Book Exclusive Jackson Vacation Packages
Jackson flight + hotel packages
Price found within the past 48 hours. Click for updated prices.
Montgomery Inn BnB
per person
Jan. 31 - Feb. 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Lexington (LEX)
Stay at this 4-star 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.
The Delegate
per person
Jan. 31 - Feb. 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Lexington (LEX)
Book a stay at this business-friendly hotel in Frankfort. Enjoy free WiFi, free parking, and meeting facilities. Popular attractions Buffalo Trace Distillery and Old Governor’s Mansion are located nearby.
21c Museum Hotel Lexington
Downtown Lexington
per person
Dec. 25 - Jan. 1
found 7 hours ago
Roundtrip flight included
Toronto (YYZ) to Lexington (LEX)
Stay at this 4-star 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 The Red Mile Racetrack are located nearby.
Springhill Suites by Marriott Lexington Fritz Farm
per person
Jan. 31 - Feb. 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Lexington (LEX)
Stay at this 3-star business-friendly hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Kroger Field and The Red Mile Racetrack are located nearby.
Top Jackson hotels deals
Secluded with best views in E. KY. Can see 3 states.You won’t be disappointed!!!
Stay at this cabin in Jackson. Enjoy patios, cable/satellite TV service, and an in-room coffeemaker.
Secluded with amazing view from hot tub.Gated mountain top.Won’t be disappointed
Stay at this cabin in Jackson. Enjoy patios, cable/satellite TV service, and an in-room coffeemaker.
Natural Bridge State Resort Park
2135 Natural Bridge Road, Slade, KY
Free cancellation
Reserve now, pay when you stay
The price is CA $127 per night
CA $127
CA $140 total
includes taxes & fees
25 Nov - 26 Nov
Stay at this 3.5-star 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 Red River Gorge and Natural Bridge State Park are located nearby.
Black Bear Lodge Motel
781 Natural Bridge Rd, Slade, KY
Free cancellation
Reserve now, pay when you stay
The price is CA $126 per night
CA $126
CA $139 total
includes taxes & fees
1 Dec - 2 Dec
Stay at this motel in Slade. Enjoy free parking, a picnic area, and satellite TV channels. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Red River Gorge and Natural Bridge State Park are located nearby.
Hot Tub & WiFi - Family Log Cabin - Cozy Canopy - Red River Gorge, Kentucky!
The price is CA $129 per night
CA $129
CA $288 total
includes taxes & fees
5 Dec - 6 Dec
Stay at this cabin in Slade. Enjoy free WiFi, balconies or patios, and in-room washers/dryers. Popular attractions Red River Gorge and Natural Bridge State Park are located nearby.
Magnuson Hotel West Liberty
1613 West Main, West Liberty, KY
Free cancellation
Reserve now, pay when you stay
The price is CA $94 per night
CA $94
CA $108 total
includes taxes & fees
12 Dec - 13 Dec
Book a stay at this business-friendly hotel in West Liberty. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Pleasant Valley Country Club and West Liberty River Park are located nearby.
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.
Popular places to visit
Kentucky River Medical Center
Though Kentucky River Medical Center might be what brings you to town, perhaps you'll have a chance to explore more of Jackson while you are here.
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
