Skip to main content
A city skyline with illuminated buildings and a church spire.
Photo by Jeff Rogers /Lexington Convention and Visitors Bureau
Open Photo by Jeff Rogers /Lexington Convention and Visitors Bureau

Lexington Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top Lexington vacation deals

Price found within the past 48 hours. Click for updated prices.
  • Breakfast and dinner served
    Aug 28 - Aug 31

    DoubleTree Suites by Hilton Hotel Lexington + Flight

    Lexington
    3 nights
    4.0 star property
    8.8/10 - Excellent (1,012 reviews)
    "Property is great and beautiful. However, i stood in line for 30 mins to check in because they were just one customer service member, she was not friendly and not sure if she was fully trained on computer, poor front desk service for sure."
    Reviewed July 27, 2026
    Roundtrip • Toronto (YYZ) - Lexington (LEX)
    YYZ - CVG • Nonstop CVG - YYZ • Nonstop
    CA $899
    CA $852
    per traveller
    found 1 day ago
    DoubleTree Suites by Hilton Hotel Lexington
  • Lobby sitting area
    Aug 28 - Aug 31

    Capital Plaza Hotel + Flight

    Frankfort
    3 nights
    3.0 star property
    8.0/10 - Very good (1,053 reviews)
    "If you have literally any other option, take it. You can remodel a building, but you can’t renovate laziness. This place is filthy, the rooms smell like neglect, and the cigarette-infused pillows are a special kind of hospitality. At this point, the “free breakfast” feels less like a perk and more like a dare. I’m half expecting it to be leftovers from last week. Save yourself the disappointment and stay somewhere else."
    Reviewed July 24, 2026
    Roundtrip • Toronto (YYZ) - Lexington (LEX)
    YYZ - CVG • Nonstop CVG - YYZ • Nonstop
    CA $1,016
    CA $920
    per traveller
    found 1 day ago
    Capital Plaza Hotel
  • Indoor pool, outdoor pool, open 9:00 AM to 9:00 PM, sun loungers
    Aug 28 - Aug 31

    Ramada Hotel & Conference Center by Wyndham Paintsville + Flight

    Paintsville
    3 nights
    2.5 star property
    8.8/10 - Excellent (603 reviews)
    Roundtrip • Toronto (YYZ) - Lexington (LEX)
    YYZ - CVG • Nonstop CVG - YYZ • Nonstop
    CA $968
    CA $904
    per traveller
    found 1 day ago
    Ramada Hotel & Conference Center by Wyndham Paintsville
  • Serves dinner and happy hour
    Aug 28 - Aug 31

    The Campbell House Lexington, Curio Collection by Hilton + Flight

    Lexington
    3 nights
    4.0 star property
    8.2/10 - Very good (1,000 reviews)
    "Room"
    Reviewed July 26, 2026
    Roundtrip • Toronto (YYZ) - Lexington (LEX)
    YYZ - CVG • Nonstop CVG - YYZ • Nonstop
    CA $1,005
    CA $939
    per traveller
    found 1 day ago
    The Campbell House Lexington, Curio Collection by Hilton
  • Daily cooked-to-order breakfast for a fee
    Aug 28 - Aug 31

    Origin Lexington a Wyndham Hotel + Flight

    Lexington
    3 nights
    3.5 star property
    9.4/10 - Exceptional (1,026 reviews)
    "Great location!"
    Reviewed July 28, 2026
    Roundtrip • Toronto (YYZ) - Lexington (LEX)
    YYZ - CVG • Nonstop CVG - YYZ • Nonstop
    CA $984
    CA $928
    per traveller
    found 1 day ago
    Origin Lexington a Wyndham Hotel

Where to stay in Lexington

Find the best Lexington areas and neighborhoods for the activities you enjoy most. Learn more about Lexington
Learn more about Lexington
A city skyline with illuminated buildings and a church spire.
Photo by Jeff Rogers /Lexington Convention and Visitors Bureau
Open Photo by Jeff Rogers /Lexington Convention and Visitors Bureau

Downtown Lexington

Historic Downtown Lexington showcases Kentucky's rich heritage with cobblestone streets and stunning antebellum mansions like the Mary Todd Lincoln House. Restored Victorian buildings house art galleries while the iconic Lexington Opera House anchors this charming district. Horse-drawn carriages add to the old-world atmosphere. Bourbon enthusiasts will appreciate the craft breweries and tasting rooms scattered throughout the area. The lively Cheapside Park hosts Thursday Night Live concerts under historic streetlamps. Rupp Arena and the Kentucky Theatre offer entertainment options within walking distance of local restaurants serving authentic Southern cuisine.
A historic stone building with a turret and a flagpole.

