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Lake Cumberland Winery Vacation Packages

Lake Cumberland Winery Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Homewood Suites by Hilton Louisville Downtown, KY

Homewood Suites by Hilton Louisville Downtown, KY

3 out of 5
per person
Dec 22 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
New York (LGA) 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 breakfast and the helpful staff in our reviews. Popular attractions Louisville Slugger Museum and Fourth Street Live! are located nearby.
Hyatt Regency Louisville

Hyatt Regency Louisville

4 out of 5
per person
Dec 22 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
New York (LGA) to Louisville (SDF)
Stay at this 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.
The Grady

The Grady

4 out of 5
per person
Dec 22 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
New York (LGA) 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.
Louisville Marriott Downtown

Louisville Marriott Downtown

4 out of 5
per person
Dec 22 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
New York (LGA) 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.
Hotel Genevieve

Hotel Genevieve

4 out of 5
per person
Dec 22 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
New York (LGA) to Louisville (SDF)
Stay at this 4-star hotel in Louisville. Enjoy free WiFi, 3 bars/lounges, and breakfast (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions KFC Yum Center and Fourth Street Live! are located nearby.
Hotel Distil, Autograph Collection

Hotel Distil, Autograph Collection

4 out of 5
per person
Dec 22 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
New York (LGA) to Louisville (SDF)
Stay at this 4-star business-friendly hotel in Louisville. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions KFC Yum Center and Fourth Street Live! are located nearby.
AC Hotel Louisville Downtown

AC Hotel Louisville Downtown

3.5 out of 5
per person
Dec 22 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
New York (LGA) to Louisville (SDF)
Stay at this 3.5-star business-friendly hotel in Louisville. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff in our reviews. Popular attractions KFC Yum Center and Fourth Street Live! are located nearby.
SpringHill Suites by Marriott Louisville Downtown

SpringHill Suites by Marriott Louisville Downtown

3 out of 5
per person
Dec 22 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
New York (LGA) 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 KFC Yum Center and Fourth Street Live! are located nearby.
Moxy Louisville Downtown

Moxy Louisville Downtown

3.5 out of 5
per person
Dec 22 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
New York (LGA) to Louisville (SDF)
Stay at this 3.5-star business-friendly hotel in Louisville. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the bar and the helpful staff in our reviews. Popular attractions KFC Yum Center and Fourth Street Live! are located nearby.
Marriott Louisville East

Marriott Louisville East

4 out of 5
per person
Dec 22 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
New York (LGA) 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 Skyview Park are located nearby.
Fairfield Inn & Suites by Marriott Louisville Downtown

Fairfield Inn & Suites by Marriott Louisville Downtown

2.5 out of 5
per person
Dec 22 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
New York (LGA) 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 helpful staff and the clean rooms in our reviews. Popular attractions KFC Yum Center and Fourth Street Live! are located nearby.
Hyatt House Louisville East

Hyatt House Louisville East

2 out of 5
per person
Dec 22 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
New York (LGA) 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 Hurstborne Shopping Center and Hurstbourne Corners Shopping Center are located nearby.

3-4 Night Vacations in Lake Cumberland Winery

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

Louisville Marriott Downtown

4 out of 5
Downtown Louisville
per person
Dec 5 - Dec 8
found 19 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to Louisville (SDF)
Hotel Distil, Autograph Collection

Hotel Distil, Autograph Collection

4 out of 5
Downtown Louisville
per person
Dec 5 - Dec 8
found 19 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to Louisville (SDF)
Omni Louisville Hotel

Omni Louisville Hotel

4 out of 5
Downtown Louisville
per person
Dec 5 - Dec 8
found 19 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to Louisville (SDF)
The Grady

The Grady

4 out of 5
Downtown Louisville
per person
Dec 5 - Dec 8
found 19 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to Louisville (SDF)

5-7 Night Vacations in Lake Cumberland Winery

Price found within the past 48 hours. Click for updated prices.
Hotel Genevieve

Hotel Genevieve

4 out of 5
Downtown Louisville
per person
Dec 22 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
New York (LGA) to Louisville (SDF)
Hyatt Regency Louisville

Hyatt Regency Louisville

4 out of 5
Downtown Louisville
per person
Dec 22 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
New York (LGA) to Louisville (SDF)
The Grady

The Grady

4 out of 5
Downtown Louisville
per person
Dec 22 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
New York (LGA) to Louisville (SDF)
Louisville Marriott Downtown

Louisville Marriott Downtown

4 out of 5
Downtown Louisville
per person
Dec 22 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
New York (LGA) 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 parking, and room service. Our guests praise the helpful staff and the ...
Best Western Lake Cumberland Inn
Lake Cumberland State Resort Park
Lake Cumberland State Resort Park
3 out of 5
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. ...
Lake Cumberland State Resort Park
Comfort Inn Somerset
Comfort Inn Somerset
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
Holiday Inn Express & Suites Somerset Central, an IHG Hotel
Holiday Inn Express & Suites Somerset Central, an IHG Hotel
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, an IHG Hotel
See all 698 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.

Book the perfect getaway to Lake Cumberland Winery

With Hotwire, booking your next trip to Monticello is a breeze. When it comes to planning a show-stopping vacay, you’re the reigning champion of doing it on a dime. You love to plan exciting destination adventures while saving money on a budget.

Hotwire is here to help you plan a smooth sailing trip to Lake Cumberland Winery while saving some major cash. Doubling up on vacation expenses like hotel and car rentals and fun-filled excursions can save you money—especially when you book one of Hotwire’s vacation packages.

If your trip to is spur-of-the-moment and you’re leaving soon, Hotwire can save you up to 60% off your rentals with Hotwire Hot Rate deals. Book with Hotwire to grab a stellar Lake Cumberland Winery flight and hotel package for as low as $772.

Living it up in Monticello means getting there in style and staying in a hotel that matches your mood. Book one of Hotwire’s Lake Cumberland Winery, Monticello vacation packages to enjoy the best of both worlds. Flight and hotel packages typically include roundtrip non-stop flights and multi-day hotel stays. Packages are priced per person and are perfect for flying solo or traveling with a group of friends or family. Conveniently choose from Hotwire’s inventory of hotels in Lake Cumberland Winery for some of the best accommodations and flight deals.

FAQs about cheap Lake Cumberland Winery packages:

How to get cheap vacation deals to Lake Cumberland Winery?

Save up to 60% off vacation deals with Hotwire Hot Rates. Just plug in your general preferences and let Hotwire choose matching hotels for as low as $105.

How much are Lake Cumberland Winery packages?

Vacation packages to Lake Cumberland Winery vary in price. They are priced per person and include discounted hotel and flight costs. With Hotwire, you can score a vacation package for as low as $772.

How to find cheap car rentals near Lake Cumberland Winery?

Hotwire partners with some of the most reliable car rental companies in Monticello to bring you the best car rental deals in Lake Cumberland Winery for as low as . Select a rental from Hotwire’s extensive inventory of cars for every travel style. If you plan on bringing friends or family along, opt for a spacious SUV. If you’re visiting on business but still plan to make time for off-the-clock adventures, Hotwire offers sleek luxury and convertible rentals.

Is it safe to travel to Lake Cumberland Winery now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to Lake Cumberland Winery right now?” When it’s time to book your vacation, check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.