Woodford County Vacations & Trips from $332
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The Latest Woodford County Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Regina's Country Livin'
$332
per person
Dec 11 - Dec 14
found 12 hours ago
Roundtrip flight included
Miami (MIA) to Louisville (SDF)
9.6/10 Exceptional! (14 reviews)
If I am ever doing something between Louisville and Lexington, I will be visiting Regina. This house was well-designed as a true BNB with excellent access/security, thoughtful decor, and an extremely welcoming atmosphere. The reviews praising the breakfast are true - but don't just go for the biscuits and gravy, go for the full experience.
Reviewed on Sep 28, 2026
Pillow and Paddock B&B
$721
per person
Dec 11 - Dec 14
found 9 hours ago
Roundtrip flight included
Miami (MIA) to Louisville (SDF)
10/10 Exceptional! (52 reviews)
Courteous staff and the room was outstanding. It was our second stay at the inn. Everything is first class. We highly recommend it.
Reviewed on Dec 22, 2025
Find the Best Woodford County Vacation Packages
Woodford County Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Blue Grass Airport (LEX) |
Woodford County Hotel Deals
The Kentucky Castle
230 Pisgah Pike Versailles KY
$173 nightly
$191 total
Nov 11 - Nov 12
Total with taxes and fees
8.2/10 Very Good! (31 reviews)
"Very unique property and restaurant is delicious as well and portions were definitely more than we expected. The corner tower room we stayed in was impressive. It was definitely worth the side quest stop to stay here as our halfway point to Tennessee. If you’re looking for a unique place to stay ..."
Reviewed on Sep 19, 2026
GuestHouse Lexington
2261 Elkhorn Road Lexington KY
Fully refundable
$64 nightly
$74 total
Oct 21 - Oct 22
Total with taxes and fees
21c Museum Hotel Lexington
167 West Main Street Lexington KY
Fully refundableReserve now, pay when you stay
$165 nightly
$191 total
Nov 8 - Nov 9
Total with taxes and fees
8.8/10 Excellent! (1,005 reviews)
"The hotel is very nice. We had a room on the top floor with a view out the NW facing the visitor center. The room was clean and ready. The bathroom was really nice, and well laid out. The bar is still not open so don’t go by the pictures in the listing, but it wasn’t why we picked this hotel anyway. ..."
Reviewed on Oct 17, 2026
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.
Stay near popular Woodford County attractions
Photo by Ann Sair
Woodford Reserve Distillery
9.4/10 (197 reviews)
You can take time to visit Woodford Reserve Distillery during your travels to Frankfort. You can seek out the area's horseback riding and hiking trails.
Blue Grass Railroad Museum
10.0/10 (3 reviews)
You can spend time studying the exhibits at Blue Grass Railroad Museum during your travels in Versailles. While in this family-friendly area, you can savor the top-notch restaurants.
Castle & Key Distillery
9.2/10 (34 reviews)
You can take time to visit Castle & Key Distillery during your travels to Frankfort. You can seek out the hiking trails while in the area.
Equus Run Vineyard & Winery
8.0/10 (1 review)
You can enjoy a tasting or tour at Equus Run Vineyard & Winery during your travels to Midway. Attend a sporting event or simply enjoy the lively bars while you're in the area.
The Labyrinth
Enjoy an outing to The Labyrinth during your stay in Versailles. Discover the area's countryside and churches.
The Woodford Theatre
10.0/10 (2 reviews)
You can enjoy a show at The Woodford Theatre on your trip to Versailles. While in this family-friendly area, you can savor the top-notch restaurants.
Jack Jouett House Historic Site
10.0/10 (1 review)
You can spend time browsing the exhibits at Jack Jouett House Historic Site during your trip to Versailles. While in this family-friendly area, you can enjoy the restaurants.
Prodigy Vineyards & Winery
8.6/10 (30 reviews)
You can enjoy a tasting or tour at Prodigy Vineyards & Winery during your travels to Frankfort. You can seek out the area's horseback riding and hiking trails.
What to do in Woodford County
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
