Oldham Avenue Vacations from $342

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Your Oldham Avenue Vacation

Reserving an Oldham Avenue vacation package is a good way to know the ins and outs of this neighborhood. From its renowned sites to its lesser-known gems, a world of discovery is waiting. Eager to head out and see the sights during your trip to Oldham Avenue? Pencil in a visit to nearby attractions like University of Kentucky, Kroger Field and Rupp Arena. Whatever your travel plans or budget, booking the ultimate Oldham Avenue vacation is easy with Expedia.

The Latest Oldham Avenue Vacation Packages

Price found within the past 48 hours. Click for updated prices.
GuestHouse Lexington

GuestHouse Lexington

2.5 out of 5
Price was $397, price is now $342 per person
$342
per person
Dec 4 - Dec 7
found 7 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Lexington (LEX)
8.2/10 Very Good! (1,410 reviews)
They do not have an elevator. This was not a huge issue for us, but the person at the front desk made it seem like we were odd for thinking there would be one. There was only one trash can for the whole room and it was in the bathroom. There was a hole in the bathroom wall where they must have replaced the toilet paper holder. Walls are extremely thin, we could hear everything in the whole hotel, not just our neighbors. Overall, a nice place for what we needed, just somewhere to sleep for one night and the price was right.

Reviewed on Oct 26, 2025

The Kentucky Castle

The Kentucky Castle

2 out of 5
Price was $1,375, price is now $930 per person
$930
per person
Jan 11 - Jan 14
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Lexington (LEX)
7.6/10 Good! (14 reviews)
There are extra fees tagged onto everything! I paid for the stay and then at checkout I was charged an extra $50 plus tax! At the spa I was charged taxes and fees, 20% gratuity and then taxes on top of that. The advertised $280 for facial and massage became $373. The room was nicely decorated, but it certainly shows signs of wear and tear. There was very little water pressure. The staff was so kind and the place is pretty. The Kentucky Castle is a nice novelty for a day visit, but not to stay.

Reviewed on Sep 19, 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 $728, price is now $611 per person
$611
per person
Jan 8 - Jan 11
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Lexington (LEX)
9.4/10 Exceptional! (831 reviews)
Absolutely beautiful hotel, with parking on the grounds! Historic hotel, all the charm, amazing little seating area out front with a fire, chairs and swing. Out back, there was another fire place, with tables and chairs to enjoy drinks and company with amazing ambiance. Really, a great place and great location. Within walking distance of Rupp and downtown Lexington.

Reviewed on Oct 20, 2025

21c Museum Hotel Lexington

21c Museum Hotel Lexington

4 out of 5
Downtown Lexington
Price was $703, price is now $602 per person
$602
per person
Jan 8 - Jan 11
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Lexington (LEX)
9/10 Wonderful! (1,002 reviews)
Room had drapes that had rips in several of them. Carpet was stained in multiple places. Furniture had wear and tear. Overall the hotel felt low budget but at a high price.

Reviewed on Oct 26, 2025

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

3 out of 5
Price was $637, price is now $554 per person
$554
per person
Jan 8 - Jan 11
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Lexington (LEX)
8.8/10 Excellent! (1,201 reviews)
Rooms updated and clean

Reviewed on Oct 25, 2025

Where to stay in Oldham Avenue

Find the best Oldham Avenue areas and neighborhoods for the activities you enjoy most. Learn more about Oldham Avenue
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

Oldham Avenue Hotel Deals

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
$61 nightly
The price is $70 total per night from Nov 17 to Nov 18
$70 total
Nov 17 - Nov 18
Total with taxes and fees
8.6/10 Excellent! (224 reviews)
The best hotel in ky

Reviewed on Oct 25, 2025

Spark by Hilton Lexington Hamburg
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
$72 nightly
The price is $83 total per night from Nov 23 to Nov 24
$83 total
Nov 23 - Nov 24
Total with taxes and fees
8.2/10 Very Good! (1,647 reviews)
Clean room, friendly staff and comfortable bed. Room was very dated-good bargain if you’re looking for an economical stay.

Reviewed on Oct 25, 2025

Quality Inn Lexington -Horse Park
GuestHouse Lexington

GuestHouse Lexington

2.5 out of 5
2261 Elkhorn Road, Lexington, KY
Fully refundableReserve now, pay when you stay
$68 nightly
The price is $79 total per night from Nov 23 to Nov 24
$79 total
Nov 23 - Nov 24
Total with taxes and fees
8.2/10 Very Good! (1,425 reviews)
.

Reviewed on Oct 26, 2025

GuestHouse Lexington
See all 833 properties in Oldham Avenue
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 Oldham Avenue

Kentucky Horse Park showing land animals

Kentucky Horse Park

4.5/5(328 reviews)

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

4.5/5(384 reviews)

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

4.5/5(321 reviews)

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

Lexington: Downtown Walking Food & History Tour

Lexington: Downtown Walking Food & History Tour

$99
per adult
Lexington: Downtown Walking Food & History Tour
Experience Rebecca Ruth Chocolate Tour & Museum!

Experience Rebecca Ruth Chocolate Tour & Museum!

$10
per adult
Experience Rebecca Ruth Chocolate Tour & Museum!
Bites of the Bluegrass Cocktails & Bites Tour

Bites of the Bluegrass Cocktails & Bites Tour

$105
per adult
Bites of the Bluegrass Cocktails & Bites 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.