Top 10 Hotels in Winchester, IL from ₩84,809 - Competitive Prices

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Our top choices for Winchester hotels

A hotel room with two beds, a wooden headboard, a bedside table with a phone, and a wall-mounted light fixture.

A multi-story hotel with a parking lot in front.

A room with a sofa, a chair, a desk, a television, and a microwave.

A hotel lobby with a reception desk, a vending machine, a fire extinguisher, and a fire alarm.

1. Jacksonville Inn & Suites

Jacksonville

Hilda

₩108,461

₩120,377 total

includes taxes & fees

Sep 28 - Sep 29

A hotel lobby with seating areas, a television, and a reception desk.

A gym with cardio equipment, a television, and a view of the outside.

A reception desk with a woman standing behind it, a framed sign above reading "Welcome to Jacksonville," and a framed picture of a Ferris wheel.

A hotel lobby with seating areas, a reception desk, and a dining area.

2. Hampton Inn Jacksonville

Jacksonville

Dawn

₩132,130

₩150,602 total

includes taxes & fees

Oct 8 - Oct 9

An indoor swimming pool with a wooden ceiling, brick walls, and a view of the outside.

A hotel room with a bed, a red sofa, a dining table, and a small kitchenette.

A lobby with a reception desk, a sofa, a coffee table, and a large window with blinds.

A hotel room with a red sofa, a flat-screen TV, a desk with a lamp, and a sliding door leading to a balcony.

3. Best Western Jacksonville Inn

Jacksonville

Deanne

₩101,542

₩115,738 total

includes taxes & fees

Sep 28 - Sep 29

A hotel lobby with a reception desk, seating area, and large windows.

A buffet area with a juice dispenser, fruit bowl, and various food containers.

A hotel bathroom with a large bathtub, a mirror, and a vanity with a lamp.

An indoor swimming pool with a tiled edge, a colorful umbrella, and multiple seating areas with chairs.

4. Quality Inn Jacksonville near I-72

Jacksonville

Jennifer

₩92,077

₩102,187 total

includes taxes & fees

Oct 26 - Oct 27

A hotel room with two beds, a nightstand with a lamp, a phone, and a digital clock.

A kitchen with a microwave, coffee maker, and refrigerator. There is a dining area with a table and chairs.

A compact room with a flat-screen TV on a wooden cabinet, a microwave, a mini-fridge, and a small seating area with an ironing board.

A reception area with a counter, framed artwork, a door, and a wall-mounted sign.

5. Super 8 by Wyndham Jacksonville

Jacksonville

robert

₩80,581

₩91,846 total

includes taxes & fees

Oct 18 - Oct 19

A building entrance with a stone facade, a glass door, and two potted plants with flowers.

A modern hotel lobby with seating areas, a bar, and a television.

A reception area with a wooden reception desk, a 'Welcome' mat, and a wall-mounted sign.

A hotel room with a bed, a desk with chairs, a dresser, and a window with curtains.

6. Sleep Inn & Suites South Jacksonville

Jacksonville

Dena

₩136,761

₩151,777 total

includes taxes & fees

Oct 25 - Oct 26

A hallway with wooden doors leading to a dining area with a table and chairs.

A neatly made bed with a headboard, two bedside tables with lamps, a waste bin, and a window with curtains.

A kitchen with wooden cabinets, a granite countertop, and a built-in sink.

A hotel lobby with a wooden staircase, a ceiling fan, and a dining area in the background.

7. Green Acres Hotel

Pittsfield

Kimberly

₩144,777

₩159,225 total

includes taxes & fees

Sep 28 - Sep 29

A hallway with a light blue wall, wooden shelves, and a door marked with the number 2.

A cozy living room with a wooden coffee table, a sofa, and a chair. There are potted plants and a television on the wall.

A white building with a covered porch, numbered doors, and outdoor seating.

A cozy living room with a wooden dresser, a sofa, and a dining area with a table and chairs.

8. Monroe Street Suites

Pittsfield

robert

₩127,188

₩139,889 total

includes taxes & fees

Sep 28 - Sep 29

A modern dining area with a long table and chairs, a kitchen in the background, and a wall with colorful circular decorations.

A hotel room with two beds, a desk, a television, and a mirror.

A Holiday Inn Express Suites building with a covered entrance, brick facade, and multiple windows.

A coffee station with two coffee machines, a coffee press, and various coffee cups and containers.

9. Holiday Inn Express Hotel & Suites Jacksonville by IHG

Jacksonville

Ellena

₩136,761

₩151,778 total

includes taxes & fees

Oct 5 - Oct 6

A cozy living area with a leather sofa, a wooden coffee table, and a patterned armchair. A brick wall and wooden shelves with various items are visible.

A cozy interior with a brick wall, wooden shelves, and a leather chair.

A cozy indoor space with a round table and chairs, a bookshelf with books, and a ceiling fan.

10. William Watson Hotel

Pittsfield

Nicole

₩115,096

₩126,583 total

includes taxes & fees

Sep 28 - Sep 29

A row of brick houses with a well-maintained lawn and a large tree on the right.

A living room with a sofa, two wooden tables, a coffee table, a fireplace, and a large window with a view.

A modern kitchen with wooden cabinets, a microwave, coffee maker, and a refrigerator. There are two round tables with chairs and a patterned rug on the floor.

A hotel room with two beds, a nightstand with a lamp, and framed pictures on the wall.

11. Knights Inn Jacksonville East Morton Ave

Jacksonville

Stacy

₩95,157

₩108,476 total

includes taxes & fees

Oct 11 - Oct 12

A bakery display with various baked goods and packaged snacks.

A sign for Rodeway Inn against a clear sky.

A two-story building with a brick facade, large windows, and a flat roof.

