Title: North Upper Street Vacation Packages | Holiday Packages & Trips 2026/2026 from Expedia.ca [Hotels in North Upper Street](https://expedia.ca/North-Upper-Street-Lexington-Hotels.0-n553248635976480386-0.Travel-Guide-Filter-Hotels)[Flights to Lexington](https://expedia.ca/Cheap-Flights-To-Lexington.d603003.Travel-Guide-Flights)[Things to do in Lexington](https://expedia.ca/Things-To-Do-In-Lexington.d603003.Travel-Guide-Activities)[North Upper Street Car Rentals](https://expedia.ca/Car-Rentals-In-North-Upper-Street.d553248635976480386.Car-Rental-Guide) ![](https://images.trvl-media.com/place/2054/386ce1b4-5e02-44f2-8c08-c213856674a6.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # North Upper Street Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings Photo by RVOutlawz - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 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](https://expedia.ca/Lexington-North-Upper-Street.dx553248635976480386) ![Lexington featuring tranquil scenes and farmland](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/47000/47896-Lexington.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Downtown Lexington 1 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 hotel + flight trips in Downtown Lexington](https://expedia.ca/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) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Liberty Area 1 out of top 10 points of interest in this area 4/5(13 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.ca/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) ![Lexington featuring tranquil scenes and farmland](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/47000/47896-Lexington.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Northside District 5/5(1 area review) If you're spending some time in Northside District, Lexington Opera House and Bluegrass Distillers Downtown Lexington are top sights worth seeing. [Find hotel + flight trips in Northside District](https://expedia.ca/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) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Historic South Hill 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.ca/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) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Fairway When in Fairway, you can plan a visit to Ashland Henry Clay Estate and Singletary Center for the Arts, some noteworthy sights in the nearby area. [Find hotel + flight trips in Fairway](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Fairway&DestID=553248635976478985&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ## North Upper Street Hotel Deals ![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 CA $169 CA $196 total Dec 24 - Dec 25 includes taxes & fees 8.4/10 Very Good! (1,012 reviews) Room was excessively hot, could not sleep at all. A tremendous disappointment Reviewed on Dec 8, 2025 [](https://expedia.ca/Hotel-Search?startDate=24%2F12%2F2025&endDate=25%2F12%2F2025&selected=2101&PinnedHotelID=2101&HadPinnedHotel=true®ionId=553248635976480386) ![GuestHouse Lexington](https://images.trvl-media.com/lodging/1000000/430000/426400/426325/18dc9903_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### GuestHouse Lexington 2261 Elkhorn Road Lexington KY Fully refundableReserve now, pay when you stay CA $94 CA $109 total Dec 17 - Dec 18 includes taxes & fees 8.2/10 Very Good! (1,492 reviews) A quiet clean place as always Reviewed on Dec 8, 2025 [](https://expedia.ca/Hotel-Search?startDate=17%2F12%2F2025&endDate=18%2F12%2F2025&selected=426325&PinnedHotelID=426325&HadPinnedHotel=true®ionId=553248635976480386) ![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 CA $212 CA $270 total Dec 21 - Dec 22 includes taxes & fees 9.4/10 Exceptional! (1,076 reviews) Beautifully appointed boutique hotel. Reviewed on Dec 8, 2025 [](https://expedia.ca/Hotel-Search?startDate=21%2F12%2F2025&endDate=22%2F12%2F2025&selected=92430541&PinnedHotelID=92430541&HadPinnedHotel=true®ionId=553248635976480386) [See all 846 properties in North Upper Street](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=11%2F12%2F2025&endDate=12%2F12%2F2025®ionId=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.ca/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.ca/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) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.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.ca/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.ca/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.ca/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.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ## Frequently asked questions ### How much does a North Upper Street vacation package cost? ### How do I get a cheap travel package to North Upper Street? ### Where should I stay in North Upper Street? ### What are the top hotels in North Upper Street? ### How far in advance should I book my North Upper Street vacation? ### What does an Expedia North Upper Street travel package include? ### What should I know before booking a North Upper Street travel package? ### Can I choose my airline with a North Upper Street Expedia vacation package? ### If I'm not able to travel, can I cancel my North Upper Street vacation package? ### Discover the most popular places to visit in North Upper Street ![University of Kentucky](https://mediaim.expedia.com/destination/2/916674684acdbc056b1abd226124441c.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### University of Kentucky 4.5/5(7 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. [](https://expedia.ca/University-Of-Kentucky-Lexington.d6062605.Vacation-Attraction) ![Fayette Mall](https://mediaim.expedia.com/destination/2/5fba4984a012c05b5b7b99a7db4de217.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### 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. [](https://expedia.ca/Fayette-Mall-Lexington.d6163982.Vacation-Attraction) ![The Kentucky Castle](https://mediaim.expedia.com/destination/1/340dbb6f5ba12a91ab34a321f5bf04e5.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### 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. [](https://expedia.ca/The-Kentucky-Castle-Lexington.d6062617.Vacation-Attraction) ### Things to do ![Unique Horse Farm Tours with Insider Access to Private Farms](https://mediaim.expedia.com/localexpert/674444/83731e47-46fb-498d-8652-e673bdca50fd.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Unique Horse Farm Tours with Insider Access to Private Farms CA $83 per adult **90%** of travellers recommend [](https://expedia.ca/things-to-do/unique-horse-farm-tours-with-insider-access-to-private-farms.a674444.activity-details) ![Lexington: Downtown Walking Food & History Tour](https://mediaim.expedia.com/localexpert/48408425/911de12c-072e-4d66-8268-7aa3362e7731.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Lexington: Downtown Walking Food & History Tour CA $140 per adult [](https://expedia.ca/things-to-do/lexington-downtown-walking-food-history-tour.a48408425.activity-details) ![Bites of the Bluegrass Cocktails & Bites Tour](https://mediaim.expedia.com/localexpert/45058435/250ec6bb-6659-404f-b359-bf9b90bbd676.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Bites of the Bluegrass Cocktails & Bites Tour CA $148 per adult [](https://expedia.ca/things-to-do/bites-of-the-bluegrass-cocktails-bites-tour.a45058435.activity-details) [See all activities in Lexington](https://expedia.ca/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.