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Hotels in Winchester

October 2026
2
November 2026

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This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Where to stay in Winchester?

A hotel room with a bed, a chair, a small table, a desk, and a mirror.
A reception area with a wooden counter, a television, and a stone wall.
A dining area with a stone wall, a round mirror, and a bar counter.
A compact hotel room with a kitchenette, a sofa, a desk with a chair, a television, and a framed picture on the wall.

1. Best Western Inn

Best Western Inn
Winchester
$101
$116 total
includes taxes & fees
Oct 4 - Oct 5
Best Western Inn
A spacious living room with a stone fireplace, comfortable seating, a flat-screen TV, and large windows offering natural light.
A two-story motel with a green awning labeled "Quality Inn," featuring a central entrance with a bench and potted plants.
A rectangular swimming pool with a metal ladder, surrounded by white lounge chairs and a fenced area.
A hotel room with a bed, a chair, a nightstand, a desk, and a TV.

2. Quality Inn Decherd - Winchester

Quality Inn Decherd - Winchester
Decherd
$75
$90 total
includes taxes & fees
Nov 2 - Nov 3
Quality Inn Decherd - Winchester
A lodge with a large wooden overhang, stone pillars, and a stone entrance.
A rustic cabin with a fire pit and picnic table in a wooded area.
A golf course with sand bunkers, trees, and a clear sky.
A stone building with arched windows and a central courtyard.

3. The Smokehouse Lodge and Cabins

The Smokehouse Lodge and Cabins
Monteagle
$56
$64 total
includes taxes & fees
Oct 6 - Oct 7
The Smokehouse Lodge and Cabins
A spacious room with a stone fireplace, a flat-screen TV mounted above it, and a green upholstered sofa.
A restaurant with stone walls, a fireplace, and large windows offering a view of the outdoors.
A lounge area with a stone fireplace, seating, and artwork.
A hotel reception area with a counter, a window, a green rug, and a framed artwork on the wall.

4. Quality Inn Monteagle

Quality Inn Monteagle
Downtown Monteagle
$81
$97 total
includes taxes & fees
Nov 1 - Nov 2
Quality Inn Monteagle
A hotel with a brick facade, a covered entrance, and a parking lot.
A hotel reception area with a counter, two green chairs, a refrigerator, and a wall-mounted display.
A swimming pool with a clear blue water, surrounded by chairs and a wheelchair.
A modern breakfast area with a counter displaying hot food, a bakery section, and a fruit station.

5. Holiday Inn Express Hotel & Suites Tullahoma by IHG

Holiday Inn Express Hotel & Suites Tullahoma by IHG
Tullahoma
$107
$125 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Inn Express Hotel & Suites Tullahoma by IHG
A living room with a leather sofa, a coffee table, a bookshelf, and a large plant.
A doorway with a potted plant and a view of a wooden deck and a staircase.
A covered porch with outdoor seating, a stone wall, and holiday decorations.
A wooden reception desk with a lamp, a sign reading "Welcome make yourself at home," and a computer monitor.

6. Grand Lux Inn

Grand Lux Inn
Tullahoma
$114
$134 total
includes taxes & fees
Oct 4 - Oct 5
Grand Lux Inn
An outdoor patio with stone seating, a fire pit, and a red umbrella.
A spacious lobby with a reception desk, seating area, and a patterned carpet.
A gym with treadmills, elliptical machines, and weightlifting equipment.
A hotel room with a desk, chair, sofa, and ottoman.

7. Comfort Suites Manchester near Arnold AFB

Comfort Suites Manchester near Arnold AFB
Manchester
$91
$108 total
includes taxes & fees
Oct 25 - Oct 26
Comfort Suites Manchester near Arnold AFB
A modern laundry room with a table, chairs, and a washing machine.
A modern kitchen with a dishwasher, microwave, and refrigerator. There is a sink with a faucet, a countertop with a coffee maker, and a chair.
A hotel room with two single beds, a desk with a chair, a small table, a mirror, and a bathroom visible through an open door.
An outdoor patio area with a grill, seating, and a view of the trees.

