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
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Winchester apartments

A modern kitchen with dark cabinetry, stainless steel appliances, and a light-colored backsplash.

1. 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 CA $129
CA $250 total
includes taxes & fees
Nov 2 - Nov 3
Oasis on the Square
A modern living room with a built-in aquarium, a leather sofa, and a patterned rug.

2. Winchester's Premier Downtown Loft!

Winchester's Premier Downtown Loft!
Winchester
9.6 out of 10, Exceptional, (18 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 CA $111
CA $229 total
includes taxes & fees
Nov 2 - Nov 3
Winchester's Premier Downtown Loft!
Living area

3. A quiet getaway.

A quiet getaway.
Winchester
The price is CA $279
CA $524 total
includes taxes & fees
Nov 11 - Nov 12
A quiet getaway.
A bedroom with a bed, a ceiling fan, a wall-mounted tree decoration, a nightstand with a lamp, and a painting of a sunflower field.

4. SUNFLOWER TINY HOUSE 3 blocks to Jack Daniel Distillery, close to town square

SUNFLOWER TINY HOUSE 3 blocks to Jack Daniel Distillery, close to town square
Lynchburg
9.6 out of 10, Exceptional, (4 reviews)
"Awesome little place that's cozy and perfect for visiting Lynchburg"
United States
Gary S.
The price is CA $140
CA $178 total
includes taxes & fees
Nov 2 - Nov 3
SUNFLOWER TINY HOUSE 3 blocks to Jack Daniel Distillery, close to town square
A modern living room with a black leather sofa, a brown leather armchair, and a small side table.

5. 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, (23 reviews)
"What a great property. Close to town and very clean and private. Would recommend to anyone that wants to stay in Lynchburg."
United States
Doug
The price is CA $197
CA $246 total
includes taxes & fees
Nov 2 - Nov 3
Lounges at Lynchburg Black House - within walking distance to Jack Daniels!
A wooden deck with outdoor seating and a covered area with large windows.

6. Newly Remodled Suite in Monteagle TN!

Newly Remodled Suite in Monteagle TN!
Monteagle
9.4 out of 10, Exceptional, (13 reviews)
"A very unique location that was quiet and close enough to everything we wanted."
United States
Tina
The price is CA $97
CA $259 total
includes taxes & fees
Nov 2 - Nov 3
Newly Remodled Suite in Monteagle TN!
A hallway with wooden doors labeled 'The Cove' and 'The Overlook,' leading to a room with a view.

7. Boutique Suite in Historic Tracy City!

Boutique Suite in Historic Tracy City!
Tracy City
10.0 out of 10, Exceptional, (5 reviews)
"Awesome place"
United States
Casey C.
The price is CA $64
CA $171 total
includes taxes & fees
Nov 29 - Nov 30
Boutique Suite in Historic Tracy City!
A spacious living room with a sofa, armchairs, and a patterned rug. A kitchen is visible in the background with modern appliances.

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

D-town w/ Balcony. Walk to Shops & Eats.
Fayetteville
10.0 out of 10, Exceptional, (8 reviews)
"Great stay!"
United States
Donna R.
The price is CA $139
CA $254 total
includes taxes & fees
Nov 3 - Nov 4
D-town w/ Balcony. Walk to Shops & Eats.
A room with a fireplace, a large statue, and a variety of decorative items.

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, (54 reviews)
"The penthouse is a fantastical property, we enjoyed our stay very much."
United States
Jinny
The price is CA $175
CA $216 total
includes taxes & fees
Nov 2 - Nov 3
The Pythian Building Penthouse Apt. is centrally located on the city square.
A neatly made bed with white linens, two bedside tables with lamps, a wooden nightstand, and a coat rack.

10. Brand New, Adorable Suite Near the Caverns!

Brand New, Adorable Suite Near the Caverns!
Monteagle
The price is CA $97
CA $259 total
includes taxes & fees
Nov 2 - Nov 3
Brand New, Adorable Suite Near the Caverns!
A rustic barn-style building with a red roof and wooden exterior, adjacent to a long, narrow building with a metal roof.

11. New Listing! Welcome to Bear Hollow Retreat!

New Listing! Welcome to Bear Hollow Retreat!
Monteagle
The price is CA $97
CA $259 total
includes taxes & fees
Nov 2 - Nov 3
New Listing! Welcome to Bear Hollow Retreat!
A compact kitchen with wooden shelves, a sink, and a dishwasher.

12. Adorable, Stylish Studio in Monteagle, TN!

Adorable, Stylish Studio in Monteagle, TN!
Monteagle
The price is CA $97
CA $259 total
includes taxes & fees
Nov 5 - Nov 6
Adorable, Stylish Studio in Monteagle, TN!
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

10/10 Excellent
"Nothing bad to say"
vimyr 1-night trip
Posted less than an hour ago
La Quinta Inn & Suites by Wyndham Manchester / Arnold AFB

Find out more about Winchester

Winchester Apartments information

Number of reviews
133
Accommodation
30 Apartments
Lowest Price
CA $178
Highest Price
CA $524

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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