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Check prices for these dates

In two weeks
1 May - 3 May
In two months
12 Jun - 14 Jun
In three months
10 Jul - 12 Jul
In four months
7 Aug - 9 Aug

Our top choices for Winchester apartments

Smart TV, stereo

Comfy Upstairs 2 bed/1 bath near EKU in Richmond

Comfy Upstairs 2 bed/1 bath near EKU in Richmond
Richmond
10.0 out of 10, Exceptional, (41 reviews)
"I had a great stay!"
United States
Cody C.
The price is HK$599
HK$1,049 total
includes taxes & fees
24 Apr - 25 Apr
Comfy Upstairs 2 bed/1 bath near EKU in Richmond
Outdoor spa tub

The Loft at Kettlestone with Hot Tub in the RRG

The Loft at Kettlestone with Hot Tub in the RRG
Powell County
The price is HK$937
HK$1,451 total
includes taxes & fees
23 Apr - 24 Apr
The Loft at Kettlestone with Hot Tub in the RRG
Fridge, microwave, oven, stovetop

Modern 2bd 2ba - Near I75, No Steps, Free Wifi

Modern 2bd 2ba - Near I75, No Steps, Free Wifi
Richmond
9.8 out of 10, Exceptional, (86 reviews)
"Really comfortable, clean place to stay, and the location is very convenient. I really like the secure entry system used, and the host is extremely responsive. Great VRBO experience."
United States
Peggy C.
The price is HK$753
HK$1,636 total
includes taxes & fees
19 Apr - 20 Apr
Modern 2bd 2ba - Near I75, No Steps, Free Wifi
Exterior

Lexington Apt. with parking & private entrance Preview listing

Lexington Apt. with parking & private entrance Preview listing
Copperfield
10.0 out of 10, Exceptional, (142 reviews)
"Great place and so clean. Host was great and will stay here again"
United States
Eric D.
The price is HK$627
HK$1,273 total
includes taxes & fees
21 Apr - 22 Apr
Lexington Apt. with parking & private entrance Preview listing
Smart TV, fireplace

Luxury on Main / South

Luxury on Main / South
Richmond
10.0 out of 10, Exceptional, (49 reviews)
"Well maintained units, best kept secret...Love this location and unit, will be my go to location"
United States
Michael W.
The price is HK$744
HK$1,425 total
includes taxes & fees
20 Apr - 21 Apr
Luxury on Main / South
Private kitchen

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

‘Edith’ Carriage House Getaway - Hamburg/I-75!
Lexington
9.0 out of 10, Wonderful, (2 reviews)
"Had a pleasant stay ! Thanks "
United States
brenda s.
The price is HK$376
HK$1,082 total
includes taxes & fees
10 May - 11 May
‘Edith’ Carriage House Getaway - Hamburg/I-75!
Exterior

1200 sf Apt -3 BR-Amazing Beds-Walk to EKU & Downtown Venues - 5 minutes to I-75

1200 sf Apt -3 BR-Amazing Beds-Walk to EKU & Downtown Venues - 5 minutes to I-75
Richmond
9.8 out of 10, Exceptional, (10 reviews)
"Everything was perfect, we had to make a change to the reservation and the host responded immediately and was very helpful in getting that taken care of. It is a great place and a fantastic location if you need to be near the university and downtown."
United States
James o.
The price is HK$698
HK$1,771 total
includes taxes & fees
20 Apr - 21 Apr
1200 sf Apt -3 BR-Amazing Beds-Walk to EKU & Downtown Venues - 5 minutes to I-75
Interior

Hot Tub & Fire Pit: Romantic Getaway in Frenchburg

Hot Tub & Fire Pit: Romantic Getaway in Frenchburg
3.5 star property
Frenchburg
6.0 out of 10, (1 review)
"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 HK$768
HK$2,150 total
includes taxes & fees
22 Apr - 23 Apr
Hot Tub & Fire Pit: Romantic Getaway in Frenchburg
TV, offices

The Colonels Apartment is a freshly renovated 3bedroom 1bath downtown Richmond apartment

The Colonels Apartment is a freshly renovated 3bedroom 1bath downtown Richmond apartment
Richmond
7.8 out of 10, Good, (12 reviews)
"Great location. Walking distance to downtown Richmond. A little rough around the edges but overall good stay for our family of 4. "
United States
Josh B.
The price is HK$783
HK$1,583 total
includes taxes & fees
17 Apr - 18 Apr
The Colonels Apartment is a freshly renovated 3bedroom 1bath downtown Richmond apartment
Fridge, microwave, oven, stovetop

Bluegrass Getaway

Bluegrass Getaway
Georgetown
10.0 out of 10, Exceptional, (17 reviews)
"The place was spotless, bed was comfortable 1 mile from Georgetown. Would stay again. "
United States
Chris B.
The price is HK$979
HK$2,193 total
includes taxes & fees
28 Apr - 29 Apr
Bluegrass Getaway
1 bedroom, iron/ironing board, WiFi, bed sheets

Westfield Blue

Westfield Blue
Richmond
9.6 out of 10, Exceptional, (5 reviews)
"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 HK$691
HK$1,366 total
includes taxes & fees
22 Apr - 23 Apr
Westfield Blue
Microwave, oven, stovetop

Modern Studio - Stylish Apartment in Downtown Lexington

Modern Studio - Stylish Apartment in Downtown Lexington
Lexington
9.4 out of 10, Exceptional, (3 reviews)
"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 HK$802
HK$1,885 total
includes taxes & fees
21 Apr - 22 Apr
Modern Studio - Stylish Apartment in Downtown Lexington
Private kitchen

