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Check prices for these dates

Next weekend
9 Jan - 11 Jan
In two weeks
16 Jan - 18 Jan
In one month
30 Jan - 1 Feb
In two months
27 Feb - 1 Mar

Our top choices for Winchester apartments

Terrace/patio
‘Edith’ Carriage House Getaway - Hamburg/I-75!

Apartment in Lexington

‘Edith’ Carriage House Getaway - Hamburg/I-75!
10.0 out of 10, Exceptional, (1)
"Had a pleasant stay ! Thanks "
United States
brenda s.
The price is AED 159
AED 474 total
includes taxes & fees
11 Jan - 12 Jan
‘Edith’ Carriage House Getaway - Hamburg/I-75!
Interior
Solar Sanctuary

Apartment in Chevy Chase

Solar Sanctuary
10.0 out of 10, Exceptional, (8)
"The Solar Sanctuary was perfect for a football weekend. Great location, comfortable furnishings and Dru was a hospitable and quickly responsive host. "
United States
Beth H.
The price is AED 179
AED 501 total
includes taxes & fees
5 Jan - 6 Jan
Solar Sanctuary
Microwave, oven, stovetop
Seabiscuit Loft - Studio Stay in Downtown Lexington

Apartment in Lexington

Seabiscuit Loft - Studio Stay in Downtown Lexington
10.0 out of 10, Exceptional, (1)
"Within 15 minute walk or 4 minute drive to the university and lots of stores and shops around. "
United States
Stevie R.
The price is AED 253
AED 720 total
includes taxes & fees
5 Jan - 6 Jan
Seabiscuit Loft - Studio Stay in Downtown Lexington
TV
Cozy 2-bedroom apartment with WiFi, AC, walk to UK Campus/Hospital, near St. Joe

Apartment in Lexington

Cozy 2-bedroom apartment with WiFi, AC, walk to UK Campus/Hospital, near St. Joe
2.0 star property
10.0 out of 10, Exceptional, (2)
"Great location, super clean and cute! "
United States
Wanda T.
The price is AED 195
AED 674 total
includes taxes & fees
6 Jan - 7 Jan
Cozy 2-bedroom apartment with WiFi, AC, walk to UK Campus/Hospital, near St. Joe
Fridge, microwave, oven, stovetop
Amazing Beds, Fast WiFi - Walk to EKU & Downtown Venues - 5 minutes to I-75

Apartment in Richmond

Amazing Beds, Fast WiFi - Walk to EKU & Downtown Venues - 5 minutes to I-75
2.0 star property
9.8 out of 10, Exceptional, (7)
"We enjoyed our stay. Location was amazing for our trip!"
United States
Deanna E.
The price is AED 331
AED 830 total
includes taxes & fees
5 Jan - 6 Jan
Amazing Beds, Fast WiFi - Walk to EKU & Downtown Venues - 5 minutes to I-75
Fridge, microwave, oven, stovetop
Comfy Upstairs 2 bed/1 bath near EKU in Richmond

Apartment in Richmond

Comfy Upstairs 2 bed/1 bath near EKU in Richmond
10.0 out of 10, Exceptional, (41)
"We enjoyed our stay it was very clean and comfortable"
United States
Angie W.
The price is AED 281
AED 492 total
includes taxes & fees
5 Jan - 6 Jan
Comfy Upstairs 2 bed/1 bath near EKU in Richmond
Fridge, microwave, oven, stovetop
Modern 2bd 2ba - Near I75, No Steps, Free Wifi

Apartment in Richmond

Modern 2bd 2ba - Near I75, No Steps, Free Wifi
9.8 out of 10, Exceptional, (84)
"Clean, close to campus . Would definitely stay again. "
United States
Christina K.
The price is AED 365
AED 776 total
includes taxes & fees
5 Jan - 6 Jan
Modern 2bd 2ba - Near I75, No Steps, Free Wifi
Exterior detail
Modern Studio - Stylish Apartment in Downtown Lexington

Apartment in Lexington

Modern Studio - Stylish Apartment in Downtown Lexington
10.0 out of 10, Exceptional, (1)
"Had a great stay! Kevin was very communicative, helpful, and reasonable throughout the whole process. The place itself was cozy, clean, and felt like home. Will definitely stay again!"
United States
Malik
The price is AED 228
AED 691 total
includes taxes & fees
5 Jan - 6 Jan
Modern Studio - Stylish Apartment in Downtown Lexington
Property grounds
'Fred' - Walk to UK/Downtown!

