Title: Winners Circle - 2BR - Patio-Garage - Walk to Rupp - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=2054&destination=Lexington%2C+Kentucky%2C+United+States+of+America&selected=121033744&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Winners Circle - 2BR - Patio-Garage - Walk to Rupp ## Photo gallery for Winners Circle - 2BR - Patio-Garage - Walk to Rupp ![Fridge, microwave, oven, stovetop - Winners Circle - 2BR - Patio-Garage - Walk to Rupp (Lexington)](https://images.trvl-media.com/lodging/122000000/121040000/121033800/121033744/024bf2ee.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Exterior - Winners Circle - 2BR - Patio-Garage - Walk to Rupp (Lexington)](https://images.trvl-media.com/lodging/122000000/121040000/121033800/121033744/7a9bc607.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Outdoor dining - Winners Circle - 2BR - Patio-Garage - Walk to Rupp (Lexington)](https://images.trvl-media.com/lodging/122000000/121040000/121033800/121033744/a7d5b208.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior - Winners Circle - 2BR - Patio-Garage - Walk to Rupp (Lexington)](https://images.trvl-media.com/lodging/122000000/121040000/121033800/121033744/2595282a.jpg?impolicy=resizecrop&rw=297&ra=fit) ![2 bedrooms, desk, iron/ironing board, free WiFi - Winners Circle - 2BR - Patio-Garage - Walk to Rupp (Lexington)](https://images.trvl-media.com/lodging/122000000/121040000/121033800/121033744/89b4c48f.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Close to Red Mile Racetrack and University of Kentucky, Winners Circle - 2BR - Patio-Garage - Walk to Rupp provides amenities like laundry facilities. Stay connected with free in-room WiFi. ## Reviews 10 Exceptional ### Entire home 2 bedrooms3 bathrooms1495 sq ft ## Popular amenities - Kitchen - Washer - Dryer - Free WiFi - Air conditioning - Outdoor Space ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire home to yourself and will only share it with other guests in your party. ### Winners Circle - 2BR - Patio-Garage - Walk to Rupp Welcome to Winner's Circle! Stylish 3-story townhome in the heart of Lexington’s Distillery District, steps from Rupp Arena, Manchester Music Hall, Gatton Park, and the University of Kentucky. This upscale 2BR + pullout sofa home offers luxury design, fully stocked kitchen, smart TVs, blackout curtains, and private patio with bistro lighting, perfect for families, concertgoers, or exploring Bourbon Country. Key Features ☀ Sleeps up to 6 ☀ 2 full bathrooms + 2 half baths ☀ King + Queen + pull-out sofa ☀ Fully stocked kitchen, Nespresso & Keurig machines ☀ Private patio with seating & bistro lights ☀ Smart TVs, blackout curtains, walk-in closets ☀ Dedicated workspace with external monitor ☀ High speed internet ☀ Walkable to Rupp Arena, Manchester Music Hall, Distillery District ☆☆ BEDROOMS ☆☆ Primary (3rd floor): King bed, blackout curtains, smart TV, walk-in closet, ensuite full bath. Second Bedroom (3rd floor): Queen bed, blackout curtains, smart TV, walk-in closet, its own full ensuite bath access. Pullout Sofa (1st floor): In comfortable living area, with smart TV, adjacent half bath, blackout curtains for privacy. ☆☆ BATHROOMS ☆☆ You’ll have 2 full bathrooms (both richly appointed with fluffy towels, body wash, shampoo, conditioner, and essentials) and 2 additional half baths for guests, so no waiting in line during busy mornings or after late nights. ☆☆ KITCHEN & RELAXING AREAS ☆☆ The heart of the home is a modern, fully stocked kitchen, high-end appliances, cookware, utensils, dining settings, plus both Nespresso and Keurig for your preferred brew. The main living area (on the second floor) blends