Gainesway Vacations
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ₩1,660,000 when you book a flight and hotel together*
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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
If you're spending some time in Northside District, Lexington Opera House and West Sixth Brewing are top sights worth seeing.
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 might 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
When in Picadome, you can plan a visit to Kroger Field and Red Mile Racetrack, some noteworthy sights in the nearby area.
Gainesway Hotel Deals
DoubleTree Suites by Hilton Hotel Lexington
2601 Richmond Rd Lexington KY
Fully refundableReserve now, pay when you stay
₩146,593
₩170,151 total
Aug 30 - Aug 31
includes taxes & fees
The Manchester
941 Manchester St Lexington KY
Fully refundableReserve now, pay when you stay
₩223,382
₩283,407 total
Sep 7 - Sep 8
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 Aug 22, 2026
Marriott Lexington Griffin Gate Golf Resort & Spa
1800 Newtown Pike Lexington KY
Fully refundableReserve now, pay when you stay
₩143,018
₩193,718 total
Sep 6 - Sep 7
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 vacation package cost?
Handcraft your Gainesway vacation 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 vacation 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 vacation.
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 vacation?
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 vacation 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 vacation 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.