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In two weeks
17 Oct - 19 Oct
In two months
28 Nov - 30 Nov
In three months
26 Dec - 28 Dec
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23 Jan - 25 Jan

Apartments in Winchester

Downtown Two Bedroom Apartment in Downtown Lexington near Rupp Arena
Property grounds

Downtown Two Bedroom Apartment in Downtown Lexington near Rupp Arena

9.8 out of 10, Exceptional, (98)
"Clean, comfortable apartment in the heart of Lexington. Communication with hosts was excellent. Great value for money."
The price is AED 364
AED 721 total
includes taxes & fees
20 Oct - 21 Oct
Downtown Two Bedroom Apartment in Downtown Lexington near Rupp Arena
The Scholars Apartment is a freshly renovated 2bedroom 1bath downtown Richmond apartment
Fridge, coffee/tea maker, cookware/dishes/utensils

The Scholars Apartment is a freshly renovated 2bedroom 1bath downtown Richmond apartment

9.0 out of 10, Wonderful, (22)
"I'm glad I came across the Scholars Apartment while visiting family. The communication, cleanliness, and furnishings are wonderful. The beds are amazing! This is definitely a favorite and top choice for my next visit."
The price is AED 327
AED 665 total
includes taxes & fees
4 Oct - 5 Oct
The Scholars Apartment is a freshly renovated 2bedroom 1bath downtown Richmond apartment
This apartment is a 2 bedroom(s), 1 bathrooms, located in Lexington, KY.
Fridge, microwave, oven, stovetop

This apartment is a 2 bedroom(s), 1 bathrooms, located in Lexington, KY.

2.0 star property
9.4 out of 10, Exceptional, (10)
"Great location and huge place. Gorg windows and high ceilings. I stayed here for a friends wedding and loved it. Will stay again next time I’m in town! "
The price is AED 422
AED 806 total
includes taxes & fees
8 Oct - 9 Oct
This apartment is a 2 bedroom(s), 1 bathrooms, located in Lexington, KY.
Cozy 1-bedroom apt in Victorian Era House minutes walking to Downtown Lexington
1 bedroom, iron/ironing board, WiFi, bed sheets

Cozy 1-bedroom apt in Victorian Era House minutes walking to Downtown Lexington

10.0 out of 10, Exceptional, (12)
"The manager was responsive to all questions; property was well-maintained inside and out!"
The price is AED 426
AED 622 total
includes taxes & fees
29 Oct - 30 Oct
Cozy 1-bedroom apt in Victorian Era House minutes walking to Downtown Lexington
Private One Bedroom Apartment in Downtown Lexington near Rupp Arena
Property grounds

Private One Bedroom Apartment in Downtown Lexington near Rupp Arena

10.0 out of 10, Exceptional, (145)
"This is our third time staying here! We love the location, the quaintness of the place and the ease of check in and check out! Looking forward to staying here again! "
The price is AED 364
AED 614 total
includes taxes & fees
7 Oct - 8 Oct
Private One Bedroom Apartment in Downtown Lexington near Rupp Arena
'Emmett' Just off I-75! 2 full bedrooms!
Iron/ironing board, WiFi, bed sheets

'Emmett' Just off I-75! 2 full bedrooms!

'Emmett' Just off I-75! 2 full bedrooms!
'Fred' - Walk to UK/Downtown!
Property grounds

'Fred' - Walk to UK/Downtown!

The price is AED 165
AED 477 total
includes taxes & fees
13 Oct - 14 Oct
'Fred' - Walk to UK/Downtown!
Westfield Green
Dining

Westfield Green

10.0 out of 10, Exceptional, (2)
"Very nice place. We will definitely stay again. "
The price is AED 426
AED 754 total
includes taxes & fees
5 Oct - 6 Oct
Westfield Green
Charming & Inviting Apartment in Historic Downtown Paris, Ky.
Exterior detail

Charming & Inviting Apartment in Historic Downtown Paris, Ky.

9.8 out of 10, Exceptional, (115)
"Great downtown apartment—walked to dinner and breakfast. Comfortable bed and clean accommodations. "
Charming & Inviting Apartment in Historic Downtown Paris, Ky.
Comfy Upstairs 2 bed/1 bath near EKU in Richmond
Fridge, microwave, oven, stovetop

Comfy Upstairs 2 bed/1 bath near EKU in Richmond

10.0 out of 10, Exceptional, (33)
"Its nice and very home like"
The price is AED 281
AED 492 total
includes taxes & fees
4 Oct - 5 Oct
Comfy Upstairs 2 bed/1 bath near EKU in Richmond
Springside Bourbon Getaway
Interior