comfort and style with plush seating, smart TV, and easy flow to the patio. It’s an ideal setting for relaxing, chatting, or gearing up before a concert or game. There is also an additional living area on the first floor equipped with a half-bath, smart tv, and dedicated workspace. ☆☆ OUTSIDE SPACE ☆☆ Step outside to your private patio overlooking the Distillery District, draped in bistro lights and outfitted with seating, perfect for morning coffee or evening wind-downs. Parking includes your driveway spot, shared complex parking, and additional on-street options for extra flexibility. ★☆ Book Today & Let Us Take Care Of You ☆★ Don’t miss out on this upscale, convenient getaway in one of Lexington’s most vibrant neighborhoods. Book now and relax. We’ll take care of the rest! Property is a 3-story townhome, stairs are required to access 2 of the bedrooms. Permit #: STR-26-000007 ## Property amenities ### Internet - Available in the house: Free WiFi ### Parking and transportation - Onsite parking options include a garage ### Kitchen - Blender - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Electric kettle - Ice maker - Kitchen island - Lobster/crab pot - Microwave - Oven - Paper towels - Refrigerator - Stovetop - Toaster ### Bedrooms - 2 bedrooms - Bedsheets provided ### Bathroom - 3 bathrooms - Bathtub or shower - Hair dryer - Shampoo - Shower - Soap - Toilet paper - Towels provided ### Living spaces - Living room ### Entertainment - Books - Games - Smart TV ### Outdoor areas - Balcony - Outdoor furniture ### Laundry - Laundry facilities - Washing machine ### Work spaces - Computer monitor - Desk - Desk chair ### Comfort - Air conditioning - Heating ### Pets - No pets allowed ### Suitability/Accessibility - No elevator - Smoking not allowed ### Services and conveniences - Change of bedsheets (on request) - Change of towels on request - Housekeeping (on request) - Iron/ironing board ### Safety features - Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property) - Smoke detector (host has indicated there is a smoke detector on the property) - Fire extinguisher ### General - At least 80% lighting from LEDs - Bed sheets changed on request - Housekeeping (on request) - Towels (changed on request) - Unit size: 1,495 square feet - Water-efficient showers ## Similar properties ![Terrace/patio](https://images.trvl-media.com/lodging/58000000/57490000/57487400/57487334/f62e7bf5.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Home2 Suites by Hilton Lexington Hamburg Lexington - Pool - Breakfast included - Pet friendly - Parking included 9.2 Wonderful 1,004 reviews CA $159 CA $185 total includes taxes & fees Apr 19 - Apr 20 [](https://www.expedia.ca/Hotel-Search?startDate=2026-04-19&endDate=2026-04-20&selected=57487334&PinnedHotelID=57487334&HadPinnedHotel=true®ionId=-1&adults=2) ![Breakfast and dinner served](https://images.trvl-media.com/lodging/1000000/10000/9900/9900/a13e8efc.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### DoubleTree Suites by Hilton Hotel Lexington Lexington - 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You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation Property Registration Number Permit #: STR-26-000007 ### We should mention This property does not have elevators ## About the area Distillery District, a neighborhood in Lexington, is home to this vacation home. Victorian Square Mall and Hamburg Place are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Raven Run Nature Sanctuary and Triangle Park. Looking to enjoy an event or a game? See what's going on at Kroger Field or Keeneland Racing Course. [Visit our Lexington travel guide](https://www.expedia.ca/Lexington.dx603003) [View more Vacation homes in Lexington](https://www.expedia.ca/Lexington-Private-Vacation-Homes.d603003-aaPrivateVacationHomes.