Gainesway Packages (Flight + Hotel)
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ฿27,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Where to stay in Gainesway
Find the best Gainesway areas and neighborhoods for the activities you enjoy most. Learn more about Gainesway
Downtown Lexington
2 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.
Northside District
While visiting Northside District, you might make a stop by sights like Lexington Opera House and West Sixth Brewing.
Liberty Area
If you're spending some time in Liberty Area, Hamburg Place and Hamburg Pavilion are top sights worth seeing.
Historic South Hill
While Historic South Hill may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Lexington Memorial Coliseum and Rupp Arena.
Picadome
While there might not be top attractions in Picadome, you can explore the larger area and discover places like Kroger Field and Red Mile Racetrack.
Top hotels in Gainesway
DoubleTree Suites by Hilton Hotel Lexington
2601 Richmond Rd Lexington KY
Fully refundableReserve now, pay when you stay
฿3,456
฿4,011 total
30 Aug - 31 Aug
includes taxes & fees
8.8/10 Excellent! (1,041 reviews)
"Great hotel, extremely helpful staff!"
Reviewed on 23 Aug 2026
The Manchester
941 Manchester St Lexington KY
Fully refundableReserve now, pay when you stay
฿5,266
฿6,681 total
7 Sept - 8 Sept
includes taxes & fees
9.6/10 Exceptional! (1,407 reviews)
"The valet guys are fantastic!! So nice and very social. We have stayed several time since our daughter is going to UK. What a great crew!!"
Reviewed on 22 Aug 2026
Marriott Lexington Griffin Gate Golf Resort & Spa
1800 Newtown Pike Lexington KY
Fully refundableReserve now, pay when you stay
฿3,372
฿4,567 total
6 Sept - 7 Sept
includes taxes & fees
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 Gainesway holiday package cost?
Handcraft your Gainesway holiday package from as low as . Pick from any combination of hotels, flights and rental cars to create the escape you've been dreaming about for ages. Be sure to add on a few activities!
How do I get a cheap travel package to Gainesway?
Booking a Gainesway holiday package with Expedia is a simple way to save. We offer access to over 550 partner airlines and 1,000,000 properties throughout the world. With such an extensive range to pick from, you'll have no hassles pulling together your perfect holiday.
Where should I stay in Gainesway?
Most visitors to Gainesway put both University of Kentucky and Keeneland Racing Course on their bucket lists. Why not reserve a hotel within walking distance of these popular attractions?
How far in advance should I book my Gainesway holiday?
It's tricky picking the best time for airfares, but we normally say the earlier, the better. Most international journeys on Expedia become available to compare up to 12 months in advance. If you can't book early, fear not. Bargain prices appear from time to time within a few weeks of departure dates.
What does an Expedia Gainesway travel package include?
With Expedia, you can select a combination of flights, hotels and car rentals to build your ideal Gainesway package. Once you've made your booking, you can add on fun stuff like sightseeing tours and activities. Don't forget — the more you bundle, the more you stand to save!
What should I know before booking a Gainesway travel package?
An Expedia travel package can be tailored to your budget and is a fantastic way to make your budget go further. How much you include is your call. Rental cars, hotels and flights — choose any combination that suits your plans.
Can I choose my airline with a Gainesway Expedia holiday package?
Definitely. Expedia has more than 550 airline partners to choose from around the world. With all that choice at your fingertips, finding the ideal carrier to get you to Gainesway will be easy.
If I'm not able to travel, can I cancel my Gainesway holiday package?
Because we understand life can be unpredictable, the answer is yes. For further details, head to our Customer Service Portal. But generally speaking, if you've made your booking in the last 24 hours, you may be able to change or cancel it for free. Your hotel, airline or car rental company may charge a fee if your booking is older than that.
Things to do
Unique Horse Farm Tours with Insider Access to Private Farms
฿1,955
per adult
90% of travellers recommend
Lexington: Downtown Walking Food & History Tour
฿3,276
per adult
100% of travellers recommend
Bites of the Bluegrass Cocktails & Bites Tour
฿4,137
per adult
100% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.