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Check prices for these dates

In two weeks
30 Jan - 1 Feb
In two months
13 Mar - 15 Mar
In three months
10 Apr - 12 Apr
In four months
8 May - 10 May

Our top choices for Winchester apartments

Fridge, microwave, oven, stovetop

Oasis on the Square

Oasis on the Square
Winchester
9.8 out of 10, Exceptional, (11 reviews)
"Great accommodations in downtown Winchester! "
United States
LeBron F.
The price is AED 336
AED 682 total
includes taxes & fees
29 Jan - 30 Jan
Oasis on the Square
Interior

Winchester's Premier Downtown Loft!

Winchester's Premier Downtown Loft!
Winchester
9.8 out of 10, Exceptional, (11 reviews)
"We thoroughly enjoyed our stay in this comfortable and beautiful apartment, right in the heart of Winchester. It’s walkable to several restaurants and a great ice cream shop. Check-in and communication were smooth. "
United States
Jennifer M.
The price is AED 316
AED 659 total
includes taxes & fees
18 Jan - 19 Jan
Winchester's Premier Downtown Loft!
Terrace/patio

Newly Remodled Suite in Monteagle TN!

Newly Remodled Suite in Monteagle TN!
Monteagle
9.2 out of 10, Wonderful, (9 reviews)
"We had a nicely refurbished room with a small kitchen in a quiet area. Would definitely stay again when we're back in the area."
United States
Carey D.
Newly Remodled Suite in Monteagle TN!
TV

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.
2.0 star property
Shelbyville
9.6 out of 10, Exceptional, (19 reviews)
"Wonderful stay. The apartment was perfect for our needs. Clean and conveniently located. The bed was comfy and we both slept great."
United States
Lucas B.
The price is AED 327
AED 627 total
includes taxes & fees
19 Jan - 20 Jan
Centrally located in Shelbyville, just 1/4 mile from the Horse Show Grounds.
Smart TV

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

D-town w/ Balcony. Walk to Shops & Eats.
2.0 star property
Fayetteville
10.0 out of 10, Exceptional, (1 review)
" My stay at this loft with balcony was an extremely good experience, The host was very helpful answering questions and the amenities were superior!I would highly recommend this location to all."
United States
Donna R.
The price is AED 290
AED 597 total
includes taxes & fees
18 Jan - 19 Jan
D-town w/ Balcony. Walk to Shops & Eats.
2 bedrooms, desk, iron/ironing board, travel crib

“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, (3 reviews)
"Excellent downtown property!!! Close to everything. "
United States
Scotty L.
The price is AED 551
AED 743 total
includes taxes & fees
18 Jan - 19 Jan
“Give My All for Tennessee” in Downtown Fayetteville Near Jack Daniels
Property grounds

Among the Laurels - New Tiny Home by The Caverns

Among the Laurels - New Tiny Home by The Caverns
2.0 star property
Monteagle
10.0 out of 10, Exceptional, (1 review)
"Really struggled to decide if I should share our experience as I worry this place will blow up & become impossible to book in the future! Absolutely great place, location is convenient yet off the beaten path. Owner’s communication was well above average, getting back to me within minutes of anything asked/sent. The attention to detail was next level, very cool/welcoming decor tied to the immediate area. So if you’re looking for an ok place to stay this isn’t the place for you, as it will well...
United States
Michael K.
Among the Laurels - New Tiny Home by The Caverns
Interior

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, (47 reviews)
"Very cool place to stay"
United States
ZBIGNIEW
The price is AED 511
AED 684 total
includes taxes & fees
15 Feb - 16 Feb
The Pythian Building Penthouse Apt. is centrally located on the city square.
Fridge, microwave, oven, stovetop

Luxury Loft DWTN | Whiskey Trail + River + Lake

Luxury Loft DWTN | Whiskey Trail + River + Lake
Fayetteville
9.8 out of 10, Exceptional, (6 reviews)
"Great place to stay, newly renovated with high end appliances."
United States
Thomas C.
The price is AED 414
AED 792 total
includes taxes & fees
28 Jan - 29 Jan
Luxury Loft DWTN | Whiskey Trail + River + Lake
Living area

Boutique Sweet in Historic Tracy City!

Boutique Sweet in Historic Tracy City!
2.0 star property
Tracy City
Boutique Sweet in Historic Tracy City!
Interior

Downtown View. Walk to Shops & Eats.

Downtown View. Walk to Shops & Eats.
2.0 star property
Fayetteville
The price is AED 327
AED 640 total
includes taxes & fees
18 Jan - 19 Jan
Downtown View. Walk to Shops & Eats.
Interior

Sleeps 6. Two Downtown Lofts Combined.

Sleeps 6. Two Downtown Lofts Combined.
2.0 star property
Fayetteville
The price is AED 547
AED 1,125 total
includes taxes & fees
18 Jan - 19 Jan
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

Hampton Inn Kimball

Hampton Inn Kimball

10/10 Excellent
"Easy parking, close to highway yet still quiet. Friendly staff and clean rooms "
Fiona 1-night trip
Posted 2 days ago
Hampton Inn Kimball

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?
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. Winchester's Premier Downtown Loft!: Includes fireplaces and separate dining areas. Access to onsite laundry facilities is available on site. Dry Jack Tim- Water Views, Pool, Outdoor Fireplace: Includes free WiFi and fireplaces. Access to onsite laundry facilities is available 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.