North Upper Street Holidays
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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
While visiting Downtown Lexington, you might make a stop by sights like Lexington Opera House and Rupp Arena.
Liberty Area
If you're spending some time in Liberty Area, Hamburg Place and Hamburg Pavilion are top sights worth seeing.
Northside District
While visiting Northside District, you might make a stop by sights like Lexington Opera House and West Sixth Brewing.
Historic South Hill
While Historic South Hill may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Lexington Memorial Coliseum and Rupp Arena.
Beaumont Residential
While Beaumont Residential isn't home to many top sights, Kentucky Aviation Museum and Keeneland Racing Course are some notable places to visit nearby.
Top hotels in North Upper Street
Holiday Inn Express Lexington - Horse Park Area by IHG
1935 Stanton Way, 1935 4 yes Lexington KY
Fully refundable
Rp1.835.254
Rp2.130.178 total
29 Sept - 30 Sept
includes taxes & fees
9.4/10 Exceptional! (2,239 reviews)
"Fabulous continental breakfast!"
Reviewed on 24 Sept 2026
Hyatt Regency Lexington
401 W High St Lexington KY
Fully refundableReserve now, pay when you stay
Rp2.405.430
Rp2.791.982 total
30 Sept - 1 Oct
includes taxes & fees
21c Museum Hotel Lexington
167 West Main Street Lexington KY
Fully refundableReserve now, pay when you stay
Rp2.848.831
Rp3.395.728 total
30 Sept - 1 Oct
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
"Would stay in Louisville next time."
Reviewed on 22 Sept 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.
Frequently asked questions
How much does a North Upper Street holiday package cost?
Choose from any combination of car rentals, flights and hotels, and you can be holidaying in North Upper Street from just . And the more you bundle, the more dollars you save. The holiday 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 holiday 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 holiday 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 favourites.
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 holiday?
Travellers 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.
If I'm not able to travel, can I cancel my North Upper Street holiday 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.
Stay near popular North Upper Street attractions
Transylvania University
8.6/10 (48 reviews)
Explore the campus of Transylvania University during your travels in Lexington. Attend a sporting event or simply enjoy the lively bars while you're in the area.
Things to do
Unique Horse Farm Tours with Insider Access to Private Farms
Rp1.035.273
per adult
90% of travellers recommend
Lexington: Downtown Walking Food & History Tour
Rp1.737.153
per adult
100% of travellers recommend
Woodford Reserve, Castle & Key, and Stitzel Weller Bourbon Tour
Rp4.990.635
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.