Search Apartments in Winchester

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Apartments in Winchester

Peace on the Prairie: Native prairie setting - Pets allowed. No cleaning fees

10.0 out of 10, Exceptional, (24)
"We had a great stay. The environment is just cuddling. "
The price is SAR 360
SAR 457 total
includes taxes & fees
29 Jul - 30 Jul
Peace on the Prairie: Native prairie setting - Pets allowed. No cleaning fees

The Farmhouse Loft "Greene County's Guesthouse"

9.8 out of 10, Exceptional, (55)
"We were in the area for a couple days for an event in Roadhouse. Carrollton was incredibly charming and we really loved the Farmhouse loft. We got food at the pizza place next door and I had the BEST meatball sub! We really appreciated being able to bring our dog along on our trip as he can be very anxious when we are away. Can't wait to come back!"
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Winchester Hotel Reviews

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?
Below are some of the favorite apartments in the area to choose from: Peace on the Prairie: Native prairie setting - Pets allowed. No cleaning fees: 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 in Carrollton, 22.8 mi/36.6 km away. Includes 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, 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.