Best B&B Winchester
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Guest favorite
Chez Lyndon Manor
- In-room breakfast
- Free parking
- Air conditioning
- Flat-screen TV
- Luggage storage
- Sun terrace
Situated about 25 minutes on foot from the University of Kentucky Art Museum, the comfortable 4-star Chez Lyndon Manor Bed & Breakfast Lexington features Wi-Fi throughout the property and secure parking on site. This Lexington bed & breakfast, nestled near the entertainment district of Lexington, provides guests with 2 outdoor tennis courts.
While staying at the Chez Lyndon Manor Bed & Breakfast, guests can choose from dining options nearby, such as Al's Bar, located merely 600 metres away, or Arcadium Bar at an 8-minute walking distance.
Chez Lyndon Manor
- In-room breakfast
- Free parking
- Air conditioning
- Flat-screen TV
- Luggage storage
- Sun terrace
Chez Lyndon Manor
Situated about 25 minutes on foot from the University of Kentucky Art Museum, the comfortable 4-star Chez Lyndon Manor Bed & Breakfast Lexington features Wi-Fi throughout the property and secure parking on site. This Lexington bed & breakfast, nestled near the entertainment district of Lexington, provides guests with 2 outdoor tennis courts.
While staying at the Chez Lyndon Manor Bed & Breakfast, guests can choose from dining options nearby, such as Al's Bar, located merely 600 metres away, or Arcadium Bar at an 8-minute walking distance.
Downtown Winchester Bed and Breakfast
Charred Oaks Inn
- In-room breakfast
- Free parking
- 24-hour reception
- Air conditioning
- Live entertainment
- Terrace
Situated just 6 minutes' stroll from Solaris Art Gallery, the 4-star Charred Oaks Inn Versailles features Wi-Fi in public areas and a car park on site.
The restaurant Wilson's Pool Room is in close proximity to Charred Oaks Inn.
Charred Oaks Inn
- In-room breakfast
- Free parking
- 24-hour reception
- Air conditioning
- Live entertainment
- Terrace
Charred Oaks Inn
Situated just 6 minutes' stroll from Solaris Art Gallery, the 4-star Charred Oaks Inn Versailles features Wi-Fi in public areas and a car park on site.
The restaurant Wilson's Pool Room is in close proximity to Charred Oaks Inn.
Romantic Bed and Breakfast in Winchester
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Great deal
The Denny House
- In-room breakfast
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Sun terrace
Conveniently located around 4 km from King Tabernacle, the comfortable The Denny House Bed & Breakfast Paint Lick features rooms with views of the garden. Wi-Fi is available in public areas and secured parking is provided on site too.
There is a restaurant for guests to enjoy their meal. The coffee bar is ideal for a relaxing drink.
The Denny House
- In-room breakfast
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Sun terrace
The Denny House
Conveniently located around 4 km from King Tabernacle, the comfortable The Denny House Bed & Breakfast Paint Lick features rooms with views of the garden. Wi-Fi is available in public areas and secured parking is provided on site too.
There is a restaurant for guests to enjoy their meal. The coffee bar is ideal for a relaxing drink.
Cheap Bed And Breakfast Winchester
Rabbit Creek Bed & Breakfast
- In-room breakfast
- Free parking
- VIP check-in/ -out
- Air conditioning
- Golf centre
- Outdoor swimming pool
Featuring a private pool, the 3-star Rabbit Creek Bed & Breakfast Versailles is 4.8 km from the Wild Turkey Distillery. The bed & breakfast offers a sundeck and a golf course as well as air-conditioned rooms with views of the pool.
Rabbit Creek Bed & Breakfast
- In-room breakfast
- Free parking
- VIP check-in/ -out
- Air conditioning
- Golf centre
- Outdoor swimming pool
Rabbit Creek Bed & Breakfast
Featuring a private pool, the 3-star Rabbit Creek Bed & Breakfast Versailles is 4.8 km from the Wild Turkey Distillery. The bed & breakfast offers a sundeck and a golf course as well as air-conditioned rooms with views of the pool.
