Title: North Upper Street Vacation Packages 2026 from $634 | Expedia.com

[Hotels in North Upper Street](https://expedia.com/North-Upper-Street-Lexington-Hotels.0-n553248635976480386-0.Travel-Guide-Filter-Hotels)[Flights to Lexington](https://expedia.com/Cheap-Flights-To-Lexington.d603003.Travel-Guide-Flights)[Things to do in Lexington](https://expedia.com/Things-To-Do-In-Lexington.d603003.Travel-Guide-Activities)[Car Rentals in North Upper Street](https://expedia.com/Car-Rentals-In-North-Upper-Street.d553248635976480386.Car-Rental-Guide)

![](https://images.trvl-media.com/place/553248635976471819/36eb3bf1-59cd-44a6-9f5a-dc22e010e5ba.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# North Upper Street Vacations from $634

## Book a Hotel + Flight or Car together to unlock savings

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## 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](https://www.expedia.com/University-Of-Kentucky-Downtown-Lexington.d6062605.Vacation-Attraction), [Kroger Field](https://www.expedia.com/Kroger-Field-Lexington.d6062633.Vacation-Attraction) and [Rupp Arena](https://www.expedia.com/Rupp-Arena-Downtown-Lexington.d6062621.Vacation-Attraction). 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.

![Courtyard Lexington South/Hamburg Place](https://images.trvl-media.com/lodging/1000000/160000/151200/151183/ad8ec2df_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Courtyard Lexington South/Hamburg Place

$634

per person

Apr 18 - Apr 21

found 18 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Lexington (LEX)

8.6/10 Excellent! (372 reviews)

Safe parking and close. Only downfall to hotel is refrigerator only in 2 hour period of time, must press button every 2 hours to keep on.

Reviewed on Oct 6, 2025

![21c Museum Hotel Lexington](https://images.trvl-media.com/lodging/13000000/12250000/12243800/12243775/7f6a345c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### 21c Museum Hotel Lexington

Downtown Lexington

$721

per person

Apr 18 - Apr 21

found 18 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Lexington (LEX)

8.8/10 Excellent! (1,002 reviews)

Great hotel in great location. Clean, modern, and artsy. Room was very comfortable and the shower was great, which is big for me. It had good water pressure with hot water. Check in and out was quick and easy.

Reviewed on Jan 20, 2026

![The Campbell House Lexington, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/30000/27100/27029/2fd2c43b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Campbell House Lexington, Curio Collection by Hilton

$812

per person

Mar 26 - Mar 29

found 6 hours ago

Roundtrip non-stop flight included

Philadelphia (PHL) to Lexington (LEX)

8.2/10 Very Good! (1,000 reviews)

This place is super cute. A little outdated but my room was comfortable and clean and the bed is so cozy. Food and coffee are great. Staff is lovely.

Reviewed on Feb 5, 2026

![The Sire Hotel Lexington, Tapestry Collection by Hilton](https://images.trvl-media.com/lodging/27000000/26690000/26680500/26680449/df5ce668_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Sire Hotel Lexington, Tapestry Collection by Hilton

Downtown Lexington

$968

per person

Mar 26 - Mar 29

found 6 hours ago

Roundtrip non-stop flight included

Philadelphia (PHL) to Lexington (LEX)

9.4/10 Exceptional! (838 reviews)

I have stayed there several times. Always enjoyable. Clean and friendly.

Reviewed on Feb 4, 2026

![DoubleTree Suites by Hilton Hotel Lexington](https://images.trvl-media.com/lodging/1000000/10000/9900/9900/f18d8c34_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### DoubleTree Suites by Hilton Hotel Lexington

$678

per person

Mar 26 - Mar 29

found 6 hours ago

Roundtrip non-stop flight included

Philadelphia (PHL) to Lexington (LEX)

8.8/10 Excellent! (1,002 reviews)

Room was spacious! Staff was great! Amenities. Great cookies!!!

Reviewed on Feb 2, 2026

## 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](https://expedia.com/Lexington-North-Upper-Street.dx553248635976480386)

![4th of July festival](https://images.trvl-media.com/place/2054/7d8ed79d-c6b3-4f9a-b6b3-4a11fe78893f.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### 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 hotel + flight trips in Downtown Lexington](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Downtown%20Lexington&DestID=553248635982135102&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![4th of July festival](https://images.trvl-media.com/place/2054/7d8ed79d-c6b3-4f9a-b6b3-4a11fe78893f.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Northside District

4.5/5(81 area reviews)

 If you're spending some time in Northside District, Lexington Opera House and West Sixth Brewing are top sights worth seeing. 

