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

Our top choices for Winchester apartments

A rustic wooden ceiling with a circular opening and hanging light fixtures.

1. Winchester's Premier Downtown Loft!

Winchester's Premier Downtown Loft!
Winchester
9.6 out of 10, Exceptional, (19 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 HK$705
HK$1,380 total
includes taxes & fees
3 Nov - 4 Nov
Winchester's Premier Downtown Loft!
A modern kitchen with dark cabinetry, stainless steel appliances, and a light-colored backsplash.

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 HK$727
HK$1,405 total
includes taxes & fees
3 Nov - 4 Nov
Oasis on the Square
Living area

3. A quiet getaway.

A quiet getaway.
Winchester
The price is HK$1,569
HK$2,932 total
includes taxes & fees
11 Nov - 12 Nov
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, (5 reviews)
"This was the most beautiful and perfect little getaway! It’s pristine and the hosts are lovely! They were extremely accommodating and had everything you could possibly need or want. We will definitely stay there again!"
United States
Christina
The price is HK$784
HK$1,000 total
includes taxes & fees
4 Nov - 5 Nov
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)
"We would definitely come back and stay if we are in that area again."
United States
Marcy G.
The price is HK$1,107
HK$1,373 total
includes taxes & fees
3 Nov - 4 Nov
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 HK$546
HK$1,464 total
includes taxes & fees
3 Nov - 4 Nov
Newly Remodled Suite in Monteagle TN!
A rustic interior with a leather sofa, a round wooden table, and a bar area.

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 HK$357
HK$962 total
includes taxes & fees
29 Nov - 30 Nov
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 HK$771
HK$1,416 total
includes taxes & fees
4 Nov - 5 Nov
D-town w/ Balcony. Walk to Shops & Eats.
A spacious living room with a large sofa set, a dining area with a table and chairs, and a kitchen area with a bar.

9. “Give My All for Tennessee” in Downtown Fayetteville Near Jack Daniels

“Give My All for Tennessee” in Downtown Fayetteville Near Jack Daniels
Fayetteville
10.0 out of 10, Exceptional, (4 reviews)
"Fantastic location and provided exactly all that we needed for a perfect stay. Very clean and comfortable. Communication with host was perfect. Recommended."
United States
Chad J.
The price is HK$1,177
HK$1,736 total
includes taxes & fees
13 Nov - 14 Nov
“Give My All for Tennessee” in Downtown Fayetteville Near Jack Daniels
A spacious living room with a large leather sectional sofa, a round coffee table, and a brick wall.

10. Luxury Loft DWTN | Whiskey Trail + River + Lake

Luxury Loft DWTN | Whiskey Trail + River + Lake
Fayetteville
10.0 out of 10, Exceptional, (13 reviews)
"Very convenient to shops and restaurants."
United States
Linda
The price is HK$697
HK$1,419 total
includes taxes & fees
18 Nov - 19 Nov
Luxury Loft DWTN | Whiskey Trail + River + Lake
A room with a fireplace, a large statue, and a variety of decorative items.

11. 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 HK$981
HK$1,267 total
includes taxes & fees
3 Nov - 4 Nov
The Pythian Building Penthouse Apt. is centrally located on the city square.
A modern apartment with a kitchenette, a dining area, a sofa, a bed, and a ceiling fan.

12. New Listing! Welcome to Bear Hollow Retreat!

New Listing! Welcome to Bear Hollow Retreat!
Monteagle
The price is HK$546
HK$1,464 total
includes taxes & fees
3 Nov - 4 Nov
New Listing! Welcome to Bear Hollow Retreat!
A neatly made bed with white linens, two bedside tables with lamps, a wooden nightstand, and a coat rack.

13. Brand New, Adorable Suite Near the Caverns!

Brand New, Adorable Suite Near the Caverns!
Monteagle
The price is HK$546
HK$1,464 total
includes taxes & fees
3 Nov - 4 Nov
Brand New, Adorable Suite Near the Caverns!
A compact kitchen with wooden shelves, a sink, and a dishwasher.

14. Adorable, Stylish Studio in Monteagle, TN!

Adorable, Stylish Studio in Monteagle, TN!
Monteagle
The price is HK$546
HK$1,464 total
includes taxes & fees
5 Nov - 6 Nov
Adorable, Stylish Studio in Monteagle, TN!
A spacious kitchen with modern appliances, a dining area with a large wooden table, and a living room with a sofa and a TV.

15. 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 HK$1,703
HK$2,948 total
includes taxes & fees
30 Nov - 1 Dec
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

Comfort Suites Manchester near Arnold AFB

Comfort Suites Manchester near Arnold AFB

10/10 Excellent
"One of the cleanest and most quiet places I’ve stayed in a while. Easy access from interstate if you are pulling a trailer. Plenty of food in close proximity. Bed was extremely comfortable."
Julie 1-night trip
Posted 1 hour ago
Comfort Suites Manchester near Arnold AFB

Find out more about Winchester

Winchester Apartments information

Number of reviews
137
Accommodation
28 Apartments
Lowest Price
HK$1,000
Highest Price
HK$2,948

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 holiday.
Are you thinking about apartments over traditional hotel rooms?
An apartment features a kitchen for convenient meals, and is usually more spacious than a traditional hotel room. Apartments are a good option for couples who want to live like locals, but also for families wanting the conveniences of home.
What's a favourite apartment for a stay in Winchester?
Dry Jack Tim-Hot Tub, Water Views, Marina: Includes free WiFi and a fireplace . On-site laundry facilities and 1 hot tub are on site . Winchester's Premier Downtown Loft!: A fireplace and a dining area are included . Access to on-site laundry facilities is available on site . Lakeside Retreat with Golf Cart, Game Room, Fireplace, Pool: Includes free WiFi, a fireplace and a sofa bed . On-site laundry facilities and a games room are on site . Best Views on Lake, TIki Hut, Boat Rental: Free WiFi, a balcony and a fireplace are included . On-site laundry facilities and a games 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 during my trip to 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 temperature of 24°C, while the coldest months are January and February, with an average of 6°C. Average annual precipitation for Winchester is 1622 mm.
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, TN (CHA-Chattanooga Metropolitan), which is located 52.8 mi (85 km) away from the heart of the city. 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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