8. LivSmart Studios by Hilton Tullahoma

LivSmart Studios by Hilton Tullahoma
Tullahoma
$106
$124 total
includes taxes & fees
Nov 1 - Nov 2
LivSmart Studios by Hilton Tullahoma
A hotel entrance with a stone facade, large glass doors, and a well-lit outdoor area with plants and seating.
A modern kitchen with a coffee machine, a sofa, and a dining area with chairs.
A modern interior with a sofa, a dining area, and a kitchen in the background.
A hotel lobby with a bar area, seating, and a view through a glass door.

9. Lx Hotel, SureStay Collection by Best Western

Lx Hotel, SureStay Collection by Best Western
Manchester
$87
$103 total
includes taxes & fees
Oct 4 - Oct 5
Lx Hotel, SureStay Collection by Best Western
A modern reception area with a herringbone-patterned carpet, two reception desks, and a wooden partition with a grid design.
A modern hotel lobby with seating areas, a fireplace, and a large TV screen.
A modern hotel with a prominent 'La Quinta' sign, a covered entrance, and a clear sky.
A hallway with doors on both sides leading to rooms.

10. La Quinta Inn & Suites by Wyndham Manchester / Arnold AFB

La Quinta Inn & Suites by Wyndham Manchester / Arnold AFB
Manchester
$107
$127 total
includes taxes & fees
Oct 4 - Oct 5
La Quinta Inn & Suites by Wyndham Manchester / Arnold AFB
A modern hotel lobby with a bar area, seating arrangements, and a large window providing natural light.
A multi-story hotel with a parking lot, marked handicapped parking spaces, and a building illuminated with purple lights.
A reception desk with a 'WELCOME' sign, a blue wall, and pendant lights.
A kitchenette with a microwave, a small refrigerator, and a white countertop.

11. Microtel Inn & Suites by Wyndham Manchester

Microtel Inn & Suites by Wyndham Manchester
Manchester
$59
$69 total
includes taxes & fees
Oct 6 - Oct 7
Microtel Inn & Suites by Wyndham Manchester
Lobby
Room
Pool
Exterior

12. Hampton Inn Tullahoma

Hampton Inn Tullahoma
Tullahoma
$106
$124 total
includes taxes & fees
Oct 11 - Oct 12
Hampton Inn Tullahoma
Lobby
A hotel room with two beds, a desk, a television, and a mirror.
A parking lot with a restaurant named "La Fiesta Bar & Grill" with a green roof and colorful arches.
A spacious dining area with a high ceiling and recessed lighting, a kitchen area with a brick backsplash, and a large potted plant.

13. Quality Inn Tullahoma

Quality Inn Tullahoma
Tullahoma
$65
$76 total
includes taxes & fees
Nov 1 - Nov 2
Quality Inn Tullahoma
A modern lounge area with seating arrangements, tables, and a large window providing a view outside.
A modern kitchen with a stainless steel refrigerator, microwave, and dishwasher. There is a coffee maker on the counter, and a dining area is visible in the background.
A modern kitchen with a breakfast bar, wooden cabinets, and a chalkboard sign.
A hotel room with a bed, a sofa, a kitchenette, and a bathroom.

14. Towneplace Suites by Marriott Tullahoma

Towneplace Suites by Marriott Tullahoma
Tullahoma
$139
$163 total
includes taxes & fees
Oct 3 - Oct 4
Towneplace Suites by Marriott Tullahoma
A hotel room with a large bed, a blue sofa, a small table, a TV, and a wooden cabinet.
A Holiday Inn Express & Suites hotel with a covered entrance, brick facade, and illuminated signage.
A modern office space with a white desk, two black office chairs, a computer monitor, a keyboard, a lamp, and a framed artwork on the wall.
An outdoor patio area with a round table and blue chairs, surrounded by dark wicker furniture, a covered grill, and a white fence.

15. Holiday Inn Express & Suites Manchester by IHG

Holiday Inn Express & Suites Manchester by IHG
Manchester
$95
$112 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Inn Express & Suites Manchester by IHG
A stone building with a covered patio area, stone pillars, and outdoor seating.
A dining area with round tables, chairs, and a fireplace.
A spacious lobby with a stone fireplace, wooden beams, and a chandelier.
An outdoor patio with stone walls, wooden tables, and chairs.

