Aisling House - Historic Hospitality

Award-Winning 1891 Queen Anne Victorian

Documented in the Survey of Historic Sites in Kentucky, recipient of the Winchester-Clark County Heritage Commission 2026 Historic Preservation Award, and recognized by the Blue Grass Trust for Historic Preservation. Located in Winchester’s nationally recognized Thomson District. Enjoy elegantly appointed rooms for resting and gathering across 4,800 square feet, ballroom dining for 16, a chef’s kitchen, an outdoor kitchen, sauna, and a greenhouse.

-- THE PROPERTY --

INDOOR LIVING
- Original & restored architectural details throughout
- 2 original clawfoot soaking tubs
- Curated, elegant furnishings & décor
- Formal parlor
- Formal dining room (seats up to 8)
- Ballroom (seats up to 16) w/ French doors to the terrace
- Library w/ original built-in bookshelves & private book collection, w/ access to both a private terrace & the front porch
- Board games and indoor entertainment (stored in the dining room’s Bombay dresser)
- Electric fireplaces
- 3 washer & dryer sets (2 on the 1st floor in the Scullery, 1 on the 2nd floor in the Blue Room)

INTERNET, WORKSPACES & MEETINGS
- 5G fiber internet throughout property
- Dedicated workspace in every bedroom
- Library workspace w/ wireless printer
- Attic Study w/ 4 workstations & wireless printer; one workstation includes a monitor & laptop stand
- Electrified greenhouse workspace (seats 4)

SLEEPING ARRANGEMENTS
- Bedroom 1 (Primary Suite): 1 king bed
- Bedroom 2 (Green Room): 1 king bed
- Bedroom 3 (Gold Room): 1 king bed
- Bedroom 4 (Blue Room): 1 queen bed
- Bedroom 5 (Attic Study; Access via Blue Room): 2 queen beds
- Bedroom 6 (Attic Primary; Access via Blue Room): 1 king bed
- Bedroom 7 (Library Suite; Converts to Bedroom Upon Request): 1 king Murphy bed
- Bedrooms 5 & 6 (Attic Suite) are accessed through the Blue Room via stairs

OUTDOOR LIVING
- 1,700-sq-ft promenade w/ access to library, ballroom & kitchen terraces
- Expansive front porch w/ 6 rocking chairs & multiple seating areas
- Outdoor kitchen w/ gas grill, entertainment space & TV
- 4-person sauna
- Greenhouse w/ electricity for working, reading & relaxing
- Landscaped gardens w/ donated historic plants
- Outdoor games: corn hole, golf chipping, golf driving, and croquet (found in the greenhouse side entrance)

CHEF'S KITCHEN
- 2 sinks, 2 dishwashers, 2 refrigerators, 2 ovens, 60" gas range
- Attached scullery (butler's pantry)
- Drip & pod Keurig coffee maker, stove espresso, coffee bean grinder, milk steamer
- Fully stocked w/ cookware, bakeware, utensils, glassware, dishware & flatware
- Designed for kosher cooking

ACCESSIBILITY
- 3-story home, 10 steps to enter front door
- Step-free entry via low-grade kitchen path from driveway
- 1st-floor bedroom (Library) & accessible bathroom
- Attic study & attic primary bedrooms accessed via blue room

PARKING
- 185-ft driveway accessible via either the front or back of property (8 vehicles)
- Free street parking in front of home (first-come, first-served; up to 4 vehicles)
- Trailer, horse trailer & RV parking OK

-- THE LOCATION --

- 0.5 mi to Main Street: restaurants, cafes, antiques
- 2 mi to I-64; 17 mi to I-75
- 15-45 mi to Bourbon Trail distilleries
- 20 mi from 10 equestrian centers
- 23 mi to Lexington, University of Kentucky, Rupp Arena, UK Football Shuttle
- 27 mi to Kentucky Horse Park
- 29 mi to Keeneland
- 29 mi to Red River Gorge Geological Site & 38 mi to Natural Bridge State Resort Park
- 29 mi to Blue Grass Airport (LEX)
- 99 mi to Cincinnati; 95 mi to (CVG)

-- REST EASY WITH US --

Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.

-- POLICIES --

- No indoor smoking; tobacco use outdoors only
- No pets allowed
- No events, parties, or large gatherings without prior written approval from the Guest Contact. The total number of guests must not exceed the maximum occupancy at any time. Please reach out to the Guest Contact after booking to coordinate events
- Additional fees and taxes may apply
- Photo ID may be required upon check-in

ADDITIONAL INFORMATION
- Please reach out to the Guest Contact after booking if your group requires the library suite configuration

SECURITY CAMERA INFORMATION
- 4 exterior solar security cameras
- Location: front entrance, driveway, kitchen terrace gate, garden gate
- Coverage: exterior property access points