Winchester Hotels

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Check Winchester hotel prices

Tonight
22 Nov - 23 Nov
Tomorrow night
23 Nov - 24 Nov
This weekend
22 Nov - 24 Nov

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Top 10 trending Winchester hotels

Sleep Inn & Suites
Exterior
Sleep Inn & Suites
2.5 star property
9.4 out of 10, Exceptional, (448)
"Clean room and pleasant staff. Breakfast has lots of choices."
The price is €86
includes taxes & fees
24 Nov - 25 Nov
Sleep Inn & Suites
Best Western Jacksonville Inn
Indoor pool
Best Western Jacksonville Inn
2.5 star property
8.4 out of 10, Very good, (619)
"everyone was super nice, breakfast was yummy however the beds were uncomfortable but I would stay again because we have family in this town and i have kids like love to swim "
The price is €81
includes taxes & fees
24 Nov - 25 Nov
Best Western Jacksonville Inn
Hampton Inn Jacksonville
Restaurant
Hampton Inn Jacksonville
2.5 star property
8.8 out of 10, Excellent, (412)
"It sit back off the road and was difficult to locate first time."
The price is €91
includes taxes & fees
5 Dec - 6 Dec
Hampton Inn Jacksonville
Baymont by Wyndham Jacksonville
Desk, iron/ironing board, cots/infant beds, rollaway beds
Baymont by Wyndham Jacksonville
2.5 star property
7.0 out of 10, Good, (764)
"Above average, being renovated "
The price is €64
includes taxes & fees
6 Dec - 7 Dec
Baymont by Wyndham Jacksonville
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, (369)
"Much of the room was in a state of disrepair: cracked tiles, ripped curtains, elevator buttons that didn't light up, other guests trash by bed and heard electrical static throughout the night. Milk in cartons for breakfast was curdled. Seats in kitchen area were horribly stained. But, bed was comfortable, we had hot water, and it was adequate for the little bit of time we spent there. "
The price is €96
includes taxes & fees
24 Nov - 25 Nov
Holiday Inn Express Hotel & Suites Jacksonville, an IHG Hotel
Super 8 by Wyndham Jacksonville
Lobby
Super 8 by Wyndham Jacksonville
2.0 star property
8.2 out of 10, Very good, (549)
"Check in lady (katie ) was very pleasant and had good recs for restaurants.. Property clean/well maintained. Bed very comfortable... good value... will stay again"
The price is €65
includes taxes & fees
28 Nov - 29 Nov
Super 8 by Wyndham Jacksonville
Quality Inn Jacksonville near I-72
Lobby
Quality Inn Jacksonville near I-72
2.5 star property
7.8 out of 10, Good, (334)
"Very nice place. "
The price is €55
includes taxes & fees
6 Dec - 7 Dec
Quality Inn Jacksonville near I-72
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 €297
includes taxes & fees
1 Dec - 2 Dec
Villa DeWolf
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 €70
includes taxes & fees
24 Nov - 25 Nov
Knights Inn Jacksonville East Morton Ave
Blessings on State Bed & Breakfast
Porch
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 €271
includes taxes & fees
30 Nov - 1 Dec
Blessings on State Bed & Breakfast
Bunkhouse Seventy-Four - Cute, quaint and just minutes from Jacksonville, IL
Aerial view
Bunkhouse Seventy-Four - Cute, quaint and just minutes from Jacksonville, IL
10.0 out of 10, Exceptional, (2)
"Perfect spot for my spouse and I for an overnight stay. Clean and comfortable and just on the outskirts of town. We appreciated and loved the surprise coffee cake! "
The price is €114
includes taxes & fees
26 Nov - 27 Nov
Bunkhouse Seventy-Four - Cute, quaint and just minutes from Jacksonville, IL
Peace on the Prairie Too - Tiny House, Pets Allowed, No cleaning fee.
Property grounds
Peace on the Prairie Too - Tiny House, Pets Allowed, No cleaning fee.
9.8 out of 10, Exceptional, (48)
"Kevin and the beautiful property he maintains will be at the top of my list for travels to the region, in perpetuity. The house, acreage, gardens, host interactions: everything was absolutely delightful. Thank you Kevin for creating a secure & comfortable space for ALL folks traveling to that part of IL. You are providing an invaluable service to the larger community."
The price is €134
includes taxes & fees
3 Dec - 4 Dec
Peace on the Prairie Too - Tiny House, Pets Allowed, No cleaning fee.
Audrey's Abode - Restored log cabin, country setting, minutes from Jacksonville
Interior
Audrey's Abode - Restored log cabin, country setting, minutes from Jacksonville
10.0 out of 10, Exceptional, (2)
"If you’re looking for a peaceful place to rest and recharge, look no further! We thoroughly enjoyed our short stay at Audrey’s Abode! The cabin had everything we needed. The property is quiet and relaxing. We woke up Sunday morning to a beautiful buck right outside the kitchen window. If I could live there, I totally would to get away from the hustle and bustle of our everyday! The town of Jacksonville has everything you want. We did a college tour with our son while we were here and found it...
The price is €153
includes taxes & fees
16 Dec - 17 Dec
Audrey's Abode - Restored log cabin, country setting, minutes from Jacksonville
Peace on the Prairie: Native prairie setting - Pets allowed. No cleaning fees
Fridge, microwave, oven, stovetop
Peace on the Prairie: Native prairie setting - Pets allowed. No cleaning fees
10.0 out of 10, Exceptional, (21)
"Awesome"
The price is €119
includes taxes & fees
23 Nov - 24 Nov
Peace on the Prairie: Native prairie setting - Pets allowed. No cleaning fees
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.
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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 Best Western Jacksonville Inn and Holiday Inn Express Hotel & Suites Jacksonville, an IHG Hotel. See all available top hotels, or vacation rentals in Winchester.

What are some of the best holiday rentals that Winchester has to offer?

Idyllic Mt Sterling Retreat w/ Private Lake!: This holiday home rental outside of Winchester is equipped with a fireplace, air conditioning and cable TV to help you feel comfortable during your stay. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. See all 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.

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 34 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 Jacksonville Community Park and Old Orchard Country Club 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.