Distillery District

Lexington's Distillery District captures Kentucky's bourbon heritage in a revitalized industrial setting. Red brick buildings now house artisan galleries, craft distilleries, and farm-to-table restaurants. Live jazz spills from venues as visitors sample small-batch spirits in historic tasting rooms. Explore Barrel House and James E. Pepper distilleries to understand Kentucky's whiskey traditions. The compact district features wide pedestrian walkways lined with bourbon barrel planters and native plants. Evening brings a vibrant scene with craft cocktail lounges and bourbon bars offering authentic local experiences.
A white fence, green grass, and trees in a field.

Chevy Chase

Chevy Chase welcomes visitors with its tree-lined streets and stately historic mansions. This affluent residential area offers a peaceful retreat just minutes from downtown Lexington. The neighborhood's Colonial Revival and Tudor homes create a charming backdrop for leisurely walks through quiet, leafy streets. Architecture enthusiasts will appreciate the grand homes with their manicured lawns and classic designs. While the area has limited dining and shopping within its boundaries, its proximity to attractions like Ashland Henry Clay Estate and Kroger Field makes it convenient. Downtown Lexington's restaurants and entertainment venues are just a short drive away.
A white wooden fence leading to a building with two towers.

Beaumont Residential

Beaumont offers a peaceful suburban retreat with tree-lined streets and family-friendly parks just minutes from Lexington's attractions. This planned community balances residential calm with easy access to Kentucky's horse racing heritage at nearby Keeneland and The Red Mile. Wide sidewalks make morning strolls pleasant through this affordable area. Budget-conscious travellers appreciate spacious vacation rentals with full kitchens and multiple bedrooms. Most dining and shopping requires a short drive to central Lexington.
A food truck with two people working inside, a wooden table with two glasses of beer, and a man drinking from a glass.
Photo by RVOutlawz
Open Photo by RVOutlawz

North Upper Street

North Upper Street captures Lexington's soul through its historic brick buildings and lively urban spirit. Victorian storefronts house bourbon tasting rooms and art galleries showcasing Kentucky crafts. The restored 1922 Kentucky Theatre adds vintage charm to this walkable district. This area pulses with bluegrass music spilling from upscale bars and farm-to-table restaurants. Explore nearby Transylvania University or stroll to the Lexington Opera House. The district's wrought-iron lampposts and tree-lined sidewalks create a perfect blend of history and modern energy.

Discover the most popular places to visit in Lexington

A Kentucky Horse Park entrance with a stone archway, a gold emblem, and a plaque.
Photo by William Keller
Open Photo by William Keller

Kentucky Horse Park

9.2/10 (1,426 reviews)
Kentucky Horse Park is a favorite place to visit in Lexington and nearby activities include horseback riding. Attend a sporting event or simply enjoy the lively bars while you're in the area.

What to do in Lexington

Unique Horse Farm Tours with Insider Access to Private Farms

Unique Horse Farm Tours with Insider Access to Private Farms

CA $84
per adult
90% of travellers recommend
Unique Horse Farm Tours with Insider Access to Private Farms
See all activities in Lexington

Lexington Hotel Deals

Indoor pool, open 5:00 AM to 10:00 PM, sun loungers

Holiday Inn Express Lexington - Horse Park Area by IHG

Holiday Inn Express Lexington - Horse Park Area by IHG
3.0 star property
6.2 km from Lexington (and vicinity)
9.4 out of 10, Exceptional, (2,190 reviews)
"Great overall. Pool and lobby were a little too warm. Fitness center could use more mats."
The price is CA $117
CA $136 total
includes taxes & fees
Aug 23 - Aug 24
Holiday Inn Express Lexington - Horse Park Area by IHG
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.
See all properties in Lexington

Frequently Asked Questions

How much does a Lexington vacation package cost?

You'll find cheap prices from CA $852 on Expedia for your Lexington getaway. However, factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Lexington costs.

What are the cheapest months to go to Lexington?

December, January and February are the best times to look for cheap Lexington vacation packages. Travelling in less busy periods means you can generally find reduced prices on accommodations and flights.

How many days is enough for Lexington?

With about 2 days, you'll have enough time to visit popular neighbourhoods like Beaumont Residential and Liberty Area during your Lexington vacation. Make sure to also add Kroger Field and Fayette Mall to your must-do list. Looking for more adventures? Consider exploring outside of Lexington on day trips and tours.

Is it worth booking a vacation package to Lexington?

