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Find hotels in Winchester, IL from CA $90

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Our top choices for Winchester hotels

Sleep Inn & Suites South Jacksonville

Sleep Inn & Suites South Jacksonville
3.0 star property
Jacksonville
9.4 out of 10, Exceptional, (693 reviews)
"clean room and breakfast, descent parking, stayed here a lot during business trips"
United States
Keith
The price is CA $128
CA $142 total
includes taxes & fees
Jun 28 - Jun 29
Sleep Inn & Suites South Jacksonville

Super 8 by Wyndham Jacksonville

Super 8 by Wyndham Jacksonville
2.0 star property
Jacksonville
8.2 out of 10, Very good, (643 reviews)
"A great place to stay. Everything was great"
United States
William
The price is CA $85
CA $97 total
includes taxes & fees
Jul 8 - Jul 9
Super 8 by Wyndham Jacksonville

Best Western Jacksonville Inn

Best Western Jacksonville Inn
2.5 star property
Jacksonville
8.4 out of 10, Very good, (799 reviews)
"The pool area is cozy and clean! Employees are nice, breakfast is good 🙂 love the room w pool view"
United States
Alaric
The price is CA $84
CA $95 total
includes taxes & fees
Jul 7 - Jul 8
Best Western Jacksonville Inn

Jacksonville Inn & Suites

Jacksonville Inn & Suites
2.0 star property
Jacksonville
7.8 out of 10, Good, (18 reviews)
"The room was amazing the man at the desk was as nice as could be I am sad there was no breakfast "
United States
Jaymie
The price is CA $81
CA $90 total
includes taxes & fees
Jul 5 - Jul 6
Jacksonville Inn & Suites

William Watson Hotel

William Watson Hotel
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (360 reviews)
"Great location, restaurant downstairs, friendly staff, microwaves and refrigerator in room, historic significance "
United States
Druann
The price is CA $116
CA $127 total
includes taxes & fees
Jun 21 - Jun 22
William Watson Hotel

Hampton Inn Jacksonville

Hampton Inn Jacksonville
2.5 star property
Jacksonville
8.8 out of 10, Excellent, (526 reviews)
"Clean it’s ok for a nights stay"
United States
Mike
The price is CA $127
CA $145 total
includes taxes & fees
Jun 28 - Jun 29
Hampton Inn Jacksonville

Rodeway Inn Pittsfield

Rodeway Inn Pittsfield
2.0 star property
Pittsfield
6.8 out of 10, (135 reviews)
"Staff is great and id stay again "
United States
Thor
The price is CA $83
CA $91 total
includes taxes & fees
Jul 5 - Jul 6
Rodeway Inn Pittsfield

Knights Inn Jacksonville East Morton Ave

Knights Inn Jacksonville East Morton Ave
2.0 star property
Jacksonville
6.8 out of 10, (169 reviews)
"The room was very clean and comfortable we only stayed one night. I would stay here again."
United States
Shannon
The price is CA $91
CA $103 total
includes taxes & fees
Jun 11 - Jun 12
Knights Inn Jacksonville East Morton Ave

Holiday Inn Express Hotel & Suites Jacksonville by IHG

Holiday Inn Express Hotel & Suites Jacksonville by IHG
2.5 star property
Jacksonville
7.8 out of 10, Good, (471 reviews)
"Clean room and great breakfast."
United States
Maureen
The price is CA $144
CA $160 total
includes taxes & fees
Jun 28 - Jun 29
Holiday Inn Express Hotel & Suites Jacksonville by IHG

Green Acres Hotel

Green Acres Hotel
2.5 star property
Pittsfield
8.8 out of 10, Excellent, (146 reviews)
"Good place to stay!"
United States
Riley
The price is CA $164
CA $181 total
includes taxes & fees
Jun 14 - Jun 15
Green Acres Hotel

Quality Inn Jacksonville near I-72

Quality Inn Jacksonville near I-72
2.5 star property
Jacksonville
7.8 out of 10, Good, (473 reviews)
"Overall good place to stay"
United States
Mark
The price is CA $94
CA $105 total
includes taxes & fees
Jun 17 - Jun 18
Quality Inn Jacksonville near I-72
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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Top Winchester Hotel Reviews

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Frequently asked questions

What is the best area to stay in Winchester?
The best area to stay in Winchester is the town centre, particularly around the square.

This area is the heart of Winchester, Illinois, and offers the most convenience for visitors. The town square is a central point, surrounded by local businesses, and the general layout is easy to navigate on foot. You'll find a few local eateries and shops within a short stroll.

For travellers looking for a straightforward and relaxing visit, staying in the town centre is ideal. It provides easy access to the few local attractions, such as the historic Winchester Public Library and the Scott County Courthouse, both located near the square. It's a good base for exploring the town on foot.

Families might also find this area suitable, as the convenience of having everything close by simplifies logistics.
When is the best time to go to Winchester?
The best time to visit Winchester, Illinois, is generally during the spring (late April to early June) and autumn (September to October) months.

These periods offer pleasant weather, with comfortable temperatures that are ideal for exploring the local area and enjoying outdoor activities. Spring brings blooming landscapes, while autumn provides beautiful fall foliage, making both seasons particularly scenic.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Winchester.
How can I save on a Winchester hotel booking with Expedia?
Members always get our best prices. Find our best Winchester hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
How much is the nightly rate at a Winchester hotel?
Prices for hotels in Winchester often vary, but you can find a great deal from CA $90 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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