The PawPlex a Cozy 1-bedroom apartment in marvelous Mount Sterling

The PawPlex a Cozy 1-bedroom apartment in marvelous Mount Sterling
Mount Sterling
The price is HK$895
HK$1,160 total
includes taxes & fees
20 Apr - 21 Apr
The PawPlex a Cozy 1-bedroom apartment in marvelous Mount Sterling
Interior

Solar Sanctuary

Solar Sanctuary
Chevy Chase
10.0 out of 10, Exceptional, (10 reviews)
"Perfect for a weekend with 3 of us. Quaint neighborhood and very clean place. Has everything u need for a short weekend trip. "
United States
Jeff K.
The price is HK$620
HK$1,347 total
includes taxes & fees
4 May - 5 May
Solar Sanctuary
1 bedroom, iron/ironing board, WiFi, bed sheets

Green Oasis - Studio Apartment in Downtown Lexington

Green Oasis - Studio Apartment in Downtown Lexington
Lexington
The price is HK$703
HK$1,761 total
includes taxes & fees
21 Apr - 22 Apr
Green Oasis - Studio Apartment in Downtown Lexington
Private kitchen

'Ralph' Comfortable Downtown/UK Apartment

'Ralph' Comfortable Downtown/UK Apartment
Downtown Lexington
8.4 out of 10, Very good, (22 reviews)
"Comfortable place with decent walking access to downtown and the Rupp Arena. Thank you for a smooth and easy stay. "
United States
Brittany N.
The price is HK$431
HK$1,146 total
includes taxes & fees
27 Apr - 28 Apr
'Ralph' Comfortable Downtown/UK Apartment
Microwave, oven, stovetop

Travelers Cove upstairs 1-bedroom apartment Richmond near EKU with WiFi, AC

Travelers Cove upstairs 1-bedroom apartment Richmond near EKU with WiFi, AC
Richmond
9.4 out of 10, Exceptional, (3 reviews)
"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 HK$613
HK$1,065 total
includes taxes & fees
17 Apr - 18 Apr
Travelers Cove upstairs 1-bedroom apartment Richmond near EKU with WiFi, AC
Interior

Westfield Green

Westfield Green
Richmond
10.0 out of 10, Exceptional, (15 reviews)
"Very nice place. We will definitely stay again. "
United States
Sue C.
The price is HK$909
HK$1,633 total
includes taxes & fees
22 Apr - 23 Apr
Westfield Green
Interior

Seabiscuit Loft - Studio Stay in Downtown Lexington

Seabiscuit Loft - Studio Stay in Downtown Lexington
Lexington
10.0 out of 10, Exceptional, (1 review)
"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 HK$802
HK$1,885 total
includes taxes & fees
21 Apr - 22 Apr
Seabiscuit Loft - Studio Stay in Downtown Lexington
Smart TV

Central Location! Walk 2 UK campus/Chandler Hospital, Mins to Downtown

Central Location! Walk 2 UK campus/Chandler Hospital, Mins to Downtown
Lexington
The price is HK$499
HK$1,443 total
includes taxes & fees
19 Apr - 20 Apr
Central Location! Walk 2 UK campus/Chandler Hospital, Mins to Downtown
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

Holiday Inn Express Lexington Horse Park Area by IHG

Holiday Inn Express Lexington Horse Park Area by IHG

10/10 Excellent
"Room was clean and comfortable. "
Bevin 1-night trip
Posted 11 hours ago
Holiday Inn Express Lexington Horse Park Area by IHG

Find out more about Winchester

Winchester Apartments information

Number of reviews
399
Accommodation
129 Apartments
Lowest Price
HK$1,049
Highest Price
HK$2,193

Frequently asked questions

What's it like to stay at an apartment in Winchester?
There are plenty of places to stay in the larger Lexington area, with 1018 accommodation choices including 165 apartments. Any visit to a new destination can be a culinary trip, so why not visit the area's restaurants?
How do you know if an apartment is the right 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 couples who want to live like locals, but also for families who want the conveniences of home.
What's a favourite apartment I should consider for a stay in Winchester?
Listed below are some of the more popular 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, a balcony and a sofa bed . Private One Bedroom Apartment in Downtown Lexington near Rupp Arena: Located 18.3 mi/29.4 km away in Lexington . Free WiFi, a patio and a fireplace are included . Access to on-site laundry facilities is available on site . Modern Studio - Stylish Apartment in Downtown Lexington: It's situated in Lexington , 17 mi/27.3 km away. Includes a Smart TV . 'Ralph' Comfortable Downtown/UK Apartment: 17.7 mi/28.4 km away in Lexington . Charming & Inviting Apartment in Historic Downtown Paris, Ky.: Located in Paris , 15.7 mi/25.3 km from Winchester. Includes a sofa bed . Access to on-site laundry facilities is available on site .
What can I expect from the weather when I travel to 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 temperature of 22°C, while the coldest months are January and February, with an average of 4°C. Average annual precipitation for Winchester is 1426 mm.
What should I see and do in Winchester?
Winchester is known for its restaurants. Winchester Traveling Trail and Lykins 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 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 make your trip smoother when you get to your destination. Fly into Lexington, KY (LEX-Blue Grass), which is located 23 mi (37.1 km) from the heart of the city. If you'd like to venture out around the area, consider renting a car to explore more sights.

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