Gainesway Trip

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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
4th of July festival

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.

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 ₹13,299 per night from 8 Mar to 9 Mar
₹13,299
₹17,015 total
8 Mar - 9 Mar
includes taxes & fees
9.4/10 Exceptional! (1,149 reviews)
Clean rooms, friendly staff, and good restaurants. I especially like the music selections played through the hotel.

Reviewed on 30 Jan 2026

The Manchester
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 ₹10,082 per night from 22 Feb to 23 Feb
₹10,082
₹11,702 total
22 Feb - 23 Feb
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
Very cool hotel, good amenities, clean, spacious good price really enjoyed it

Reviewed on 2 Feb 2026

DoubleTree Suites by Hilton Hotel 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 ₹13,056 per night from 16 Feb to 17 Feb
₹13,056
₹15,154 total
16 Feb - 17 Feb
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
Nice hotel but looks outdated.

Reviewed on 2 Feb 2026

Hyatt Regency Lexington
See all 831 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.

Popular places to visit

Panorama of an autumn, colorful lawn surrounded by buildings in downtown Lexington, Kentucky

University of Kentucky

5/5(1 review)

Take a campus tour or just explore the area of University of Kentucky during your travels in Lexington. Attend a sporting event or simply enjoy the lively bars while you're in the area.

University of Kentucky
The bottling line for the special single barrel Blantons Bourbon.

Buffalo Trace Distillery

4/5(2 reviews)

You can take time to visit Buffalo Trace Distillery during your travels to Frankfort. You can seek out the hiking trails while in the area.

Buffalo Trace Distillery
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
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.