North Upper Street Holidays

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Our guide on 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
A parade with people in colorful costumes on a wet 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.

Find hotels in Downtown Lexington

Our pick of the best North Upper Street Hotel Deals

Marriott Lexington Griffin Gate Golf Resort & Spa

Marriott Lexington Griffin Gate Golf Resort & Spa

4.5 out of 5
1800 Newtown Pike Lexington KY
Fully refundableReserve now, pay when you stay
The price is NZ$246 per night from 5 July to 6 July
NZ$246
5 July - 6 July
includes taxes & fees
8.4/10 Very good! (719 reviews)
"Laura at the front desk was fantastic. It’s a very nice hotel and the service was amazing. Great pool and hot tub. Wonderful amenities like fire pits and bourbon dispensing machines."

Reviewed on 30 June 2026

Marriott Lexington Griffin Gate Golf Resort & Spa
The Manchester

The Manchester

4 out of 5
941 Manchester St Lexington KY
Fully refundableReserve now, pay when you stay
The price is NZ$379 per night from 5 July to 6 July
NZ$379
5 July - 6 July
includes taxes & fees
9.6/10 Exceptional! (1,341 reviews)
"Every staff member was incredibly friendly and the hotel was beautiful! The valet guys rush to open the door for you, the check-in ladies were very friendly and pleasant, the restaurant and waiter were outstanding (get the short rib over creamy grits and brussel sprouts, one of the best meals I’ve ..."

Reviewed on 1 July 2026

The Manchester
DoubleTree Suites by Hilton Hotel Lexington

DoubleTree Suites by Hilton Hotel Lexington

4 out of 5
2601 Richmond Rd Lexington KY
Fully refundableReserve now, pay when you stay
The price is NZ$229 per night from 19 July to 20 July
NZ$229
19 July - 20 July
includes taxes & fees
8.8/10 Excellent! (1,005 reviews)
"The hotel was a nice hotel and unique with its design of interior rooms with balconies. It had a charming Kentucky feel. The issue was the cleaning of the room. We checked in on Thursday and had to extend our stay, upon check in, until Sunday. After the first night, our room was not cleaned and when ..."

Reviewed on 29 June 2026

DoubleTree Suites by Hilton Hotel Lexington
See all 863 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 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.
See properties

Activities

Lexington: Downtown Walking Food & History Tour

Lexington: Downtown Walking Food & History Tour

NZ$169
per adult
100% of travellers recommend
Lexington: Downtown Walking Food & History Tour
Unique Horse Farm Tours with Insider Access to Private Farms

Unique Horse Farm Tours with Insider Access to Private Farms

NZ$100
per adult
90% of travellers recommend
Unique Horse Farm Tours with Insider Access to Private Farms
Distillery District Food & History Tour in Lexington

Distillery District Food & History Tour in Lexington

NZ$213
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.