A calm lake with autumn foliage, a dock, and houses along the shore.

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Winchester apartments

Interior

1. Winchester's Premier Downtown Loft!

Winchester's Premier Downtown Loft!
Winchester
9.6 out of 10, Exceptional, (17 reviews)
"It was wonderful and right in the center of downtown winchester. Very clean and beautiful loft and amazing lighting to have long night talks. Truly amazing"
United States
Gianmarco
The price is AED 401
AED 743 total
includes taxes & fees
21 Oct - 22 Oct
Winchester's Premier Downtown Loft!
Coffee/tea maker, fridge, microwave, oven

2. Oasis on the Square

Oasis on the Square
Winchester
9.8 out of 10, Exceptional, (13 reviews)
"Great location on the square with plenty of dining options a short walk away."
United States
possible Amanda H
The price is AED 320
AED 664 total
includes taxes & fees
11 Oct - 12 Oct
Oasis on the Square
Living area

3. Lounges at Lynchburg Black House - within walking distance to Jack Daniels!

Lounges at Lynchburg Black House - within walking distance to Jack Daniels!
Lynchburg
10.0 out of 10, Exceptional, (21 reviews)
"This place was awesome the host was also outstanding no matter the question she was very informative and always available when asked something.This is a great place to stay when doing the Jack Daniels Tours."
United States
Frederick E.
The price is AED 496
AED 646 total
includes taxes & fees
21 Oct - 22 Oct
Lounges at Lynchburg Black House - within walking distance to Jack Daniels!
Terrace/patio

4. Newly Remodled Suite in Monteagle TN!

Newly Remodled Suite in Monteagle TN!
Monteagle
9.4 out of 10, Exceptional, (12 reviews)
"comfy and cute stay!"
United States
Kylee
The price is AED 255
AED 711 total
includes taxes & fees
23 Sep - 24 Sep
Newly Remodled Suite in Monteagle TN!
TV

5. New Listing! Welcome to Bear Hollow Retreat!

New Listing! Welcome to Bear Hollow Retreat!
Monteagle
The price is AED 255
AED 704 total
includes taxes & fees
23 Sep - 24 Sep
New Listing! Welcome to Bear Hollow Retreat!
Coffee/tea maker, fridge, microwave, toaster

6. Adorable, Stylish Studio in Monteagle, TN!

Adorable, Stylish Studio in Monteagle, TN!
Monteagle
The price is AED 255
AED 722 total
includes taxes & fees
23 Sep - 24 Sep
Adorable, Stylish Studio in Monteagle, TN!
Internet, bed sheets

7. Brand New, Adorable Suite Near the Caverns!

Brand New, Adorable Suite Near the Caverns!
Monteagle
The price is AED 255
AED 722 total
includes taxes & fees
23 Sep - 24 Sep
Brand New, Adorable Suite Near the Caverns!
Interior

8. Boutique Suite in Historic Tracy City!

Boutique Suite in Historic Tracy City!
Tracy City
10.0 out of 10, Exceptional, (4 reviews)
"Awesome place"
United States
Casey C.
The price is AED 224
AED 516 total
includes taxes & fees
23 Sep - 24 Sep
Boutique Suite in Historic Tracy City!
Interior

9. The Pythian Building Penthouse Apt. is centrally located on the city square.

The Pythian Building Penthouse Apt. is centrally located on the city square.
Fayetteville
10.0 out of 10, Exceptional, (52 reviews)
"The penthouse is a fantastical property, we enjoyed our stay very much."
United States
Jinny
The price is AED 459
AED 623 total
includes taxes & fees
23 Sep - 24 Sep
The Pythian Building Penthouse Apt. is centrally located on the city square.
Smart TV

10. D-town w/ Balcony. Walk to Shops & Eats.

D-town w/ Balcony. Walk to Shops & Eats.
Fayetteville
10.0 out of 10, Exceptional, (7 reviews)
"Great stay!"
United States
Donna R.
The price is AED 393
AED 736 total
includes taxes & fees
13 Oct - 14 Oct
D-town w/ Balcony. Walk to Shops & Eats.
WiFi (free), bed sheets