Apartment in Downtown Lexington

'Fred' - Walk to UK/Downtown!
10.0 out of 10, Exceptional, (1)
"Exactly as described "
United States
s s.
The price is AED 184
AED 512 total
includes taxes & fees
11 Jan - 12 Jan
'Fred' - Walk to UK/Downtown!
Fridge, microwave, oven, stovetop
Luxury on Main / South

Apartment in Richmond

Luxury on Main / South
10.0 out of 10, Exceptional, (44)
"Great place for a quick weekend getaway."
United States
Jennifer
The price is AED 419
AED 745 total
includes taxes & fees
3 Feb - 4 Feb
Luxury on Main / South
Microwave, oven, stovetop
Travelers Cove upstairs 1-bedroom apartment Richmond near EKU with WiFi, AC

Apartment in Richmond

Travelers Cove upstairs 1-bedroom apartment Richmond near EKU with WiFi, AC
2.0 star property
9.4 out of 10, Exceptional, (3)
"It was the best hotel I have ever stayed in. Must say it’s the best Richmond hotel "
United States
Ujwal T.
The price is AED 288
AED 499 total
includes taxes & fees
5 Jan - 6 Jan
Travelers Cove upstairs 1-bedroom apartment Richmond near EKU with WiFi, AC
Exterior
Mint Julep - Studio Apartment in Downtown Lexington

Apartment in Lexington

Mint Julep - Studio Apartment in Downtown Lexington
10.0 out of 10, Exceptional, (1)
The price is AED 207
AED 667 total
includes taxes & fees
5 Jan - 6 Jan
Mint Julep - Studio Apartment in Downtown Lexington
Fridge, microwave, oven, stovetop
Convenient & Comfortable - Walkable to UK Campus, near Downtown, Keeneland, Rupp

Apartment in Lexington

Convenient & Comfortable - Walkable to UK Campus, near Downtown, Keeneland, Rupp
10.0 out of 10, Exceptional, (2)
"Great spot close to UK campus, Kroger Field, Hospitals, and downtown Lexington. HIGHLY recommend for a football weekend for its convenience. We were in-town for the UGA UK football game and would stay in this same place in two years if we make the return trip. Across the street is KSR bar which is a great sports bar for drinks pre/post game. Also, there were shuttle busses that you could hop on for $1/person that would take you closer to Kroger Field and back after the game. This saved us $$$ on...
United States
Andrew
Convenient & Comfortable - Walkable to UK Campus, near Downtown, Keeneland, Rupp
Apartment (0 Bedroom) | Interior
Hot Tub & Fire Pit: Romantic Getaway in Frenchburg

Apartment in Frenchburg

Hot Tub & Fire Pit: Romantic Getaway in Frenchburg
3.0 star property
6.0 out of 10, (1)
"Stay was okay. Building was clean and everything worked well. Location was much further from red river gorge than expected, about 45 minutes to 1 hour 15 minutes one way to a trail. Bed was very hard. Hot tub was nice. Overall, decent if you dont mind the sleeping conditions and the drive but for us it wasnt worth the cost "
United States
Michael
The price is AED 360
AED 963 total
includes taxes & fees
5 Jan - 6 Jan
Hot Tub & Fire Pit: Romantic Getaway in Frenchburg
Interior
Westfield Blue

Apartment in Richmond

Westfield Blue
9.6 out of 10, Exceptional, (5)
"Very cute and clean place, excellent communication by host. The neighborhood was very nice and the property was filled with large and beautiful potted plants. Cute gazebo in the back yard, and ample parking both on and off street. Would definitely stay here again. "
United States
Lori K.
The price is AED 342
AED 660 total
includes taxes & fees
5 Jan - 6 Jan
Westfield Blue
Fridge, coffee/tea maker, cookware/dishes/utensils
The Scholars Apartment is a freshly renovated 2bedroom 1bath downtown Richmond apartment

