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Check availability on Winchester Romantic Hotels

Our top choices for Winchester romantic hotels

Outdoor dining

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

Amazing Tims Ford Lake Home - Built 2021 - Private covered dock - Hot Tub
Winchester
9.8 out of 10, Exceptional, (78 reviews)
"Private, beautiful setting"
United States
Jeremy L.
The price is ￥82,674
￥167,874 total
includes taxes & fees
Feb 20 - Feb 21
Amazing Tims Ford Lake Home - Built 2021 - Private covered dock - Hot Tub
Property entrance

The Smokehouse Lodge and Cabins

The Smokehouse Lodge and Cabins
3.0 star property
Monteagle
8.6 out of 10, Excellent, (1,162 reviews)
"Very clean and the staff was friendly."
United States
William
The price is ￥7,201
￥8,263 total
includes taxes & fees
Feb 22 - Feb 23
The Smokehouse Lodge and Cabins
Free daily full breakfast

Hampton Inn Kimball

Hampton Inn Kimball
2.5 star property
Jasper
9.0 out of 10, Wonderful, (649 reviews)
"Easy parking, close to highway yet still quiet. Friendly staff and clean rooms "
United States
Fiona
The price is ￥18,706
￥21,466 total
includes taxes & fees
Feb 23 - Feb 24
Hampton Inn Kimball
Exterior

The Sewanee Inn

The Sewanee Inn
4.0 star property
Sewanee
9.8 out of 10, Exceptional, (398 reviews)
"Very clean room, quaint town, friendly staff. Food was very good also at restaurant. Would stay again and recommend"
United States
Jill
The price is ￥37,477
￥43,567 total
includes taxes & fees
Mar 2 - Mar 3
The Sewanee Inn
Free WiFi, bed sheets

Sasquatch Farm

Sasquatch Farm
3.0 star property
South Pittsburg
8.0 out of 10, Very Good, (2 reviews)
"loved the place and area, only issue was it did seem like it wasn’t properly cleaned before we arrived and found someone’s socks under the pull out couch. But overall everything else was great! "
United States
Mayumi
The price is ￥14,353
￥16,470 total
includes taxes & fees
Feb 20 - Feb 21
Sasquatch Farm
Outdoor dining

A very rustic converted pole barn unique cozy cabin

A very rustic converted pole barn unique cozy cabin
Estill Springs
10.0 out of 10, Exceptional, (149 reviews)
"Relaxing get away...quiet and peaceful you cant get any better than that for a vacation"
United States
Cheryl W.
The price is ￥14,545
￥24,420 total
includes taxes & fees
Feb 22 - Feb 23
A very rustic converted pole barn unique cozy cabin
Property grounds

Shore Beats Work at The Retreat at Water's Edge

Shore Beats Work at The Retreat at Water's Edge
Tracy City
9.6 out of 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
Paul W.
The price is ￥15,579
￥47,052 total
includes taxes & fees
Mar 2 - Mar 3
Shore Beats Work at The Retreat at Water's Edge
Exterior

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

Cozy Cottage at Lavender Farm near Jack Daniel's Distillery, with breakfast
Mulberry
10.0 out of 10, Exceptional, (44 reviews)
"Beautiful property and wonderful proprietors."
United States
Dawn K.
The price is ￥26,793
￥43,884 total
includes taxes & fees
Feb 20 - Feb 21
Cozy Cottage at Lavender Farm near Jack Daniel's Distillery, with breakfast
Interior

Cozy Cottage at The Retreat at Deer Lick Falls

Cozy Cottage at The Retreat at Deer Lick Falls
Monteagle
10.0 out of 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
Danny D.
The price is ￥14,606
￥44,225 total
includes taxes & fees
Mar 1 - Mar 2
Cozy Cottage at The Retreat at Deer Lick Falls
Smart TV, fireplace, DVD player

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

3 miles to Jack Daniels Distillery, 5 miles to Lost Creek Boat ramp
Lynchburg
10.0 out of 10, Exceptional, (269 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
Steve S.
The price is ￥26,869
￥43,281 total
includes taxes & fees
Feb 23 - Feb 24
3 miles to Jack Daniels Distillery, 5 miles to Lost Creek Boat ramp
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

The Smokehouse Lodge and Cabins

The Smokehouse Lodge and Cabins

10/10 Excellent
"Everything was great "
Ana Lucia 2-night trip
Posted 5 days ago
The Smokehouse Lodge and Cabins
Best Western Inn

Best Western Inn

10/10 Excellent
"Clean room. Quiet - no fans unkess I turned it on. Convenient parking and ice close to rokm. "
Phyllis Anne 1-night trip
Posted 2 months ago
Best Western Inn

Frequently asked questions

Searching for romantic hotels in Winchester?
Are you in need of a romantic getaway? You might consider checking out some of the nearby sights and attractions such as Twin Creeks Marina, Tim's Ford Marina, or Tims Ford State Park. If you'd like to stay close to a particular destination, you can sort by neighborhood or distance to top landmarks, so you'll be able to see everything on your list.
When is the best time of year for a romantic getaway to Winchester?
If you're looking forward to lots of outings with your partner, check out these details about year-round temperatures 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 is there to do in Winchester?
There's nothing better than seeing a new place with your sweetheart, so consider taking time to discover all that Winchester has to offer. A visit to Twin Creeks Marina, Tim's Ford Marina, or Tims Ford State Park might be just the ticket when you're checking out the sights.
What's the best way to get to Winchester and around town during my romantic getaway?
This information about transportation options in Winchester might help your romantic trip go off without a hitch: The closest major airport is Chattanooga Metropolitan Airport (CHA), located 52.8 mi (85 km) from the city center. If you'd like to venture out around the area, you may want a rental car for your journey.

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