Gainesway Vacations from $411

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Your Gainesway Vacation

Make travel planning stress-free by snapping up a vacation package to Gainesway. We'll look after the specifics, so you can concentrate on savoring everything this neighborhood can offer. Kick off your trip to Gainesway by visiting nearby attractions such as Kroger Field, Fayette Mall and The Mall At Lexington Green. Expedia is here to help put your travel plans into action. Book your ideal Gainesway vacation today.

The Latest Gainesway Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hampton Inn Richmond

Hampton Inn Richmond

2.5 out of 5
Price was $485, price is now $411 per person
$411
per person
Oct 22 - Oct 25
found 11 hours ago
Roundtrip flight included
Chicago (ORD) to Lexington (LEX)
9.2/10 Wonderful! (1,008 reviews)
The hotel had outdoor renovations taking place, it didn't disrupt anytime we had to do.

Reviewed on Sep 2, 2025

21c Museum Hotel Lexington

21c Museum Hotel Lexington

4 out of 5
Downtown Lexington
Price was $1,663, price is now $1,266 per person
$1,266
per person
Oct 9 - Oct 12
found 22 hours ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Lexington (LEX)
8.8/10 Excellent! (1,008 reviews)
Amazing staff and beautiful hotel

Reviewed on Aug 29, 2025

Hotel LEX, Trademark Collection by Wyndham

Hotel LEX, Trademark Collection by Wyndham

3 out of 5
Price was $1,228, price is now $985 per person
$985
per person
Nov 26 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Lexington (LEX)
8.4/10 Very Good! (487 reviews)
Nice amenities good location and quite.

Reviewed on Sep 6, 2025

The Sire Hotel Lexington, Tapestry Collection by Hilton

The Sire Hotel Lexington, Tapestry Collection by Hilton

3.5 out of 5
Downtown Lexington
Price was $1,161, price is now $967 per person
$967
per person
Nov 26 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Lexington (LEX)
9.4/10 Exceptional! (823 reviews)
Like: The neighborhood and close dining. Breakfast was nice. Staff were awesome! Thank you. A little bit let down by the "spa shower".

Reviewed on Jul 29, 2025

Capital Plaza Hotel

Capital Plaza Hotel

3 out of 5
Price was $1,007, price is now $880 per person
$880
per person
Nov 26 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Lexington (LEX)
8.2/10 Very Good! (1,001 reviews)
The folks at Check in were very polite and friendly. The fountain looks a bit dated. Room was adequate. The breakfast was acceptable. It served a place to sleep for the night. Convenient for visiting Buffalo Trace Distillery. No major complaints.

Reviewed on Sep 8, 2025

Where to stay in Gainesway

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

Downtown Lexington

1 out of top 10 points of interest in this area
4.5/5(27 area reviews)

While visiting Downtown Lexington, you might make a stop by sights like Lexington Opera House and Rupp Arena.

Find hotels in Downtown Lexington

Gainesway Hotel Deals

GLō Best Western Lexington

GLō Best Western Lexington

3 out of 5
1935 Stanton Way, Lexington, KY
Fully refundableReserve now, pay when you stay
$106 nightly
The price is $123 total per night from Sep 16 to Sep 17
$123 total
Sep 16 - Sep 17
Total with taxes and fees
GLō Best Western Lexington
Quality Inn Lexington -Horse Park

Quality Inn Lexington -Horse Park

2.5 out of 5
1938 Stanton Way, Bldg A, Lexington, KY
Fully refundableReserve now, pay when you stay
$69 nightly
The price is $80 total per night from Sep 22 to Sep 23
$80 total
Sep 22 - Sep 23
Total with taxes and fees
Quality Inn Lexington -Horse Park
Hilton Lexington/Downtown

Hilton Lexington/Downtown

3.5 out of 5
369 West Vine Street, Lexington, KY
Fully refundableReserve now, pay when you stay
$166 nightly
The price is $193 total per night from Sep 28 to Sep 29
$193 total
Sep 28 - Sep 29
Total with taxes and fees
Hilton Lexington/Downtown
See all 821 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Gainesway

Kentucky Horse Park showing land animals

Kentucky Horse Park

Experience the exciting worlds of horses and horseracing at this equine theme park with multiple museums in the middle of Kentucky’s horse country.

Kentucky Horse Park
In a hores eye #2

University of Kentucky

Explore the campus 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
It's beginning to look a lot like Christmas.

Fayette Mall

You can find the perfect gifts to bring home at Fayette Mall during your stay in Lexington. Discover the area's acclaimed theater scene, or seek out its horseback riding.

Fayette Mall

Things to do

Experience Rebecca Ruth Chocolate Tour & Museum!

Experience Rebecca Ruth Chocolate Tour & Museum!

$10
per adult
Experience Rebecca Ruth Chocolate Tour & Museum!
Lexington: Downtown Walking Food & History Tour

Lexington: Downtown Walking Food & History Tour

$99
per adult
Lexington: Downtown Walking Food & History Tour
Distillery District Food & History Tour in Lexington

Distillery District Food & History Tour in Lexington

$99
per adult
Distillery District Food & History Tour in Lexington
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.