North Upper Street Vacations from $312

Book a Hotel + Flight or Car together to unlock savings

Photo by RVOutlawz

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.
Hampton Inn Frankfort

Hampton Inn Frankfort

2.5 out of 5
Price was $378, price is now $312 per person
$312
per person
Jan 23 - Jan 26
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Lexington (LEX)
9/10 Wonderful! (939 reviews)
Tesla Superchargers next door. Very convenient for EV drivers.

Reviewed on Nov 25, 2025

Comfort Inn & Suites Lexington - Hamburg I-75

Comfort Inn & Suites Lexington - Hamburg I-75

2.5 out of 5
Price was $444, price is now $357 per person
$357
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Lexington (LEX)
8/10 Very Good! (1,004 reviews)
the room was a normal room but refrigerator didnt work. and the heat was a little irratic.. it was clean and comfortable not to bad

Reviewed on Dec 5, 2025

21c Museum Hotel Lexington

21c Museum Hotel Lexington

4 out of 5
Downtown Lexington
Price was $592, price is now $480 per person
$480
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Lexington (LEX)
8.8/10 Excellent! (1,002 reviews)
Room was huge. Bed was comfortable. Great stay. We will be back.

Reviewed on Nov 30, 2025

The Campbell House Lexington, Curio Collection by Hilton

The Campbell House Lexington, Curio Collection by Hilton

4 out of 5
Price was $505, price is now $415 per person
$415
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Lexington (LEX)
8.2/10 Very Good! (1,000 reviews)
Staff was good. Each Room needs a small bar fridge and microwave. Need a make up table immediately outside the bathroom. Had no handwashing soaps. Tv speaker sounds weird when you increase volume.. buzzing nose, ice machines out on 1st and 2nd floor with no signs saying out. Had to go to 3rd floor.

Reviewed on Dec 3, 2025

Embassy Suites by Hilton Lexington/UK Coldstream

Embassy Suites by Hilton Lexington/UK Coldstream

3.5 out of 5
Price was $543, price is now $453 per person
$453
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Lexington (LEX)
8.6/10 Excellent! (1,034 reviews)
The staff was wonderful. The building was undergoing renovations but still clean. Room clean and very nice set up. The one thing not so good was the weak coffee.

Reviewed on Dec 10, 2025

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
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

North Upper Street Hotel Deals

Hilton Lexington/Downtown

Hilton Lexington/Downtown

3.5 out of 5
369 West Vine Street Lexington KY
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $142 total per night from Dec 24 to Dec 25
$142 total
Dec 24 - Dec 25
Total with taxes and fees
8.4/10 Very Good! (1,011 reviews)
Room was excessively hot, could not sleep at all. A tremendous disappointment

Reviewed on Dec 8, 2025

Hilton Lexington/Downtown
The Manchester

The Manchester

4 out of 5
941 Manchester St Lexington KY
Fully refundableReserve now, pay when you stay
$168 nightly
The price is $195 total per night from Dec 25 to Dec 26
$195 total
Dec 25 - Dec 26
Total with taxes and fees
9.4/10 Exceptional! (1,071 reviews)
Room was more beautiful in person.

Reviewed on Dec 3, 2025

The Manchester
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 Dec 21 to Dec 22
$79 total
Dec 21 - Dec 22
Total with taxes and fees
8.2/10 Very Good! (1,495 reviews)
I was very impressed although the toilet was a little sideways, everything else was ok. I have never had to post a 100 dollar damage deposit before at anywhere before. Said it would be put back on card after 5-7 days, we will see.

Reviewed on Dec 10, 2025

GuestHouse Lexington
See all 847 properties in North Upper Street
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 North Upper Street

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
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
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

Bites of the Bluegrass Cocktails & Bites Tour

Bites of the Bluegrass Cocktails & Bites Tour

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