Gainesway Packages (Flight + Hotel)

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ฿4,531 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 Gainesway

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

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 Gainesway

The Manchester

The Manchester

4 out of 5
941 Manchester St Lexington KY
Fully refundableReserve now, pay when you stay
The price is ฿5,252 per night from 2 Feb to 3 Feb
฿5,252
฿6,636 total
2 Feb - 3 Feb
includes taxes & fees
9.4/10 Exceptional! (1,133 reviews)
Beautiful room. Nice stay.

Reviewed on 16 Jan 2026

The Manchester
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 ฿1,883 per night from 29 Jan to 30 Jan
฿1,883
฿2,185 total
29 Jan - 30 Jan
includes taxes & fees
8.6/10 Excellent! (322 reviews)
Very clean room and great amenities.

Reviewed on 17 Jan 2026

Spark by Hilton Lexington Hamburg
DoubleTree Suites by Hilton Hotel Lexington

DoubleTree Suites by Hilton Hotel Lexington

4 out of 5
2601 Richmond Rd Lexington KY
Fully refundableReserve now, pay when you stay
The price is ฿3,127 per night from 1 Feb to 2 Feb
฿3,127
฿3,630 total
1 Feb - 2 Feb
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
Clean room love this place

Reviewed on 17 Jan 2026

DoubleTree Suites by Hilton Hotel Lexington
See all 839 properties in Gainesway
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

Unique Horse Farm Tours with Insider Access to Private Farms

฿1,856
per adult
90% of travellers recommend
Unique Horse Farm Tours with Insider Access to Private Farms
Experience Rebecca Ruth Chocolate Tour & Museum!

Experience Rebecca Ruth Chocolate Tour & Museum!

฿315
per adult
80% of travellers recommend
Experience Rebecca Ruth Chocolate Tour & Museum!
Lexington: Downtown Walking Food & History Tour

Lexington: Downtown Walking Food & History Tour

฿3,114
per adult
Lexington: Downtown Walking Food & History Tour
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.