11. Cozy 1-bedroom apartment in adorable Fayetteville Near Jack Daniel's!

Cozy 1-bedroom apartment in adorable Fayetteville Near Jack Daniel's!
Fayetteville
The price is AED 367
AED 662 total
includes taxes & fees
19 Oct - 20 Oct
Cozy 1-bedroom apartment in adorable Fayetteville Near Jack Daniel's!
TV

12. Centrally located in Shelbyville, just 1/4 mile from the Horse Show Grounds.

Centrally located in Shelbyville, just 1/4 mile from the Horse Show Grounds.
Shelbyville
9.6 out of 10, Exceptional, (20 reviews)
"The place had a very cozy feel. Easy to access and it felt welcoming!"
United States
Kimmi G.
The price is AED 459
AED 792 total
includes taxes & fees
27 Sep - 28 Sep
Centrally located in Shelbyville, just 1/4 mile from the Horse Show Grounds.
Interior

13. Sleeps 6. Two Downtown Lofts Combined.

Sleeps 6. Two Downtown Lofts Combined.
Fayetteville
10.0 out of 10, Exceptional, (2 reviews)
"Our girlfriend group loved this little getaway on the square. It was such a treat to come back and relax in the larger loft space after checking out downtown’s shops and eats. Hospitality was extended by the hosts and everyone we encountered in Fayetteville. A wonderful stay!"
United States
Eileen G.
The price is AED 746
AED 1,332 total
includes taxes & fees
4 Oct - 5 Oct
Sleeps 6. Two Downtown Lofts Combined.
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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Top Winchester Hotel Reviews

La Quinta Inn & Suites by Wyndham Manchester / Arnold AFB

La Quinta Inn & Suites by Wyndham Manchester / Arnold AFB

8/10 Good
"Everything was clean and courteous."
Kurtes 1-night trip
Posted 7 hours ago
La Quinta Inn & Suites by Wyndham Manchester / Arnold AFB

Frequently asked questions

What's it like to stay at an apartment in Winchester?
You'll find 8 apartments to choose from in Winchester for your vacation.
Are you thinking about apartments over traditional hotel rooms?
Offering a kitchen for convenient meals, an apartment often has more space than a traditional hotel room. Apartments are a good option for solo travelers who want to live like locals, but also for families wanting the conveniences of home.
What's the best apartment for a stay in Winchester?
Dry Jack Tim-Hot Tub, Water Views, Marina: Includes free WiFi and fireplaces. Onsite laundry facilities and a hot tub are on site. Winchester's Premier Downtown Loft!: Fireplaces and separate dining areas are included. Access to onsite laundry facilities is available on site. Lakeside Retreat with Golf Cart, Game Room, Fireplace, Pool: Includes free WiFi, fireplaces, and sofa beds. Onsite laundry facilities and a game room are on site. Best Views on Lake, TIki Hut, Boat Rental: Free WiFi, private balconies, and fireplaces are included. Onsite laundry facilities and a game room are on site.
How many apartments can I expect to find in Winchester?
Expedia has 8 apartments to book in Winchester.
What can I expect from the weather in Winchester?
Weather is only one factor, but it can really affect your travel plans, especially if you're planning an extended stay in Winchester. The hottest months are usually July and August with an average temp of 74°F, while the coldest months are January and February with an average of 43°F. Average annual precipitation for Winchester is 64 inches.
What are the must-see places to visit in Winchester?
Family-friendly attractions include Twin Creeks Marina and Tim's Ford Marina, whereas Tims Ford and Tims Ford Lake are a couple of great spots to enjoy the outdoors. While here, Tims Ford State Park and Elk River are other places worth a visit.
What's the best way to get to and around Winchester?
Knowing a bit about the transportation options can save you time when you get to your destination. Fly into Chattanooga Metropolitan Airport (CHA), which is located 52.8 mi (85 km) away from the city center. Otherwise, you can search for flights to Huntsville International Airport (HSV), which is 52.8 mi (85 km) away. If you'd like to explore around the area, you may want a rental car for your journey.

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