Winchester Hotels from S$80

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Check prices for these dates

Tonight
14 Apr - 15 Apr
Tomorrow
15 Apr - 16 Apr
This weekend
17 Apr - 19 Apr
Next weekend
24 Apr - 26 Apr

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Our top choices for Winchester hotels

Exterior

Knights Inn Jacksonville East Morton Ave

Knights Inn Jacksonville East Morton Ave
2.0 star property
Jacksonville
6.8 out of 10, (167 reviews)
"The room was very clean and comfortable we only stayed one night. I would stay here again."
United States
Shannon
The price is S$94
includes taxes & fees
15 Apr - 16 Apr
Knights Inn Jacksonville East Morton Ave
Desk, blackout curtains, iron/ironing board, free WiFi

Jacksonville Inn & Suites

Jacksonville Inn & Suites
2.0 star property
Jacksonville
7.6 out of 10, Good, (10 reviews)
"Room was great other than the mini fridge did not work. "
United States
Derek
The price is S$82
includes taxes & fees
27 Apr - 28 Apr
Jacksonville Inn & Suites
Exterior

Sleep Inn & Suites South Jacksonville

Sleep Inn & Suites South Jacksonville
3.0 star property
Jacksonville
9.4 out of 10, Exceptional, (661 reviews)
"Staff was friendly, rooms were clean, breakfast was good."
United States
Brett
The price is S$119
includes taxes & fees
14 May - 15 May
Sleep Inn & Suites South 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, (454 reviews)
"Clean room and great breakfast."
United States
Maureen
The price is S$126
includes taxes & fees
14 May - 15 May
Holiday Inn Express Hotel & Suites Jacksonville by IHG
Lobby

Quality Inn Jacksonville near I-72

Quality Inn Jacksonville near I-72
2.5 star property
Jacksonville
7.8 out of 10, Good, (456 reviews)
"Room was easily accessible, pool was convenient and we both slept well in the comfy bed. "
United States
Donielle
The price is S$100
includes taxes & fees
28 Apr - 29 Apr
Quality Inn Jacksonville near I-72
Desk, iron/ironing board, free cots/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, (630 reviews)
"Nice clean room, nice staff and the breakfast is great..."
United States
Mickey
The price is S$81
includes taxes & fees
10 May - 11 May
Super 8 by Wyndham Jacksonville
Indoor pool

Best Western Jacksonville Inn

Best Western Jacksonville Inn
2.5 star property
Jacksonville
8.4 out of 10, Very good, (771 reviews)
"Inexpensive, clean friendly place to sleep."
United States
Rodney
The price is S$109
includes taxes & fees
15 Apr - 16 Apr
Best Western Jacksonville Inn
Restaurant

Hampton Inn Jacksonville

Hampton Inn Jacksonville
2.5 star property
Jacksonville
8.8 out of 10, Excellent, (514 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 S$130
includes taxes & fees
27 Apr - 28 Apr
Hampton Inn Jacksonville
Hallway

Monroe Street Suites

Monroe Street Suites
2.5 star property
Pittsfield
9.6 out of 10, Exceptional, (61 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 S$137
includes taxes & fees
15 Apr - 16 Apr
Monroe Street Suites
Breakfast meal

William Watson Hotel

William Watson Hotel
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (350 reviews)
"Great location, restaurant downstairs, friendly staff, microwaves and refrigerator in room, historic significance "
United States
Druann
The price is S$107
includes taxes & fees
1 May - 2 May
William Watson Hotel
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 S$165
includes taxes & fees
29 Apr - 30 Apr
Green Acres Hotel
Free daily on-the-go breakfast

Rodeway Inn Pittsfield

Rodeway Inn Pittsfield
2.0 star property
Pittsfield
6.8 out of 10, (131 reviews)
"Great little hotel, perfect for an overnight pit stop "
United States
David
The price is S$80
includes taxes & fees
27 Apr - 28 Apr
Rodeway Inn Pittsfield
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

Jacksonville Inn & Suites

Jacksonville Inn & Suites

10/10 Excellent
"Yes but milk was in gallon and no hot food "
Childers 1-night trip
Posted 6 hours ago
Jacksonville Inn & Suites

More cheap stays in Winchester

Super 8 by Wyndham Jacksonville

Super 8 by Wyndham Jacksonville

1003 W Morton Ave Jacksonville IL
The price is S$81 per night from 10 May to 11 May
S$81
10 May - 11 May
includes taxes & fees
8.2/10 Very Good! (630 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 Quality Inn Jacksonville near I-72. 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 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 36 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 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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