16. The Sewanee Inn

The Sewanee Inn
Sewanee
$229
$266 total
includes taxes & fees
Oct 4 - Oct 5
The Sewanee Inn
A spacious lobby with a reception desk, a seating area, and a view of the outside through a glass door.
A spacious lobby with a high ceiling, tiled floor, and a reception desk.
A well-lit living room with a sofa, a desk, and a computer. There are framed pictures on the wall and a rug on the floor.
A hotel room with a bed, desk, chair, lamp, and framed pictures on the wall.

17. Sleep Inn & Suites Manchester near Arnold AFB

Sleep Inn & Suites Manchester near Arnold AFB
Manchester
$79
$93 total
includes taxes & fees
Oct 25 - Oct 26
Sleep Inn & Suites Manchester near Arnold AFB
A modern restaurant with a long counter, wooden cabinets, and patterned chairs.
A modern lobby with a stone wall, a flat-screen TV, seating area, and a fireplace.
A hotel room with a bed, a sofa, a small table, a lamp, and a framed picture on the wall.
A reception area with a stone-textured counter, pendant lighting, and a sound wave mural on the wall.

18. Best Western Manchester

Best Western Manchester
Manchester
$95
$112 total
includes taxes & fees
Oct 11 - Oct 12
Best Western Manchester
A reception desk with wooden barrels, a computer, a clock, and a television on the wall.
A small room with a green curtain, a radiator, and two wooden tables with metal chairs.
A hotel room with a bed, a desk, a chair, a small table, and a TV.
A covered outdoor area with a planter, a building with windows, and a parking lot with vehicles.

19. Lynchburg Country Inn

Lynchburg Country Inn
Lynchburg
$99
$114 total
includes taxes & fees
Oct 4 - Oct 5
Lynchburg Country Inn
A hotel room with a bed, a desk with a television, a microwave, and a mirror.
A Red Roof Inn with a two-story building, a parking lot, and a well-maintained lawn.
A bathroom with a granite countertop, a sink, a mirror, and a towel rack.
A Red Roof Inn lobby with stone wall, two red chairs, a small table, artwork, and a kitchenette with coffee makers.

20. Red Roof Inn Monteagle - I-24

Red Roof Inn Monteagle - I-24
Monteagle
$73
$84 total
includes taxes & fees
Oct 4 - Oct 5
Red Roof Inn Monteagle - I-24
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Go beyond your typical stay in Winchester

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Top landmarks in Winchester

An aerial view of a marina with multiple docks and covered boat storage areas.

Tim's Ford Marina

9.4/10 (16 reviews)
If thrills are what you're after, head to Tim's Ford Marina, located 7.9 mi (12.7 km) from central Winchester. If you have fun at Tim's Ford Marina, you'll love Lakeview Marina, located nearby.
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A calm lake at dusk with illuminated docks and buildings reflecting on the water.

Twin Creeks Marina

Imagine strolling along Twin Creeks Marina for some great waterfront pics. It's located 1.2 mi (1.9 km) from central Winchester.
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A golf course with a green fairway, sand bunkers, and trees with autumn foliage.

Bear Trace Golf Course

You might want to play some rounds at Bear Trace Golf Course, located 8.5 mi (13.7 km) from central Winchester.
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Tims Ford

Tims Ford is 9.2 mi (14.8 km) from central Winchester, why not stop by during your stay.
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Dry Creek Beach

Dry Creek Beach is worth a visit, located 1.2 mi (1.9 km) from central Winchester.
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Hammers

8.0/10 (16 reviews)
Hammers is in the heart of Winchester, so why not stop by during your stay. If you have fun at Hammers, you'll love Twin Creeks Marina and Hank Weddington Park, both located nearby.
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Tims Ford Nature Center

Tims Ford Nature Center is 8.5 mi (13.6 km) from central Winchester, why not stop by during your stay.
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Leatherwood Island

Leatherwood Island is 7.8 mi (12.5 km) from central Winchester, why not stop by during your stay.
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Learn more about Winchester

Winchester is well-known for its attractions such as Twin Creeks Marina and Tim's Ford Marina. This welcoming city has something for everyone including sights like Tims Ford State Park and Tims Ford.

See all hotels in Winchester
A calm lake with autumn foliage, a dock, and houses along the shore.

