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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 two-story house with a blue exterior, white shutters, and a front door with a yellow frame.
A cozy living room with a large window, a comfortable armchair, a wooden coffee table, and a rug.
A staircase with a rope tied to the railing.
A cozy room with a wooden bed, a chair with a fur throw, a bookshelf, and a door with a 'WELCOME' sign.

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.

Popular amenities

  • Air-conditioning
  • Refrigerator
  • Internet
  • Onsite parking available
  • Garden
  • Non-smoking

Explore the area

View 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

Add dates for prices

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  • Dryer
  • Air-conditioning
10.0 out of 10, Exceptional, (3 reviews)
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About the area

Midway

Located in Midway, this holiday home is in the city centre. Travellers looking for local activities can try The Kentucky Castle and Buffalo Trace Distillery, while those looking to experience a bit of culture can stop by Kentucky Horse Park. 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 cycling.
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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
  • Masterson Station Park - 12 min drive - 16.9 km
  • Kentucky Horse Park - 13 min drive - 22.2 km
  • Georgetown College - 13 min drive - 21.0 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 5 November 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 6 November 2026 start from NZ$735, 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).

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 48 out of 57 reviews
Rating 8 - Good. 9 out of 57 reviews
Rating 6 - Okay. 0 out of 57 reviews
Rating 4 - Poor. 0 out of 57 reviews
Rating 2 - Terrible. 0 out of 57 reviews

10/10

Cleanliness

9.0/10

Amenities

9.4/10

Property conditions & facilities

10/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We loved our stay at Ellen’s Historic Guest House. The location in Midway was perfect for walking to dinner and window shopping. The beds were comfortable and the mini fridge and coffee station were perfect for our needs.
Stayed 2 nights in Oct 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This is one of our favorite places to stay! The home is so sweet, just perfect for us. The location cannot be beat, walking distance to wonderful restaurants and bars and quick drive to even more. Also, very convenient to Keeneland! This is our 3rd stay. We’ll be back!
Stayed 2 nights in Oct 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This property was exactly what we needed. While visiting the area for a wedding, we also desired some quiet down time. The property offered just that. No television, no distractions. It is as advertised; a historic home that is wonderfully decorated. The host was so kind and approachable. We had a wonderful stay.
Stayed 2 nights in Oct 2026
Response from VrboOwner on 19 October 2026
It was so nice having you. I’m glad it was restful. Thank you for choosing my place.
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
Fun area and responsive host. Property pretty much as described. Very eclectic, kinda felt like some of the English properties I’ve visited. I really appreciated having coffee. The first night I heard some trains but must have filtered it out thereafter.
Stayed 3 nights in Oct 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We love, love, love staying here! It’s beautiful, comfortable and just steps from everything in Midway. We love staying here! Ellen is very gracious accommodating. Can’t wait to stay here again.
Stayed 2 nights in Apr 2026
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location
Disliked: Listing accuracy
Very historic place, accommodating host
Stayed 2 nights in Oct 2025
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy

Midway stay

Great location
Stayed 6 nights in May 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Host! Convenient location!

Host is awesome-- would love to come back!
Stayed 4 nights in Sep 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Adorable home in the heart of a cute small and historic town

We had a wonderful stay. The house was so cute and comfortable. Very affordable and we will definitely be staying again.
Stayed 2 nights in Sep 2022
Response from VrboOwner on 22 September 2022
Thank you Sarah! Look forward to having you again!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Ellen is lovely and welcoming. The space was perfect and just as described. We truly enjoyed our visit to this quaint town.
Stayed 2 nights in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great and will stay again

Perfect for a short trip. I believe it'd be perfect for a long trip too.
Stayed 3 nights in Apr 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful stay in a charming place

We thoroughly enjoyed our stay at this charming and unique place. We loved the original features of the house, and the location was perfect for walking to restaurants and shops. Ellen is a wonderful host and artist and our stay at the house made our trip extra enjoyable.
Stayed 3 nights in May 2022
Response from VrboOwner on 2 June 2022
Lovely guests!!! Enjoyed having cyclists stay with me doing the Horsey 100 :)))
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cute and efficient

