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Railway Guest House in Charming Midway KY Horse Park,Bourbon Trail,Keeneland.

Photo gallery for Railway Guest House in Charming Midway KY Horse Park,Bourbon Trail,Keeneland.

A stone wall with a plaque reading "The Woodford Reserve" in a snowy landscape with brick buildings in the background.
A cozy living room with a large window, a comfortable armchair, a wooden coffee table, and a rug.
A cozy room with a wooden bed, a chair with a fur throw, a bookshelf, and a door with a 'WELCOME' sign.
A two-story house with a blue exterior, white shutters, and a front door with a yellow frame.
A staircase with a rope tied to the railing.

Reviews

9.8 out of 10
Exceptional

Highlights

  • Made for relaxation
    Top-rated for comfort — guests feel right at home here.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
2 bedrooms1 bathroomSleeps 4

Popular amenities

  • Onsite parking available
  • Air-conditioning
  • Garden
  • Free Wi-Fi
  • Refrigerator
  • Non-smoking

Explore the area

View in a map
Midway, KY
  • Place, Equus Run Vineyard & Winery
    ‪4 min drive‬
  • Place, Kearney Hills Golf Links
    ‪10 min drive‬
  • Place, Kentucky Horse Park
    ‪13 min drive‬
  • Airport, Lexington, KY (LEX-Blue Grass)
    ‪22 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Clover Room

1 Double Bed

Poppy Room

1 Queen Bed

1 bathroom

Little Blue

Toilet · Shower only

Spaces

Garden

About this property

Railway Guest House in Charming Midway KY Horse Park,Bourbon Trail,Keeneland.

This unique, early 1800’s historic house sits 50 FEET from the railroad. The train blows by 3x during the day, tooting & whistling away & once or twice at night. It is the second oldest residence built in Midway. The plot of land where the house sits was one of the initial purchases from the railroad company which was one the first towns in KY to build a Railroad Town. GUESTS NEED TO CONFIRM THEY CAN HANDLE THE ORIGINAL OLD STEEP & NARROW STAIRCASE BEFORE BOOKING ACCEPTED.
Guests will enjoy their private, bright & cozy upstairs with 2 nicely sized bedrooms with plenty of closet space. The bathroom in between the bedrooms & breakfast nook is very small, but clean & efficient. There is a mini fridge, coffee & tea station. Ice bucket @ 5:00 pm each night is available upon request. Entrance & exit is through the front door & through the one-room art gallery which is closed off from the rest of the house. 9 ORIGINAL VERY STEEP & NARROW STAIRS leads to the cheery upstairs accommodations. STAIRS ARE NOT FOR PEOPLE WITH MOBILITY ISSUES. BIG, HEAVY SUITCASES ALSO WILL POSE A PROBLEM IF YOU ARE NOT UP FOR WRANGLING THEM UP THE 9 STAIR CLIMB. GUESTS MUST ACKNOWLEDGE THEY HAVE SEEN/READ RE. STAIRS BEFORE BOOKING IS ACCEPTED Please see pictures :)
Ample off street parking is available. If you are bicycle-touring/racing, garage arrangements in back can be be made for bicycles. Off street horse trailer parking can also be arranged.
Ellen, the host, lives in the back part of the house which is closed off from the art gallery room & upstairs. The house is located on the residential side of Main St. (aka Railroad St.) & is 1/2 block away from restaurants & shops.

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House Rules

Check in after 2:00 PM
Minimum age to rent: 21
Check out before 11:00 AM
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Children

Adults only
CHILDREN FROM 9 YRS IS PREFECT FOR THE PROPERTY
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Check-out instructions

The host requires you to complete the following before checking out:
Remove personal items, remove leftover food and drinks and take out the rubbish
Turn off the lights, lock the doors and return the keys
Please leave your key on the little captain’s desk next to the front door as you leave :)
Trash cans are in the back of the driveway which is easy to see. One for reg. and one for recycling.
Failure to complete these may result in a negative review from the host.
Please place used dishes etc. in basket. If you’d like clean dishes and refreshed ice-bucket, please leave at top of stairs when leaving for the day.
Please park in house’s off-street driveway to right of house leaving space for another car to your side not in front of the house

