Book Exclusive Jackson Vacation Packages
Jackson flight + hotel packages
Price found within the past 48 hours. Click for updated prices.
Shaker Village of Pleasant Hill
Shakertown
Price was CA $1,420, price is now CA $1,212 per person
CA $1,212
per person
Aug 27 - Sep 3
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Lexington (LEX)
Book a stay at this business-friendly hotel in Harrodsburg. Enjoy free parking, breakfast (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Shaker Village of Pleasant Hill and High Bridge Park are located nearby.
21c Museum Hotel Lexington
Downtown Lexington
Price was CA $1,632, price is now CA $1,345 per person
CA $1,345
per person
Aug 27 - Sep 3
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Lexington (LEX)
Stay at this hotel in Lexington. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Rupp Arena and Red Mile Racetrack are located nearby.
The Campbell House Lexington, Curio Collection by Hilton
Price was CA $1,669, price is now CA $1,449 per person
CA $1,449
per person
Aug 27 - Sep 3
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Lexington (LEX)
Book a stay at this business-friendly hotel in Lexington. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular attractions Red Mile Racetrack and Rupp Arena are located nearby.
Origin Lexington a Wyndham Hotel
Price was CA $1,587, price is now CA $1,396 per person
CA $1,396
per person
Aug 27 - Sep 3
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Lexington (LEX)
Book a stay at this business-friendly hotel in Lexington. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Red Mile Racetrack and Cinemark Fayette Mall are located nearby.
Montgomery Inn BnB
Price was CA $1,928, price is now CA $1,702 per person
CA $1,702
per person
Aug 27 - Sep 3
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Lexington (LEX)
Stay at this B&B in Versailles. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Nostalgia Station Toy Train Museum and Raintree Gallery and Framing are located nearby.
Top Jackson hotels deals
Secluded with amazing view from hot tub.Gated mountain top.Won’t be disappointed
Jackson KY
The price is CA $211 per night
CA $211
per night
Jul 5 - Jul 6
Stay at this cabin in Jackson. Enjoy patios, cable/satellite TV service, and an in-room coffeemaker.
Hot tub
Kitchen
Secluded with best views in E. KY. Can see 3 states.You won’t be disappointed!!!
Jackson KY
The price is CA $211 per night
CA $211
per night
Jul 5 - Jul 6
Stay at this cabin in Jackson. Enjoy patios, cable/satellite TV service, and an in-room coffeemaker.
Hot tub
Kitchen
Sleeps 11, an amazing view. See 3 states on a clear day. Pic don’t do it justice
Jackson KY
Stay at this cabin in Jackson. Enjoy laundry facilities, cable/satellite TV service, and in-room washers/dryers.
Hot tub
Kitchen
Secluded with amazing view
Jackson KY
Stay at this cabin in Jackson. Enjoy a fitness center, laundry facilities, and patios.
Hot tub
Kitchen
Natural Bridge State Resort Park
2135 Natural Bridge Road Slade KY
Free cancellation
Reserve now, pay when you stay
The price is CA $173 per night
CA $173
per night
Jul 19 - Jul 20
Stay at this cabin in Slade. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Natural Bridge State Park and Red River Gorge Geological Area are located nearby.
Pool
Breakfast included
TURNING LEAF•Cozy Custom Cabin in the RRG• A true GUEST FAV
Pine Ridge KY
The price is CA $139 per night
CA $139
per night
Jun 24 - Jun 25
Stay at this cabin in Pine Ridge. Enjoy free WiFi, patios, and Netflix. Popular attractions Red River Gorge and Red River Gorge Geological Area are located nearby.
Kitchen
Pet-friendly
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.
Jackson Vacations
Before you rush off to Jackson on a whim, take the time to learn a few facts about it.
Situated in Eastern Kentucky, Jackson is close to a few worthwhile areas like Vancleve, which is 8 miles (13 kilometers) away.
You can forget about the big-name sights — it's the locals that make a place tick. In this part of Eastern Kentucky, you'll find 2,000 of them.
Places to visit in Jackson
Eager to reduce the stresses of your busy, modern life? Savor the fresh air as you take off on an adventure through Buckhorn Lake State Resort Park. Looking for more ideas? Hazard Village Shopping Center is the perfect place to go if your stomach starts growling. Follow the mouthwatering smells to the food court and you'll be tucking into a meal in no time! Also, the wider region offers some terrific opportunities to get out into the fresh air. Why not experience some outdoorsy fun and go rock climbing?Where do you fly into for Jackson?
Prepare for some brand new experiences! The center of Jackson is only 55 miles (89 kilometers) northeast of London-Corbin Airport (LOZ).Frequently asked questions
Photos of local treasures
Browse Jackson vacation photos for more inspiration
