North Upper Street Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to NT$25,000 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

    Plan, book, and manage your trip all in one place

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

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.

Find hotels in Downtown Lexington

North Upper Street Hotel Deals

The Manchester

The Manchester

4 out of 5
941 Manchester St Lexington KY
Fully refundableReserve now, pay when you stay
The price is NT$5,342 per night from Jun 14 to Jun 15
NT$5,342
NT$6,750 total
Jun 14 - Jun 15
includes taxes & fees
The Manchester
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 NT$3,029 per night from May 31 to Jun 1
NT$3,029
NT$3,516 total
May 31 - Jun 1
includes taxes & fees
9.4/10 Exceptional! (2,201 reviews)
"I wish they would create suites like other Holiday Day Inns"

Reviewed on 2026/5/23

Holiday Inn Express Lexington Horse Park Area by IHG
Hilton Lexington/Downtown

Hilton Lexington/Downtown

3.5 out of 5
369 West Vine Street Lexington KY
Fully refundableReserve now, pay when you stay
The price is NT$4,050 per night from Jun 21 to Jun 22
NT$4,050
NT$4,701 total
Jun 21 - Jun 22
includes taxes & fees
8.4/10 Very Good! (1,002 reviews)
"No complaints, great stay. Clean room, friendly & helpful staff."

Reviewed on 2026/5/22

Hilton Lexington/Downtown
See all 854 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.

Frequently asked questions

How much does a North Upper Street vacation package cost?
Choose from any combination of car rentals, flights and hotels, and you can be vacationing in North Upper Street from just . And the more you bundle, the more dollars you save. The vacation of your dreams has never been so affordable.
How do I get a cheap travel package to North Upper Street?
Combine your flight and hotel bookings, add extras such as tours, and save with a North Upper Street vacation package. You won't just score big discounts on your getaway — you'll have lots of choice too. When you book through Expedia, you can select from more than 550 airlines and 1,000,000 properties around the globe. Your dream vacation starts right here, right now!
Where should I stay in North Upper Street?
Take the hassle out of sightseeing by staying right around the corner from North Upper Street's big attractions. University of Kentucky and Keeneland Racing Course are two visitor favorites.
What are the top hotels in North Upper Street?
If it's comfort and convenience you're looking for, you can't go past Cute Two - Story Downtown Shotgun Home. Spend your nights relaxing here and your days wandering around North Upper Street's most well-known attractions.
How far in advance should I book my North Upper Street vacation?
Travelers can normally look up international fares on Expedia within 12 months of the departure date. Booking last minute? With a bit of luck, it's still possible to nab an affordable ticket just weeks before your flight.
What does an Expedia North Upper Street travel package include?
Choose from any combination of rental cars, flights and hotels. Once you've made your booking, you can also add on activities and experiences. Want to pick your fare class? That's easy to do too. The choice is all yours when it comes to crafting your ideal North Upper Street escape.
What should I know before booking a North Upper Street travel package?
We already have low prices. However, you'll score even more savings if you book your flights, hotels and car rentals together. With an Expedia package, you'll always get transparent pricing and loads of choice.
Can I choose my airline with a North Upper Street Expedia vacation package?
You sure can. Expedia has access to more than 550 airline partners globally, so fly with the carrier that best fits your budget and traveling style.
If I'm not able to travel, can I cancel my North Upper Street vacation package?
Yes, you can cancel your North Upper Street booking if your plans have been upended. Whether you'll incur a penalty or not depends on your airline, hotel or car rental company. You may be able to cancel or change your booking for free if you booked in the last 24 hours. Head to our Customer Service Portal for more information.

Discover the most popular places to visit in North Upper Street

Panorama of an autumn, colorful lawn surrounded by buildings in downtown Lexington, Kentucky

University of Kentucky

4.5/5(389 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
Buffalo Trace Distillery

Buffalo Trace Distillery

4.5/5(219 reviews)

You can take time to visit Buffalo Trace Distillery during your travels to Frankfort. You can seek out the hiking trails while in the area.

Buffalo Trace Distillery
Fayette Mall

Fayette Mall

4.5/5(323 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
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.