Lexington Holidays

Photo by Jeff Rogers /Lexington Convention and Visitors Bureau

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Where to stay in Lexington

Find the best Lexington areas and neighborhoods for the activities you enjoy most. Learn more about Lexington
Lexington featuring tranquil scenes and farmland

Downtown Lexington

1 out of top 10 points of interest in this area

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

Find hotels in Downtown Lexington

Top hotels in Lexington

Spark by Hilton Lexington Hamburg

Spark by Hilton Lexington Hamburg

2.5 out of 5
2381 Buena Vista Rd, Lexington, KY
Fully refundableReserve now, pay when you stay
The price is S$107 per night from 27 Jul to 28 Jul
S$107
27 Jul - 28 Jul
includes taxes & fees
8.6/10 Excellent! (67 reviews)
"It was a pleasant stay. Thank you"

Reviewed on 19 Jul, 2025

Spark by Hilton Lexington Hamburg
Hilton Lexington/Downtown

Hilton Lexington/Downtown

3.5 out of 5
369 West Vine Street, Lexington, KY
Fully refundableReserve now, pay when you stay
The price is S$207 per night from 15 Aug to 16 Aug
S$207
15 Aug - 16 Aug
includes taxes & fees
8.4/10 Very Good! (1,007 reviews)
"Parking garage was crowded and paying for parking when i have to drive around 5 to 15 minutes to get a parking spot, or go all the way to the top floor ."

Reviewed on 18 Jul, 2025

Hilton Lexington/Downtown
GuestHouse Lexington

GuestHouse Lexington

2.5 out of 5
2261 Elkhorn Road, Lexington, KY
Fully refundableReserve now, pay when you stay
The price is S$97 per night from 3 Aug to 4 Aug
S$97
3 Aug - 4 Aug
includes taxes & fees
8/10 Very Good! (1,272 reviews)
"The continental breakfast is not a breakfast buffet"

Reviewed on 19 Jul, 2025

GuestHouse Lexington
See all 976 properties in Lexington
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

Keeneland Racing Course

4.5/5(3 reviews)

Enjoy a trip to Keeneland Racing Course and popular activities such as horse riding in Lexington. You can attend a sporting event while in the area.

Keeneland Racing Course

Rupp Arena

4/5(1 review)

Catch an event at Rupp Arena and enjoy other activities in Lexington such as horse riding.Attend a sporting event or simply enjoy the lively bars while you're in the area.

Rupp Arena

What to do in Lexington

Picture 1 for Activity Lexington: Thoroughbred Horse Farm Tour and Scenic Bluegrass

Lexington: Thoroughbred Horse Farm Tour and Scenic Bluegrass

S$54
per adult
98% of travellers recommend
Lexington: Thoroughbred Horse Farm Tour and Scenic Bluegrass
Self Guided Driving Tour to Four Kentucky Bourbon Distilleries

Self Guided Driving Tour to Four Kentucky Bourbon Distilleries

S$38
per traveller
Self Guided Driving Tour to Four Kentucky Bourbon Distilleries
Experience Rebecca Ruth Chocolate Tour & Museum!

Experience Rebecca Ruth Chocolate Tour & Museum!

S$13
per adult
Experience Rebecca Ruth Chocolate Tour & Museum!
See all activities in Lexington

Frequently asked questions

How much does a Lexington holiday package cost?
You can grab a holiday package to this destination on Expedia. But how much your holiday to Lexington costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Lexington?
You're likely to find lower rates and better availability in December, January and February. Browse our cheap Lexington holiday packages and you could get some great off-season deals.
How many days is enough for Lexington?
With about 2 days, you'll have enough time to visit popular neighbourhoods such as Beaumont Residential and Liberty Area during your Lexington holiday. Be sure to also add Kentucky Aviation Museum and Lyric Theatre and Cultural Arts Centre to your list of must-sees. Searching for more adventures? Consider venturing outside of Lexington on tours and day trips.
Is it worth booking a holiday package to Lexington?
Boasting a host of highlights starting with its top-notch history, Lexington is a good holiday destination. Whether you'd like to check out attractions such as Rupp Arena and Kroger Field or take the path less traveled, you'll find loads to keep you busy during your Lexington holiday.
How to find the best Lexington package deals?
Begin your search for a Lexington package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply a few filters, like "Popular locations" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the perfect Lexington package deal right away, just switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Lexington adventure underway.
Is it cheaper to book a Lexington holiday as a package?
You can enjoy significant savings on your next Lexington retreat by booking a tailored holiday package. Check the "Package" heading, then enter your destination and travel dates to see some great hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a holiday package to Lexington?
Secure incredible discounts by booking your flights ahead of time with Expedia. If spontaneity is more your style, grab one of our last-minute deals for a spur-of-the-moment Lexington break.
How to plan a trip to Lexington?

  1. Choose your dates: What you want to do in Lexington and your preferred season will help you decide when to go.
  2. Figure out your budget: Ensure you have enough money to cover everything from transportation and food to experiences and flights. Your accommodation will likely be the largest expense during your trip to Lexington.
  3. Determine how many days away: Start by making a list of all the attractions you'd like to experience in Lexington. Then, estimate how long you'll need for each, along with any travel time.
  4. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. All that's left now is to choose a Lexington holiday package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.