[Find hotel + flight trips in Northside District](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Northside%20District&DestID=553248635976469072&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Aerial View Isolated on the State Capital City Downtown Frankfort Kentucky](https://images.trvl-media.com/place/553248635976480661/3efac8a2-1dc6-4123-b4c7-289478987b7d.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Liberty Area

1 out of top 10 points of interest in this area

4/5(418 area reviews)

 If you're spending some time in Liberty Area, Hamburg Place and Hamburg Pavilon are top sights worth seeing. 

[Find hotel + flight trips in Liberty Area](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Liberty%20Area&DestID=553248635976480661&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![The first United Methodist church downtown Lexington.](https://images.trvl-media.com/place/2054/5b7b49e5-aeed-412d-be09-6bbe614133de.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Historic South Hill

4/5(1 area review)

 While Historic South Hill might 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. 

[Find hotel + flight trips in Historic South Hill](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Historic%20South%20Hill&DestID=553248635976469701&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Water fountain located downtown Lexington. Water fountains and city downtowns brings excitement to me.](https://images.trvl-media.com/place/2054/b86b0a97-b516-46c9-8e80-f8ce7cc816b4.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Martin Luther King

 If you're spending some time in Martin Luther King, Lyric Theatre and Cultural Arts Center and Living Arts & Science Center are top sights worth seeing. 

[Find hotel + flight trips in Martin Luther King](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Martin%20Luther%20King&DestID=553248635976479326&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

## North Upper Street Hotel Deals

![The Manchester ](https://images.trvl-media.com/lodging/93000000/92440000/92430600/92430541/f02815a4_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

The Manchester 

941 Manchester St Lexington KY

Fully refundableReserve now, pay when you stay

$194 nightly

$225 total

Mar 8 - Mar 9

Total with taxes and fees

9.4/10 Exceptional! (1,146 reviews)

Clean rooms, friendly staff, and good restaurants. I especially like the music selections played through the hotel.

Reviewed on Jan 30, 2026

[](https://expedia.com/Hotel-Search?startDate=3%2F8%2F2026&endDate=3%2F9%2F2026&selected=92430541&PinnedHotelID=92430541&HadPinnedHotel=true&regionId=553248635976480386)

![Spark by Hilton Lexington Hamburg](https://images.trvl-media.com/lodging/1000000/10000/6700/6639/4dbc3493_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Spark by Hilton Lexington Hamburg

2381 Buena Vista Rd Lexington KY

Fully refundableReserve now, pay when you stay

$61 nightly

$70 total

Feb 15 - Feb 16

Total with taxes and fees

8.6/10 Excellent! (342 reviews)

Super friendly staff and clean

Reviewed on Feb 2, 2026

[](https://expedia.com/Hotel-Search?startDate=2%2F15%2F2026&endDate=2%2F16%2F2026&selected=6639&PinnedHotelID=6639&HadPinnedHotel=true&regionId=553248635976480386)

![Hilton Lexington/Downtown](https://images.trvl-media.com/lodging/1000000/10000/2200/2101/b9ab6063_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Hilton Lexington/Downtown

369 West Vine Street Lexington KY

Fully refundableReserve now, pay when you stay

$138 nightly

$160 total

Mar 8 - Mar 9

Total with taxes and fees

8.4/10 Very Good! (1,001 reviews)

Nice quiet room. Staff were very helpful.

Reviewed on Jan 16, 2026

[](https://expedia.com/Hotel-Search?startDate=3%2F8%2F2026&endDate=3%2F9%2F2026&selected=2101&PinnedHotelID=2101&HadPinnedHotel=true&regionId=553248635976480386)

[See all 850 properties in North Upper Street](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F6%2F2026&endDate=2%2F7%2F2026&regionId=553248635976480386)

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.

