Downtown Lexington Holidays

Photo by Hyelsinta

  • Plan, book, travel with confidence

  • Better together

    Save up to S$134 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

Where to stay in Downtown Lexington

Find the best Downtown Lexington areas and neighborhoods for the activities you enjoy most. Learn more about Downtown Lexington
4th of July festival

Northside District

While visiting Northside District, you might make a stop by sights like Lexington Opera House and West Sixth Brewing.

Find hotels in Northside District

Top hotels in Downtown Lexington

Hyatt Regency Lexington

Hyatt Regency Lexington

3.5 out of 5
401 W High St Lexington KY
Fully refundableReserve now, pay when you stay
The price is S$214 per night from 30 Mar to 31 Mar
S$214
30 Mar - 31 Mar
includes taxes & fees
8.8/10 Excellent! (1,003 reviews)
Overall really good. Room had water damage

Reviewed on 17 Mar, 2026

Hyatt Regency Lexington
21c Museum Hotel Lexington

21c Museum Hotel Lexington

4 out of 5
167 West Main Street Lexington KY
Fully refundableReserve now, pay when you stay
The price is S$255 per night from 29 Mar to 30 Mar
S$255
29 Mar - 30 Mar
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
The rooms are nice. Location is great! We have stayed at many different hotels in Lexington. This one is one of my favorites. It’s quiet at night (I think Lexington can be a little loud with cars at night) but these rooms are very quiet. The art exhibit is great bonus and fun to explore. Would highly ...

Reviewed on 12 Mar, 2026

21c Museum Hotel Lexington
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$191 per night from 31 Mar to 1 Apr
S$191
31 Mar - 1 Apr
includes taxes & fees
8.4/10 Very Good! (1,003 reviews)
Good

Reviewed on 19 Mar, 2026

Hilton Lexington/Downtown
See all 847 properties in Downtown 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.

Frequently asked questions

How much does a Downtown Lexington holiday package cost?
We make it simple to travel somewhere new, with Downtown Lexington holiday packages starting from as little as . You'll have the flexibility to combine your preferred airlines, hotels and car rental. For the ultimate escape, why not add some tours and experiences to your travel itinerary?
How do I get a cheap travel package to Downtown Lexington?
Imagine all the wonderful things you could do in Downtown Lexington with a pile of extra cash in your wallet. Watch your savings stack up when you combine your travel bookings into a Downtown Lexington holiday package. You have plenty of choice when it comes to booking with Expedia too. In fact, you can choose from more than 550 airlines and 1,000,000 hotel options around the world. Whether you're taking a break with the family or embarking on a solo adventure, exploring Downtown Lexington is better with a package.
How far in advance should I book my Downtown Lexington holiday?
It can be hard to know when the best time is to book your Downtown Lexington trip. But typically the earlier you book, the better the prices. Sometimes, you can reserve your flights and hotels up to a year before departure. If you're considering a last-minute getaway, no need to panic! There are fabulous deals featured on Expedia all the time.
What does an Expedia Downtown Lexington travel package include?
With Expedia, you can select a combination of car rentals, hotels and flights to create your ideal Downtown Lexington travel package. Once you've made your booking, you can add on the fun stuff like activities and tours. Don't forget, the more you bundle, the more discounts you'll get!
What should I know before booking a Downtown Lexington travel package?
An Expedia travel package can be tailored to your budget and is a simple way to make your hard-earned dollars stretch further. How much you include is up to you. Hotels, rental cars and flights — choose any combination that suits your style.
Can I choose my airline with a Downtown Lexington Expedia holiday package?
With a holiday package, you're the boss. Whether you'd like to fly to Downtown Lexington in coach or business class, simply select from the available airline options. Expedia has access to more than 550 airline partners globally.
If I'm not able to travel, can I cancel my Downtown Lexington holiday package?
Whether it's your hotel or flight, yes, you can amend or cancel it. Booked your Downtown Lexington holiday package in the last 24 hours? You may be able to make changes at no cost. For older bookings, you may be charged a fee by your hotel, airline or car rental company. For more details, check out our Customer Service Portal. We're here to help you each step of the way.

Popular places to visit

Aerial photograph of the Lexington, Kentucky skyline at night with the city alite.

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

Things to do

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

Lexington: Thoroughbred Horse Farm Tour and Scenic Bluegrass

S$57
per adult
98% of travellers recommend
Lexington: Thoroughbred Horse Farm Tour and Scenic Bluegrass
Lexington: Downtown Walking Food & History Tour

Lexington: Downtown Walking Food & History Tour

S$125
per adult
Lexington: Downtown Walking Food & History Tour
Unique Horse Farm Tours with Insider Access to Private Farms

Unique Horse Farm Tours with Insider Access to Private Farms

S$75
per adult
90% of travellers recommend
Unique Horse Farm Tours with Insider Access to Private Farms
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. 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.