Title: Book the Best ROMANTIC Hotels in Winchester, TN from CA $218  - Winchester Romantic Getaways | Expedia.ca

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![High resolution aerial view panorama of lakefront homes, boat docks and beautiful autumn colorful foliage on Tims Ford Lake in Winchester Tennessee USA.](https://images.trvl-media.com/place/177515/c6b76f6b-4f1e-4d6f-ab58-14153246d2cd.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/177515/c6b76f6b-4f1e-4d6f-ab58-14153246d2cd.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check availability on Winchester Romantic Hotels

Tonight

[Mar 16 - Mar 17](https://www.expedia.ca/Hotel-Search?regionId=177515&startDate=2026-03-16&endDate=2026-03-17&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic)

Tomorrow

[Mar 17 - Mar 18](https://www.expedia.ca/Hotel-Search?regionId=177515&startDate=2026-03-17&endDate=2026-03-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic)

This weekend

[Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=177515&startDate=2026-03-20&endDate=2026-03-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic)

Next weekend

[Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=177515&startDate=2026-03-27&endDate=2026-03-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic)

## Our top choices for Winchester romantic hotels

![Outdoor dining](https://images.trvl-media.com/lodging/62000000/61470000/61465300/61465224/7f76a506.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/62000000/61470000/61465300/61465224/47f972c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/62000000/61470000/61465300/61465224/9e723b09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, DVD player, foosball](https://images.trvl-media.com/lodging/62000000/61470000/61465300/61465224/0938507d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Amazing Tims Ford Lake Home - Built 2021 - Private covered dock - Hot Tub

[](https://www.expedia.ca/Winchester-Hotels-Amazing-Tims-Ford-Lake-Home-Built-2021-Private-Covered-Dock-Hot-Tub.h61465224.Hotel-Information)

Winchester

9.8/10

Exceptional

(78 reviews)

"Private, beautiful setting"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jeremy L.

CA $739

CA $1,501 total

includes taxes & fees

Mar 30 - Mar 31

[](https://www.expedia.ca/Winchester-Hotels-Amazing-Tims-Ford-Lake-Home-Built-2021-Private-Covered-Dock-Hot-Tub.h61465224.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/60000000/59900000/59898700/59898638/0a77e852.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/60000000/59900000/59898700/59898638/e05cf4ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/60000000/59900000/59898700/59898638/7b37187f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/60000000/59900000/59898700/59898638/1b00582a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Calming Cabin: Rest & Relaxation | Peaceful Getaway | Near Area Activities

[](https://www.expedia.ca/Monteagle-Hotels-Calming-Cabin-Comfy.h59898638.Hotel-Information)

Tracy City

10/10

Exceptional

(62 reviews)

"Property was very private, comfortable seating, bed and bedding, well stocked kitchen and bathroom. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Margie R.

[](https://www.expedia.ca/Monteagle-Hotels-Calming-Cabin-Comfy.h59898638.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/30000000/29490000/29482500/29482406/e0c99116.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/30000000/29490000/29482500/29482406/bf11bc4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/30000000/29490000/29482500/29482406/d2e28ee7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/30000000/29490000/29482500/29482406/33a79d7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### A very rustic converted pole barn unique cozy cabin 

[](https://www.expedia.ca/Estill-Springs-Hotels-Our-Unique-Cozy-Cabin.h29482406.Hotel-Information)

Estill Springs

10/10

Exceptional

(149 reviews)

"Relaxing get away...quiet and peaceful you cant get any better than that for a vacation"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Cheryl W.

CA $130

CA $218 total

includes taxes & fees

Mar 30 - Mar 31

[](https://www.expedia.ca/Estill-Springs-Hotels-Our-Unique-Cozy-Cabin.h29482406.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/19000000/18800000/18790500/18790418/5da0f287.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/19000000/18800000/18790500/18790418/0ee94276.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/19000000/18800000/18790500/18790418/ab9f588d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, coffee/tea maker, electric kettle, cookware/dishes/utensils](https://images.trvl-media.com/lodging/19000000/18800000/18790500/18790418/2f1e8360.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Cottage at Lavender Farm near Jack Daniel's Distillery, with breakfast

[](https://www.expedia.ca/Mulberry-Hotels-Cozy-Cottage-At-Lavender-Farm-Near-Jack-Daniels-Distillery.h18790418.Hotel-Information)

Mulberry

10/10

Exceptional

(44 reviews)

"Beautiful property and wonderful proprietors."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Dawn K.

CA $240

CA $394 total

includes taxes & fees

Mar 30 - Mar 31

[](https://www.expedia.ca/Mulberry-Hotels-Cozy-Cottage-At-Lavender-Farm-Near-Jack-Daniels-Distillery.h18790418.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/65000000/64110000/64107500/64107468/fde152e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/65000000/64110000/64107500/64107468/37a9c2c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/65000000/64110000/64107500/64107468/f6f30ea7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/65000000/64110000/64107500/64107468/2f8809de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hillside Haven at The Retreat at Water's Edge

[](https://www.expedia.ca/Tracy-City-Hotels-Hillside-Haven-At-The-Retreat-At-Waters-Edge.h64107468.Hotel-Information)

Tracy City

10/10

Exceptional

(32 reviews)

"We absolutely loved this location. It had everything we were looking for to relax and unwind."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Alicia S.

