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Lake Cumberland Winery Vacation Packages

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Lake Cumberland Winery Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Louisville Airport Expo Center by IHG

Holiday Inn Express Louisville Airport Expo Center by IHG

2.5 out of 5
Price was $649, price is now $564 per person
$564
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 Louisville Mega Cavern and Kentucky Kingdom are located nearby.
Louisville Marriott Downtown

Louisville Marriott Downtown

4 out of 5
Price was $949, price is now $791 per person
$791
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 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 KFC Yum Center and Louisville Slugger Museum are located nearby.
Crowne Plaza Louisville Airport Expo Ctr by IHG

Crowne Plaza Louisville Airport Expo Ctr by IHG

3.5 out of 5
Price was $811, price is now $693 per person
$693
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 WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Kentucky Kingdom and Churchill Downs are located nearby.
Moxy Louisville Downtown

Moxy Louisville Downtown

3.5 out of 5
Price was $672, price is now $583 per person
$583
per person
Jan 29 - Feb 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
Book a stay at this family-friendly hotel in Louisville. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions KFC Yum Center and Louisville Slugger Museum are located nearby.
Hilton Garden Inn Louisville Mall of St. Matthews

Hilton Garden Inn Louisville Mall of St. Matthews

3 out of 5
Price was $662, price is now $577 per person
$577
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 breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Louisville Mega Cavern and Mall St. Matthews are located nearby.
Marriott Louisville East

Marriott Louisville East

4 out of 5
Price was $932, price is now $815 per person
$815
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, 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 Jeffersontown Commons Shopping Center are located nearby.
Hyatt Regency Louisville

Hyatt Regency Louisville

4 out of 5
Price was $872, price is now $764 per person
$764
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 WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions KFC Yum Center and Louisville Slugger Museum are located nearby.
Embassy Suites Louisville Downtown

Embassy Suites Louisville Downtown

4 out of 5
Price was $736, price is now $646 per person
$646
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, room service, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions KFC Yum Center and Louisville Slugger Museum are located nearby.
Hampton Inn New Albany Louisville West

Hampton Inn New Albany Louisville West

2.5 out of 5
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.
Aloft Louisville Downtown

Aloft Louisville Downtown

3 out of 5
Price was $719, price is now $633 per person
$633
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 WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions KFC Yum Center and Louisville Slugger Museum are located nearby.
Hampton Inn Louisville Downtown

Hampton Inn Louisville Downtown

2.5 out of 5
Price was $807, price is now $713 per person
$713
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 a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions KFC Yum Center and Louisville Slugger Museum are located nearby.
Tru by Hilton Shepherdsville Louisville South

Tru by Hilton Shepherdsville Louisville South

2.5 out of 5
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.

3-4 Night Vacations in Lake Cumberland Winery

Price found within the past 48 hours. Click for updated prices.
Moxy Louisville Downtown

Moxy Louisville Downtown

3.5 out of 5
Downtown Louisville
Price was $590, price is now $523 per person
$523
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
Louisville Marriott Downtown

Louisville Marriott Downtown

4 out of 5
Downtown Louisville
Price was $714, price is now $609 per person
$609
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
Omni Louisville Hotel

Omni Louisville Hotel

4 out of 5
Downtown Louisville
Price was $708, price is now $614 per person
$614
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
Hyatt Regency Louisville

Hyatt Regency Louisville

4 out of 5
Downtown Louisville
Price was $737, price is now $656 per person
$656
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)

5-7 Night Vacations in Lake Cumberland Winery

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Louisville Mall of St. Matthews

Hilton Garden Inn Louisville Mall of St. Matthews

3 out of 5
St. Matthews
Price was $928, price is now $771 per person
$771
per person
Jan 23 - Jan 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
Galt House Hotel Trademark Collection by Wyndham

Galt House Hotel Trademark Collection by Wyndham

4 out of 5
Downtown Louisville
Price was $1,262, price is now $1,041 per person
$1,041
per person
Jan 23 - Jan 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
Moxy Louisville Downtown

Moxy Louisville Downtown

3.5 out of 5
Downtown Louisville
Price was $954, price is now $789 per person
$789
per person
Jan 23 - Jan 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
Crowne Plaza Louisville Airport Expo Ctr by IHG

Crowne Plaza Louisville Airport Expo Ctr by IHG

3.5 out of 5
Fairgrounds
Price was $925, price is now $777 per person
$777
per person
Jan 23 - Jan 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)

Lake Cumberland Winery Last Minute Hotel Deals

Best Western Lake Cumberland Inn

Best Western Lake Cumberland Inn

2.5 out of 5
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 ...
Best Western Lake Cumberland Inn
Laker Inn

Laker Inn

2 out of 5
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 ...
Laker Inn
Holiday Inn Express & Suites Somerset Central by IHG

Holiday Inn Express & Suites Somerset Central by IHG

2.5 out of 5
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. ...
Holiday Inn Express & Suites Somerset Central by IHG
Comfort Inn Somerset - Lake Cumberland

Comfort Inn Somerset - Lake Cumberland

2.5 out of 5
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 ...
Comfort Inn Somerset - Lake Cumberland
Lake Cumberland State Resort Park

Lake Cumberland State Resort Park

3 out of 5
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. ...
Lake Cumberland State Resort Park
Hampton Inn Somerset

Hampton Inn Somerset

2.5 out of 5
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. ...
Hampton Inn Somerset
Courtyard by Marriott Somerset

Courtyard by Marriott Somerset

3 out of 5
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 ...
Courtyard by Marriott Somerset
Timber Pointe Resort

Timber Pointe Resort

2 out of 5
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 ...
Timber Pointe Resort
See all 738 properties in Lake Cumberland Winery
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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