Book Exclusive Grayson County Vacation Packages

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Grayson County flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Cottonwood Airport & Expo Hotel Louisville

Cottonwood Airport & Expo Hotel Louisville

3.5 out of 5
Shively
Price was CA $1,672, price is now CA $1,414 per person
CA $1,414
per person
Dec 20 - Dec 26
found 22 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) 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 Churchill Downs and L&N Federal Credit Union Stadium are located nearby.
Hyatt Regency Louisville

Hyatt Regency Louisville

4 out of 5
Downtown Louisville
Price was CA $1,796, price is now CA $1,471 per person
CA $1,471
per person
Dec 20 - Dec 26
found 22 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) 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 Whiskey Row are located nearby.
The Grady

The Grady

4 out of 5
Downtown Louisville
Price was CA $1,906, price is now CA $1,588 per person
CA $1,588
per person
Dec 20 - Dec 26
found 22 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Louisville (SDF)
Stay at this hotel in Louisville. Enjoy free WiFi, breakfast (surcharge), and valet parking (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Louisville Slugger Museum and KFC Yum Center are located nearby.
The Brown Hotel

The Brown Hotel

4.5 out of 5
Downtown Louisville
Price was CA $1,728, price is now CA $1,457 per person
CA $1,457
per person
Dec 20 - Dec 26
found 22 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Louisville (SDF)
Book a stay at this luxury 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 Whiskey Row are located nearby.
Hotel Distil, Autograph Collection

Hotel Distil, Autograph Collection

4 out of 5
Downtown Louisville
Price was CA $2,087, price is now CA $1,808 per person
CA $1,808
per person
Dec 20 - Dec 26
found 22 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Louisville (SDF)
Book a stay at this 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 Whiskey Row and KFC Yum Center are located nearby.

Top Grayson County hotels deals

Rough River Dam State Resort Park

Rough River Dam State Resort Park

3 out of 5
450 Lodge Rd Falls of Rough KY
The price is CA $121 per night
CA $121
CA $134 total
Oct 8 - Oct 9
includes taxes & fees
Book a stay at this beach hotel in Falls of Rough. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Rough River Dam State Resort Park and Rough River Lake are located nearby.
Pool
Pet-friendly
Hatfield Inn

Hatfield Inn

2.5 out of 5
769 White St. Leitchfield KY
Free cancellation
Reserve now, pay when you stay
Get rates
Book a stay at this business-friendly hotel in Leitchfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Leitchfield City Lake and Logsdon Park are located nearby.
Breakfast included
Pet-friendly
Falls of Rough Motel

Falls of Rough Motel

2 out of 5
13689 Falls of Rough Rd Falls of Rough KY
Free cancellation
Reserve now, pay when you stay
The price is CA $79 per night
CA $79
CA $111 total
Oct 11 - Oct 12
includes taxes & fees
Stay at this motel in Falls of Rough. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Rough River Dam State Resort Park and Rough River Lake are located nearby.
Pet-friendly
Parking included
Twin Lakes Creamery & Inn

Twin Lakes Creamery & Inn

2 out of 5
400 N Main St Leitchfield KY
Free cancellation
Reserve now, pay when you stay
The price is CA $121 per night
CA $121
CA $134 total
Oct 11 - Oct 12
includes taxes & fees
Stay at this inn in Leitchfield. Enjoy free WiFi, free parking, and memory foam beds. Popular attractions Historic Grayson County Courthouse and Logsdon Park West are located nearby.
Pet-friendly
Parking included
Homestay on Main

Homestay on Main

3 out of 5
304 N Main St Leitchfield KY
The price is CA $162 per night
CA $162
CA $181 total
Nov 1 - Nov 2
includes taxes & fees
Stay at this B&B in Leitchfield. Enjoy free WiFi, free parking, and cable TV channels. Popular attractions Historic Grayson County Courthouse and Logsdon Park West are located nearby.
Parking included
Free WiFi
The Treehouse

The Treehouse

Leitchfield KY
The price is CA $109 per night
CA $109
CA $224 total
Oct 20 - Oct 21
includes taxes & fees
Stay at this aparthotel in Leitchfield. Enjoy a garden, an in-room coffeemaker, and air conditioning. Popular attractions Historic Grayson County Courthouse and Logsdon Park West are located nearby.
Kitchen
Air conditioning
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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.

Stay near popular Grayson County attractions

Rough River Dam State Resort Park

9.6/10 (40 reviews)
You can take time to visit Rough River Dam State Resort Park during your travels to Falls of Rough. Stroll along the lakeside or experience the area's theater scene.
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Photos of local treasures

Browse Grayson County vacation photos for more inspiration

A wooden gazebo surrounded by dense forest and a large tree with exposed roots.
A flag on a hill with a lake in the foreground.
A sunset over a calm lake with silhouetted trees and a fallen tree branch in the foreground.
Two people silhouetted against a cave entrance with a view of trees outside.
A calm lake surrounded by rocky shores and autumn-colored trees.

Frequently asked questions

How much are vacation packages to Grayson County?
Adventures are calling in Grayson County, with Travelocity vacation packages starting as low as CA $1,414. Offering both flights and hotels, these sensational deals make it really easy to visit every corner of the world.
Where can I get the best vacation package deals for Grayson County?
For an amazing package deal to Grayson County, book with Travelocity. Choose from 400 partner airlines and 1,000,000 worldwide properties to create your ultimate escape — simple as that.
Why should I purchase my Grayson County vacation bundle with Travelocity?
The three S's — savings, support and a stress-free booking — are just the beginning. Enjoy a fulfilling travel experience knowing you have access to round-the-clock support. With the Travelocity Price Match Guarantee, you can relax knowing you'll always get the best deal available.
Can I save money on my Grayson County car rental if I book it with a hotel or flight?
You sure can. And our Grayson County vacation packages are the perfect way to do it. In only a few clicks you can save cash and time by booking everything in one place. Pick up the keys to your rental car then set your own course. Looking for things to do? Throw some tours or experiences into your package and make savings on those too.
Which airport is best for Grayson County?
The top airport for Grayson County is Louisville Intl. Airport (SDF).
What is there to do in Grayson County?
A diverse and lively destination, Grayson County offers some fantastic landmarks. Rough River Dam State Resort Park and Pine Knob Theatre are some of the most popular.