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

All Inclusive Vacations

[](https://expedia.com/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Beach Vacations

[](https://expedia.com/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Kid Friendly Vacations

[](https://expedia.com/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Kid_Friendly%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Golf Vacations

[](https://expedia.com/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Luxury Vacations

[](https://expedia.com/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

[](https://expedia.com/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Ski Vacations

[](https://expedia.com/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

![Gay Friendly Vacations](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

LGBTQ Friendly Vacations

[](https://expedia.com/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ_Friendly%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2017/07/05/170615_Adventure_1320_2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Adventure Vacations

[](https://expedia.com/lp/theme-vacations/adventure-vacations?rfrr=editorial.Adventure_Vacations.click)

![Vacations in Month](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Where to go when

[](https://expedia.com/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/honeymoon_hawaii.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Honeymoon Vacations

[](https://expedia.com/lp/theme-vacations/honeymoon-vacations?rfrr=editorial.Honeymoon_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/Mountain-vacations.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Mountain Vacations

[](https://expedia.com/lp/theme-vacations/mountain-vacations?rfrr=editorial.Mountain_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/fishing-vacations-2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Fishing Vacations

[](https://expedia.com/lp/theme-vacations/fishing-vacations?rfrr=editorial.Fishing_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2019/05/16/Hyatt%20Zilara%20Cancun%20-%20All%20Inclusive%20-%20Adults%20Only.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Adults Only Vacations

[](https://expedia.com/lp/theme-vacations/adults-only-vacations?rfrr=editorial.Adults_Only%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/waterpark-vacations.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Waterpark Vacations

[](https://expedia.com/lp/theme-vacations/waterpark-vacations?rfrr=editorial.Waterpark_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/Caribean_scuba_diving.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Scuba Diving Vacations

[](https://expedia.com/lp/theme-vacations/scuba-diving-vacations?rfrr=editorial.Scuba_Diving%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/aruba_yoga.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Yoga Vacations

[](https://expedia.com/lp/theme-vacations/yoga-vacations?rfrr=editorial.Yoga_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Cheap Vacations

[](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Solo Vacations

[](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click)

### Discover the most popular places to visit in North Upper Street

![Panorama of an autumn, colorful lawn surrounded by buildings in downtown Lexington, Kentucky](https://images.trvl-media.com/place/6062605/185f7d52-ee3c-4550-bf71-3939a597b217.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### University of Kentucky

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. 

[](https://expedia.com/University-Of-Kentucky-Lexington.d6062605.Vacation-Attraction)

![Kentucky Horse Park showing land animals](https://images.trvl-media.com/place/6062603/def85b29-11a4-4658-9dd9-2740c5e40aee.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Kentucky Horse Park

Experience the exciting worlds of horses and horseracing at this equine theme park with multiple museums in the middle of Kentucky’s horse country.

[](https://expedia.com/Kentucky-Horse-Park-Lexington.d6062603.Vacation-Attraction)

![Horse barn in Kentucky](https://images.trvl-media.com/place/6062637/70731c8c-e6e3-4dbe-a5e4-fefcf830477a.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Keeneland Racing Course

Enjoy a trip to Keeneland Racing Course and popular activities like horseback riding in Lexington. You can attend a sporting event while in the area. 

[](https://expedia.com/Keeneland-Racing-Course-Lexington.d6062637.Vacation-Attraction)

### Things to do

![Buffalo Trace, Bulleit Distilling and Rabbit Hole Bourbon Tour](https://mediaim.expedia.com/localexpert/50862340/e38df2f9-ca73-4633-a4cc-1621f7f2bc2c.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Buffalo Trace, Bulleit, Pappy & Co. and Rabbit Hole Bourbon Tour

$325

per adult

[](https://expedia.com/things-to-do/buffalo-trace.a50862340.activity-details)

![Distillery District Food & History Tour in Lexington](https://mediaim.expedia.com/localexpert/46476674/653381b4-c4bb-447c-9f8e-83945b73b731.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Distillery District Food & History Tour in Lexington

$99

per adult

[](https://expedia.com/things-to-do/distillery-district-food-history-tour-in-lexington.a46476674.activity-details)

![The Bourbon Bites Tours](https://mediaim.expedia.com/localexpert/49385643/8de6b913-67c3-4b66-97c1-728311677089.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### The Bourbon Bites Tours

$197

per adult

[](https://expedia.com/things-to-do/the-bourbon-bites-tours.a49385643.activity-details)

[See all activities in Lexington](https://expedia.com/things-to-do/search?rid=553248635976480386)

\* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.