A bridge over a calm river with a sunset reflection.

Wilmore Vacations from $583

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Your Wilmore Vacation

With all your travel needs organized before you set off, our Wilmore vacation packages let you simply focus on having a good time! One neighborhood to base yourself in this vibrant city is Beaumont Residential, which is great for shopping and dining. Can't wait to sightsee? Spend your days enjoying leading attractions like Asbury University during your trip to Wilmore. Browse Expedia's extensive range of travel options and start planning your perfect vacation to Wilmore now.

The Latest Wilmore Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Jan 14 - Jan 19

    Comfort Inn & Suites Springfield + Flight

    Springfield
    5 nights
    2.0 star property
    6.6/10 - (146 reviews)
    "This hotel is exactly what you need if you want a no-frills, clean place to stay while traveling. The price is good and the place is comfortable."
    Reviewed October 30, 2026
    Roundtrip • New York (JFK) - Lexington (LEX)
    JFK - SDF • 1 stop SDF - JFK • 1 stop
    $608
    $583
    per traveler
    found 12 hours ago
    Comfort Inn & Suites Springfield
  • Jan 14 - Jan 19

    Wildflower Ranch Inn + Flight

    Springfield
    5 nights
    3.5 star property
    9.2/10 - Wonderful (24 reviews)
    "Carol and Rich were wonderful hosts! They made sure we had everything we needed, were very accommodating, and served 5 star breakfasts. The pool was sublime, the sun room was magical. We can’t say enough about how special we felt during our stay!"
    Reviewed August 17, 2026
    Roundtrip • New York (JFK) - Lexington (LEX)
    JFK - SDF • 1 stop SDF - JFK • 1 stop
    $994
    $811
    per traveler
    found 12 hours ago
    Wildflower Ranch Inn
  • Jan 14 - Jan 19

    Hill House B&B + Flight

    Loretto
    5 nights
    2.0 star property
    10/10 - Exceptional (24 reviews)
    "Beautiful home! Super clean and cozy! Jim and Cheryl were amazing. We went for only 1 night but had the best time. The hosts are very welcoming and friendly., and the breakfast was fantastic! . Thank you both so much for your hospitality! We will definitely be back! I may never stay at a hotel again!"
    Reviewed November 8, 2026
    Roundtrip • New York (JFK) - Lexington (LEX)
    JFK - SDF • 1 stop SDF - JFK • 1 stop
    $881
    $822
    per traveler
    found 12 hours ago
    Hill House B&B
  • Jan 14 - Jan 19

    Hampton Inn Lebanon + Flight

    Lebanon
    5 nights
    2.5 star property
    8.6/10 - Excellent (590 reviews)
    Roundtrip • New York (JFK) - Lexington (LEX)
    JFK - SDF • 1 stop SDF - JFK • 1 stop
    $726
    $697
    per traveler
    found 12 hours ago
    Hampton Inn Lebanon
  • Jan 14 - Jan 19

    Maple Hill Manor + Flight

    Springfield
    5 nights
    3.5 star property
    9.6/10 - Exceptional (651 reviews)
    "Beautiful and charming accommodations! Unique experience stepping into history. Breakfast and the night time dessert were fantastic."
    Reviewed September 29, 2026
    Roundtrip • New York (JFK) - Lexington (LEX)
    JFK - SDF • 1 stop SDF - JFK • 1 stop
    $862
    per traveler
    found 12 hours ago
    Maple Hill Manor

Where to stay in Wilmore

Wilmore, Kentucky, offers an ideal blend of outdoor adventures and family-friendly activities. Explore the scenic beauty of Pleasant Hill and enjoy the charm of downtown Nicholasville and Lexington, perfect for nature lovers seeking a memorable experience in the United States.

Lexington

For family and adventure travelers wanting a memorable trip, Lexington offers a vibrant mix of outdoor activities and cultural attractions. Just a short distance from Wilmore, you can explore the stunning grounds of the University of Kentucky or visit the historic Kentucky Castle. With its recreational areas and hiking trails, Lexington is perfect for those who appreciate natural beauty and scenic experiences. Choosing Lexington as your base ensures easy access to these highlights, making it an excellent choice for your stay.

Nicholasville

Experience the charm of Nicholasville, an excellent hub for families and weekend getaway travelers eager to explore attractions like the historic Camp Nelson National Monument, the vibrant Asbury University, and the serene Asbury Theological Seminary. With a mix of educational and recreational opportunities, visitors can enjoy both adventure and tranquility. Located about 5 miles by car from Wilmore, Nicholasville offers easy access to these highlights, making it a smart choice for your stay in Kentucky.

High Bridge

Make your vacation planning effortless by staying in High Bridge, a haven for family and nature travelers due to its beautiful surroundings and rich cultural experiences. Visitors will enjoy exploring nearby attractions like Herrington Lake for outdoor fun, Asbury University for a touch of academia, and the High Bridge Kentucky River Museum for a glimpse into local history. Located around Wilmore, High Bridge offers easy access to these highlights, making it a smart choice for your stay.

Shakertown

Immerse yourself in Shakertown, where cultural enthusiasts and nature lovers can easily access attractions like the historic sites and scenic Herrington Lake. This charming neighborhood is about a 5-mile drive from Wilmore, offering a perfect base for those seeking outdoor activities, family-friendly experiences, and a glimpse into local history at the High Bridge Kentucky River Museum. Choosing Shakertown for your stay ensures a memorable vacation in a welcoming environment.

Copperfield

Travelers visiting the area often choose Copperfield, especially families and weekend getaway seekers looking for a vibrant experience. This charming neighborhood is about a 10-mile drive from Wilmore and offers easy access to attractions like the University of Kentucky, the iconic Kentucky Castle, and the Lexington Convention Center. With a mix of sports and entertainment, Copperfield ensures a fulfilling stay year-round, making it a smart choice for your next vacation.

Discover the most popular places to visit in Wilmore

Wilmore Hotel Deals

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.

Frequently Asked Questions

How much does a Wilmore vacation package cost?

You can grab a vacation package to this popular destination from $583 on Expedia. But how much your vacation to Wilmore costs will depend on the season, length of stay and hotel choice.

What are the cheapest months to go to Wilmore?

February, October and December are the best times to search for cheap Wilmore vacation packages. Choosing to travel in less busy periods means you can generally find lower prices on hotels and flights.

How many days is enough for Wilmore?

The ideal length for your Wilmore vacation depends on what you'd like to do. Generally, a few days to a week will give you time to tick off all the major sights and explore some hidden gems along the way.

How to find the best Wilmore package deals?

Begin your search for a Wilmore package deal by entering your preferred trip dates and destination under our "Packages" tab. Then add a few filters, like "Guest rating" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the ideal Wilmore package deal right away, simply tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Wilmore adventure off to a flying start.

Is it cheaper to book a Wilmore vacation as a package?

You can enjoy significant savings on your Wilmore break by booking a tailored vacation package. Click on the "Package" heading, then select your destination and travel dates to browse some great hotel prices and airfares. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may land a better deal.

When to book a vacation package to Wilmore?

If you're planning a spur-of-the-moment Wilmore trip, check out our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can land amazing deals on your hotels and flights by booking well in advance.

Does Expedia offer Book Now, Pay Later Wilmore vacation packages?

If you're anything like us, you love traveling the world but are not a fan of the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the cost of your Wilmore break across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up great vacation packages with payment plans as soon as you see them.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.