Places to stay near Rupp Arena

4.93 out of 5 average rating, 771 reviews

A countertop is shown featuring a Keurig coffee maker alongside a drawer filled with various coffee pods. The drawer is opened to reveal a neatly organized selection of colorful pods arranged in a wooden container.

Home in Lexington

Restored charm! Walk to Rupp. Easy Keeneland drive

If you’re looking for a chic, clean, and comfortable stay in Lexington, look no further. This renovated Victorian home in downtown Lexington is within walking distance of excellent dining, distilleries, and entertainment. Attend a concert or sporting event at nearby Rupp Arena (5 minute walk), watch the horse races at Keeneland (10 minute drive down the road), tour the bourbon distillery right around the corner, or explore the unique offerings of downtown Lexington. Stay in the heart of it all!

Superhost

The building's exterior features a clean, modern design with the illuminated signage displaying '175 LEX'. The light highlights the elegant font against the simple backdrop, showcasing a welcoming entrance.

Condo in Lexington

4.81 out of 5 average rating, 118 reviews

175 LEX - Stunning Downtown Views on Main Street!

Offering unparalleled views of Downtown Lexington, immerse yourself into living like a local at 175 LEX. Condo 601 has recently been renovated featuring all the modern-day amenities a guest would desire when visiting Central KY. Residing on the 6th floor, this condo-hotel features one bedroom with a queen-sized bed, living room with sleeper sofa, full kitchen with quartz and washer/dryer in-unit. Walkable to Rupp Arena, local restaurants like Carson's, coffee shops, retail shops, & more!

4.88 out of 5 average rating, 204 reviews

An aesthetically pleasing wall features an arrangement of decorative horseshoes on a white background. Below, a cozy seating area is complemented by a striped cushion and a solid-colored pillow, creating a welcoming nook filled with natural light from the nearby window.

Townhouse in Lexington

The Statesman / Walk to Rupp / Superb Deck

The Statesman, in the heart of Lexington, allows opportunity to experience the conveniences of downtown by foot. This 3-story (stairs only) historic townhouse has undergone a face lift, having spared no expense with high end finishing. Enjoy modern day conveniences while maintaining the old-world charm. **Located above a local bar Henry Clay's Public House; noise is a potential on the second-floor bedroom/living room (3rd floor is less disturbed) from the live music; no parties allowed**

Superhost

4.83 out of 5 average rating, 213 reviews

Historic Distillery View Apartment. KING BEDS!

Enjoy a stylish experience at this centrally-located apartment. Our historic Airbnb is located in Lexington’s first boarding house. Originally built in the 1800s as a place for travelers to stay as they passed through town. We are bringing the boarding house back to its initial intention. Thoughtfully decorated with comfort in mind you can sit back and relax while enjoying our cotton sheets, comfortable sofa, and unique touches that will make you feel like you live in a historic palace.

A wooden sliding barn door is shown partially open, revealing a bathroom area with a shower. Pale wood paneling surrounds the door, and light-colored towels hang nearby, adding to the rustic charm of the entryway.

4.95 out of 5 average rating, 197 reviews

Cozy Downtown Apt - 1 block from Rupp

Walk to Rupp & all downtown has to offer from this cozy 1 bedroom apartment located on the first floor. The space outfitted with a Smart TV, plush linens and towels, brand new washer/dryer, all new appliances, basic kitchen amenities and free off street parking on the premises for an effortless stay in Downtown Lexington. If this is your first time staying booking with us, welcome! We look forward to hosting you again soon. If you have stayed with us before, thanks for your loyalty.

A rustic entryway features a large, arch-topped wooden door with a textured finish. Stained-glass windows in vibrant colors adorn one side, casting colorful reflections on the dark walls. An ornate mirror adds visual interest, while a handcrafted chair made of woven materials complements the unique decor.

