North Upper Street Vacation Packages

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

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Price found within the past 48 hours. Click for updated prices.
  • Exterior
    Jul 3 - Jul 5

    Sleep Inn + Flight

    Georgetown
    2 nights
    2.5 star property
    8.2/10 - Very good (659 reviews)
    "It was fine. Average. No complaints for the price."
    Reviewed May 2, 2026
    Roundtrip • Calgary (YYC) - Cincinnati (CVG)
    YYC - CVG • 1 stop CVG - YYC • 1 stop
    CA $864
    CA $850
    per traveller
    found 1 day ago
    Sleep Inn
  • Desk, iron/ironing board, cribs/infant beds, free WiFi
    Jun 25 - Jul 2

    Capital O 3Y Motel Mount Vernon Renfro Valley + Flight

    Mount Vernon
    7 nights
    2.5 star property
    5.4/10 - (48 reviews)
    "good"
    Reviewed May 10, 2026
    Roundtrip • Montreal (YUL) - Nashville (BNA)
    YUL - BNA • 1 stop BNA - YUL • 1 stop
    CA $1,100
    CA $902
    per traveller
    found 23 hours ago
    Capital O 3Y Motel Mount Vernon Renfro Valley
  • Seasonal outdoor pool
    Jun 25 - Jul 2

    Sweet Victory Bed and Breakfast + Flight

    Stanford
    7 nights
    3.5 star property
    10/10 - Exceptional (27 reviews)
    "The hosts were very friendly. The breakfast was hot and fresh. The whole property was very nuce and well maintained. "
    Reviewed May 19, 2026
    Roundtrip • Montreal (YUL) - Nashville (BNA)
    YUL - BNA • 1 stop BNA - YUL • 1 stop
    CA $1,348
    CA $1,221
    per traveller
    found 23 hours ago
    Sweet Victory Bed and Breakfast
  • In-room safe, individually decorated, individually furnished, desk
    Jun 25 - Jul 2

    Days Inn by Wyndham Renfro Valley Mount Vernon + Flight

    Mount Vernon
    7 nights
    2.0 star property
    7.6/10 - Good (795 reviews)
    "Older hotel, but generally clean. Shower was hot and good. Parking was good, right in front of the door. Price was good for what it was."
    Reviewed May 11, 2026
    Roundtrip • Montreal (YUL) - Nashville (BNA)
    YUL - BNA • 1 stop BNA - YUL • 1 stop
    CA $976
    CA $889
    per traveller
    found 23 hours ago
    Days Inn by Wyndham Renfro Valley Mount Vernon
  • Exterior
    Jul 3 - Jul 5

    MainStay Suites Georgetown Lexington North + Flight

    Georgetown
    2 nights
    2.5 star property
    7.4/10 - Good (247 reviews)
    "Amazing place to stay very clean and nice people"
    Reviewed May 18, 2026
    Roundtrip • Calgary (YYC) - Cincinnati (CVG)
    YYC - CVG • 1 stop CVG - YYC • 1 stop
    CA $874
    CA $874
    per traveller
    found 1 day ago
    MainStay Suites Georgetown Lexington North

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(1 area review)

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 CA $243 per night from Jun 2 to Jun 3
CA $243
CA $306 total
Jun 2 - Jun 3
includes taxes & fees
9.6/10 Exceptional! (1,289 reviews)
"Had a great overnight stay. Shuttle was great to Distillary area and dining room rooftop was nice. We even played Trivia that night ( ugh we lost). Great nights rest before heading to Nashville. Would stay there again for certain."

Reviewed on May 18, 2026

The Manchester
Hotel LEX, Trademark Collection by Wyndham

Hotel LEX, Trademark Collection by Wyndham

3 out of 5
5532 Athens Boonesboro Rd Lexington KY
Fully refundableReserve now, pay when you stay
The price is CA $120 per night from Jun 14 to Jun 15
CA $120
CA $139 total
Jun 14 - Jun 15
includes taxes & fees
8/10 Very Good! (705 reviews)
"The room was clean, but the lighting in the room was terrible. The rooms appeared newly remodeled but lacked modern lighting. The pool area was very nice, clean and big. Overall it was okay..would I stay there again? No"

Reviewed on May 14, 2026

Hotel LEX, Trademark Collection by Wyndham
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 CA $132 per night from May 31 to Jun 1
CA $132
CA $153 total
May 31 - Jun 1
includes taxes & fees
9.4/10 Exceptional! (2,199 reviews)
"Love the plank flooring for traveling with a dog!"

Reviewed on May 18, 2026

Holiday Inn Express Lexington Horse Park Area by IHG
See all 850 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
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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(8 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
Fayette Mall

Fayette Mall

4.5/5(12 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
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The Kentucky Castle

Enjoy a trip to The Kentucky Castle and popular activities like horseback riding in Versailles. Attend a sporting event or simply enjoy the lively bars while you're in the area.

The Kentucky Castle

Things to do

Unique Horse Farm Tours with Insider Access to Private Farms

Unique Horse Farm Tours with Insider Access to Private Farms

CA $81
per adult
90% of travellers recommend
Unique Horse Farm Tours with Insider Access to Private Farms
Lexington's Art Walk Tour

Lexington's Art Walk Tour

CA $55
per adult
Lexington's Art Walk Tour
Lexington: Downtown Walking Food & History Tour

Lexington: Downtown Walking Food & History Tour

CA $135
per adult
Lexington: Downtown Walking Food & History Tour
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.