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Check prices for these dates

In two weeks
23 Jan - 25 Jan
In two months
6 Mar - 8 Mar
In three months
3 Apr - 5 Apr
In four months
1 May - 3 May

Our top choices for Winchester apartments

Fridge, microwave, oven, stovetop
Oasis on the Square

Apartment in Winchester

Oasis on the Square
9.8 out of 10, Exceptional, (11)
"Great accommodations in downtown Winchester! "
United States
LeBron F.
The price is AED 296
AED 636 total
includes taxes & fees
11 Jan - 12 Jan
Oasis on the Square
Interior
Winchester's Premier Downtown Loft!

Apartment in Winchester

Winchester's Premier Downtown Loft!
9.8 out of 10, Exceptional, (11)
"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 260
AED 595 total
includes taxes & fees
11 Jan - 12 Jan
Winchester's Premier Downtown Loft!
Terrace/patio
Newly Remodled Suite in Monteagle TN!

Apartment in Monteagle

Newly Remodled Suite in Monteagle TN!
9.2 out of 10, Wonderful, (9)
"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.
The price is AED 197
AED 496 total
includes taxes & fees
11 Jan - 12 Jan
Newly Remodled Suite in Monteagle TN!
2 bedrooms, desk, iron/ironing board, travel crib
“Give My All for Tennessee” in Downtown Fayetteville Near Jack Daniels

Apartment in Fayetteville

“Give My All for Tennessee” in Downtown Fayetteville Near Jack Daniels
10.0 out of 10, Exceptional, (3)
"Excellent downtown property!!! Close to everything. "
United States
Scotty L.
The price is AED 551
AED 743 total
includes taxes & fees
10 Jan - 11 Jan
“Give My All for Tennessee” in Downtown Fayetteville Near Jack Daniels
TV
Centrally located in Shelbyville, just 1/4 mile from the Horse Show Grounds.

Apartment in Shelbyville

Centrally located in Shelbyville, just 1/4 mile from the Horse Show Grounds.
2.0 star property
9.6 out of 10, Exceptional, (19)
"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
9 Jan - 10 Jan
Centrally located in Shelbyville, just 1/4 mile from the Horse Show Grounds.
Property grounds
Among the Laurels - New Tiny Home by The Caverns

Apartment in Monteagle

Among the Laurels - New Tiny Home by The Caverns
2.0 star property
10.0 out of 10, Exceptional, (1)
"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.
The price is AED 441
AED 1,066 total
includes taxes & fees
9 Jan - 10 Jan
Among the Laurels - New Tiny Home by The Caverns
Fridge, microwave, oven, stovetop
Luxury Loft DWTN | Whiskey Trail + River + Lake

Apartment in Fayetteville

Luxury Loft DWTN | Whiskey Trail + River + Lake
9.8 out of 10, Exceptional, (6)
"Great place to stay, newly renovated with high end appliances."
United States
Thomas C.
The price is AED 339
AED 700 total
includes taxes & fees
12 Jan - 13 Jan
Luxury Loft DWTN | Whiskey Trail + River + Lake
Smart TV
D-town w/ Balcony. Walk to Shops & Eats.

Apartment in Fayetteville

D-town w/ Balcony. Walk to Shops & Eats.
2.0 star property
10.0 out of 10, Exceptional, (1)
" 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
11 Jan - 12 Jan
D-town w/ Balcony. Walk to Shops & Eats.
Interior
The Pythian Building Penthouse Apt. is centrally located on the city square.

Apartment in Fayetteville

The Pythian Building Penthouse Apt. is centrally located on the city square.
10.0 out of 10, Exceptional, (47)
"Very cool place to stay"
United States
ZBIGNIEW
The price is AED 511
AED 684 total
includes taxes & fees
11 Jan - 12 Jan
The Pythian Building Penthouse Apt. is centrally located on the city square.
Living area
Boutique Sweet in Historic Tracy City!

Apartment in Tracy City

Boutique Sweet in Historic Tracy City!
2.0 star property
The price is AED 187
AED 408 total
includes taxes & fees
11 Jan - 12 Jan
Boutique Sweet in Historic Tracy City!
Interior
Downtown View. Walk to Shops & Eats.

Apartment in Fayetteville

Downtown View. Walk to Shops & Eats.
2.0 star property
The price is AED 290
AED 597 total
includes taxes & fees
11 Jan - 12 Jan
Downtown View. Walk to Shops & Eats.
Interior
Sleeps 6. Two Downtown Lofts Combined.

Apartment in Fayetteville

Sleeps 6. Two Downtown Lofts Combined.
2.0 star property
The price is AED 511
AED 1,079 total
includes taxes & fees
11 Jan - 12 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

Quality Inn Monteagle

Quality Inn Monteagle

10/10 Excellent
"Perfect."
Bruce 1-night trip
Posted 3 days ago
Quality Inn Monteagle

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.