Important information

You need to know

Property # 2001607vb
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Long-term renters welcome
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit

About the area

Midway

Located in Midway, this holiday home is in the city centre. Buffalo Trace Distillery and Equus Run Vineyard & Winery are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Cove Spring Park and Buckley Wildlife Sanctuary & Audobon Center. Looking to enjoy an event or a game? See what's going on at Keeneland Racing Course or Rupp Arena. Discover the area's water adventures with power boating and fishing nearby, or enjoy the great outdoors with hiking/biking trails and horse riding.
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Map
Midway, KY

What's nearby

  • Equus Run Vineyard & Winery - 4 min drive - 7.2 km
  • Kearney Hills Golf Links - 10 min drive - 20.5 km
  • Prodigy Vineyards & Winery - 11 min drive - 19.2 km
  • Masterson Station Park - 12 min drive - 16.9 km
  • Kentucky Horse Park - 13 min drive - 22.2 km

Getting around

  • Lexington, KY (LEX-Blue Grass) - 22 min drive

Restaurants

  • ‪McDonald's - ‬17 min walk
  • ‪Rocky’s Pub - ‬11 min drive
  • ‪Wallace Station Deli and Bakery - ‬4 min drive
  • ‪The Midway Bakery - ‬14 min walk
  • ‪Don Jockey - ‬2 min walk

Frequently asked questions

Is Railway Guest House in Charming Midway KY Horse Park,Bourbon Trail,Keeneland. pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Railway Guest House in Charming Midway KY Horse Park,Bourbon Trail,Keeneland.?

As of 19 Aug, 2026, prices found for a 1-night stay for 2 adults at Railway Guest House in Charming Midway KY Horse Park,Bourbon Trail,Keeneland. on 8 Nov, 2026 start from S$581, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Railway Guest House in Charming Midway KY Horse Park,Bourbon Trail,Keeneland.?

On-site parking is available at the property.

What time is check-in at Railway Guest House in Charming Midway KY Horse Park,Bourbon Trail,Keeneland.?

Check-in begins at 2:00 PM.

What time is check-out at Railway Guest House in Charming Midway KY Horse Park,Bourbon Trail,Keeneland.?

Checkout is at 11:00 AM.

Where is Railway Guest House in Charming Midway KY Horse Park,Bourbon Trail,Keeneland. located?

Located in the heart of Midway, this holiday home is 3.8 mi (6 km) from Equus Run Vineyard & Winery and within 12 miles (20 km) of Kentucky Horse Park and Old Friends Thouroughbred Retirement Farm. Headley-Whitney Museum and Nostalgia Station Toy Train Museum are also within 9 miles (15 km).

About the host

Hosted by Ellen Skidmore

Host profile image
Ellen found Midway in 2020 & loves living & working here. Her gallery/studio/gift shop is a block away on East Main St. She enjoys spending time with her dogs in the backyard & her horse which she boards at a farm nearby,

Why they chose this property

Perfect for people who appreciate historic homes. This house was built in the early 1800’s. It is located on the residential side of Main St. but Is only a short block’s walk to the Railroad Shops & restaurants of Midway.
Midway is just off interstate 64 so only15 minutes to the Kentucky Horse Park, Keeneland Race Course & the infamous Bourbon Trail, horse farm tours, etc.
BEFORE RESERVATIONS ARE ACCEPTED, GUESTS MUST ACKNOWLEDGE THEY HAVE SEEN THE 9 STEEP/NARROW STAIRS PHOTO/DESCRIPTION,

What makes this property unique

Desk, WiFi, great beds, reading/relaxing chairs, big closets. The Cookie Nook which is in between the two bedrooms and opposite the bathroom has a Keurig coffee maker, electric water kettle, mini fridge with sugar, cream, plates etc. provided.
Ellen lives on the property works a block away in her gallery and is usually around answer any questions preferably by text. GUESTS MUST ACKNOWLEDGE THEY HAVE SEEN/READ 9 STEEP/NARROW STAIRS DESCRIPTION BEFORE RESERVATION IS ACCEPTED.

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English
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