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Compare 2 Apartments in Winchester with updated reviews, rates, and availability.

Holiday Inn Express Hotel & Suites Jacksonville, an IHG Hotel
Exterior

Holiday Inn Express Hotel & Suites Jacksonville, an IHG Hotel

2.5 star property
7.8 out of 10, Good, (375)
"It smelled clean n easy parking"
The price is AED 305
AED 338 total
includes taxes & fees
11 Jan - 12 Jan
Holiday Inn Express Hotel & Suites Jacksonville, an IHG Hotel
Sleep Inn & Suites
Exterior

Sleep Inn & Suites

2.5 star property
9.4 out of 10, Exceptional, (463)
"Pristine and comfortable. Lovely staff. Breakfast was fresh and had plenty of options. "
The price is AED 301
AED 334 total
includes taxes & fees
5 Feb - 6 Feb
Sleep Inn & Suites
Best Western Jacksonville Inn
Indoor pool

Best Western Jacksonville Inn

2.5 star property
8.4 out of 10, Very Good, (625)
"It was great"
The price is AED 275
AED 314 total
includes taxes & fees
8 Jan - 9 Jan
Best Western Jacksonville Inn
Quality Inn Jacksonville near I-72
Pool

Quality Inn Jacksonville near I-72

2.5 star property
7.8 out of 10, Good, (347)
"Clean, quiet, comfortable. "
The price is AED 175
AED 195 total
includes taxes & fees
31 Jan - 1 Feb
Quality Inn Jacksonville near I-72
Hampton Inn Jacksonville
Exterior

Hampton Inn Jacksonville

2.5 star property
8.8 out of 10, Excellent, (421)
"Needs some upgrade in the floor tiles in the bathroom."
The price is AED 309
AED 352 total
includes taxes & fees
17 Jan - 18 Jan
Hampton Inn Jacksonville
Super 8 by Wyndham Jacksonville
Exterior

Super 8 by Wyndham Jacksonville

2.0 star property
8.2 out of 10, Very Good, (557)
"Never thought about checking if there was an elevator. The staff was very accommodating with a first floor room. "
The price is AED 206
AED 235 total
includes taxes & fees
19 Jan - 20 Jan
Super 8 by Wyndham Jacksonville
Baymont by Wyndham Jacksonville
Exterior

Baymont by Wyndham Jacksonville

2.5 star property
7.0 out of 10, Good, (768)
"The hotel was very basic, but clean and inexpensive. As other reviews have said, the hotel was under renovation. The breakfast was really lacking, but again, for the low price, I was not expecting much."
The price is AED 219
AED 243 total
includes taxes & fees
19 Jan - 20 Jan
Baymont by Wyndham Jacksonville
River's Edge Motel
Interior

River's Edge Motel

2.0 star property
8.8 out of 10, Excellent, (309)
"Beautiful view of the river, river boats, barges, and train rails. The check-in was fast, friendly and courteous. Dining was difficult due to places all being closed that were on the yellow pages list, except for the gas station food offerings. We will stay here again!"
The price is AED 275
AED 313 total
includes taxes & fees
8 Jan - 9 Jan
River's Edge Motel
Villa DeWolf
Front of property

Villa DeWolf

4.0 star property
10.0 out of 10, Exceptional, (6)
"What a truly beautiful place for a quick getaway. The owner went out of his way to ensure that we felt at home and welcomed. In addition to the ambiance of setting, the owner prepared a delicious breakfast of blueberry pancakes, bacon and fruit. We couldn’t ask for a better stay and we will make sure that we stay again during our next trip to Chicago ❤️"
The price is AED 1,010
AED 1,151 total
includes taxes & fees
8 Jan - 9 Jan
Villa DeWolf
William Watson Hotel
Lobby

William Watson Hotel

3.0 star property
9.0 out of 10, Wonderful, (314)
"Very cute place. Big comfortable rooms. "
The price is AED 422
AED 465 total
includes taxes & fees
8 Jan - 9 Jan
William Watson Hotel
Super 8 by Wyndham Jerseyville
Exterior

