Book Exclusive Jackson Vacation Packages
Jackson flight + hotel packages
Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express & Suites Lexington W - Versailles by IHG
Price was CA $1,185, price is now CA $1,128 per person
CA $1,128
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Lexington (LEX)
Book a stay at this business-friendly hotel in Versailles. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Keeneland Racing Course and Raintree Gallery and Framing are located nearby.
Elwood Hotel & Suites
Price was CA $1,462, price is now CA $1,340 per person
CA $1,340
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Lexington (LEX)
Stay at this 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 Kroger Field are located nearby.
Springhill Suites by Marriott Lexington Fritz Farm
Price was CA $1,353, price is now CA $1,255 per person
CA $1,255
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Lexington (LEX)
Book a stay at this business-friendly hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Kroger Field and Red Mile Racetrack are located nearby.
Origin Lexington a Wyndham Hotel
Price was CA $1,396, price is now CA $1,309 per person
CA $1,309
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) 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 Kroger Field and Red Mile Racetrack are located nearby.
Home2 Suites by Hilton Lexington University / Medical Center
Zandale
Price was CA $1,307, price is now CA $1,237 per person
CA $1,237
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Lexington (LEX)
Book a stay at this business-friendly hotel in Lexington. 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 Kroger Field and 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!!!
Jackson KY
The price is CA $168 per night
CA $168
per night
Oct 7 - Oct 8
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 an in-room coffeemaker.
Hot tub
Kitchen
Natural Bridge State Resort Park
2135 Natural Bridge Road Slade KY
The price is CA $121 per night
CA $121
per night
Nov 1 - Nov 2
Stay at this cabin in Slade. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hoedown Island and Natural Bridge State Park are located nearby.
Breakfast included
Pet-friendly
Unique Cliff Hot Tub with Views | Mural | Sleeps 4
Rogers KY
The price is CA $444 per night
CA $444
per night
Oct 4 - Oct 5
Stay at this cabin in Rogers. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Muir Valley and Graining Fork Nature Preserve are located nearby.
Hot tub
Kitchen
Black Bear Lodge Motel
781 Natural Bridge Rd Slade KY
Free cancellation
Reserve now, pay when you stay
The price is CA $125 per night
CA $125
per night
Oct 11 - Oct 12
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 Fat Man's Misery and Osborne Bend Trail are located nearby.
Parking included
Air conditioning
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
