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Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Featured Farmstay in Winchester and around

New 2-bedroom farmhouse on 23 acres of pasture, part of a working horse farm.
Exterior

New 2-bedroom farmhouse on 23 acres of pasture, part of a working horse farm.

2.0 star property
10.0 out of 10, Exceptional, (23)
"gorgeous location and property"
New 2-bedroom farmhouse on 23 acres of pasture, part of a working horse farm.
Scenic Stillwater Retreat in rural KY Horse Country, WiFi/AC, Fishing/Canoeing
Exterior

Scenic Stillwater Retreat in rural KY Horse Country, WiFi/AC, Fishing/Canoeing

2.0 star property
9.8 out of 10, Exceptional, (9)
"The Owner was very responsive and accommodating. The home was clean, well stocked, and provided a very relaxing getaway."
Scenic Stillwater Retreat in rural KY Horse Country, WiFi/AC, Fishing/Canoeing
The Barn at Deva's Farm: Haute Blue Grass - Chill Retreat in the countryside
Golf

The Barn at Deva's Farm: Haute Blue Grass - Chill Retreat in the countryside

10.0 out of 10, Exceptional, (244)
"This property is so peaceful and fun. We enjoyed the sounds of spring birds and the occasional cow. The barn is so well designed and has anything you might need during your stay. We loved it."
The Barn at Deva's Farm: Haute Blue Grass - Chill Retreat in the countryside
Beautiful 4-bedroom farmhouse in Lexington. Huge living room/kitchen.
Exterior

Beautiful 4-bedroom farmhouse in Lexington. Huge living room/kitchen.

9.4 out of 10, Exceptional, (3)
"Was beautiful surroundings, fast check in with our own gate code. Layout was very nice with our group just wish we could have stayed longer. Will keep this on our list for future stays. "
Beautiful 4-bedroom farmhouse in Lexington. Huge living room/kitchen.
Renovated train station on thoroughbred horse farm.
Fridge, microwave, oven, stovetop

Renovated train station on thoroughbred horse farm.

10.0 out of 10, Exceptional, (139)
"Excellent- comfortable, clean, well appointed and beautiful grounds. "
Renovated train station on thoroughbred horse farm.
Franklin Ridge Farms Winchester ; Lexington 20 min. & Stanton 15min.
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Franklin Ridge Farms Winchester ; Lexington 20 min. & Stanton 15min.

10.0 out of 10, Exceptional, (35)
"Beautiful location and great service. The owner was very responsive and provided great value for the stay."
The price is €288
includes taxes & fees
13 Aug - 14 Aug
Franklin Ridge Farms Winchester ; Lexington 20 min. & Stanton 15min.
Charming 3-bedroom farmhouse with Hot Tub, WiFi and Fire Pit. Close to RRG
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Charming 3-bedroom farmhouse with Hot Tub, WiFi and Fire Pit. Close to RRG

10.0 out of 10, Exceptional, (3)
"We loved this place and the surrounding area"
Charming 3-bedroom farmhouse with Hot Tub, WiFi and Fire Pit. Close to RRG
Historical 4-bedroom farmhouse in serene Sharpsburg with AC.
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Historical 4-bedroom farmhouse in serene Sharpsburg with AC.

2.0 star property
8.0 out of 10, Very good, (1)
"Very clean, quiet and peaceful. A few "blips" but all was handled well. Also...the TP situation should be explained ahead of time. "
Historical 4-bedroom farmhouse in serene Sharpsburg with AC.
10 Minutes from Hiking & Natural Bridge State Park
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10 Minutes from Hiking & Natural Bridge State Park

10.0 out of 10, Exceptional, (3)
"Theresa was an excellent hostess, she added thoughtful touches to the home. We felt very comfortable there. I messaged her several times and she was always friendly, helpful and quick to respond. I'd recommended staying at the farmhouse to anyone. "
10 Minutes from Hiking & Natural Bridge State Park
World Class Horse Farm Minutes To Keeneland, Bluegrass Airport, Bourbon Trail
Outdoor dining

World Class Horse Farm Minutes To Keeneland, Bluegrass Airport, Bourbon Trail

9.8 out of 10, Exceptional, (94)
"Second visit excellent experience unique"
World Class Horse Farm Minutes To Keeneland, Bluegrass Airport, Bourbon Trail
Cozy farmhouse family friendly with fire pit and grill, within hour to Keeneland
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Cozy farmhouse family friendly with fire pit and grill, within hour to Keeneland

10.0 out of 10, Exceptional, (18)
"Such a peaceful, cozy place to stay. "
The price is €279
includes taxes & fees
20 Aug - 21 Aug
Cozy farmhouse family friendly with fire pit and grill, within hour to Keeneland
Charming Farmhouse on working Red Haven Farm
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Charming Farmhouse on working Red Haven Farm

10.0 out of 10, Exceptional, (8)
"Spacious farm house with plenty of room for a large gathering. The animals and property were beautiful."
Charming Farmhouse on working Red Haven Farm
Tranquil morning horizons watching the horses graze in your own private space.
Exterior

Tranquil morning horizons watching the horses graze in your own private space.

9.8 out of 10, Exceptional, (28)
"Beautiful place to stay."
Tranquil morning horizons watching the horses graze in your own private space.
Cane Manor at KY Horse Park
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Cane Manor at KY Horse Park

2.0 star property
Cane Manor at KY Horse Park
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 Manchester

The Manchester

10/10 Excellent
"I have never stayed at a better hotel. From the valet guys to the front desk to the people that brought us ice. This was the most incredible stay. Made my wedding weekend all the better. Thank you all and your amazing staff!"
Amanda Steele 1-night trip
Posted 1 day ago
The Manchester