Search Deals onLake Cumberland Winery Vacation Packages
Lake Cumberland Winery Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Wingate by Wyndham Louisville East
Price was $552, price is now $503 per person
$503
per person
Jan 29 - Feb 2
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 Middletown Station Shopping Center and Jeffersontown Commons Shopping Center are located nearby.

Hampton Inn New Albany Louisville West
Price was $796, price is now $701 per person
$701
per person
Jan 23 - Jan 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
Book a stay at this business-friendly hotel in New Albany. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Louisville Slugger Museum and KFC Yum Center are located nearby.

Tru by Hilton Shepherdsville Louisville South
Price was $784, price is now $695 per person
$695
per person
Jan 23 - Jan 30
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 Hawks View Glass Art Tour Cafe and Maplehurst Golf Course are located nearby.

Hancock House
Price was $630, price is now $566 per person
$566
per person
Jan 29 - Feb 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
Stay at this aparthotel in Louisville. Enjoy free WiFi, free parking, and rainfall showerheads. Popular attractions KFC Yum Center and Louisville Slugger Museum are located nearby.

Quality Inn & Suites Brooks Louisville South
Price was $631, price is now $570 per person
$570
per person
Jan 23 - Jan 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
Book a stay at this business-friendly hotel in Brooks. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hawks View Glass Art Tour Cafe and Brooks Hill Winery are located nearby.

Wyndham Garden Louisville KY
Price was $680, price is now $619 per person
$619
per person
Jan 23 - Jan 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
Book a stay at this business-friendly hotel in Louisville. Enjoy free breakfast, free parking, and a 24-hour front desk. Popular attractions Hunnington Place Shopping Center and Jeffersontown Commons Shopping Center are located nearby.

La Quinta Inn & Suites by Wyndham Louisville East
Price was $716, price is now $651 per person
$651
per person
Jan 23 - Jan 30
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 Middletown Station Shopping Center and Jeffersontown Commons Shopping Center are located nearby.

Hyatt Place Louisville East
Price was $789, price is now $719 per person
$719
per person
Jan 23 - Jan 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
Book a stay at this business-friendly hotel in Louisville. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Hurstbourne Corners Shopping Center and Hunnington Place Shopping Center are located nearby.

Best Western Green Tree Inn
Price was $698, price is now $638 per person
$638
per person
Jan 23 - Jan 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
Stay at this hotel in Clarksville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Louisville Slugger Museum and KFC Yum Center are located nearby.

Hampton Inn & Suites Louisville East
Price was $578, price is now $529 per person
$529
per person
Jan 29 - Feb 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
Stay at this 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 Middletown Station Shopping Center and Jeffersontown Commons Shopping Center are located nearby.

Days Inn by Wyndham Louisville Airport Fair and Expo Center
Price was $657, price is now $605 per person
$605
per person
Jan 23 - Jan 30
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.

Aloft Louisville East
Price was $795, price is now $733 per person
$733
per person
Jan 23 - Jan 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
Book a stay at this business-friendly hotel in Louisville. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Springhurst Towne Center Shopping Center and E.P. Tom Sawyer State Park 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 ...

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. ...

Comfort Inn Somerset - Lake Cumberland
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 ...

Lake Cumberland State Resort Park
5465 State Park Rd Jamestown KY
Book a stay at this family-friendly holiday park in Jamestown. Enjoy free WiFi, free parking, and a marina. 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. ...

Courtyard by Marriott Somerset
2254 South Highway 27 Somerset KY
Book a stay at this business-friendly hotel in Somerset. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our ...

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 ...
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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