Masterson Station Vacation Packages

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

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Price found within the past 48 hours. Click for updated prices.
  • Comfort Single Room | Interior
    Jun 28 - Jul 3

    Hotel Thoroughbred + Flight

    Paris
    5 nights
    2.0 star property
    10/10 - Exceptional (4 reviews)
    "Very clean and welcoming. Such a cool building. Wonderful Mexican restaurant within walking distance as well, "
    Reviewed May 9, 2026
    Roundtrip • Toronto (YYZ) - Lexington (LEX)
    YYZ - LEX • 1 stop LEX - YYZ • 1 stop
    CA $1,451
    CA $1,145
    per traveller
    found 2 days ago
    Hotel Thoroughbred
  • Exterior
    Jun 28 - Jul 3

    Montgomery Inn BnB + Flight

    Versailles
    5 nights
    4.0 star property
    9.4/10 - Exceptional (107 reviews)
    "We were doing a cross country trip in our airstream. We stayed one night at the BnB and absolutely loved the grounds, our room, and our host. She went above and beyond accommodating our airstream and our dogs."
    Reviewed May 11, 2026
    Roundtrip • Toronto (YYZ) - Lexington (LEX)
    YYZ - LEX • 1 stop LEX - YYZ • 1 stop
    CA $1,689
    CA $1,396
    per traveller
    found 2 days ago
    Montgomery Inn BnB
  • Exterior
    Jun 28 - Jul 3

    The Sire Hotel Lexington, Tapestry Collection by Hilton + Flight

    Downtown Lexington
    5 nights
    3.5 star property
    9.4/10 - Exceptional (886 reviews)
    "Really nice stay. Staff was very nice and helpful. Highly recommend"
    Reviewed May 25, 2026
    Roundtrip • Toronto (YYZ) - Lexington (LEX)
    YYZ - LEX • 1 stop LEX - YYZ • 1 stop
    CA $1,659
    CA $1,417
    per traveller
    found 2 days ago
    The Sire Hotel Lexington, Tapestry Collection by Hilton
  • Interior
    Jun 28 - Jul 3

    21c Museum Hotel Lexington + Flight

    Downtown Lexington
    5 nights
    4.0 star property
    8.8/10 - Excellent (1,001 reviews)
    "Loved the restroom. So clean and roomy and comfortable. Room very clean."
    Reviewed May 26, 2026
    Roundtrip • Toronto (YYZ) - Lexington (LEX)
    YYZ - LEX • 1 stop LEX - YYZ • 1 stop
    CA $1,479
    CA $1,267
    per traveller
    found 2 days ago
    21c Museum Hotel Lexington
  • Daily cooked-to-order breakfast for a fee
    Jun 28 - Jul 3

    Origin Lexington a Wyndham Hotel + Flight

    Lexington
    5 nights
    3.5 star property
    9.4/10 - Exceptional (1,000 reviews)
    "Very nice area. Staff were efficient and did t bother you at check in."
    Reviewed May 23, 2026
    Roundtrip • Toronto (YYZ) - Lexington (LEX)
    YYZ - LEX • 1 stop LEX - YYZ • 1 stop
    CA $1,453
    CA $1,277
    per traveller
    found 2 days ago
    Origin Lexington a Wyndham Hotel

Where to stay in Masterson Station

Find the best Masterson Station areas and neighborhoods for the activities you enjoy most. Learn more about Masterson Station
Downtown Lexington

Downtown Lexington

2 out of top 10 points of interest in this area
4/5(1 area review)

While visiting Downtown Lexington, you might make a stop by sights like Lexington Opera House and Rupp Arena.

Find hotels in Downtown Lexington

Masterson Station Hotel Deals

The Manchester

The Manchester

4 out of 5
941 Manchester St Lexington KY
The price is CA $260 per night from May 31 to Jun 1
CA $260
CA $326 total
May 31 - Jun 1
includes taxes & fees
9.6/10 Exceptional! (1,296 reviews)
"Awesome staff"

Reviewed on May 27, 2026

The Manchester
Holiday Inn Express Lexington Horse Park Area by IHG

Holiday Inn Express Lexington Horse Park Area by IHG

3 out of 5
1935 Stanton Way, 1935 4 yes Lexington KY
The price is CA $135 per night from Jun 14 to Jun 15
CA $135
CA $157 total
Jun 14 - Jun 15
includes taxes & fees
9.4/10 Exceptional! (2,199 reviews)
"Management not helpful. Will never stay at this location."

