities make this inn a delightful retreat.

Top locations to stay in Winchester

Some of the best areas to stay in Winchester, Tennessee, are Sewanee, Estill Springs, and Decherd. Sewanee offers a vibrant university atmosphere and cultural events, Estill Springs boasts beautiful outdoor recreational opportunities, and Decherd is a family-friendly town with charming attractions. For first-time visitors, Sewanee is the most appealing choice due to its rich educational and cultural experiences.

  1. SewaneeOpens in a new window: Nestled in the scenic beauty of the Cumberland Plateau, Sewanee is a delightful spot for travelers seeking a unique blend of nature and culture. Known for its stunning landscapes and charming small-town vibe, visitors can explore the picturesque hiking trails in the nearby South Cumberland State Park. The area is also home to a variety of cultural attractions, including art galleries and local theaters, making it perfect for those who appreciate the arts. Additionally, Sewanee offers quaint shops and cozy cafes, providing a relaxing atmosphere to unwind after a day of exploration.
  2. Estill SpringsOpens in a new window: Estill Springs is a quaint town that’s perfect for a peaceful getaway. With its beautiful lakes and parks, outdoor enthusiasts will find plenty of opportunities for fishing and picnicking. The local community often hosts events and festivals that showcase the town's vibrant culture, ensuring visitors feel welcomed and engaged. Unique antique shops and charming boutiques offer a delightful shopping experience, making it a great spot for those looking to discover one-of-a-kind treasures.
  3. DecherdOpens in a new window: Decherd is a family-friendly destination that offers a relaxed atmosphere and a tight-knit community vibe. The town features several parks where families can enjoy outdoor activities like picnicking and playground fun. Local fairs and seasonal events keep the spirit lively, allowing visitors to experience the warmth of small-town hospitality. Decherd's convenient location also provides easy access to nearby attractions, making it a great base for exploring the region.

Things to do in Winchester

Winchester is a charming destination where lush parks and serene lakes invite relaxation and exploration. Enjoy a day of swimming, or set out on the water for boating adventures. Afterward, indulge in some retail therapy at local shops, making it a delightful spot for every traveler.

  • Falls MillOpens in a new window – Discover the charm of Falls Mill, a historic building that offers a glimpse into the region's past. Stroll around the picturesque grounds and explore the fascinating architecture that tells the story of the area’s heritage.
  • Lake ChestonOpens in a new window – Spend a relaxing day at Lake Cheston, where you can enjoy the serene waters and scenic views. It's an ideal spot for fishing, picnicking, or simply soaking up the sun amidst nature’s beauty.
  • Rutledge FallsOpens in a new window – Venture to Rutledge Falls, a stunning waterfall that provides a perfect backdrop for photos. Hike along the trails nearby and listen to the soothing sounds of cascading water as you connect with the great outdoors.
  • Beechcraft Heritage MuseumOpens in a new window – Step into the world of aviation at the Beechcraft Heritage Museum. Explore a remarkable collection of aircraft and learn about the history of flight through engaging exhibits that are sure to fascinate aviation enthusiasts.
  • Elk River DamOpens in a new window – Head over to Elk River Dam for breathtaking views and a chance to observe the engineering marvel up close. It's a fantastic spot for photography and enjoying the tranquility of the riverbanks.

5 tips for savvy savings when booking a hotel in Winchester

  1. Book for the cheapest times: The most affordable time to visit Winchester is during January, February, and December when hotel prices are lower. For a budget-friendly experience, a stay of at least 2 to 3 days is recommended to fully enjoy the city’s historical landmarks, cultural sites, and unique attractions. This timeframe allows visitors to explore the rich history and vibrant culture of Winchester while taking advantage of the great value for money offered during these months.
  2. Look for last-minute deals on Hotels.com: To uncover great savings on hotels in Winchester, check the DealsOpens in a new window or Last-Minute DealsOpens in a new window sections on Hotels.com, where you may discover discounted rates as your travel date approaches. Enabling email alerts or push notifications can keep you informed about flash sales and special promotions, so you don't miss any chances to save. Additionally, with the Smart ShoppingOpens in a new window tool available in the app, you could find it easy to compare hotel prices and amenities, ensuring you’re always updated on the best options. If prices drop or rooms become available, you'll be among the first to know, making your last-minute getaway effortless.
  3. Be flexible with dates: Prices can fluctuate based on factors like the hotel's location, star rating, and the time of year. Being flexible with your travel dates could help you save on your stay at a hotel in Winchester. If you're seeking a unique experience, boutique hotels often provide a more personalized touch and can sometimes offer better value. When you book through Hotels.com, we'll inform you whether the price for your chosen dates is above or below the average. If the rate is on the higher end, we can suggest more budget-friendly dates to increase your chances of getting a great deal.
  4. Consider your location: Staying near major attractions or city centers can be convenient, but it usually tends to come with higher prices. To find more affordable options, consider hotels in less central neighborhoods, where you can balance cost with accessibility to the places you want to visit. You might also look into independent hotels a bit further out, which can offer a more authentic and budget-friendly experience.
  5. Become a Member: Join our membership program for free and unlock exclusive benefits for your next stay in Winchester! Enjoy savings on over 100,000 hotels worldwide with special member pricing. As you progress through the membership tiers, you'll gain access to fantastic perks, including complimentary room upgrades (when available) and discounts on food and beverages at select VIP Access properties. Don't miss out on these great opportunities—become a member today and enhance your travel experience!

Best time to go to Winchester

Winchester experiences its lowest average temperature in January, at 38.3°F (3.5°C), while July is the hottest month, with an average temperature of 76.8°F (24.9°C). March tends to be the wettest month. The peak travel months to visit Winchester are April, June, and July, which see a higher number of tourists. During this peak period, the weather is mostly sunny, accompanied by light rainfall. In contrast, October to December are ideal if you're looking for a calmer vacation, marked by light rainfall and mostly sunny conditions.

If you're looking for a place to get away, look no further than Winchester. Whether you're planning to stay for a night or for the week, the area around Winchester has accommodations to fit every need. Search for hotels in Winchester with Hotels.com by checking our online map. Our map displays the areas and neighborhoods around all Winchester hotels so you can see how close you are from landmarks and attractions, and then refine your search within the larger area. The best Winchester hotel deals are here with our lowest price guarantee.

Winchester Travel Information

Best Time to Visit
April, June and August
Average Stay
2 days
International Airports
Hartsfield-Jackson Atlanta Intl. Airport (ATL), Nashville Intl. Airport (BNA)
Popular Sights
Tims Ford State Park, Tims Ford Marina and Hammers

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