A hotel room with two beds, a bedside table with a lamp, a window with curtains, and a mirror on the wall.

12. Rodeway Inn Pittsfield

Pittsfield

Teresa

₩77,114

₩84,809 total

includes taxes & fees

Oct 18 - Oct 19

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Top Winchester Hotel Reviews

Sleep Inn & Suites South Jacksonville

8/10 Good

"Room was clean, staff was helpful. Some stains in the carpeting, typical for an older hotel. Could tell management worked to keep hotel maintained best as possible."

Best Western Jacksonville Inn

10/10 Excellent

"Goodvalue , all clean, plumbing is tight and not wornout. Breakfast is good Very well managed."

Jacksonville Inn & Suites

10/10 Excellent

"First off, despite the ongoing renovation, the important stuff was on point. Our room had recently been updated. Mattress was new. Hot water was hot. No outside noise filtering in. Modern key cards. The only minor downside would be breakfast. If you’re expecting a hot meal, there won’t be one. There was a waffle machine, coffee pot, Pop Tarts, and some “Great Value” brand wrapped fruit bars. If I was traveling through the area, I’d stay here again."

William Watson Hotel

8/10 Good

"Very charming, unique hotel. Enjoyed our stay. Be aware if you have trouble with stairs to make sure and book a main level room. Breakfast was very minimal. View of the courthouse and history of building wonderful. Would stay again."

Super 8 by Wyndham Jacksonville

10/10 Excellent

"Coffee pot"

Green Acres Hotel

8/10 Good

"Nice stay, staff was kind. Didn’t have the breakfast. Plenty of parking."

Knights Inn Jacksonville East Morton Ave

10/10 Excellent

"Had. No complaints..enjoyed. my stay"

Rodeway Inn Pittsfield

10/10 Excellent

"Communication"

More cheap stays in Winchester

Super 8 by Wyndham Jacksonville

1003 W Morton Ave Jacksonville IL

₩80,581

₩91,846 total

Oct 18 - Oct 19

includes taxes & fees

Quality Inn Jacksonville near I-72

200 Comfort Drive Jacksonville IL

₩92,077

₩102,187 total

Oct 26 - Oct 27

includes taxes & fees

Best Western Jacksonville Inn

1709 W Morton Ave Jacksonville IL

₩101,542

₩115,738 total

Sep 29 - Sep 30

includes taxes & fees

8.4/10 Very Good! (852 reviews)

Jacksonville Inn & Suites

1914 Southbrooke Rd Jacksonville IL

₩108,461

₩120,377 total

Sep 28 - Sep 29

includes taxes & fees

8.2/10 Very Good! (58 reviews)

Hampton Inn Jacksonville

1725 W Morton Ave Jacksonville IL

₩132,130

₩150,602 total

Oct 8 - Oct 9

includes taxes & fees

Holiday Inn Express Hotel & Suites Jacksonville by IHG

2501 Holliday Lane Jacksonville IL

₩136,761

₩151,778 total

Oct 5 - Oct 6

includes taxes & fees

Frequently asked questions

What's the best place for a stay in Winchester?

Located 12.8 mi (20.6 km) from the heart of Winchester, Sleep Inn & Suites South Jacksonville is a top choice for your stay based on our traveler data. Other good options for your trip to the area are Best Western Jacksonville Inn and Jacksonville Inn & Suites. 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 reservations are fully refundable as long as you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If you have a reservation that's non-refundable, you might be able to still cancel and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Winchester.

Where can I learn more about changing or cancelling my trip to Winchester?

For additional details about updating your trip to Winchester or cancelling it, go to https://www.expedia.com/service/.

What is the best accommodation for staying close to Abraham Lincoln Capital Airport (SPI)?

Howard Johnson Hotel & Suites by Wyndham Springfield is a popular hotel, featuring free breakfast and free WiFi. It's located a short 1.5 mi (2.4 km) from Abraham Lincoln Capital Airport. Other choices near the airport include Wyndham Springfield City Centre and State House Inn – a Red Collection Hotel.

What's it like to stay in Winchester?

Those traveling to Winchester are sure to enjoy the sights to see and things to do. There are 65 hotels and other accommodations in the surrounding area. Find out more about Winchester.

What is there to see in Winchester?

Places to visit in the wider area include Future Champions Sport Complex, Jacksonville Community Park, and Lake Jacksonville. You'll also find Morgan County Fairgrounds and Governor Duncan Mansion in the area. Check out what more to see and do in Expedia's Winchester guide.

What's the seasonal weather like 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.

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Find hotels in Winchester, IL from ₩84,809

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Winchester

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Winchester hotels

1. Jacksonville Inn & Suites

2. Hampton Inn Jacksonville

3. Best Western Jacksonville Inn

4. Quality Inn Jacksonville near I-72

5. Super 8 by Wyndham Jacksonville

6. Sleep Inn & Suites South Jacksonville

7. Green Acres Hotel

8. Monroe Street Suites

9. Holiday Inn Express Hotel & Suites Jacksonville by IHG

10. William Watson Hotel

11. Knights Inn Jacksonville East Morton Ave

12. Rodeway Inn Pittsfield

Top Winchester Hotel Reviews

Sleep Inn & Suites South Jacksonville

Best Western Jacksonville Inn

Jacksonville Inn & Suites

William Watson Hotel

Super 8 by Wyndham Jacksonville

Green Acres Hotel

Knights Inn Jacksonville East Morton Ave

Rodeway Inn Pittsfield

More cheap stays in Winchester

Super 8 by Wyndham Jacksonville

Quality Inn Jacksonville near I-72

Best Western Jacksonville Inn

Jacksonville Inn & Suites

Hampton Inn Jacksonville

Holiday Inn Express Hotel & Suites Jacksonville by IHG

Frequently asked questions

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