North Upper Street Vacations from $468
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Your North Upper Street Vacation
Our North Upper Street vacation packages are a simple and practical way to organize and reserve your next break. Uncover the magic of this unique neighborhood without the bother of organizing it all yourself. When it's time to get out and explore, you'll find loads of popular attractions nearby including University of Kentucky, Kroger Field and Rupp Arena. Visit one, two or more during your trip to North Upper Street. Don't just imagine it — do it! Reserve your ideal North Upper Street vacation with Expedia and get to where you're going your way.
The Latest North Upper Street Vacation Packages
Price found within the past 48 hours. Click for updated prices.
The Campbell House Lexington, Curio Collection by Hilton
Price was $537, price is now $468 per person
$468
per person
Aug 13 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Lexington (LEX)
8.2/10 Very Good! (1,005 reviews)
The rooms and hotel overall was very nice. My only wish is that all rooms had a mini fridge ours did not. Other than that the stay was. Ice.
Reviewed on Jun 13, 2026
Holiday Inn Express Lexington Horse Park Area by IHG
Price was $634, price is now $535 per person
$535
per person
Aug 13 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Lexington (LEX)
9.4/10 Exceptional! (2,208 reviews)
The staff was extremely helpful and understanding when we found ourselves in an unfortunate situation. They went above and beyond to help and accommodate us!
Reviewed on Jun 12, 2026
Capital Plaza Hotel
Price was $578, price is now $495 per person
$495
per person
Aug 13 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Lexington (LEX)
8.2/10 Very Good! (1,057 reviews)
The new parking ramp is nice. The room was clean the breakfast was great. The hotel main floor was being renovated so the restaurant/bar was closed. There were construction noises starting early. The construction vehicles were all parked in the loading area on checkout so loading our luggage had to be done in the transit authority driveway, and that wasn't layed out for that.
Reviewed on Jun 9, 2026
Origin Lexington a Wyndham Hotel
Price was $596, price is now $511 per person
$511
per person
Aug 13 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Lexington (LEX)
9.4/10 Exceptional! (1,009 reviews)
Hotel was very clean and didn't have any lingering smell or spots or stains on the hotel floor. Staff were very helpful and friendly. The food at the ground floor restaurant 33 Staves was excellent and I would strongly recommend to try it out especially if you want to stay away from fast food places at the giant mall. Drew at the front desk check us in and he was very friendly and a great host.
Reviewed on May 31, 2026
Best Western Plus Georgetown Corporate Center Hotel
Price was $539, price is now $471 per person
$471
per person
Aug 19 - Aug 23
found 16 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Lexington (LEX)
8.6/10 Excellent! (1,003 reviews)
A good stay on the road at a good price. Clean room and property. Breakfast is all ultra processed food except for the fruit.
Reviewed on Jun 13, 2026
Where to stay in North Upper Street
Find the best North Upper Street areas and neighborhoods for the activities you enjoy most. Learn more about North Upper Street
Downtown Lexington
2 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.
North Upper Street Hotel Deals
Holiday Inn Express Lexington Horse Park Area by IHG
1935 Stanton Way, 1935 4 yes Lexington KY
Fully refundable
$93 nightly
The price is $108 total per night from Jul 2 to Jul 3
$108 total
Jul 2 - Jul 3
Total with taxes and fees
9.4/10 Exceptional! (2,194 reviews)
"The staff was extremely helpful and understanding when we found ourselves in an unfortunate situation. They went above and beyond to help and accommodate us!"
Reviewed on Jun 12, 2026
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
100 Canebrake Drive Lexington KY
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $103 total per night from Jun 21 to Jun 22
$103 total
Jun 21 - Jun 22
Total with taxes and fees
8.8/10 Excellent! (1,170 reviews)
"The hotel was so nice and clean. The room was large with a stove top and full size refrigerator. The pool was nice! Breakfast was perfect. Would absolutely stay here again."
Reviewed on Jun 13, 2026
The Manchester
941 Manchester St Lexington KY
Fully refundableReserve now, pay when you stay
$194 nightly
The price is $225 total per night from Jul 1 to Jul 2
$225 total
Jul 1 - Jul 2
Total with taxes and fees
9.6/10 Exceptional! (1,314 reviews)
"amazing place to stay!"
Reviewed on Jun 12, 2026
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.
Stay near popular North Upper Street attractions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.