Winchester, TN Apartments from AED 171

Q: 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.

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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

Gianmarco

AED 687 total

includes taxes & fees

9 Nov - 10 Nov

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

2. Oasis on the Square

Winchester

possible Amanda H

AED 657 total

includes taxes & fees

8 Nov - 9 Nov

3. A quiet getaway.

Winchester

AED 1,365 total

includes taxes & fees

11 Nov - 12 Nov

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

Lynchburg

Patricia

AED 468 total

includes taxes & fees

9 Nov - 10 Nov

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!

Lynchburg

Mostyn

AED 643 total

includes taxes & fees

8 Nov - 9 Nov

A wooden deck with outdoor seating and a covered area with large windows.

6. Newly Remodled Suite in Monteagle TN!

Monteagle

Tina

AED 704 total

includes taxes & fees

8 Nov - 9 Nov

A rustic interior with a leather sofa, a round wooden table, and a bar area.

7. Boutique Suite in Historic Tracy City!

Tracy City

Casey C.

AED 448 total

includes taxes & fees

29 Nov - 30 Nov

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.

Fayetteville

Donna R.

AED 649 total

includes taxes & fees

9 Nov - 10 Nov

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.

Fayetteville

Jinny

AED 593 total

includes taxes & fees

8 Nov - 9 Nov

A room with a brick wall, a bed with colorful pillows, a desk with a lamp, and a door.

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

Fayetteville

Chad J.

AED 1,161 total

includes taxes & fees

12 Nov - 13 Nov

A spacious room with a large wooden table, white chairs, and a brick wall.

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

Fayetteville

Linda

AED 916 total

includes taxes & fees

16 Nov - 17 Nov

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!

Monteagle

AED 711 total

includes taxes & fees

8 Nov - 9 Nov

A compact kitchen with wooden shelves, a sink, and a dishwasher.

13. Adorable, Stylish Studio in Monteagle, TN!

Monteagle

AED 711 total

includes taxes & fees

8 Nov - 9 Nov

A neatly made bed with white linens, two bedside tables with lamps, a wooden nightstand, and a coat rack.

14. Brand New, Adorable Suite Near the Caverns!

Monteagle

AED 711 total

includes taxes & fees

8 Nov - 9 Nov

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.

Fayetteville

Eileen G.

AED 1,209 total

includes taxes & fees

30 Nov - 1 Dec

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Learn more about Winchester

Nestled between rolling hills, this charming town offers visitors the crystal-clear waters of Tims Ford Lake for boating and fishing. Explore downtown's historic courthouse square where local shops serve up Southern hospitality alongside the famous Winchester Swamp Festival each September.

See all hotels in Winchester

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

Top reviews in Winchester

Best Western Inn

Winchester

10/10 Excellent

Cindy

A stone building with a covered patio area, stone pillars, and outdoor seating.

The Sewanee Inn

Sewanee

10/10 Excellent

I had the pleasure of staying at the Sewanee Inn with 3 friends, as our daughters stayed on campus overnight and attended a class the next morning. We had a beautiful evening sitting on the back patio by the golf course, with heat lamps that resembled torches adding to the ambiance. The next morning, we enjoyed a delicious breakfast in the dining room with a friendly, accomodating staff and delicious food! I LOVE it that the Inn has bicycles for guests to use , as the "Green lookout" as well...

Michelle

A modern hotel building with a sign reading "LivSmart Studios by Hilton".

LivSmart Studios by Hilton Tullahoma

Tullahoma

10/10 Excellent

Michael

A hotel with a brick facade, a covered entrance, and a parking lot.

Holiday Inn Express Hotel & Suites Tullahoma by IHG

Tullahoma

10/10 Excellent

Penny

A spacious room with a stone fireplace, a flat-screen TV mounted above it, and a green upholstered sofa.

Quality Inn Monteagle

Downtown Monteagle

10/10 Excellent

Darci

A two-story house with a front porch, stone steps, and two lion statues.

Tolley House

Lynchburg

10/10 Excellent

Ashley

A hotel entrance with a stone facade, large glass doors, and a well-lit outdoor area with plants and seating.

Lx Hotel, SureStay Collection by Best Western, Manchester, near Arnold AFB

Manchester

10/10 Excellent

Very clean and spacious room, comfortable bed, thick towels. Communication from the owners was excellent prior to and during our stay. Called in our breakfast order the night before, and were then served our hot homemade breakfast in the lobby dining area in the morning. Would definitely recommend staying at this property again. Extra thoughtful owners also provided a complimentary happy hour and snack in the evening.

Carole

A modern reception area with a herringbone-patterned carpet, two reception desks, and a wooden partition with a grid design.

La Quinta Inn & Suites by Wyndham Manchester / Arnold AFB

Manchester

10/10 Excellent

Nicole

A lodge with a large wooden overhang, stone pillars, and a stone entrance.

The Smokehouse Lodge and Cabins

Monteagle

10/10 Excellent

Catelyn

A modern hotel lobby with a bar area, seating arrangements, and a large window providing natural light.

Microtel Inn & Suites by Wyndham Manchester

Manchester

10/10 Excellent

Erika

A Holiday Inn Express & Suites hotel with a covered entrance, brick facade, and illuminated signage.

Holiday Inn Express & Suites Manchester by IHG

Manchester

10/10 Excellent

Kelly

Hampton Inn Tullahoma

Tullahoma

10/10 Excellent

Jacki

Quality Inn Tullahoma

Tullahoma

10/10 Excellent

Mary M.

A spacious lobby with a reception desk, a seating area, and a view of the outside through a glass door.

Sleep Inn & Suites Manchester near Arnold AFB

Manchester

10/10 Excellent

Leonard

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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Search Apartments in Winchester

Change your mind

Treat yourself

Be picky

Find vacation rentals that suit your style

Check prices for these dates

Our top choices for Winchester apartments

1. Winchester's Premier Downtown Loft!

2. Oasis on the Square

3. A quiet getaway.

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

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

6. Newly Remodled Suite in Monteagle TN!

7. Boutique Suite in Historic Tracy City!

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

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

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

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

12. New Listing! Welcome to Bear Hollow Retreat!

13. Adorable, Stylish Studio in Monteagle, TN!

14. Brand New, Adorable Suite Near the Caverns!

15. Sleeps 6. Two Downtown Lofts Combined.

Learn more about Winchester

Top reviews in Winchester

Best Western Inn

10/10 Excellent

Frequently Asked Questions

What's it like to stay at an apartment in Winchester?

Are you thinking about apartments over traditional hotel rooms?

What's the best apartment for a stay in Winchester?

How many apartments can I expect to find in Winchester?

What can I expect from the weather in Winchester?

What are the must-see places to visit in Winchester?

What's the best way to get to and around Winchester?

Explore a world of travel with Expedia