Jackson Vacations 2026 from CA $1,151

Jackson flight + hotel packages

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

Holiday Inn Express Lexington Horse Park Area by IHG

CA $1,151

per person

Jul 14 - Jul 20

found 1 day ago

Roundtrip non-stop flight included

Montreal (YMQ) to Lexington (LEX)

Stay at this hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Kentucky Horse Park and Red Mile Racetrack are located nearby.

21c Museum Hotel Lexington

Downtown Lexington

CA $1,345

per person

Jul 14 - Jul 20

found 1 day ago

Roundtrip non-stop flight included

Montreal (YMQ) 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 Red Mile Racetrack and Hamburg Place are located nearby.

Montgomery Inn BnB

CA $1,282

per person

Jul 14 - Jul 20

found 1 day ago

Roundtrip non-stop flight included

Montreal (YMQ) 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.

The Sire Hotel Lexington, Tapestry Collection by Hilton

Downtown Lexington

CA $1,736

per person

Jul 14 - Jul 20

found 1 day ago

Roundtrip non-stop flight included

Montreal (YMQ) to Lexington (LEX)

Stay at this hotel in Lexington. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Red Mile Racetrack and Kroger Field are located nearby.

DoubleTree Suites by Hilton Hotel Lexington

CA $1,168

per person

Jul 14 - Jul 20

found 1 day ago

Roundtrip non-stop flight included

Montreal (YMQ) to Lexington (LEX)

Stay at this hotel in Lexington. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Hamburg Place and Kroger Field 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

CA $183

per night

Apr 28 - Apr 29

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

Get rates

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 from hot tub.Gated mountain top.Won’t be disappointed

Jackson KY

CA $148

per night

May 4 - May 5

Stay at this cabin in Jackson. Enjoy patios, cable/satellite TV service, and an in-room coffeemaker.

Hot tub

Kitchen

Secluded with amazing view

Jackson KY

Get rates

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

CA $143

per night

May 3 - May 4

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 Hoedown Island are located nearby.

Pool

Breakfast included

Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace

Langley KY

Get rates

Book a stay at this family-friendly vacation home in Langley. Enjoy free WiFi, private pools, and a fitness center.

Pool

Hot tub

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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.

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

How much are vacation packages to Jackson?

Treat yourself to a memorable travel experience in Jackson with a vacation package starting from just CA $1,151. Booking your flights and hotels with Travelocity is easy. What's more, our package deals will leave you with more cash in your pocket for fun times.

How long should my Jackson vacation be?

Usually, 4 nights is how long the majority of travelers spend checking out Jackson. Wondering whether that'll be enough time to fit in everything on your bucket list? Stay a couple more nights so you don't miss a thing.

Where can I get the best vacation package deals for Jackson?

It's hard to look past Travelocity when it comes to putting together your Jackson package deal. There are as many as 400 airlines and 1,000,000 worldwide properties to choose from. Book your trip now and get ready to tick another exciting place off your travel bucket list.

Why should I purchase my Jackson vacation package via Travelocity?

We have a destination for every type of traveler, top-quality service and customer support available 24/7. In addition to that, we'll match any better price you discover with our Price Match Guarantee.

Will I save money on my Jackson car rental if I book it with a hotel or flight?

With a Jackson vacation package, you can bundle your hotel, car and flight bookings and save a ton. If you're in the mood to explore the best of this exciting region, why not head to Dollywood? This renowned attraction is 193 kilometers from Jackson. With a rental car, you'll be there before you know it.

Where should I stay when visiting Jackson?

The Best views in the area. See 3 states on a clear day. Pics don't do it Justice. is popular with many visitors. Book now to avoid missing out.