Fairway Holidays

  • 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 Fairway

Find the best Fairway areas and neighborhoods for the activities you enjoy most. Learn more about Fairway
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 Fairway

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$202 per night from 29 Nov to 30 Nov
S$202
29 Nov - 30 Nov
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
Clean. Nice and comfortable Rooms. Friendly staff.

Reviewed on 10 Nov, 2025

Hyatt Regency Lexington
The Manchester

The Manchester

4 out of 5
941 Manchester St Lexington KY
Fully refundableReserve now, pay when you stay
The price is S$250 per night from 28 Nov to 29 Nov
S$250
28 Nov - 29 Nov
includes taxes & fees
9.4/10 Exceptional! (1,045 reviews)
We had a wonderful stay. The hotel was beautiful. The room was well decorated, and the bedding was comfortable. We loved the lounge and the service was excellent. We will definitely return.

Reviewed on 14 Nov, 2025

The Manchester
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$89 per night from 30 Nov to 1 Dec
S$89
30 Nov - 1 Dec
includes taxes & fees
8.2/10 Very Good! (1,458 reviews)
Lisa was great!

Reviewed on 15 Nov, 2025

GuestHouse Lexington
See all 825 properties in Fairway
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 Fairway holiday package cost?
Choose from any combination of car rentals, flights and hotels, and you can be holidaying in Fairway from just . And the more you bundle, the more cash you save. Your dream escape has never been so affordable.
How do I get a cheap travel package to Fairway?
Book everything all in one place with our Fairway holiday packages. We have deals on flights, hotels, tours and more that'll keep your travel budget happy and your adventurous side busy. And, with more than 550 air carriers and 1,000,000 properties globally to select from, you'll have the flexibility to mix and match as you like.
Where should I stay in Fairway?
Most who travel to Fairway include both University of Kentucky and Keeneland Racing Course on their itineraries. Why not book a hotel near these fantastic attractions?
How far in advance should I book my Fairway holiday?
Reserving your spot early with Expedia means one less thing to worry about. Most air carriers display prices up to 12 months prior to take off. This is generally the cheapest time to book. If circumstances have left you booking late, discount prices to Fairway will sometimes occur just weeks before departure.
What does an Expedia Fairway travel package include?
Flights, hotels and a shiny set of wheels for all your road trip adventures. Simply mix and match your preferred bundle and gain access to great discounts. Once you've made your booking, add on a couple of experiences and tours and watch your savings stack up. When it comes to creating your Fairway getaway, you're the one in control!
What should I know before booking a Fairway travel package?
You'll land amazing savings when you bundle your hotels, flights and rental cars into a package. Not only that, booking everything together simply makes planning easier. So why waste time or money? Whether you're organising a ritzy city getaway or a budget family adventure, take a look at our holiday packages today.
Can I choose my airline with a Fairway Expedia holiday package?
Yes — that's the beauty of an Expedia holiday package. You get to choose. We have access to more than 550 partner airlines all over the world, so you have options galore when creating your Fairway trip.
If I'm not able to travel, can I cancel my Fairway holiday package?
If your travel plans in Fairway have changed, it's good to know that it's possible to cancel your booking. If you booked within the last 24 hours, you may be eligible for a refund. If your booking is older than that, your airline, hotel or car rental company may impose a cancellation fee. To learn more, check our Customer Service Portal.

Popular places to visit

Keeneland Racing Course

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

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$55
per adult
98% of travellers recommend
Lexington: Thoroughbred Horse Farm Tour and Scenic Bluegrass
Unique Horse Farm Tours with Insider Access to Private Farms

Unique Horse Farm Tours with Insider Access to Private Farms

S$64
per adult
90% of travellers recommend
Unique Horse Farm Tours with Insider Access to Private Farms
Makers Mark, Four Roses or Woodford Reserve or Bulleit or Others

Groups: Makers Mark OR Buffalo Trace OR Woodford or Others

S$234
per adult
Groups: Makers Mark OR Buffalo Trace OR Woodford or Others
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.