Check out reviews of Winchester hotels guests love

A living room with a leather sofa, a coffee table, a bookshelf, and a large plant.
A doorway with a potted plant and a view of a wooden deck and a staircase.
A covered porch with outdoor seating, a stone wall, and holiday decorations.
A wooden reception desk with a lamp, a sign reading "Welcome make yourself at home," and a computer monitor.

Grand Lux Inn

Grand Lux Inn
Tullahoma

10/10 Exceptional

United States
Carolyn
Grand Lux Inn
A spacious room with a stone fireplace, a flat-screen TV mounted above it, and a green upholstered sofa.
A restaurant with stone walls, a fireplace, and large windows offering a view of the outdoors.
A lounge area with a stone fireplace, seating, and artwork.
A hotel reception area with a counter, a window, a green rug, and a framed artwork on the wall.

Quality Inn Monteagle

Quality Inn Monteagle
Downtown Monteagle

10/10 Exceptional

United States
Darci
Quality Inn Monteagle
A hotel room with a bed, a chair, a small table, a desk, and a mirror.
A reception area with a wooden counter, a television, and a stone wall.
A dining area with a stone wall, a round mirror, and a bar counter.
A compact hotel room with a kitchenette, a sofa, a desk with a chair, a television, and a framed picture on the wall.

Best Western Inn

Best Western Inn
Winchester

10/10 Exceptional

United States
Cindy
Best Western Inn
A lodge with a large wooden overhang, stone pillars, and a stone entrance.
A rustic cabin with a fire pit and picnic table in a wooded area.
A golf course with sand bunkers, trees, and a clear sky.
A stone building with arched windows and a central courtyard.

The Smokehouse Lodge and Cabins

The Smokehouse Lodge and Cabins
Monteagle

10/10 Exceptional

United States
Catelyn
The Smokehouse Lodge and Cabins
A hotel room with a large bed, a blue sofa, a small table, a TV, and a wooden cabinet.
A Holiday Inn Express & Suites hotel with a covered entrance, brick facade, and illuminated signage.
A modern office space with a white desk, two black office chairs, a computer monitor, a keyboard, a lamp, and a framed artwork on the wall.
An outdoor patio area with a round table and blue chairs, surrounded by dark wicker furniture, a covered grill, and a white fence.

Holiday Inn Express & Suites Manchester by IHG

Holiday Inn Express & Suites Manchester by IHG
Manchester

10/10 Exceptional

United States
Kelly
Holiday Inn Express & Suites Manchester by IHG
A two-story house with a front porch, stone steps, and two lion statues.
A spacious living room with hardwood flooring, a staircase, a white door with a decorative glass panel, and a cozy seating area with a sofa and a side table.
A wooden deck with a rocking chair and a white railing.
A bedroom with a wooden bed, a beige sofa, a ceiling fan, and a window with blinds.

Tolley House

Tolley House
Lynchburg

10/10 Exceptional

United States
Michael
Tolley House
A modern dining area with a mix of tables and bar seating, large windows, and a flat-screen TV on the wall.
A self-service snack and beverage station with various snacks, drinks, and a refrigerated section.
A Hampton Inn hotel with a modern facade, a covered entrance, and a parking lot.
A room with two patterned chairs, a small table, a cabinet, and large windows with a view of greenery and buildings.

Hampton Inn Kimball

Hampton Inn Kimball
Jasper

10/10 Exceptional

United States
Debra
Hampton Inn Kimball
A two-story house with a gabled roof, surrounded by a well-maintained garden with lavender plants.
A porch with two wooden chairs, a green door, and various decorations including antlers and a welcome sign.
A group of sheep grazing in a grassy area with a house in the background.
A dining area with a round table set for four, surrounded by ornate chairs. A wooden cabinet with dishes is visible in the background.

Mulberry Lavender Farm and B&B

Mulberry Lavender Farm and B&B
Mulberry

10/10 Exceptional

United States
Clarence
Mulberry Lavender Farm and B&B
Lobby
A hotel room with two beds, a desk, a television, and a mirror.
A parking lot with a restaurant named "La Fiesta Bar & Grill" with a green roof and colorful arches.
A spacious dining area with a high ceiling and recessed lighting, a kitchen area with a brick backsplash, and a large potted plant.

