Ann Street Retreat

The Ann Street Retreat is a charming, newly remodeled historic home in downtown Frankfort, Kentucky. This 4-bedroom, 3.5-bath retreat features three king beds, one queen, and four twin beds, offering ample space for guests. The spacious kitchen is perfect for gathering after a day of bourbon tastings. Outside, unwind in the hot tub or by the firepit in the professionally landscaped backyard. A true bourbon lover’s escape, blending history, comfort, and Southern hospitality.

Professionally managed, our team is here to support you with any needs or local recommendations throughout your stay. Enjoy a seamless, automated check-in experience, and reach out anytime to take advantage of our personalized concierge services.

Ann Street Retreat sits in the heart of downtown Frankfort, nestled within the Old Statehouse Historic District—an area filled with charming 19th‑century architecture and leafy, walkable streets. The district borders Broadway, St. Clair, High, Blanton, and Ann Streets, and contains 74 historic buildings including the Old State Capitol and Governor’s Mansion. This location offers a true capital‑city vibe: government offices, museums, and parks are just steps away. You're within a stroll of the Kentucky State Capitol, state agency buildings, and serene historic parks. Don't forget, you are also just steps away to multiple local eateries and coffee shops.

Guests will have full access to this spacious and historic single family home. Don't forget we offer a private backyard oasis and parking.

Welcome to The Ann Street Retreat — your stylish, spacious, and perfectly located escape in the heart of downtown Frankfort, Kentucky. Whether you're planning a weekend getaway, a Bourbon Trail adventure, or a group stay with family and friends, this historic 4-bedroom, 3.5-bath home offers the comfort, charm, and convenience you’re looking for.

What You’ll Love:
Location, Location, Location: Nestled in the heart of the Old State Capitol District, you’re just steps from museums, shops, restaurants, the Kentucky River, and iconic landmarks like the Capitol building.

Room for Everyone: With 4 spacious bedrooms (3 kings, 1 queen, and 4 twins), the home comfortably sleeps up to 12 guests—ideal for families, friend groups, wedding parties, or corporate travelers. We have 3 TWIN Size roll away cots that can be moved or housed anywhere in the home.

Historic Charm Meets Modern Comfort: Newly renovated, the home blends original architectural details with contemporary finishes, including a fully updated kitchen, elegant bathrooms, and cozy gathering spaces.

Walkable Downtown Access: Park your car and enjoy walking distance to local eateries, cafés, wine bars, boutiques, and riverfront trails.

Bourbon Country Basecamp: Only minutes from the world-famous Buffalo Trace Distillery and a short scenic drive to Woodford Reserve, Castle & Key, and more.

Great For:
Family vacations or reunions
Bourbon Trail tours
Wedding guests and bridal parties
Girls’ trips or couples’ retreats
Business travelers and workcations

Bonus Features:
Private garden and patio space for relaxing evenings
Free, convenient on-site parking
Smart TVs, fast Wi-Fi, and self-check-in
Local artwork and curated décor to enhance your stay

Why Guests Keep Coming Back:
“Even better than the photos!”
“Perfect for our group — so much space and charm.”
“Amazing location — walked everywhere downtown!”
“Sparkling clean, beautifully decorated, and super comfortable beds.”

Ready to explore Kentucky’s capital in comfort and style
Book The Ann Street Retreat today and make your next stay unforgettable.

Bring your own vehicle to make the most of exploring Central Kentucky’s iconic bourbon distilleries, scenic byways, and hidden gems—many are just a short drive away. When you’re ready to slow down, park with ease and enjoy the charm of downtown Frankfort on foot, with shops, restaurants, and historic landmarks all within walking distance.