Search Apartments in Winchester

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Compare 3 Apartments in Winchester with updated reviews, rates, and availability.

Art Themed Loft Apartment in Jacksonville
9.6 out of 10, Exceptional, (4)
"So cutely decorated! Much bigger than expected. Would definitely stay here again."
Art Themed Loft Apartment in Jacksonville
The Farmhouse Loft "Greene County's Guesthouse"
9.8 out of 10, Exceptional, (47)
"Very cute place!!!"
The Farmhouse Loft "Greene County's Guesthouse"
Peace on the Prairie: Native prairie setting - Pets allowed. No cleaning fees
10.0 out of 10, Exceptional, (20)
"Awesome"
Peace on the Prairie: Native prairie setting - Pets allowed. No cleaning fees
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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.

Other property types in Winchester

Peace on the Prairie Too - Tiny House, Pets Allowed, No cleaning fee.
9.8 out of 10, Exceptional, (44)
"The place is really comfortable, and the trails and nature around are perfect for exploring, especially with my dog. It was so easy to relax and just enjoy the quiet. Great spot if you want a break from it all and don’t want to worry about leaving your pet behind. Definitely recommend!"
Peace on the Prairie Too - Tiny House, Pets Allowed, No cleaning fee.
Art Themed Loft Apartment in Jacksonville
9.6 out of 10, Exceptional, (4)
"So cutely decorated! Much bigger than expected. Would definitely stay here again."
Art Themed Loft Apartment in Jacksonville
Home with great location
10.0 out of 10, Exceptional, (9)
"Loved the property. Perfect place for our family while attending our daughter’s graduation. Conveniently located. House is so quaint. Highly recommend it."
Home with great location
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.

Frequently asked questions

What's it like to stay at an apartment in Winchester?
You might not have many choices centrally in Winchester, but Expedia can help you search for accommodations in the area with similar amenities to an apartment. When you search for a place to stay on Expedia, you can filter by amenities you might find in an apartment such as a kitchen. Even filter by similar properties such as vacation homes, condos, or cabins.
Why choose apartments instead of traditional hotels?
An apartment comes equipped with a kitchen, so you can cook some of your meals, and is often more spacious than a traditional hotel room. Apartments are a good option for couples who want a more local feel, and also for families wanting the conveniences of home.
What will the weather be like during my trip to Winchester?
Weather is only one factor, but it can really affect your travel plans, especially when you’re planning an extended stay in Winchester. The hottest months are usually July and August with an average temp of 73°F, while the coldest months are January and February with an average of 35°F. Average annual precipitation for Winchester is 49 inches.
What are the must-see places to visit in Winchester?
While you’re exploring the area, Lake Jacksonville and Jacksonville Community Park are a couple of picturesque spots to get outside and enjoy nature. Morgan County Fairgrounds and Illinois College are a couple of places you’ll find in the larger area.

Recent reviews of Winchester hotels
Expedia verified reviews