Search Deals onLake Cumberland Winery Vacation Packages
Lake Cumberland Winery Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Days Inn by Wyndham Louisville Airport Fair and Expo Center
Price was $469, price is now $426 per person
$426
per person
Oct 5 - Oct 10
found 21 hours ago
Roundtrip flight included
Chicago (CHI) to Louisville (SDF)
Book a stay at this business-friendly motel in Louisville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Louisville Mega Cavern and Kentucky Kingdom are located nearby.
Regina's Country Livin'
Price was $577, price is now $478 per person
$478
per person
Oct 8 - Oct 12
found 1 hour ago
Roundtrip flight included
Chicago (ORD) to Louisville (SDF)
Stay at this 3-star B&B in Finchville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Talon Winery and Jeptha Creed Distillery are located nearby.
Hancock House
Price was $751, price is now $647 per person
$647
per person
Oct 8 - Oct 12
found 1 hour ago
Roundtrip flight included
Chicago (ORD) to Louisville (SDF)
Stay at this 3-star aparthotel in Louisville. Enjoy free WiFi, free parking, and rainfall showerheads. Popular attractions Whiskey Row and KFC Yum Center are located nearby.
Days Inn & Suites by Wyndham Louisville SW
Price was $674, price is now $590 per person
$590
per person
Oct 8 - Oct 12
found 1 hour ago
Roundtrip flight included
Chicago (ORD) to Louisville (SDF)
Book a stay at this business-friendly hotel in Louisville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Churchill Downs and L&N Federal Credit Union Stadium are located nearby.
Wingate by Wyndham Louisville East
Price was $843, price is now $738 per person
$738
per person
Oct 5 - Oct 10
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Louisville (SDF)
Book a stay at this business-friendly hotel in Louisville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Skyview Park and Stonefield Square Shopping Center are located nearby.
Motel 6 Louisville, KY - Airport - Fair Expo
Price was $495, price is now $437 per person
$437
per person
Oct 5 - Oct 10
found 21 hours ago
Roundtrip flight included
Chicago (CHI) to Louisville (SDF)
Stay at this motel in Louisville. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Louisville Mega Cavern and Kentucky Kingdom are located nearby.
Hawthorn Suites by Wyndham Louisville East
Price was $789, price is now $699 per person
$699
per person
Oct 5 - Oct 10
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Louisville (SDF)
Stay at this 3-star business-friendly hotel in Louisville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Louisville Zoo and Louisville Mega Cavern are located nearby.
La Quinta Inn & Suites by Wyndham Louisville East
Price was $786, price is now $697 per person
$697
per person
Oct 5 - Oct 10
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Louisville (SDF)
Stay at this 3-star business-friendly hotel in Louisville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Stonefield Square Shopping Center and Jeffersontown Commons Shopping Center are located nearby.
Microtel Inn by Wyndham Louisville East
Price was $669, price is now $605 per person
$605
per person
Oct 5 - Oct 10
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Louisville (SDF)
Book a stay at this business-friendly hotel in Louisville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Jeffersontown Commons Shopping Center and Hunnington Place Shopping Center are located nearby.
Baymont by Wyndham Louisville Airport South
Price was $616, price is now $558 per person
$558
per person
Oct 5 - Oct 10
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Louisville (SDF)
Book a stay at this business-friendly hotel in Louisville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Louisville Mega Cavern and Kentucky Kingdom are located nearby.
Super 8 by Wyndham Shepherdsville / Louisville South I65
Price was $521, price is now $472 per person
$472
per person
Oct 5 - Oct 10
found 13 hours ago
Roundtrip flight included
Chicago (CHI) to Louisville (SDF)
Book a stay at this business-friendly motel in Shepherdsville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Kart Kountry and Awesome Flea Market are located nearby.
La Quinta Inn & Suites by Wyndham Louisville NE/Old Henry Rd
Price was $784, price is now $713 per person
$713
per person
Oct 5 - Oct 10
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Louisville (SDF)
Stay at this 3-star business-friendly hotel in Louisville. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Valhalla Golf Club and Eastgate Shopping Center are located nearby.
3-4 Night Vacations in Lake Cumberland Winery
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in Lake Cumberland Winery
Price found within the past 48 hours. Click for updated prices.
Lake Cumberland Winery Last Minute Hotel Deals
Best Western Lake Cumberland Inn
2030 E Highway 90, Monticello, KY
Book a stay at this business-friendly hotel in Monticello. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Laker Inn
990 Maple St, Russell Springs, KY
Stay at this hotel in Russell Springs. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Lake Cumberland Marina and Wolf Creek Recreation ...
Lake Cumberland State Resort Park
5465 State Park Rd, Jamestown, KY
Stay at this 3-star family-friendly holiday park in Jamestown. Enjoy free WiFi, free parking, and a marina. Our guests praise the helpful staff in our reviews. ...
Red Roof Inn Somerset, KY
1201 S Highway 27, Somerset, KY
Book a stay at this business-friendly hotel in Somerset. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean ...
Timber Pointe Resort
2671 Kentucky 92, Jamestown, KY
Stay at this hotel in Jamestown. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Jamestown Marina and Lake Cumberland State Resort Park ...
Comfort Inn Somerset
82 Jolin Dr, Somerset, KY
Book a stay at this business-friendly hotel in Somerset. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Holiday Inn Express & Suites Somerset Central by IHG
50 Stevie Lynn Dr, Somerset, KY
Book a stay at this business-friendly hotel in Somerset. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Hampton Inn Somerset
4141 S Highway 27, Somerset, KY
Stay at this hotel in Somerset. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. ...
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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