Find hotels in Winchester, IL from ₩89,755

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Feb 25 - Feb 26
Tomorrow
Feb 26 - Feb 27
This weekend
Feb 27 - Mar 1
Next weekend
Mar 6 - Mar 8

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Winchester hotels

Desk, blackout drapes, iron/ironing board, free WiFi

Jacksonville Inn & Suites

Jacksonville Inn & Suites
2.0 star property
Jacksonville
10.0 out of 10, Exceptional, (1 review)
"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 ₩108,320
₩120,214 total
includes taxes & fees
Feb 27 - Feb 28
Jacksonville Inn & Suites
Restaurant

Hampton Inn Jacksonville

Hampton Inn Jacksonville
2.5 star property
Jacksonville
8.8 out of 10, Excellent, (507 reviews)
"Clean room. Great friendly staff. "
United States
Lawrence
The price is ₩117,011
₩133,369 total
includes taxes & fees
Mar 5 - Mar 6
Hampton Inn Jacksonville
Hallway

Monroe Street Suites

Monroe Street Suites
2.5 star property
Pittsfield
9.6 out of 10, Exceptional, (58 reviews)
"We had a great stay and would recommend others to stay here!"
United States
Brady
The price is ₩139,319
₩153,230 total
includes taxes & fees
Mar 6 - Mar 7
Monroe Street Suites
Indoor pool

Best Western Jacksonville Inn

Best Western Jacksonville Inn
2.5 star property
Jacksonville
8.4 out of 10, Very Good, (757 reviews)
"It was a great location and front desk staff was very friendly"
United States
Charise
The price is ₩106,880
₩121,823 total
includes taxes & fees
Mar 1 - Mar 2
Best Western Jacksonville Inn
Exterior

Sleep Inn & Suites South Jacksonville

Sleep Inn & Suites South Jacksonville
3.0 star property
Jacksonville
9.4 out of 10, Exceptional, (643 reviews)
"Great stay!"
United States
Alexis
The price is ₩115,455
₩128,132 total
includes taxes & fees
Mar 8 - Mar 9
Sleep Inn & Suites South Jacksonville
Free daily continental breakfast

Green Acres Hotel

Green Acres Hotel
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (142 reviews)
"Great stay"
United States
Jeramy
The price is ₩167,344
₩184,035 total
includes taxes & fees
Mar 1 - Mar 2
Green Acres Hotel
Standard Room, 2 Queen Beds | Desk, iron/ironing board, free cribs/infant beds, free WiFi

Super 8 by Wyndham Jacksonville

Super 8 by Wyndham Jacksonville
2.0 star property
Jacksonville
8.2 out of 10, Very Good, (624 reviews)
"Nice clean room, nice staff and the breakfast is great..."
United States
Mickey
The price is ₩78,746
₩89,755 total
includes taxes & fees
Mar 15 - Mar 16
Super 8 by Wyndham Jacksonville
Exterior

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, (448 reviews)
"Clean room and great breakfast."
United States
Maureen
The price is ₩124,283
₩137,929 total
includes taxes & fees
Mar 29 - Mar 30
Holiday Inn Express Hotel & Suites Jacksonville by IHG
Breakfast meal

William Watson Hotel

William Watson Hotel
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (348 reviews)
"Great location, restaurant downstairs, friendly staff, microwaves and refrigerator in room, historic significance "
United States
Druann
The price is ₩122,517
₩134,745 total
includes taxes & fees
Feb 27 - Feb 28
William Watson Hotel
Lobby

Quality Inn Jacksonville near I-72

Quality Inn Jacksonville near I-72
2.5 star property
Jacksonville
7.8 out of 10, Good, (445 reviews)
"Staff was very friendly and room was clean and comfortable."
United States
Jim
The price is ₩90,860
₩100,836 total
includes taxes & fees
Mar 29 - Mar 30
Quality Inn Jacksonville near I-72
Free daily on-the-go breakfast

Rodeway Inn Pittsfield

Rodeway Inn Pittsfield
2.0 star property
Pittsfield
6.8 out of 10, (129 reviews)
"Our stay was pleasant and quiet, the only problem was that the heat was not sufficient to keep the room warm during extreme cold wave. Other than that it was fairly clean, and the staff was very friendly and helpful."
United States
Tod
The price is ₩82,966
₩91,246 total
includes taxes & fees
Mar 1 - Mar 2
Rodeway Inn Pittsfield
Lobby

Knights Inn Jacksonville East Morton Ave

Knights Inn Jacksonville East Morton Ave
2.0 star property
Jacksonville
6.8 out of 10, (166 reviews)
"The room was very clean and comfortable we only stayed one night. I would stay here again."
United States
Shannon
The price is ₩92,642
₩105,593 total
includes taxes & fees
Mar 25 - Mar 26
Knights Inn Jacksonville East Morton Ave
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winchester Hotel Reviews

Hampton Inn Jacksonville

Hampton Inn Jacksonville

10/10 Excellent
"We can't say enough good things about our stay"
Saundra 2-night trip
Posted 8 days ago
Hampton Inn Jacksonville

More cheap stays in Winchester

Super 8 by Wyndham Jacksonville

Super 8 by Wyndham Jacksonville

1003 W Morton Ave Jacksonville IL
The price is ₩78,746 per night from Mar 15 to Mar 16
₩78,746
₩89,755 total
Mar 15 - Mar 16
includes taxes & fees
8.2/10 Very Good! (624 reviews)

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 Hampton Inn Jacksonville. 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 34 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 Morgan County Fairgrounds, Future Champions Sport Complex, and Jacksonville Community Park. You'll also find Lake Jacksonville 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.