CA $189

CA $575 total

includes taxes & fees

Apr 13 - Apr 14

[](https://www.expedia.ca/Tracy-City-Hotels-Hillside-Haven-At-The-Retreat-At-Waters-Edge.h64107468.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/75000000/74600000/74599700/74599620/2b01cefe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/75000000/74600000/74599700/74599620/3ab65188.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/75000000/74600000/74599700/74599620/1c3da235.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74600000/74599700/74599620/baba2762.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Petite Retreat at The Retreat at Water's Edge

[](https://www.expedia.ca/Tracy-City-Hotels-Petite-Retreat-At-The-Retreat-At-Waters-Edge.h74599620.Hotel-Information)

Tracy City

9.6/10

Exceptional

(24 reviews)

"Very nice and clean. Really cozy and relaxing. Host very nice and accommodating!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Bryan H.

CA $138

CA $474 total

includes taxes & fees

Apr 13 - Apr 14

[](https://www.expedia.ca/Tracy-City-Hotels-Petite-Retreat-At-The-Retreat-At-Waters-Edge.h74599620.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/65000000/64110000/64107500/64107466/b2843a7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/65000000/64110000/64107500/64107466/57bdc8ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/65000000/64110000/64107500/64107466/8ae4c6d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/65000000/64110000/64107500/64107466/7b191bbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Cottage at The Retreat at Deer Lick Falls

[](https://www.expedia.ca/Monteagle-Hotels-Cozy-Cottage-At-The-Retreat-At-Deer-Lick-Falls.h64107466.Hotel-Information)

Monteagle

10/10

Exceptional

(17 reviews)

"The property was well maintained. We had a very relaxing and peaceful stay. Will make plans to stay here again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Danny D.

CA $131

CA $450 total

includes taxes & fees

Mar 23 - Mar 24

[](https://www.expedia.ca/Monteagle-Hotels-Cozy-Cottage-At-The-Retreat-At-Deer-Lick-Falls.h64107466.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/73000000/72290000/72284500/72284494/fc7046cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/73000000/72290000/72284500/72284494/4a60ba37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/73000000/72290000/72284500/72284494/cdbefc0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/73000000/72290000/72284500/72284494/41563219.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lakeview Oasis at The Retreat at Water's Edge

[](https://www.expedia.ca/Tracy-City-Hotels-Lakeview-Oasis-At-The-Retreat-At-Waters-Edge.h72284494.Hotel-Information)

Tracy City

9.4/10

Exceptional

(16 reviews)

"The home and the area were great ! Would love to stay again when we have more than one night ! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Robin M.

CA $138

CA $475 total

includes taxes & fees

Mar 22 - Mar 23

[](https://www.expedia.ca/Tracy-City-Hotels-Lakeview-Oasis-At-The-Retreat-At-Waters-Edge.h72284494.Hotel-Information)

![Smart TV, fireplace, DVD player](https://images.trvl-media.com/lodging/34000000/33940000/33939300/33939217/14c8d024.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33940000/33939300/33939217/8d3385de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/33940000/33939300/33939217/fbf02d14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33940000/33939300/33939217/f3ef51f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

###  3 miles to Jack Daniels Distillery, 5 miles to Lost Creek Boat ramp

[](https://www.expedia.ca/Lynchburg-Hotels-3-Miles-To-Jack-Daniels-Distillery.h33939217.Hotel-Information)

Lynchburg

10/10

Exceptional

(270 reviews)

"Our stay was perfect! Very close to the jack daniel's distillery, very cozy and clean inside would definitely stay here again if i come back to the area!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Steve S.

CA $240

CA $390 total

includes taxes & fees

Mar 30 - Mar 31

[](https://www.expedia.ca/Lynchburg-Hotels-3-Miles-To-Jack-Daniels-Distillery.h33939217.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/73000000/72290000/72284600/72284515/e0a9d38a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/73000000/72290000/72284600/72284515/7e338439.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/73000000/72290000/72284600/72284515/98991b56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/73000000/72290000/72284600/72284515/b467df0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Shore Beats Work at The Retreat at Water's Edge

[](https://www.expedia.ca/Tracy-City-Hotels-Shore-Beats-Work-At-The-Retreat-At-Waters-Edge.h72284515.Hotel-Information)

Tracy City

9.6/10

Exceptional

(9 reviews)

"A beautiful , charming area with lovely homes In the community. It makes for a nice vacation or retreat. The insides of the Holmes are cozy and efficient"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Paul W.

CA $147

CA $489 total

includes taxes & fees

Apr 6 - Apr 7

[](https://www.expedia.ca/Tracy-City-Hotels-Shore-Beats-Work-At-The-Retreat-At-Waters-Edge.h72284515.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-03-31&endDate=2026-04-01&regionId=177515&adults=2&travelerType=romantic&sort=RECOMMENDED&openPlayBack=true)

## Top Winchester Hotel Reviews

![The Smokehouse Lodge and Cabins](https://images.trvl-media.com/lodging/1000000/580000/574500/574462/aee2f9a7_y.jpg)

### The Smokehouse Lodge and Cabins

4/10 Poor

"Pool was black from winter. Owner was a jerk. Parked in an unloading spot, with signs for unloading, he demanded we move "right now". Car covered in tarp was blocking the actual unloading parking spot."

[](https://expedia.ca/Tullahoma-Hotels-The-Smokehouse-Lodge-And-Cabins.h574462.Hotel-Information)

![Best Western Inn](https://images.trvl-media.com/lodging/1000000/520000/517600/517564/1e35560b_y.jpg)

### Best Western Inn

10/10 Excellent

"Good"

[](https://expedia.ca/Tullahoma-Hotels-Best-Western-Inn.h517564.Hotel-Information)

## Frequently asked questions

### Searching for romantic hotels in Winchester?

### When is the best time of year for a romantic getaway to Winchester?

### What is there to do in Winchester?

### What's the best way to get to Winchester and around town during my romantic getaway?

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