The Gathering at Old Frankfort

The Gathering at Old Frankfort is a refined retreat in the heart of Kentucky’s Bourbon Trail. Set on 1.5 scenic acres, this two-home estate sleeps 20 and features designer interiors, chef’s kitchen, two hot tubs, a private movie theater, and elegant spaces for connection and rest. Just minutes from iconic distilleries, it’s where luxury meets laid-back fun. This is your group’s dream retreat — bourbon under the stars, cozy beds, and zero boring moments. Gather, sip, stay, repeat.



🥃 Welcome to The Gathering at Old Frankfort

Gather your crew and experience Kentucky like never before! Nestled on 1.5 scenic acres, The Gathering is a luxury retreat featuring two adjacent homes that together sleep up to 20 guests, with game rooms, a private movie theater, 2 hot tubs, and outdoor spaces built for memory-making… while also featuring ample space for rest in our comfy beds.

Located in the heart of the famous Kentucky Bourbon Trail, you're just minutes from iconic distilleries like Buffalo Trace, Wild Turkey, Castle & Key, and more.

Whether you’re here for a reunion, bachelor/ette party, couples’ weekend, or family getaway, this space is perfectly designed for group connection with plenty of room for privacy.



🏡 The Property

2 Homes (Chalet + Cottage) | Over 6,500 sq ft

7 Bedrooms / 5 Bathrooms | Sleeps 20

Newly Renovated Chef’s Kitchen with fully stocked coffee bar in each home

Fenced-In Patio with 2 Hot Tubs + Fire Table + Dining Table + Grill

2 Game Rooms| Poker, Billiards, Ping Pong, Foosball, Golden Tee & More

Private Movie Theater Room with 98" TV & popcorn station

Spacious Group Dining Room + Wet Bar & Mini Fridge

2 Brand New Tankless Water Heaters in Chalet | Never a cold shower

Washer / Dryer in each home

Dog-Friendly | EV Charger | Ample Parking

Strict cleaning protocol with HEPA filtered vacuums



🛏️ Sleeping Arrangements

🛌 The Chalet (Main House):

Master Suite (Sleeps 2) – King Bed En suite bath, jacuzzi, walk-in closet, TV

Corner Bedroom (Sleeps 2) – King Bed, TV, Hall bath access

Hall Bedroom (Sleeps 2) – King Bed, TV, Hall bath access

2nd Floor Bedroom (Sleeps 6) – 2 Queens, 2 Twins + en suite bath + seating area & TV

Loft Bedroom (Sleeps 4) – 2 Queens, separate lounge / reading area & TV

🛌 The Cottage:

Main Bedroom (Sleeps 2) – King Bed, TV and Deck access

Upstairs Bedroom (Sleeps 4) – 2 Queens



🎉 Entertainment & Outdoor Living

Whether you’re mixing cocktails or hosting a poker game, this property brings the fun.

2 Game Rooms (poker, ping pong, foosball, billiards, arcade)

Movie Theater Room with 98” Smart TV

Fire table, grill & outdoor dining area

2 Hot Tubs — perfect after a day of tastings

Wrap-around porch at the Cottage overlooking peaceful farmland



🐶 We Love Dogs

Bring your pup! For dogs under 50lbs, we provide:

Cozy 40" crate with dog bed

Food & water bowls

Toys & towels

Fully fenced in patio area in backyard

$25/day per pet fee applies; Max 2 dogs and max 50 lbs per dog. Please let us know in advance!



📍 Minutes to Local Attractions

🥃 Bourbon Trail Distilleries

Buffalo Trace: 15 min / 10 miles

Whiskey Thief Distillery (a local fave)- 11 min / 7 miles

Wild Turkey Distillery- 12 min / 8 miles

Larrikin Bourbon Co 12 min / 7 miles

Four Roses Distillery- 14 min / 10 miles

Castle & Key Distillery - 16 min / 13 miles

Woodford Reserve Distillery - 19 min / 15 miles

Bluegrass Distillers at Elkwood Farm - 19 min / 17 miles

Bulleit Distilling Co. 25 min/ 20 miles

Jeptha Creed Distillery - 26 min / 23 miles

Heaven’s Door Distillery - 35 min / 24 miles

Jefferson's Bourbon Distillery - 48 min / 45 miles

Angel's Envy Distillery 49 min / 49 miles

Rabbit Hole Distillery- 50 min / 48 miles

Old Forester Distilling Co- 50 min / 49 miles

Whiskey Row (Louisville)- 50 min / 49 miles

Willett Distillery - 50 min / 47 miles

Preservation Distillery and Farm - 47 min / 48 miles

Heaven Hill- 48 min / 46 miles

Bardstown Bourbon Co. - 49 min / 46 miles

Maker’s Mark - 60 min / 52 miles

Jim Beam- 65 min / 61 miles



🍇 Vineyards

Lovers Leap Winery- 10 min / 5 miles

Rising Sons Home Farm Winery - 6 min / 3 miles

Prodigy Vineyards & Winery - 15 min / 12 miles

Equus Run Vineyards - 22 min / 20 miles

Wildside WInery - 28 min / 20 miles

Castle Hill Winery - 29 min / 23 miles

1922 House Vineyards & Winery - 35 min / 29 miles



🐴 Other Attractions

The Kentucky Castle- 27 min / 21 miles

Keeneland- 30 min / 27 miles

Kentucky Horse Park-30 min / 30 miles

Churchill Downs (Derby)- 55 min / 52 miles

The Ark Encounter - 58 min / 54 miles

Red River Gorge - 90 min / 95 miles



🔐 Guest Access

You’ll receive a custom code for contactless check-in. Entire property is private to your group.



OTHER INFORMATION

🏡 House Rules

1. Guest must be 24 years old to rent.

2. Guest must E-sign our rental agreement within 48 hours

3. MAX Occupancy of 20 guests. No unregistered guests allowed. Should the number of guests exceed this maximum, the reservation is subject to cancellation.

4. No Street parking allowed.

5. No more than 2 dogs under 50 lb each allowed. If you bring a pet without authorization, you will be charged $1,000. Curbing your dog is required. No dogs on furniture allowed.

6. No Smoking on the property. If any of the guests smoke inside the house, you will be subject to a $750.00 Ozone cleaning fee.

7. Parties: Large parties with guests not staying on premises is prohibited and subject to a $600.00 additional cleaning fee.

8. No soiled shoes allowed inside the house. Towels for muddy paws are provided. Do not use white towels for dogs.

9. Disclosures: There are security cameras on the EXTERIOR of the home only for security reasons and to protect our guests and homeowner. In addition, there will be electronic monitoring of excessive noise and smoke.

10. Quiet Hours are from 10:00 pm through 8:00 am.