Springside Bourbon Getaway

10.0 out of 10, Exceptional, (24)
"It was simply perfect!!"
The price is AED 367
AED 790 total
includes taxes & fees
14 Oct - 15 Oct
Springside Bourbon Getaway
Cozy upstairs 2 bed/1 bath Richmond apt near EKU
Smart TV

Cozy upstairs 2 bed/1 bath Richmond apt near EKU

10.0 out of 10, Exceptional, (28)
"Very nice place to stay. Close to downtown. Would stay there again. "
The price is AED 281
AED 492 total
includes taxes & fees
7 Oct - 8 Oct
Cozy upstairs 2 bed/1 bath Richmond apt near EKU
Stylish Studio Apartment in Downtown Lexington
Iron/ironing board, WiFi

Stylish Studio Apartment in Downtown Lexington

2.0 out of 10, (1)
"The first night we stayed here, we got locked out of the house because the batteries for the automatic lock had died. We called the maintenance guy, but he was not able to get in as there was not a spare key where the owner said it was. The owner stopped answering his phone and essentially left us stranded. We ended up having to crawl through a window to get in. Additionally, the water pressure in the shower is no more than a trickle."
Stylish Studio Apartment in Downtown Lexington
Lexington Apt. with parking & private entrance Preview listing
Exterior

Lexington Apt. with parking & private entrance Preview listing

10.0 out of 10, Exceptional, (134)
"This is a very clean and comfortable place to stay when visiting Lexington . "
The price is AED 264
AED 563 total
includes taxes & fees
9 Oct - 10 Oct
Lexington Apt. with parking & private entrance Preview listing
Luxury on Main / South
Fridge, microwave, oven, stovetop

Luxury on Main / South

10.0 out of 10, Exceptional, (42)
"This is the third time I’ve stayed here. The units are well sized and furnished. The kitchen is laid out nicely and well equipped. It is well located being close to downtown, EKU and local attractions."
The price is AED 338
AED 656 total
includes taxes & fees
5 Oct - 6 Oct
Luxury on Main / South
Modern Studio - Stylish Apartment in Downtown Lexington
Exterior detail

Modern Studio - Stylish Apartment in Downtown Lexington

Modern Studio - Stylish Apartment in Downtown Lexington
Newly Renovated 2BR Apartment w/ Free Parking in Downtown
Property grounds

Newly Renovated 2BR Apartment w/ Free Parking in Downtown

10.0 out of 10, Exceptional, (39)
"Very nice property! Blocks from downtown and UK, quiet, clean, and well appointed. Would stay again!"
Newly Renovated 2BR Apartment w/ Free Parking in Downtown
Bluegrass Getaway
Fridge, microwave, oven, stovetop

Bluegrass Getaway

10.0 out of 10, Exceptional, (13)
"The place was spotless, bed was comfortable 1 mile from Georgetown. Would stay again. "
The price is AED 459
AED 1,028 total
includes taxes & fees
5 Oct - 6 Oct
Bluegrass Getaway
In the Heart of Historic Downtown Paris KY
Terrace/patio

In the Heart of Historic Downtown Paris KY

9.8 out of 10, Exceptional, (15)
"The property was right on the main drag of the quaint town of Paris. It was charming, quiet, and a short beautiful drive away from Lexington. I highly recommend staying here if you're in the area."
In the Heart of Historic Downtown Paris KY
Stylish Studio Apartment in Downtown Lexington
Iron/ironing board, WiFi, bed sheets

Stylish Studio Apartment in Downtown Lexington

4.0 out of 10, (1)
Stylish Studio Apartment in Downtown Lexington
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

GuestHouse Lexington

GuestHouse Lexington

10/10 Excellent
"Clean room and friendly staff"
Kim 2-night trip
Posted 2 days ago
GuestHouse Lexington

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 986 lodging choices including 160 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: Downtown Two Bedroom Apartment in Downtown Lexington near Rupp Arena: Situated in Lexington, 18.3 mi/29.4 km from the heart of Winchester. This apartment is a 2 bedroom(s), 1 bathrooms, located in Lexington, KY.: Located 17.9 mi/28.8 km away in Lexington. Free WiFi and Smart TVs are included. Treetops Solar Sanctuary: It's situated in Lexington, 16.7 mi/26.9 km away. Includes free WiFi, private balconies, and sofa beds. The Scholars Apartment is a freshly renovated 2bedroom 1bath downtown Richmond apartment: Located 17.6 mi/28.3 km away in Richmond. Free WiFi and private patios are included. Access to onsite laundry facilities is available on site. Private One Bedroom Apartment in Downtown Lexington near Rupp Arena: Located in Lexington, 18.3 mi/29.4 km from Winchester. Includes free WiFi, private patios, and fireplaces. 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. Lykins Park and College Park 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 Southwind Golf Course and Winchester Opera House.
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.