Quality Inn Tullahoma

Quality Inn Tullahoma
Tullahoma

10/10 Exceptional

United States
Mary M.
Quality Inn Tullahoma
A reception desk with wooden barrels, a computer, a clock, and a television on the wall.
A small room with a green curtain, a radiator, and two wooden tables with metal chairs.
A hotel room with a bed, a desk, a chair, a small table, and a TV.
A covered outdoor area with a planter, a building with windows, and a parking lot with vehicles.

Lynchburg Country Inn

Lynchburg Country Inn
Lynchburg

10/10 Exceptional

United States
Donald
Lynchburg Country Inn
A hotel room with a bed, a desk with a television, a microwave, and a mirror.
A Red Roof Inn with a two-story building, a parking lot, and a well-maintained lawn.
A bathroom with a granite countertop, a sink, a mirror, and a towel rack.
A Red Roof Inn lobby with stone wall, two red chairs, a small table, artwork, and a kitchenette with coffee makers.

Red Roof Inn Monteagle - I-24

Red Roof Inn Monteagle - I-24
Monteagle

10/10 Exceptional

United States
Robert
Red Roof Inn Monteagle - I-24
A hotel entrance with a stone facade, large glass doors, and a well-lit outdoor area with plants and seating.
A modern kitchen with a coffee machine, a sofa, and a dining area with chairs.
A modern interior with a sofa, a dining area, and a kitchen in the background.
A hotel lobby with a bar area, seating, and a view through a glass door.

Lx Hotel, SureStay Collection by Best Western

Lx Hotel, SureStay Collection by Best Western
Manchester

10/10 Exceptional

United States
Carole
Lx Hotel, SureStay Collection by Best Western
A modern laundry room with a table, chairs, and a washing machine.
A modern kitchen with a dishwasher, microwave, and refrigerator. There is a sink with a faucet, a countertop with a coffee maker, and a chair.
A hotel room with two single beds, a desk with a chair, a small table, a mirror, and a bathroom visible through an open door.
An outdoor patio area with a grill, seating, and a view of the trees.

LivSmart Studios by Hilton Tullahoma

LivSmart Studios by Hilton Tullahoma
Tullahoma

10/10 Exceptional

United States
melissa
LivSmart Studios by Hilton Tullahoma
A stone building with a covered patio area, stone pillars, and outdoor seating.
A dining area with round tables, chairs, and a fireplace.
A spacious lobby with a stone fireplace, wooden beams, and a chandelier.
An outdoor patio with stone walls, wooden tables, and chairs.

The Sewanee Inn

The Sewanee Inn
Sewanee

10/10 Exceptional

United States
Michelle
The Sewanee Inn
A hotel with a brick facade, a covered entrance, and a parking lot.
A hotel reception area with a counter, two green chairs, a refrigerator, and a wall-mounted display.
A swimming pool with a clear blue water, surrounded by chairs and a wheelchair.
A modern breakfast area with a counter displaying hot food, a bakery section, and a fruit station.

Holiday Inn Express Hotel & Suites Tullahoma by IHG

Holiday Inn Express Hotel & Suites Tullahoma by IHG
Tullahoma

10/10 Exceptional

United States
Penny
Holiday Inn Express Hotel & Suites Tullahoma by IHG

Frequently Asked Questions

What hotels do travelers like in Winchester?

Guests like Best Western Inn.

Where can I get free parking at my hotel in Winchester?

Best Western Inn offers the perk of free parking.

Can I book refundable hotels in Winchester?

If you want the flexibility to change your travel plans to Winchester, most accommodations provide refundable* rates you can book. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow down the results.

Where should I stay in Winchester if I want a reasonably priced accommodation?

Best Western Inn is an accommodation you might want to consider that'll save you money.

Where can I stay in Winchester if I want a vacation home instead of a traditional hotel?

If you're looking for a good alternative to a hotel, browse our selection of 114 vacation homes. You can also consider one of the 8 apartments or 10 cottages.

What will the weather in Winchester be like during my visit?

July and August are typically the warmest months in Winchester when the average temp is 74°F. January and February are the coldest months when the average temperature is 43°F. March and April are the months with the most rain.

Why should I book my Winchester hotel through Hotels.com?

There are lots of reasons to book your Winchester trip with us: our free cancellations on selected hotels* gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.