Apartment in Richmond

The Scholars Apartment is a freshly renovated 2bedroom 1bath downtown Richmond apartment
9.2 out of 10, Wonderful, (26)
"We really enjoyed our stay. The property was very clean and everything was exactly as described. I would stay here again without a second thought. Very nice place, conveniently located to everything we needed to get to. "
United States
Lori T.
The price is AED 327
AED 665 total
includes taxes & fees
5 Jan - 6 Jan
The Scholars Apartment is a freshly renovated 2bedroom 1bath downtown Richmond apartment
Exterior detail
Safe & Secure 2br near UKPD in Lex - Rest easy, walk 2 UK

Apartment in Downtown Lexington

Safe & Secure 2br near UKPD in Lex - Rest easy, walk 2 UK
2.0 star property
10.0 out of 10, Exceptional, (7)
"Great host. Walkable to other places "
United States
Anonymous traveler
The price is AED 303
AED 778 total
includes taxes & fees
5 Jan - 6 Jan
Safe & Secure 2br near UKPD in Lex - Rest easy, walk 2 UK
Dining
Westfield Green

Apartment in Richmond

Westfield Green
10.0 out of 10, Exceptional, (10)
"Very nice place. We will definitely stay again. "
United States
Sue C.
The price is AED 426
AED 753 total
includes taxes & fees
5 Jan - 6 Jan
Westfield Green
Property grounds
Lady Slipper ~ Charming Studio Apartment in the Red River Gorge

Apartment in Stanton

Lady Slipper ~ Charming Studio Apartment in the Red River Gorge
Lady Slipper ~ Charming Studio Apartment in the Red River Gorge
Interior
Central Stay! Near UK/Downtown/Campus.

Apartment in Lexington

Central Stay! Near UK/Downtown/Campus.
10.0 out of 10, Exceptional, (1)
"Stayed here for 10 days in March. The location is convenient for getting around Lexington and close to restaurants and UK. Despite being close to a busy highway, it is surprisingly quiet and peaceful. Great parking.The Shawarma Lex truck next door is fantastic!"
United States
Michael E.
Central Stay! Near UK/Downtown/Campus.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Winchester Hotel Reviews

Spark by Hilton Lexington Hamburg

Spark by Hilton Lexington Hamburg

10/10 Excellent
"Newly renovated, the bed is pretty comfortable "
Douglas 1-night trip
Posted 22 hours ago
Spark by Hilton Lexington Hamburg

Frequently asked questions

What's it like to stay at an apartment in Winchester?
There are plenty of places to stay with in the larger Lexington area, with 973 lodging choices including 167 apartments. Any visit to a new destination can be a culinary trip so why not visit the local restaurants?
How do you know if an apartment is the best choice for you?
An apartment features a kitchen for convenient meals, and often has more space than a traditional hotel room. Apartments are a good option for solo travelers who want to live like locals, but also for families who want the conveniences of home.
What's a favorite apartment for a stay in Winchester?
Here are some of the favorite apartments in the area to choose from: Treetops Solar Sanctuary: Situated in Lexington, 16.7 mi/26.9 km from the heart of Winchester. Includes free WiFi, private balconies, and sofa beds. Downtown Two Bedroom Apartment in Downtown Lexington near Rupp Arena: Located 18.3 mi/29.4 km away in Lexington. Westfield Green: It's located in Richmond, 17.9 mi/28.8 km away. Charming & Inviting Apartment in Historic Downtown Paris, Ky.: Located 15.7 mi/25.3 km away in Paris. Amenities include sofa beds. Access to onsite laundry facilities is available on site. Cozy 1-bedroom apt in Victorian Era House minutes walking to Downtown Lexington: Located in Lexington, 18 mi/29 km from Winchester. Includes Smart TVs. Access to onsite laundry facilities is available on site.
What can I expect from the weather in Winchester?
Weather is only one factor, but it can really affect your travel plans, especially if you are planning a longer stay in Winchester. The hottest months are usually July and August with an average temp of 72°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Winchester is 56 inches.
What should I see and do in Winchester?
Winchester is known for its restaurants. College Park and GRCHS Baseball Field are a couple of scenic spots to enjoy the outdoors, whereas Bluegrass Heritage Museum is one of the cultural attractions. Other places in town to visit include Winchester Opera House and Clark County Courthouse.
What's the best way to get to and around Winchester?
Knowing a bit about the transportation options can you save you a headache when you get to your destination. Fly into Blue Grass Airport (LEX), which is located 23 mi (37.1 km) from the heart of the city. If you'd like to venture out around the area, you may want a rental car for your journey.