Find hotels in Winchester, IL from ฿1,777

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Top 10 Winchester hotels and places to stay

Sleep Inn & Suites

2.5 star property
9.4 out of 10, Exceptional, (569)
"The beds/pillows here are so comfortable. Clean and convenient rooms at a great price."
The price is ฿2,553
฿2,833 total
includes taxes & fees
14 Sept - 15 Sept
Sleep Inn & Suites

Hampton Inn Jacksonville

2.5 star property
8.8 out of 10, Excellent, (472)
"Great spot "
The price is ฿2,719
฿3,099 total
includes taxes & fees
14 Sept - 15 Sept
Hampton Inn Jacksonville

Best Western Jacksonville Inn

2.5 star property
8.4 out of 10, Very good, (701)
"Nice little stay"
The price is ฿2,423
฿2,762 total
includes taxes & fees
14 Sept - 15 Sept
Best Western Jacksonville Inn

Super 8 by Wyndham Jacksonville

2.0 star property
8.2 out of 10, Very good, (595)
"Quiet clean convenient "
The price is ฿1,785
฿2,035 total
includes taxes & fees
14 Sept - 15 Sept
Super 8 by Wyndham Jacksonville

William Watson Hotel

3.0 star property
9.0 out of 10, Wonderful, (332)
"Always my Go-to place to stay in Pittsfield! Great staff, clean, comfortable, and location. Some rooms do not have windows so are really dark inside. But overall great place to stay!!"
The price is ฿2,746
฿3,021 total
includes taxes & fees
15 Sept - 16 Sept
William Watson Hotel

Baymont by Wyndham Jacksonville

2.5 star property
7.0 out of 10, Good, (828)
"Clean Rooms, friendly atmosphere. "
The price is ฿1,923
฿2,134 total
includes taxes & fees
14 Sept - 15 Sept
Baymont by Wyndham Jacksonville

Green Acres Hotel

2.5 star property
8.6 out of 10, Excellent, (135)
"Wonderful stay - was staying with a number of family members and it all worked out"
The price is ฿3,199
฿3,518 total
includes taxes & fees
3 Oct - 4 Oct
Green Acres Hotel

Holiday Inn Express Hotel & Suites Jacksonville by IHG

2.5 star property
7.8 out of 10, Good, (418)
"It was clean with friendly staff"
The price is ฿2,100
฿2,331 total
includes taxes & fees
14 Sept - 15 Sept
Holiday Inn Express Hotel & Suites Jacksonville by IHG

Quality Inn Jacksonville near I-72

2.5 star property
7.8 out of 10, Good, (399)
"It had everything my family needed. The breakfast was nice and staff was friendly. "
The price is ฿2,471
฿2,743 total
includes taxes & fees
1 Oct - 2 Oct
Quality Inn Jacksonville near I-72

Knights Inn Jacksonville East Morton Ave

2.0 star property
6.8 out of 10, (163)
"Very clean rooms I had outside room very easy to carry luggage in staff really friendly "
The price is ฿1,777
฿2,026 total
includes taxes & fees
14 Sept - 15 Sept
Knights Inn Jacksonville East Morton Ave

Rodeway Inn

2.0 star property
7.0 out of 10, Good, (118)
"They really should attach the drain cover to the shower drain. Somebody could get seriously injured. Being a tile guy, looking around really had me laughing at the workmanship. The manager was a pretty cool guy, the room was fine, air conditioner worked great. Never went to the continental breakfast, i did see some little Debbie items"
The price is ฿1,967
฿2,164 total
includes taxes & fees
1 Oct - 2 Oct
Rodeway Inn

Villa DeWolf

4.0 star property
10.0 out of 10, Exceptional, (10)
"If you want the kindest hospitality, delicious breakfast and a memorable experience at a gorgeous historical home instead of a generic hotel, you must stay here!"
Villa DeWolf
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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Frequently asked questions

Where is the best place for a stay in Winchester?

Located 12.8 mi (20.6 km) from the heart of Winchester, Sleep Inn & Suites is a top choice for your stay, based on our traveller data. Two other options for your stay in the area are Super 8 by Wyndham Jacksonville and Best Western Jacksonville Inn. See all available top hotels, or vacation rentals in Winchester.

If I need to cancel my hotel reservation in Winchester, will I receive a refund?

Yes! The majority of hotel room reservations are fully refundable if cancelled before the hotel’s cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If you booked a non-refundable reservation, you might be able to still cancel and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Winchester.

How is it to stay in Winchester?

Those travelling to Winchester will definitely enjoy the sights to see and things to do. There are 36 hotels and other accommodation options in the surrounding area. Find out more about Winchester.

What is there to see in Winchester?

Places to visit in the wider area include Morgan County Fairgrounds, Lake Jacksonville and Future Champions Sport Complex. You'll also find Old Orchard Country Club and Governor Duncan Mansion in the area. Take a look at what more there is to see and do in Expedia's Winchester guide.

What's the weather like in Winchester?

The hottest months are usually July and August, with an average temperature of 23°C, while the coldest months are January and February, with an average of 1°C. Average annual precipitation for Winchester is 1234 mm.