Deals on vacations and trips to Jackson
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Jackson flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
Comfort Inn & Suites Springfield
Price was $433, price is now $410 per person
$410
per person
May 29 - May 31
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Lexington (LEX)
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. Staff at the 24-hour front desk can provide around-the-clock assistance.
Wildflower Ranch Inn
Price was $563, price is now $538 per person
$538
per person
May 29 - May 31
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Lexington (LEX)
A seasonal outdoor pool, free self parking, and barbecue grills are featured at this bed & breakfast. Guests will appreciate free perks like full breakfast and WiFi in public areas. A terrace, a garden, and a snack bar/deli are also on offer.
Hill House B&B
Price was $463, price is now $461 per person
$461
per person
May 29 - May 31
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Lexington (LEX)
This bed & breakfast features free WiFi in public areas, barbecue grills, and free self parking. Enjoy the free full breakfast each morning. A terrace, a communal living room, and a picnic area are also on offer.
1851 Historic Maple Hill Manor B&B
Price was $515, price is now $515 per person
$515
per person
May 29 - May 31
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Lexington (LEX)
This bed & breakfast features a garden, laundry facilities, and free self parking. Enjoy the free full breakfast each morning. A snack bar/deli, a lobby fireplace, and a library are also on offer.
Top Jackson hotels deals
Secluded with amazing view from hot tub.Gated mountain top.Won’t be disappointed
Jackson KY
$193 nightly
The price is $206 total per night
$206 total
Mar 11 - Mar 12
Total with taxes and fees
A hot tub is featured at this cabin, along with barbecue grills.
Hot Tub
Kitchen
Sleeps 11, an amazing view. See 3 states on a clear day. Pic don’t do it justice
Jackson KY
A hot tub is featured at this cabin, along with laundry facilities and barbecue grills.
Hot Tub
Kitchen
Secluded with amazing view
Jackson KY
This cabin features a gym and a hot tub. Laundry facilities and barbecue grills are also provided.
Hot Tub
Kitchen
Secluded with best views in E. KY. Can see 3 states.You won’t be disappointed!!!
Jackson KY
$242 nightly
The price is $259 total per night
$259 total
Mar 9 - Mar 10
Total with taxes and fees
A hot tub is featured at this cabin, along with barbecue grills.
Hot Tub
Kitchen
Natural Bridge State Resort Park
2135 Natural Bridge Road Slade KY
Free Cancellation
Reserve now, pay when you stay
$86 nightly
The price is $95 total per night
$95 total
Mar 11 - Mar 12
Total with taxes and fees
This cabin features a restaurant, a seasonal outdoor pool, and a bar/lounge. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A picnic area is provided and the front desk is staffed around-the-clock.
Pool
Breakfast included
Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace
Langley KY
This vacation home features an indoor pool and a gym. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. Enjoy the hot tub and conveniences like a garden and laundry facilities.
Pool
Hot Tub
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.
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