From leading attractions such as Rupp Arena and Kroger Field to its excellent history, a Lexington vacation is sure to exceed your expectations. With so much to do and see, find out for yourself why Lexington is such a good vacation destination.

How to find the best Lexington package deals?

Start your search for a Lexington package deal by entering your preferred travel dates and destination under our "Packages" tab. Then apply a few filters, like "Guest rating" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the perfect Lexington package deal straight away, simply change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Lexington escape underway.

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

Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll generally snag a better deal than booking each component individually. And you'll still have the flexibility to create a tailored Lexington vacation by choosing your preferred type of stay, airline and car class.

When to book a vacation package to Lexington?

If you're planning an impromptu Lexington adventure, browse our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can land awesome deals on your hotels and flights by booking ahead.

How to plan a trip to Lexington?

  1. Choose your dates: What you'd like to do in Lexington and your favourite season can help you decide when to go.
  2. Set your budget: Consider expenses such as flights, meals and transportation when working out how much to set aside for your trip to Lexington. Then, choose a property that fits your budget, whether that's an economical stay or a high-end retreat.
  3. Decide how many days away: Start by compiling a list of the activities and attractions you'd like to experience in Lexington. Then, estimate how long you'll need at each, as well as any travel time.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. Now all that's left is to choose a Lexington vacation package that brings all your bookings together.

Book with confidence

Things to do in Lexington

Lexington, Kentucky, offers a delightful blend of outdoor adventures and scenic beauty. Visitors can explore recreational areas, hike scenic trails, and enjoy equine attractions. The city is also vibrant with live music, entertainment venues, and distillery tours, providing leisure activities for everyone. Whether you're seeking education or just a relaxing day out, Lexington promises a rich experience filled with local charm and adventure.

Shopping

At Fayette Mall, you can enjoy a vibrant shopping atmosphere with various entertainment options. Don't miss the sweet experience at Rebecca Ruth Candy Tours & Museum for unique treats. For a diverse selection of items, visit Richmond Peddler's Mall, which offers a charming market vibe in Lexington.

Recreation

Kroger Field offers an energetic atmosphere, perfect for sports enthusiasts looking to catch a game or simply soak in the lively vibes. For golf lovers, Keene Trace Golf Club provides a picturesque outdoor setting with beautifully maintained greens, ideal for a relaxing day on the course.

Experience culture and entertainment at the EKU Center for the Arts, where you can enjoy captivating performances in a romantic setting, perfect for family outings or a date night. Each venue promises a unique blend of wellness and recreation in the charming city of Lexington.

Adventure

Experience the excitement at Jd Legends Bar & Grill with a variety of arcade games. For a scenic adventure, hike the Legacy Trail, immersing yourself in nature. If you enjoy sports, the Shillito Park Tennis Center offers thrilling tennis matches amidst an energetic atmosphere.

Nightlife

Lexington's nightlife buzzes with energy, featuring vibrant bars and live music. Visit the Bourbon Bar for a taste of local spirits, and check out The Burl for eclectic live performances. Enjoy the friendly atmosphere as you mingle with locals and fellow travellers alike.

Find the best attractions in Lexington

Lexington, Kentucky, is an excellent destination for outdoor enthusiasts and culture seekers alike. With attractions like historic homes, modern universities, and urban parks, there’s something for everyone. Explore the Lexington Cemetery, visit the City of Lexington, or experience the lively Lexington Farmers Market for a taste of local life. Whether you’re here for family fun or scenic adventures, Lexington offers a memorable getaway.

  • University of Kentucky: Experience the vibrant atmosphere of this modern university, where you can explore beautiful campus grounds, attend cultural events, or enjoy local dining options. The university's blend of tradition and innovation creates a lively environment perfect for students and visitors alike.
  • The Kentucky Castle: Immerse yourself in romance and culture at this stunning castle. With its beautiful architecture, luxurious accommodations, and exquisite dining options, The Kentucky Castle offers a unique experience that transports you to a fairytale setting amidst the rolling hills of Kentucky.
  • Fort Boonesborough State Park: Embrace adventure and stunning scenery at this historic state park. Explore hiking trails, engage in outdoor activities, and learn about Kentucky's history at the recreated fort, all while surrounded by the breathtaking natural beauty of the area.

Best time to go to Lexington

The best time to visit Lexington can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Lexington falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Lexington falls in January, visitor numbers are slightly low and weather is mostly cloudy with light rain.

Tips to save on your trip to Lexington

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling during the off-peak season (typically November to January) for more affordable package holidays to Lexington.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

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