4.98 out of 5 average rating, 482 reviews

Game of Thrones - Downtown

Be the lord or lady of this palatial chamber, in the center of downtown‘s hottest spots. Your OMG stay comes w/royal features inspired by your favorite fantasy series. •Custom Calif. King wooden bed w/playroom features and a mini-dungeon (not just for containing dragons!) •Luxurious bathroom w/steam shower for two •Decor from Old World Europe: hand-crafted torch sconces, medieval-style weaponry and an iron throne •Custom Coffee Bar w/touch-screen access to your favorite cafe coffees

An elegantly designed bathroom features a deep jacuzzi tub at the center, framed by two separate sink areas. Soft yellow accents are provided by bath mats and decor. Towels are neatly arranged, and natural light filters through decorative window panes, enhancing the space's layout.

4.98 out of 5 average rating, 118 reviews

The Guesthouse on Lime

A hidden treasure in the heart of the city. The space has a modern feel in a historic setting. Built in 1897, the building was first purposed as a tavern, and then housed several businesses through the years. In the 1980s, the building was renovated and transformed into two living spaces. This space is the first level, The Penthouse On Lime is the top level and is also available for rent. Original hardwood floors and high ceilings add to the charm of this gorgeous urban space.

4.96 out of 5 average rating, 168 reviews

The Prohibition - Downtown Lex

Welcome Flappers and Gents to 1928 the height of the Roaring 20's! The Prohibition is a historic Victorian home in the heart of Downtown Lexington, walkable to everything! Your stay will transport you to the greatest time and party in history! Victorian and Art-Deco Antiques and Décor Flapper and Gent Cloths for Photos Hidden Speak Easy Bed Room Bourbon Mixing Bar (No Alcohol) Private Hot tub Scavenger Hunt Bicycles Private Parking and Entrance So much more!

The exterior of the building features a two-story structure with a gray facade and a prominent porch. Wooden steps lead to the entrance, and surrounding greenery is visible. The area is well-defined by wooden fencing, with a glimpse of additional buildings and parking spaces beyond.

4.9 out of 5 average rating, 221 reviews

Lovely Downtown Apt 1 Block from Rupp!

Walk to Rupp and all downtown has to offer from this cozy, one bedroom apartment. The space is outfitted with a Smart TV, plush linens and towels, brand new washer/dryer, all new appliances, basic kitchen amenities and free off street parking on the premises for an effortless stay in downtown Lexington. If this is your first time booking with us, welcome! We look forward to hosting you again soon. if you have stayed with us before, thanks for your loyalty.

Superhost

A historic stone building showcasing intricate architecture and a prominent clock tower. Large windows reflect the clear blue sky, while a manicured green lawn surrounds the structure. Decorative light posts frame the entrance, enhancing the building's stately presence.

4.82 out of 5 average rating, 272 reviews

Heart of downtown.A block from court house.

This is a modern apartment in the heart of downtown. 1880 year old building, with a popular bar on the ground floor. It can be very noisy on Friday and Saturday nights from 10pm-2.30 am. We are ideally located for Rupp Arena, the Convention Centre, the Opera House, Kentucky Theatre and lots of great local restaurants. There is street metered parking outside $1 / hour Mon-Fri 8am to 5pm and free after 5pm and on weekends.

4.91 out of 5 average rating, 127 reviews

A modern kitchen features a marble-topped island with two gold-accented stools. Light fixtures hang above the island, while sleek appliances and cupboards are visible in the background. Mirrors on the wall add a touch of elegance, and natural light enters through the nearby window.

Condo in Lexington

💙The FLAT @ the LEX w/ Parking-Horse Park-Bourbon

Historic charm w/ modern comforts in this immaculate downtown first floor flat. Positioned at the entrance to Town Brach Distillery, this beautiful home is walkable to incredible restaurants and bars downtown Lexington - Don’t park in the front of the house, they will issue a ticket. * Rupp Arena 0.5 miles * Keeneland Racetrack 5.5 miles * Kentucky Horse Park 8 miles * STR Reg #15062369-2 - Maximum occupants 4

The living area features a comfortable gray sofa paired with two orange accent chairs. A dark coffee table sits in front, complemented by a large, colorful artwork on the wall. A flat-screen TV is positioned on a wooden stand, with plants adding a natural touch.