Find hotels in Winchester, IL from ฿2,031

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Top 10 Winchester hotels and places to stay

Villa DeWolf
4.0 star property
10.0 out of 10, Exceptional, (4)
"Gorgeous house and amazing hospitality!"
The price is ฿9,550
฿10,888 total
includes taxes & fees
13 May - 14 May
Villa DeWolf
Sleep Inn & Suites
2.5 star property
9.4 out of 10, Exceptional, (380)
"Clean and organized "
The price is ฿3,272
฿3,632 total
includes taxes & fees
19 May - 20 May
Sleep Inn & Suites
Blessings on State Bed & Breakfast
4.0 star property
9.4 out of 10, Exceptional, (53)
"This B&B is delightful and located in the heart of the historic area of Jacksonville. The food was superb as was the ambiance! Definitely recommend!"
The price is ฿8,788
฿10,018 total
includes taxes & fees
18 May - 19 May
Blessings on State Bed & Breakfast
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Hampton Inn Jacksonville
2.5 star property
8.8 out of 10, Excellent, (371)
"The hotel was clean and comfortable. Pool was functional, breakfast was decent. May have been a bit understaffed because we had to wait quite a while at the front desk. They were pleasant and professional. Overall a good experience. "
The price is ฿3,094
฿3,527 total
includes taxes & fees
19 May - 20 May
Hampton Inn Jacksonville
Best Western Jacksonville Inn
2.5 star property
8.4 out of 10, Very good, (538)
"This was a good stay. Jeanie was great and came in to talk with us while our granddaughter played in the pool. She is great at what she does with the building. You can tell she tries hard to keep the building in running order. I gave the place a 4 but only because of the age of the building. Overall this was a pleasant stay"
The price is ฿2,573
฿2,934 total
includes taxes & fees
13 May - 14 May
Best Western Jacksonville Inn
Super 8 by Wyndham Jacksonville
2.0 star property
8.2 out of 10, Very good, (525)
"Room itself was okay"
The price is ฿2,031
฿2,316 total
includes taxes & fees
4 Jun - 5 Jun
Super 8 by Wyndham Jacksonville
Holiday Inn Express Hotel & Suites Jacksonville, an IHG Hotel
2.5 star property
7.8 out of 10, Good, (336)
"We had a major issue with my mother's room and the manager took action and took care of it. We appreciate it!"
The price is ฿3,125
฿3,469 total
includes taxes & fees
19 May - 20 May
Holiday Inn Express Hotel & Suites Jacksonville, an IHG Hotel
Quality Inn Jacksonville near I-72
2.5 star property
7.8 out of 10, Good, (286)
"Good location and price"
The price is ฿2,812
฿3,122 total
includes taxes & fees
26 May - 27 May
Quality Inn Jacksonville near I-72
Baymont by Wyndham Jacksonville
2.5 star property
7.2 out of 10, Good, (711)
"Good value"
The price is ฿2,219
฿2,463 total
includes taxes & fees
19 May - 20 May
Baymont by Wyndham Jacksonville
Knights Inn Jacksonville East Morton Ave
2.0 star property
6.8 out of 10, (156)
"Very clean rooms I had outside room very easy to carry luggage in staff really friendly "
The price is ฿2,390
฿2,725 total
includes taxes & fees
13 May - 14 May
Knights Inn Jacksonville East Morton Ave
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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.

Frequently asked questions

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.

What are some hotels with pools in Winchester?

Best Western Jacksonville Inn: Features free full breakfast, a pool and free self-parking. Holiday Inn Express Hotel & Suites Jacksonville, an IHG Hotel and Hampton Inn Jacksonville are two additional hotels with an on-site pool. View all hotels with pools 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 33 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 Woodlawn Farm 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.