A historic downtown area with a prominent clock tower and a green-roofed building.

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Check prices for these dates

In two weeks
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for Winchester apartments

1 bedroom, WiFi (free), bed sheets

1. Meadowview Guest House

Meadowview Guest House
Hillsboro
10.0 out of 10, Exceptional, (28 reviews)
"Loved how cozy it was, the hot tub was very nice, I loves the cute decor and the iconic restroom movie scenes in the bathroom. Will def stay again. It was mainly nice to get away without any kiddos!"
United States
Tiffany
The price is CA $139
CA $244 total
includes taxes & fees
Aug 13 - Aug 14
Meadowview Guest House
3 bedrooms, iron/ironing board, WiFi (free), bed sheets

2. Spacious 3-bedroom apartment with WiFi, AC in charming Ripley

Spacious 3-bedroom apartment with WiFi, AC in charming Ripley
Ripley
9.6 out of 10, Exceptional, (5 reviews)
"Nicely decorated property. This was perfect for our family and we’d definitely stay hear again when in Ripley. "
United States
John and Chris S.
The price is CA $231
CA $317 total
includes taxes & fees
Aug 15 - Aug 16
Spacious 3-bedroom apartment with WiFi, AC in charming Ripley
Smart TV

3. Bourbon Getaway - Walk to Distillery & Riverfront

Bourbon Getaway - Walk to Distillery & Riverfront
Augusta
10.0 out of 10, Exceptional, (5 reviews)
"Nice place well kept! Had a great stay!"
United States
Kimberly
The price is CA $159
CA $267 total
includes taxes & fees
Aug 31 - Sep 1
Bourbon Getaway - Walk to Distillery & Riverfront
Cookware/dishes/utensils

4. Cozy Apartment in Maysville KY - Apt A

Cozy Apartment in Maysville KY - Apt A
Maysville
10.0 out of 10, Exceptional, (1 review)
"This was a very comfortable, historic home with beautiful architecture and minimalist decor to make for a relaxing and peaceful stay. We loved it!"
United States
Cindy H.
The price is CA $195
CA $226 total
includes taxes & fees
Aug 16 - Aug 17
Cozy Apartment in Maysville KY - Apt A
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

Brown's Motel Aberdeen

Brown's Motel Aberdeen

10/10 Excellent
"The rooms were extremely clean and neat. The staff was very kind and polite. Great price for room. Pretty quiet for the location. I would stay again next trip! Makayla did a great job cleaning the rooms."
Alison 1-night trip
Posted 3 days ago
Brown's Motel Aberdeen

Find out more about Winchester

Winchester Apartments information

Number of reviews
39
Accommodation
11 Apartments
Lowest Price
CA $226
Highest Price
CA $317

Frequently asked questions

What's it like to stay at an apartment in Winchester?
You might have as many choices centrally in Winchester, but Expedia can help you find accommodations in the area similar to apartments. When you search on Expedia, you can filter by amenities you might find in an apartment such as a kitchen. You can also search for similar properties such as condos, vacation homes, or cottages.
Why would you choose an apartment over a traditional hotel room?
Often offering more space than a traditional hotel room, an apartment includes a kitchen, so you can have some home-cooked meals. Apartments are ideal for families who want the conveniences of home, and also for couples who want to stay away from the tourist areas.
What's the best apartment I should consider for a stay in Winchester?
Here are some of the top apartments in the area: Bourbon Getaway - Walk to Distillery & Riverfront: Located in Augusta, 22.1 mi/35.6 km from the heart of Winchester. Includes free WiFi and Smart TVs. Access to onsite laundry facilities is available on site. Home away from Home! - 1BR apartment in Maysville: Located 21.2 mi/34.1 km away in Maysville. Amenities include Smart TVs. Meadowview Guest House: Located in Hillsboro, 14.8 mi/23.8 km away. Includes free WiFi. Access to a hot tub is available on site. Beautiful studio in historic downtown Maysville: Located 21.3 mi/34.2 km away in Maysville. Free WiFi and Smart TVs are included. Access to onsite laundry facilities is available on site. Spacious 3-bedroom apartment with WiFi, AC in charming Ripley: Located in Ripley, 17.2 mi/27.6 km from Winchester. Includes free WiFi and Smart TVs. Access to onsite laundry facilities is available on site.
What can I expect from the weather when I travel to Winchester?
Though weather is just one factor, 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 37°F. Average annual precipitation for Winchester is 50 inches.
What are the must-see places to visit in Winchester?
While you're exploring the area, Rocky Fork Lake and Ripley Lions Club Community Park are a couple of picturesque spots to get outside and enjoy nature. In the larger area, you'll find Adams Lake State Park and Serpent Mound.
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 Cincinnati, OH (LUK-Cincinnati Municipal - Lunken Field), which is located 43.2 mi (69.6 km) from the city center. Otherwise, you can search for flights to Cincinnati-Northern Kentucky Int'l Airport (CVG), which is 54.6 mi (87.9 km) away. If you'd like to explore around the area, you may want a rental car for your journey.

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