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6¢er=38.054916,-84.51307&zoom=13&channel=expedia-HotelInformation&maptype=roadmap&scale=1&path=color:0xFFFFF|weight:2|fillcolor:0x005AEB7F|enc:inhgFtmybO%3FS%3FS%3FS%40S%40S%3FS%40S%40Q%40SBS%40SBS%40QBSBSBQBSDQBSDQDSBQFQDQDQDQFSFODQFOFQFQHOFOFOHQFMHQHMHOHOHMJMHOJMHMJKJMJMJKHMLKJKJKLKJILKJKLGLKLGJILILILENILGLGLENELGNELELENENCLCNENCLANCNALCNANAN%3FNANAL%3FN%3FN%3FN%3FN%40N%40N%3FL%40N%40NBN%40NBL%40NBNDLBNBLDNDLDNDLFLDNDLFLFLHNDJHLHLHLFLJJFLJLJJHLJJJJJJLJJJJJLJLJJHLJLHNJLHLHNHNHLFPHLHPFNFNHPFNFPFNDPFNDRFPDPDPDPDPDRBPDRBPDRBP%40RBRBPBR%40R%40RBR%40P%3FR%40R%40R%3FR%40R%3FR%3FR%3FR%3FRAR%3FRAPAR%3FRARCRARARCRCPCRARCPERCPERCPEPEPEREPEPGPEPGPEPGNGPGNIPGNGNIPILGPILINILINKLINKJILKLKLKLKJKJKLKJKHMLKHMJMHKHMHMHMHMHKFOFMHMFMDOFMDMDOFMDOBMDODMBOBODM%40OBO%40OBO%3FM%40O%40O%40O%40O%3FO%3FO%3FM%3FOAOAOAOAO%3FMCOAOCMAOEOCMCOEOEMCMEOEMGOEMGMEMGOIMGMGMIKIMIMIMIKIMKKIMMKIKKMKIMKKKMKMKMIMKKIOKMIOIMIOIMIQGMIQGOGOIOGQGQGOEQGQGQEQEQEQGSCQEQEQCSEQCSCQCSCSAQCSASCSASASAS%3FSAQAS%3FS%3FS%3FS&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=kBFDyscHiADnrQxjFgACEN0zm0Y=) Lexington, KY ### What's nearby - ![Aerial photograph of the Lexington, Kentucky skyline at night with the city alite.](https://images.trvl-media.com/place/6062621/354fde05-f15e-4374-8922-0fe5690bdffb.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Rupp Arena 8 min walk \- 0.7 km - ![Facades of modern architecture buildings in the midwest American city of Lexington in Kentucky.](https://images.trvl-media.com/place/6173374/458c6839-92d8-434d-b960-f12da0ca8d07.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Lexington Convention Center 12 min walk \- 1.1 km - ![Lexington Opera House](https://images.trvl-media.com/place/2054/073faf5b-c521-417d-9453-f4fda0d946c4.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Lexington Opera House 13 min walk \- 1.1 km - ![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=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) University of Kentucky 14 min walk \- 1.2 km - Lexington Brewing & Distilling Co. 2 min walk \- 0.2 km ### Getting around - Blue Grass Airport (LEX) 12 min drive ### Restaurants - Triangle Park Cafe 15 min walk - Country Boy Brewing 17 min walk - Lexington Brewing & Distilling Co. 8 min walk - J2C Asian Bistro 17 min walk - El Charro Taco 17 min walk ## Frequently asked questions ### Is Winners Circle - 2BR - Patio-Garage - Walk to Rupp pet-friendly? ### How much is parking? ### What time is check-in at Winners Circle - 2BR - Patio-Garage - Walk to Rupp? ### What time is check-out at Winners Circle - 2BR - Patio-Garage - Walk to Rupp? ### Where is Winners Circle - 2BR - Patio-Garage - Walk to Rupp located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Winners Circle - 2BR - Patio-Garage - Walk to Rupp Reviews ## Reviews ### Exceptional All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative. [More information](https://www.expedia.ca/lp/b/content-guidelines) 10 - Excellent 1 8 - Good 0 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 10 Cleanliness ### 10 Location ## Reviews Verified ### 10/10 Excellent #### jill s. Oct 19, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy We absolutely loved our stay! Very spacious, immaculate, and beautiful decor. We enjoyed an easy walk to the distillery district. Very well set up and stocked for a perfect family weekend. Overall, a very welcoming experience. Easily a 10/10. ##### jill s. 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