Gainesway Holidays

Book a Hotel + Flight or Car together to unlock savings

Where to stay in Gainesway

Find the best Gainesway areas and neighborhoods for the activities you enjoy most. Learn more about Gainesway
Lexington featuring farmland and tranquil scenes

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

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 3.004.682 ₫ per night from 29 Nov to 30 Nov
3.004.682 ₫
3.487.534 ₫ total
29 Nov - 30 Nov
includes taxes & fees
8.6/10 Excellent! (1,008 reviews)
Very clean

Reviewed on 17 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 4.038.514 ₫ per night from 21 Dec to 22 Dec
4.038.514 ₫
5.146.778 ₫ total
21 Dec - 22 Dec
includes taxes & fees
9.4/10 Exceptional! (1,049 reviews)
Rooms and premises are very quaint and cozy and clean. The hotel is located in a semi secluded industrial area with no walkable access to shops or restaurants. Very limited breakfast options on Monday mornings and only in room instant coffee available

Reviewed on 17 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 1.643.287 ₫ per night from 22 Dec to 23 Dec
1.643.287 ₫
1.907.362 ₫ total
22 Dec - 23 Dec
includes taxes & fees
8.2/10 Very Good! (1,467 reviews)
Clean room comfortable bed

Reviewed on 21 Nov 2025

GuestHouse Lexington
See all 825 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 1null000null000 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

Fayette Mall

Fayette Mall

You can do some window-shopping at Fayette Mall during your trip to Lexington. Discover the area's acclaimed theatre scene or seek out its horse riding.

Fayette Mall
The Kentucky Castle

The Kentucky Castle

Enjoy a trip to The Kentucky Castle and popular activities such as horse riding in Versailles. Attend a sporting event or simply enjoy the lively bars while you're in the area.

The Kentucky Castle
Eastern Kentucky University

Eastern Kentucky University

Enjoy the student vibe when you visit Eastern Kentucky University during your travels in Richmond. While in this family-friendly area, you can savour the top-notch restaurants.

Eastern Kentucky University