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22 Oct - 23 Oct
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23 Oct - 24 Oct
This weekend
24 Oct - 26 Oct
Next weekend
31 Oct - 2 Nov

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Top hotels and accommodation in Winchester

Desk, iron/ironing board, cots/infant beds, rollaway beds
Baymont by Wyndham Jacksonville
Baymont by Wyndham Jacksonville
2.5 star property
7.0 out of 10, Good, (846)
"Great location. Newly remodeled room. Friendly staff."
United States
Charles
The price is AU$116
includes taxes & fees
2 Nov - 3 Nov
Baymont by Wyndham Jacksonville
Exterior
Sleep Inn & Suites South Jacksonville
Sleep Inn & Suites South Jacksonville
2.5 star property
9.4 out of 10, Exceptional, (603)
"Great stay!"
United States
Alexis
The price is AU$143
includes taxes & fees
9 Nov - 10 Nov
Sleep Inn & Suites South Jacksonville
Indoor pool
Best Western Jacksonville Inn
Best Western Jacksonville Inn
2.5 star property
8.4 out of 10, Very good, (725)
"Very nice manager at check in"
United States
DAVID
The price is AU$132
includes taxes & fees
26 Oct - 27 Oct
Best Western Jacksonville Inn
Breakfast meal
William Watson Hotel
William Watson Hotel
3.0 star property
9.2 out of 10, Wonderful, (341)
"Great place to stay! Brandi is the best."
United States
Beth
The price is AU$150
includes taxes & fees
17 Nov - 18 Nov
William Watson Hotel
Free daily on-the-go breakfast
Rodeway Inn
Rodeway Inn
2.0 star property
6.8 out of 10, (121)
"I could not check in because the clerk never showed up to check us in. 2 hours at least with two trips to the site and 3 phone calls. I could not get anyone to talk to or check us in. I left a message that we were cancelling and we went to another motel."
United States
Steve
The price is AU$102
includes taxes & fees
19 Nov - 20 Nov
Rodeway Inn
Lobby
Super 8 by Wyndham Jacksonville
Super 8 by Wyndham Jacksonville
2.0 star property
8.2 out of 10, Very good, (609)
"Friendly staff"
United States
Janice
The price is AU$97
includes taxes & fees
29 Oct - 30 Oct
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
7.8 out of 10, Good, (429)
"It was clean with friendly staff"
United States
Christina
The price is AU$111
includes taxes & fees
2 Nov - 3 Nov
Holiday Inn Express Hotel & Suites Jacksonville by IHG
Restaurant
Hampton Inn Jacksonville
Hampton Inn Jacksonville
2.5 star property
8.8 out of 10, Excellent, (484)
"Great property, great staff, comfy beds"
United States
Mary Ann
The price is AU$143
includes taxes & fees
31 Oct - 1 Nov
Hampton Inn Jacksonville
Lobby sitting area
Green Acres Hotel
Green Acres Hotel
2.5 star property
8.6 out of 10, Excellent, (139)
"Wonderful stay - was staying with a number of family members and it all worked out"
United States
Richard
The price is AU$202
includes taxes & fees
26 Oct - 27 Oct
Green Acres Hotel
Lobby
Quality Inn Jacksonville near I-72
Quality Inn Jacksonville near I-72
2.5 star property
7.8 out of 10, Good, (413)
"Easy check in and out very personable and friendly staff"
United States
Angela
The price is AU$102
includes taxes & fees
21 Nov - 22 Nov
Quality Inn Jacksonville near I-72
Exterior
Knights Inn Jacksonville East Morton Ave
Knights Inn Jacksonville East Morton Ave
2.0 star property
6.8 out of 10, (163)
"Very clean rooms I had outside room very easy to carry luggage in staff really friendly "
United States
Scott
The price is AU$112
includes taxes & fees
26 Oct - 27 Oct
Knights Inn Jacksonville East Morton Ave
Comfort Room
Monroe Street Suites
Monroe Street Suites
2.5 star property
9.6 out of 10, Exceptional, (57)
"Definitely one of the best hotels I’ve ever stayed in. Super quiet, clean, convenient, it’s located in town, which there were plenty of shopping and food options. Overall, I would definitely recommend this hotel. And I will be staying there again in the future."
United States
Jake
The price is AU$199
includes taxes & fees
26 Oct - 27 Oct
Monroe Street Suites
Front of property
Villa DeWolf
Villa DeWolf
4.0 star property
10.0 out of 10, Exceptional, (10)
"If you want the kindest hospitality, delicious breakfast and a memorable experience at a gorgeous historical home instead of a generic hotel, you must stay here!"
Canada
Catherine
Villa DeWolf
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

William Watson Hotel

William Watson Hotel

10/10 Excellent
"Great place to stay! Brandi is the best."
Beth 2-night trip
Posted 3 days ago
William Watson Hotel

More cheap accommodation in Winchester

Best Western Jacksonville Inn

Best Western Jacksonville Inn

1709 W Morton Ave, Jacksonville, IL
The price is AU$132 per night from 26 Oct to 27 Oct
AU$132
26 Oct - 27 Oct
includes taxes & fees
8.4/10 Very Good! (725 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 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 Quality Inn Jacksonville near I-72. See all available top hotels, or vacation rentals in Winchester.
What are some of the best holiday rentals that Winchester has to offer?
PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!: This holiday home rental outside of Winchester is located in a rural location, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 7 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday. 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 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 Old Orchard Country Club and Governor Duncan Mansion 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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