Jackson Vacations from $514
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The Latest Jackson Vacation Packages
- 21c Museum Hotel Lexington
Jan 15 - Jan 1721c Museum Hotel Lexington + Flight
Downtown Lexington2 nights4.0 star property8.8/10 - Excellent (1,002 reviews)"Loved the art gallery"Reviewed November 7, 2026Roundtrip • Orlando (MCO) - Lexington (LEX)MCO - LEX • 1 stop LEX - MCO • 1 stop$556$514found 1 day agoper traveler - Origin Lexington a Wyndham Hotel
Jan 2 - Jan 8Origin Lexington a Wyndham Hotel + Flight
Lexington6 nights3.5 star property9.4/10 - Exceptional (1,006 reviews)Roundtrip • Hartford (BDL) - Lexington (LEX)BDL - CVG • 1 stop CVG - BDL • 1 stop$885$784found 1 day agoper traveler - Clarion Pointe Harrodsburg-Danville
Jan 2 - Jan 8Clarion Pointe Harrodsburg-Danville + Flight
Harrodsburg6 nights2.5 star property7.4/10 - Good (639 reviews)Roundtrip • Hartford (BDL) - Lexington (LEX)BDL - CVG • 1 stop CVG - BDL • 1 stop$669$602found 1 day agoper traveler - Montgomery Inn BnB
Jan 15 - Jan 17Montgomery Inn BnB + Flight
Versailles2 nights4.0 star property9.4/10 - Exceptional (127 reviews)Roundtrip • Orlando (MCO) - Lexington (LEX)MCO - LEX • 1 stop LEX - MCO • 1 stop$590$545found 1 day agoper traveler - Holiday Inn Express and Suites Morehead by IHG
Jan 2 - Jan 8Holiday Inn Express and Suites Morehead by IHG + Flight
Morehead6 nights2.5 star property9.0/10 - Wonderful (956 reviews)"We had a room on the ground floor in the front of the hotel. They just have a white shade at the window. The bright lights were coming through the window and we could not sleep. I recommend that they put up room darkening curtains up."Reviewed November 6, 2026Roundtrip • Hartford (BDL) - Lexington (LEX)BDL - CVG • 1 stop CVG - BDL • 1 stop$803$745found 1 day agoper traveler
Where to stay in and around Jackson
Campton
Discover Campton, a welcoming destination perfectly suited for families and nature lovers seeking adventure. Here, travelers can explore the stunning Red River Gorge and its geological wonders, while Muir Valley offers serene hiking trails for all skill levels. With a rich outdoor scenery, Campton is an ideal base for those wanting to immerse themselves in the beauty of the area. It's just about a 15-mile drive from Jackson, making it a smart choice for your next vacation getaway.
Vancleve
Experience the charm of Vancleve, an excellent hub for family and nature enthusiasts eager to explore the stunning landscapes of the Red River Gorge, the tranquility of Muir Valley, and the historical insights at the Memory Hill Foundation Museum. With visitor numbers peaking from June to July and October, Vancleve offers a welcoming atmosphere year-round. Located about 5 miles from Jackson, this city is a smart choice for those seeking adventure and scenic beauty.
Talbert
If you are a family-oriented traveler, look no further than Talbert, a charming village in Jackson, Kentucky, known for its stunning natural scenery and outdoor activities. Here, you can explore the beautiful Buckhorn Lake State Resort Park, enjoy leisurely strolls at Grover Sizemore Park, or have a relaxing day at Perry Park. With a steady flow of visitors year-round, Talbert offers a welcoming atmosphere that makes it an ideal spot for budget-friendly stays. Nestled in Jackson, Talbert is a smart choice for your vacation in this picturesque region.
Bethany
Immerse yourself in Bethany, where families and nature enthusiasts can easily access the stunning landscapes of the Red River Gorge and Muir Valley. This charming village is ideal for weekend getaways, offering opportunities for hiking and exploring the breathtaking scenery at the Cliffview Recreational Preserve. Located about 8 miles from Jackson, Bethany invites you to experience its outdoor adventures year-round, making it a smart choice for your vacation stay.
Beattyville
Travelers visiting the area often choose Beattyville, especially families and nature enthusiasts, seeking close proximity to stunning outdoor adventures. With access to beautiful spots like Happy Top Park, the Bald Rock Fork Recreational Preserve, and Heidelberg Park, visitors can enjoy a variety of recreational activities year-round. Located about 18 miles by car from Jackson, Beattyville offers a charming base for your Kentucky getaway, making it a smart choice for your next hotel booking.
Jackson Hotel Deals
Natural Bridge State Resort Park
Natural Bridge State Resort Park"It is a great location for hiking the state park. Breakfast was ok, The same food every day and could be warmer. The rooms could use some updates. The toilet was the lowest to the ground that I have ever experienced. The sink and vanity also were low and made you bend over more than normal. There are not microwaves in the rooms."
"Quiet and beautiful which made for a relaxing weekend"
Holiday Inn Express Hotel & Suites Hazard by IHG
Holiday Inn Express Hotel & Suites Hazard by IHG
"Property and room were very rustic. Second story balcony/walkway needed to be cleaned, there was a lot of cigarette ash on the balcony. Room needs to have some type of shelving below the TV. Parking area also needs to have more lighting. It is a diamond in the rough, we enjoyed our stay."
The Sunrise Cabin-Hot Tub, Pond, Fire Pit Near Red River Gorge
The Sunrise Cabin-Hot Tub, Pond, Fire Pit Near Red River Gorge
"Great stay"
Frequently Asked Questions
How much does a Jackson vacation package cost?
Offering excellent value package deals from $514 on Expedia, you'll be surprised at how little a vacation to Jackson costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Jackson?
November, December and January are great times to look for cheap Jackson vacation packages. Traveling in quieter months means you can generally find lower prices on accommodations and flights.
How many days is enough for Jackson?
Typically, a handful of days is enough to visit the major attractions during your Jackson vacation. However, if you'd like to have time to kick back or go on day tours, think about extending your itinerary.
How to find the best Jackson package deals?
Use Expedia's filters to help you find some of the best Jackson package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your adventure for midweek, or look for Jackson package deals in the off-peak season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book a Jackson vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking flights and stays separately. Better still, you can customize your Jackson getaway to fit your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Jackson?
Secure amazing discounts by booking your flights ahead of time with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for a spur-of-the-moment Jackson trip.
Does Expedia offer Book Now, Pay Later Jackson vacation packages?
Your Jackson break is meant to be a relaxing escape from your busy life, not a source of money-related stress. So to give you a little more flexibility, we've teamed up with online lender Affirm to offer you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there aren't any hidden or late payment fees to worry about.