Reviewed on May 26, 2026

Holiday Inn Express Lexington Horse Park Area by IHG
Hilton Lexington/Downtown

Hilton Lexington/Downtown

3.5 out of 5
369 West Vine Street Lexington KY
The price is CA $175 per night from Jun 21 to Jun 22
CA $175
CA $203 total
Jun 21 - Jun 22
includes taxes & fees
8.4/10 Very Good! (1,000 reviews)
"Bathroom could use a little updating"

Reviewed on May 26, 2026

Hilton Lexington/Downtown
See all 899 properties in Masterson Station
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
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Family Vacations

Frequently asked questions

How much does a Masterson Station vacation package cost?
Custom build your Masterson Station package from just . Choose from any combination of rental cars, flights and hotels to build the escape you've been dreaming of. Don't forget to add on a few activities!
How do I get a cheap travel package to Masterson Station?
Bundle your hotel and flight bookings, toss in extras such as tours, and save with a Masterson Station vacation package. You won't just score big discounts on your getaway — you'll have loads of choice at your fingertips too. When you book with Expedia, you can select from more than 550 partner airlines and 1,000,000 properties all over the world. Your affordable vacation starts right here, right now!
Where should I stay in Masterson Station?
Most visitors who travel to Masterson Station include both University of Kentucky and Keeneland Racing Course on their sightseeing itineraries. Why not consider a hotel right near these popular attractions?
What are the top hotels in Masterson Station?
Get your vacation off to a fantastic start by staying at Spacious Updated 4 Bedroom House Near Kentucky Horse Park. It's one of most popular properties in Masterson Station. Another cozy option is Horse Country Home - No Stairs.
How far in advance should I book my Masterson Station vacation?
It all depends on the air carrier, but it's usually possible to browse through international flights on Expedia nearly a year in advance. While it's advisable to book ahead of time, lucky travelers occasionally nab a cheaper flight just weeks prior to their intended journey.
What does an Expedia Masterson Station travel package include?
Expedia has all you need to plan your Masterson Station getaway, but what your package looks like is your choice. Choose from a combination of flights, hotels and rental cars. Chasing a few activities to keep you busy? Once you've made your booking, you can add them on too. Whatever your style, there's a package to meet your needs.
What should I know before booking a Masterson Station travel package?
An Expedia travel package can be customized for your circumstances and is a great way to make your money go further. What you include is totally up to you. Hotels, rental cars and flights — come up with a combination that suits your style.
Can I choose my airline with a Masterson Station Expedia vacation package?
Definitely. Expedia has over 550 partner airlines to choose from globally. With all that choice, finding the perfect carrier to take you to Masterson Station will be a snap.
If I'm not able to travel, can I cancel my Masterson Station vacation package?
Because we know life can be unpredictable, the answer is yes. For further details, head to our Customer Service Portal. But generally speaking, if you've booked your Masterson Station vacation package in the last 24 hours, you may be able to change or cancel it without penalty. Your hotel, airline or car rental company may impose a fee if your booking is older than that.

Discover the most popular places to visit in Masterson Station

Panorama of an autumn, colorful lawn surrounded by buildings in downtown Lexington, Kentucky

University of Kentucky

4.5/5(8 reviews)

Explore the campus of University of Kentucky, during your travels in Lexington. Attend a sporting event or simply enjoy the lively bars while you're in the area.

University of Kentucky
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The Kentucky Castle

Enjoy a trip to The Kentucky Castle and popular activities like horseback riding in Versailles. Attend a sporting event or simply enjoy the lively bars while you're in the area.

The Kentucky Castle
Fayette Mall

Fayette Mall

4.5/5(12 reviews)

You can find the perfect gifts to bring home at Fayette Mall during your stay in Lexington. Discover the area's acclaimed theater scene, or seek out its horseback riding.

Fayette Mall

Things to do

Unique Horse Farm Tours with Insider Access to Private Farms

Unique Horse Farm Tours with Insider Access to Private Farms

CA $81
per adult
90% of travellers recommend
Unique Horse Farm Tours with Insider Access to Private Farms
Lexington: Downtown Walking Food & History Tour

Lexington: Downtown Walking Food & History Tour

CA $135
per adult
Lexington: Downtown Walking Food & History Tour
Bites of the Bluegrass Cocktails & Bites Tour

Bites of the Bluegrass Cocktails & Bites Tour

CA $171
per adult
Bites of the Bluegrass Cocktails & Bites Tour
See all activities in Lexington
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.