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Check prices for these dates

Next weekend
16 Jan - 18 Jan
In two weeks
23 Jan - 25 Jan
In one month
6 Feb - 8 Feb
In two months
6 Mar - 8 Mar

Our top choices for Winchester apartments

Dining
Peaceful studio retreat surrounded by prairie, wildlife, and open skies.

Peaceful studio retreat surrounded by prairie, wildlife, and open skies.

Peaceful studio retreat surrounded by prairie, wildlife, and open skies.
Murrayville
10.0 out of 10, Exceptional, (27)
"We had a great stay. The environment is just cuddling. "
United States
Anonymous traveler
The price is AED 264
AED 358 total
includes taxes & fees
12 Jan - 13 Jan
Peaceful studio retreat surrounded by prairie, wildlife, and open skies.
2 bedrooms, desk, iron/ironing board, travel crib
The Farmhouse Loft "Greene County's Guesthouse"

The Farmhouse Loft "Greene County's Guesthouse"

The Farmhouse Loft "Greene County's Guesthouse"
Carrollton
9.8 out of 10, Exceptional, (61)
"Stayed at the Farmhouse Loft for a local wedding. It met all our expectations. Great location on the town square. Will definitely stay there again "
United States
Gregory D.
The price is AED 312
AED 603 total
includes taxes & fees
8 Jan - 9 Jan
The Farmhouse Loft "Greene County's Guesthouse"
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

Best Western Jacksonville Inn

Best Western Jacksonville Inn

10/10 Excellent
"The lady at the front desk was awesome. She was very professional and treated my grandkids like her own."
Cathy 1-night trip
Posted 3 days ago
Best Western Jacksonville Inn

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's the top apartment for my stay in Winchester?
Here are some of the more popular apartments in the area to choose from: Peaceful studio retreat surrounded by prairie, wildlife, and open skies.: Located in Murrayville, 16.3 mi/26.3 km from the heart of Winchester. Includes free WiFi, sofa beds, and Smart TVs. Access to onsite laundry facilities is available on site. The Farmhouse Loft "Greene County's Guesthouse": Located 22.8 mi/36.6 km away in Carrollton. Amenities include Smart TVs. A fitness center and onsite laundry facilities are on site.
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, Jacksonville Community Park and Lake Jacksonville 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.