Are you in a hurry?
Here is a quick list of Bed and Breakfast in Winchester, selected based on their rating
| Name of hotel | Accommodation Rating | Price, $ | |
| Chez Lyndon Manor |
9.8 / 10 (66 Reviews) |
From 263$ | |
| Charred Oaks Inn |
10.0 / 10 (1 Reviews) |
From 369$ | |
| The Denny House |
9.1 / 10 (30 Reviews) |
From 165$ | |
| Rabbit Creek Bed & Breakfast |
9.0 / 10 (30 Reviews) |
From 230$ |
Frequently Asked Questions
Which historic bed and breakfasts in Lexington are near downtown attractions?
Lyndon House Bed & Breakfast and Charred Oaks Inn are downtown hotels that reflect Lexington's Victorian charm. They put you close to local culture and historic landmarks.
Explore nearby spaces like Rupp Arena and Lexington Convention Center on foot to fully immerse in the city's charm.
What romantic bed and breakfasts in Versailles are near Keeneland Racetrack?
Charred Oaks Inn and Rabbit Creek Bed & Breakfast offer romantic settings with proximity to Keeneland Racetrack, making them perfect for couples.
Visit Keeneland on a weekday morning for a quieter experience and better chances to see the horses up close.
Which bed and breakfasts in Kentucky offer amazing breakfast options?
All beds and breakfasts typically provide distinctive breakfast experiences. Rabbit Creek Bed & Breakfast serves an all-you-can-eat country breakfast, while Charred Oaks Inn offers gourmet, made-to-order choices.
Enjoy breakfast at Rabbit Creek's outdoor patio when weather permits to savor the scenic views.
Are there boutique bed and breakfasts with unique experiences in Paint Lick?
The Denny House offers a boutique experience with unique local history and on-site brewery, making it a distinctive getaway.
Join an on-site brewery tour to learn about locally crafted beers and enjoy fresh brews right where you stay.
What unique cultural activities can I experience near my bed and breakfast in Lexington?
Staying at Lyndon House Bed & Breakfast lets you easily access local art galleries and workshops. Explore Kentucky's rich storytelling and art scene nearby.
Schedule a visit to the Kentucky Museum of Art and Craft for special exhibitions that reflect local culture, usually held on weekdays for less crowd.
Are there secluded bed and breakfasts for relaxation in Versailles?
Rabbit Creek Bed & Breakfast offers a serene country setting, surrounded by horse farms and nature, ideal for unwinding away from the city bustle.
Visit the nearby Mammoth Cave National Park on a weekday for fewer visitors and a more tranquil hiking experience.
Which pet-friendly bed and breakfasts in Kentucky welcome dogs?
Charred Oaks Inn and Lyndon House Bed & Breakfast are both pet-friendly options, accommodating you and your furry friend during your stay.
Bring your dog's essentials and enjoy the outdoor spaces, as morning walks in local parks are best before 9am to avoid crowds.
What unique events should I consider while staying in Lexington?
The Lexington Kentucky Horse Park hosts various events throughout the year, including horse shows and exhibitions, making it a must-see during your visit.
Check the event calendar for seasonal events like the International Horse Show, which usually occurs in spring for a thrilling experience.
What are the best local dining options while staying at bed and breakfasts?
Local eateries like the Grey Goose in Lexington and the Versailles Old Capital Restaurant offer delicious farm-to-table dining experiences.
Visit the Grey Goose after 7pm for quieter dining, while enjoying their fixed menus that change nightly.
How can I enjoy outdoor activities while staying near Paint Lick?
Staying at The Denny House allows easy access to hiking trails and parks in the area, perfect for outdoor enthusiasts.
Plan to visit Paint Lick County Park before noon on weekends for a quieter hiking experience and ample parking.