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Check prices for these dates

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30 Mar - 31 Mar
Tomorrow
31 Mar - 1 Apr
This weekend
3 Apr - 5 Apr
Next weekend
10 Apr - 12 Apr

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Our top choices for Winchester hotels

Standard Room, 2 Queen Beds

Super 8 by Wyndham Jacksonville

Super 8 by Wyndham Jacksonville
2.0 star property
Jacksonville
8.2 out of 10, Very good, (625 reviews)
"Nice clean room, nice staff and the breakfast is great..."
United States
Mickey
The price is NZ$110
includes taxes & fees
19 Apr - 20 Apr
Super 8 by Wyndham Jacksonville
Exterior

Sleep Inn & Suites South Jacksonville

Sleep Inn & Suites South Jacksonville
3.0 star property
Jacksonville
9.4 out of 10, Exceptional, (654 reviews)
"Staff was friendly, rooms were clean, breakfast was good."
United States
Brett
The price is NZ$170
includes taxes & fees
12 Apr - 13 Apr
Sleep Inn & Suites South Jacksonville
Indoor pool

Best Western Jacksonville Inn

Best Western Jacksonville Inn
2.5 star property
Jacksonville
8.4 out of 10, Very good, (765 reviews)
"Inexpensive, clean friendly place to sleep."
United States
Rodney
The price is NZ$149
includes taxes & fees
31 Mar - 1 Apr
Best Western Jacksonville Inn
Restaurant

Hampton Inn Jacksonville

Hampton Inn Jacksonville
2.5 star property
Jacksonville
8.8 out of 10, Excellent, (511 reviews)
"The staff was great. We were worried staying at a pet-friendly hotel, but the property and our room looked and smelled fresh and clean. My only complaint is that the beds were too firm for my taste. "
United States
Ellen
The price is NZ$161
includes taxes & fees
16 Apr - 17 Apr
Hampton Inn Jacksonville
Desk, blackout curtains, iron/ironing board, free WiFi

Jacksonville Inn & Suites

Jacksonville Inn & Suites
2.0 star property
Jacksonville
6.8 out of 10, (6 reviews)
"Room was great other than the mini fridge did not work. "
United States
Derek
The price is NZ$143
includes taxes & fees
31 Mar - 1 Apr
Jacksonville Inn & Suites
Hallway

Monroe Street Suites

Monroe Street Suites
2.5 star property
Pittsfield
9.6 out of 10, Exceptional, (60 reviews)
"A unique luxurious find for rest and respite on a long trip home. Would stay here again, without any hesitation!"
United States
Donna
The price is NZ$187
includes taxes & fees
31 Mar - 1 Apr
Monroe Street Suites
Free daily on-the-go breakfast

Rodeway Inn Pittsfield

Rodeway Inn Pittsfield
2.0 star property
Pittsfield
6.8 out of 10, (130 reviews)
"Great little hotel, perfect for an overnight pit stop "
United States
David
The price is NZ$108
includes taxes & fees
19 Apr - 20 Apr
Rodeway Inn Pittsfield
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, (454 reviews)
"Clean room and great breakfast."
United States
Maureen
The price is NZ$174
includes taxes & fees
5 Apr - 6 Apr
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 NZ$150
includes taxes & fees
4 Apr - 5 Apr
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, (451 reviews)
"Clean rooms very friendly people "
United States
William
The price is NZ$130
includes taxes & fees
29 Apr - 30 Apr
Quality Inn Jacksonville near I-72
Free daily continental breakfast

Green Acres Hotel

Green Acres Hotel
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (143 reviews)
"Great stay"
United States
Jeramy
The price is NZ$244
includes taxes & fees
1 Apr - 2 Apr
Green Acres Hotel
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 NZ$128
includes taxes & fees
9 Apr - 10 Apr
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.
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Top Winchester Hotel Reviews

Audrey's Abode - Restored log cabin, country setting, minutes from Jacksonville

Audrey's Abode - Restored log cabin, country setting, minutes from Jacksonville

10/10 Excellent
"Was an excellent place to stay for the weekend."
Amanda 2-night trip
Posted 20 hours ago
Audrey's Abode - Restored log cabin, country setting, minutes from Jacksonville

More cheap accommodation in Winchester

Best Western Jacksonville Inn

Best Western Jacksonville Inn

1709 W Morton Ave Jacksonville IL
Get rates
8.4/10 Very Good! (765 reviews)

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 South Jacksonville 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 Hampton Inn Jacksonville. See all available top hotels, or vacation rentals in Winchester.
What are some of the best holiday rentals that Winchester has to offer?
Charming 2-bedroom barnloft on hobby farm in Pleasant Hill pittsfield area: This holiday home rental outside of Winchester has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. 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.
How is it to stay in Winchester?
Those travelling to Winchester will definitely enjoy the sights to see and things to do. There are 35 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, Future Champions Sport Complex and Lake Jacksonville. You'll also find Governor Duncan Mansion and Jacksonville Community Park 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.

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