Gainesway Holidays

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  • Better together

    Save up to €185 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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    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

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

Holiday Inn Express Lexington Horse Park Area by IHG

Holiday Inn Express Lexington Horse Park Area by IHG

3 out of 5
1935 Stanton Way, 1935 4 yes Lexington KY
Fully refundable
The price is €88 per night from 15 Mar to 16 Mar
€88
15 Mar - 16 Mar
includes taxes & fees
9.4/10 Exceptional! (2,184 reviews)
Everything was fine.

Reviewed on 12 Mar 2026

Holiday Inn Express Lexington Horse Park Area by IHG
The Manchester

The Manchester

4 out of 5
941 Manchester St Lexington KY
Fully refundableReserve now, pay when you stay
The price is €186 per night from 22 Mar to 23 Mar
€186
22 Mar - 23 Mar
includes taxes & fees
9.6/10 Exceptional! (1,193 reviews)
We were upgraded to a corner double queen suite. The staff is always wonderful. Very convenient walk to Manchester Music Hall next door.

Reviewed on 11 Mar 2026

The Manchester
Elwood Hotel & Suites

Elwood Hotel & Suites

4 out of 5
444 Parkway Drive Lexington KY
Fully refundableReserve now, pay when you stay
The price is €98 per night from 24 Mar to 25 Mar
€98
24 Mar - 25 Mar
includes taxes & fees
9.4/10 Exceptional! (1,041 reviews)
Staff was wonderful. Room very clean. Bed and pillows was very uncomfortable, that is my only complaint

Reviewed on 11 Mar 2026

Elwood Hotel & Suites
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

Kentucky Horse Park showing land animals

Kentucky Horse Park

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

Kentucky Horse Park
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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

Things to do

Experience Rebecca Ruth Chocolate Tour & Museum!

Experience Rebecca Ruth Chocolate Tour & Museum!

€8
per adult
80% of travellers recommend
Experience Rebecca Ruth Chocolate Tour & Museum!
Unique Horse Farm Tours with Insider Access to Private Farms

Unique Horse Farm Tours with Insider Access to Private Farms

€50
per adult
90% of travellers recommend
Unique Horse Farm Tours with Insider Access to Private Farms
Experience Rebecca Ruth Chocolate Tour & Museum: Group limit 15

Experience Rebecca Ruth Chocolate Tour & Museum

€8
per adult
Experience Rebecca Ruth Chocolate Tour & Museum
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.