Search Deals onLake Cumberland Winery Vacation Packages
Lake Cumberland Winery Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Regina's Country Livin'
Price was $577, price is now $472 per person
$472
per person
Oct 8 - Oct 12
found 1 day 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.
Hyatt Regency Louisville
Price was $1,005, price is now $874 per person
$874
per person
Oct 16 - Oct 20
found 21 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Louisville (SDF)
Book a stay at this business-friendly hotel in Louisville. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Fourth Street Live! and KFC Yum Center are located nearby.
Marriott Louisville East
Price was $953, price is now $838 per person
$838
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 WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hunnington Place Shopping Center and Hurstborne Shopping Center are located nearby.
The Grady
Price was $1,940, price is now $1,729 per person
$1,729
per person
Oct 10 - Oct 16
found 11 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Louisville (SDF)
Stay at this 4-star hotel in Louisville. Enjoy free WiFi, breakfast (surcharge), and valet parking (surcharge). Our guests praise the restaurant and the bar in our reviews. Popular attractions Louisville Slugger Museum and KFC Yum Center are located nearby.
Wingate by Wyndham Louisville East
Price was $891, price is now $795 per person
$795
per person
Oct 4 - Oct 9
found 17 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) 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 $542, price is now $484 per person
$484
per person
Oct 5 - Oct 10
found 14 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.
Hilton Garden Inn Louisville Airport
Price was $747, price is now $565 per person
$565
per person
Oct 10 - Oct 14
found 12 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Louisville (SDF)
Stay at this 3-star business-friendly hotel in Louisville. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions L&N Federal Credit Union Stadium and Kentucky Kingdom are located nearby.
Louisville Marriott Downtown
Price was $1,015, price is now $776 per person
$776
per person
Oct 10 - Oct 14
found 12 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Louisville (SDF)
Stay at this 4-star business-friendly hotel in Louisville. Enjoy breakfast (surcharge), a 24-hour health club, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Fourth Street Live! and KFC Yum Center are located nearby.
Galt House Hotel Trademark Collection by Wyndham
Price was $861, price is now $674 per person
$674
per person
Oct 10 - Oct 14
found 12 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Louisville (SDF)
Book a stay at this spa hotel in Louisville. Enjoy free WiFi, an outdoor pool, and a full-service spa. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions KFC Yum Center and Whiskey Row are located nearby.
Embassy Suites Louisville Downtown
Price was $839, price is now $664 per person
$664
per person
Oct 10 - Oct 14
found 12 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Louisville (SDF)
Stay at this 4-star hotel in Louisville. Enjoy free breakfast, room service, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Fourth Street Live! and KFC Yum Center are located nearby.
Crowne Plaza Louisville Airport Expo Ctr by IHG
Price was $692, price is now $554 per person
$554
per person
Oct 10 - Oct 14
found 12 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Louisville (SDF)
Stay at this 3.5-star business-friendly hotel in Louisville. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Kentucky Kingdom and L&N Federal Credit Union Stadium are located nearby.
SpringHill Suites by Marriott Louisville Downtown
Price was $734, price is now $593 per person
$593
per person
Oct 10 - Oct 14
found 12 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Louisville (SDF)
Stay at this 3-star business-friendly hotel in Louisville. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Whiskey Row and KFC Yum 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 parking, and room service. Our guests praise the helpful staff and the ...
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.
Discover Other Travel Deals
- Legoland Florida
- Universal Studios Hollywood®
- Legoland California
- Broadway New York
- The Wizarding World of Harry Potter
- Sanibel Captiva Island
- Paseo de España
- Universal Studios Florida
- San Antonio SeaWorld
- Siargao Island
- Australia Zoo
- Busch Gardens Tampa Bay
- SeaWorld® Orlando
- Tolantongo Caves
- Eleuthera and Harbour Island
- Biltmore Estate
- Blue Lagoon
- Swiss Alps
- Silver Dollar City
- Lackland Air Force Base
- Grand Teton National Park
- San Diego Zoo
- Holy Land Experience
- Grand Ole Opry
- Ark Encounter
- Levi's Stadium
- Breckenridge Ski Resort
- Alcatraz Island
- Six Flags Magic Mountain
- Walt Disney World®
- Dollywood
- Kalahari Waterpark Resort
- Giza Pyramid Complex
- Casino at Don Laughlin's Riverside Resort
- Hoover Dam
- Hollywood Beach
- Faisalabad Clock Tower
- Venice Beach Boardwalk
- Blue Lagoon Beach
- Moraine Lake
- Apartment Hotel in Monticello
- Family Hotels in Monticello
- Romantic Hotels in Monticello
- Hotels with Free Parking in Monticello
- Historic Hotels in Monticello
- Pet-friendly Hotels in Monticello
- Winery Hotels in Monticello
- Hotels with a Pool in Monticello
- Hotels with an Indoor Pool in Monticello
- Beach Hotels in Monticello
- Lake Cumberland Hotels
- Somerset Hotels
- Jamestown Hotels
- Monticello Hotels
- Appalachian Mountains Hotels
- Columbia Hotels
- Burnside Hotels
- Nancy Hotels
- Russell Springs Hotels
- Albany Hotels
- Stearns Hotels
- Daniel Boone National Forest Hotels
- Bronston Hotels
- Liberty Hotels
- Eastern Kentucky Hotels
- Whitley City Hotels