Super 8 by Wyndham Jerseyville

2.0 star property
8.0 out of 10, Very Good, (285)
"Only drawback was my next door neighbor was up at 4:00am watching tv loud. Other than that was a great stay. Hotel staff do a great job. I was traveling alone & felt safe the whole time "
The price is AED 322
AED 357 total
includes taxes & fees
14 Jan - 15 Jan
Super 8 by Wyndham Jerseyville
Americas Best Value Inn Beardstown
Exterior

Americas Best Value Inn Beardstown

2.0 star property
5.2 out of 10, (166)
"Good place "
The price is AED 300
AED 327 total
includes taxes & fees
8 Jan - 9 Jan
Americas Best Value Inn Beardstown
Knights Inn Jacksonville East Morton Ave
Exterior

Knights Inn Jacksonville East Morton Ave

2.0 star property
6.8 out of 10, (159)
"Not good shower head broke. Bath tub won’t plug closed so I had to use a new rag as a plug. Toilet barely flushed. Tv wouldn’t switch off pc mode and air conditioning won’t even do fan mode. Kept beeping clean filter and not staying on "
The price is AED 239
AED 272 total
includes taxes & fees
8 Jan - 9 Jan
Knights Inn Jacksonville East Morton Ave
Green Acres Hotel
Front of property

Green Acres Hotel

2.5 star property
8.6 out of 10, Excellent, (120)
"Great place to stay!"
The price is AED 437
AED 481 total
includes taxes & fees
8 Jan - 9 Jan
Green Acres Hotel
Blessings on State Bed & Breakfast
Front of property

Blessings on State Bed & Breakfast

4.0 star property
9.4 out of 10, Exceptional, (55)
"Excellent property with welcoming staff and cozy, well-appointed rooms. "
The price is AED 915
AED 1,042 total
includes taxes & fees
13 Jan - 14 Jan
Blessings on State Bed & Breakfast
Monroe Street Suites
Room

Monroe Street Suites

2.5 star property
9.6 out of 10, Exceptional, (52)
"Loved the place! Super cute! Will stay there again! "
The price is AED 275
AED 302 total
includes taxes & fees
8 Jan - 9 Jan
Monroe Street Suites
Come see what our Historical town has to offer!
Room

Come see what our Historical town has to offer!

4.8 out of 10, (3)
"I didn't get to stay at the property. The owner never gave me access. Never communicated at all via VRBO, email, text, or phone. I called the owner and owner was not receiving voicemail. I called VRBO. I have a case number to try to get a refund. I had to stay at a hotel. I never received the access code or communication. Very disappointed. Waiting a refund. Hoping I am not ripped off."
Come see what our Historical town has to offer!
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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Other property types in Winchester

The Farmhouse Loft "Greene County's Guesthouse"
Room

The Farmhouse Loft "Greene County's Guesthouse"

9.8 out of 10, Exceptional, (53)
"We had an overnight stay during a very long roadtrip, the loft was perfect and we were able to have a very relaxing night after eating some of the best pizza I have ever had, highly recommend the place just a few hundred feet away. Communication with owners was perfect."
The price is AED 312
AED 569 total
includes taxes & fees
14 Jan - 15 Jan
The Farmhouse Loft "Greene County's Guesthouse"
Idyllic Mt Sterling Retreat w/ Private Lake!
Mt Sterling Vacation Rental | 4BR | 3.5BA | Stairs Required | 4,200 Sq Ft

Idyllic Mt Sterling Retreat w/ Private Lake!

10.0 out of 10, Exceptional, (4)
"It was a delightful stay - games on the patio, corn hole on the desk, swimming, fishing, walks, and sitting around the fire. Also, we greatly appreciated the ample fridge and freezer space."
Idyllic Mt Sterling Retreat w/ Private Lake!
Home with great location
Exterior

Home with great location

10.0 out of 10, Exceptional, (15)
"Such a wonderful home. The decor is charming. Great location"
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's the top apartment for my stay in Winchester?
Here are some of the more popular apartments in the area to choose from: The Farmhouse Loft “Greene County’s Guesthouse”: Located in Carrollton, 22.8 mi/36.6 km from the heart of Winchester. Includes Smart TVs. Access to a fitness center is available on site. Peace on the Prairie: Native prairie setting - Pets allowed. No cleaning fees: Located 16.3 mi/26.3 km away in Murrayville. Free WiFi, sofa beds, and Smart TVs are included.
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.