We stayed here for the recent Railbird festival. It was clean, cute and good for our needs of this trip since we were not going to be there for meals and things.
Stayed 3 nights in May 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Second time staying at this home. Wonderful character and a wonderful host. The train is something to be aware of but in my mind adds to the charm.
Stayed 3 nights in Oct 2025
Response from VrboOwner on 19 October 2025
Lovely seeing you & yours ;)
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

A taste of Kentucky

Beautiful historic house in a village setting. Surrounded by the best of the bluegrass.
Stayed 2 nights in Dec 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
I loved being in this cozy, historic home. So refreshing being somewhere with history and personality. Ellen is an absolute joy, and being surrounded with her artwork made me smile every day. The beds are comfy, the little coffee nook and mini fridge is such a nice, hospitable touch. The location is perfectly centered between Keeneland and The Horse Park. Also, easy to get to Buffalo Trace for those bourbon lovers. Downtown Midway had a surprising number of resteaunts to choose from in walking distance. And do NOT miss going to your host's charming art gallery before dinner. Absolute gem.
Stayed 7 nights in Apr 2026
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy

Midway 2025

Conviently located and cozy.
Stayed 7 nights in Apr 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Midway friends get away

Midway is such a rare jewel!The Railway Guesthouse felt like home from the time we arrived! Ellen is an amazing person , so lovely inside and out!!! We can’t wait to come back “home”
Stayed 2 nights in Jun 2025
Response from VrboOwner on 8 June 2025
You were delightful guests!!! Thank you so much, Jessica. Look forward to seeing you again.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

70th Birthday

Brought our mom to midway to celebrate her 70th birthday. Our stay was amazing. Ellen is the best!! The place was just perfect!
Stayed 1 night in Dec 2022
Response from VrboOwner on 20 December 2022
It was a joy having you!!! You were my first guests to have around the holiday. Thank you for staying with me and being so fun & festive.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We thoroughly enjoyed our stay! Ellen is an excellent host and accommodated our every request with gladness. The atmosphere and decor of this lovely home takes one back to another time in old Midway. It’s walkable to all of the best dining and shopping in downtown Midway. The staircase does have steep stairs, and some may find the shower a little small, but neither were issues for us. The rooms were comfortable. We were provided a small fridge, single cup coffee maker and tea kettle with great tea and coffee selections. There were so many cute touches. We will be returning for sure.
Stayed 3 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Charming Property and Awesome Stay

We booked this property the weekend of the derby. It was perfect for us. Everything is well thought of- and just absolutely charming. Property owner is accessible and wonderful to communicate with- we will definitely rebook in the future ❤️
Stayed 2 nights in May 2024
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great character

Home built in early 1830s in a nice / quiet town. Very clean and comfortable. Ellen was a wonderful host.
Stayed 2 nights in Sep 2021
Response from VrboOwner on 28 September 2021
Dear Mr. McMillan, Is there anything I can do to make the 4* rating you scored my place a 5*? That was my first one, so would like your input to make improvements. Many thanks, Ellen.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Quaint and cozy accommodations

Ellen was a wonderful She was very knowledgeable about the area and gave us many fantastic recommendations for activities and eateries. The accommodation were as stated on the site. Lovely!
Stayed 2 nights in Mar 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Midway gem!

What a quaint and lovely home! Well preserved 200 year old home with beautiful artwork to enjoy. Great location for Keeneland, UK activity and bourbon trail!! Ellen was a great hostess!!
Stayed 2 nights in Oct 2024
Response from VrboOwner on 27 October 2024
Thank you for staying here! You were lovely guests to host :)
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Unique and lovely…. Very personal experience.

A new experience for us…nothing else like it! Wonderfully novel!
Stayed 2 nights in Mar 2023
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