Winchester Hotels from from S$84

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Check prices for these dates

Tonight
23 Mar - 24 Mar
Tomorrow
24 Mar - 25 Mar
Next weekend
28 Mar - 30 Mar
In two weeks
4 Apr - 6 Apr

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Top 10 trending Winchester hotels

Knights Inn Jacksonville East Morton Ave
Exterior

Knights Inn Jacksonville East Morton Ave

2.0 star property
6.8 out of 10, (159)
"Not good shower head broke. Bath tub won’t plug closed so I had to use a new rag as a plug. Toilet barely flushed. Tv wouldn’t switch off pc mode and air conditioning won’t even do fan mode. Kept beeping clean filter and not staying on "
The price is S$99
includes taxes & fees
24 Mar - 25 Mar
Knights Inn Jacksonville East Morton Ave
Baymont by Wyndham Jacksonville
Desk, iron/ironing board, cots/infant beds, rollaway beds

Baymont by Wyndham Jacksonville

2.5 star property
7.0 out of 10, Good, (774)
"Great quiet place to stay close to the highway "
The price is S$88
includes taxes & fees
31 Mar - 1 Apr
Baymont by Wyndham Jacksonville
Sleep Inn & Suites
Exterior

Sleep Inn & Suites

2.5 star property
9.4 out of 10, Exceptional, (489)
"I didn't like the fact there was no bathtubs or blow dryers in the rooms."
The price is S$122
includes taxes & fees
30 Mar - 31 Mar
Sleep Inn & Suites
Holiday Inn Express Hotel & Suites Jacksonville by IHG
Exterior

Holiday Inn Express Hotel & Suites Jacksonville by IHG

2.5 star property
7.8 out of 10, Good, (382)
"Great "
The price is S$102
includes taxes & fees
6 Apr - 7 Apr
Holiday Inn Express Hotel & Suites Jacksonville by IHG
Quality Inn Jacksonville near I-72
Lobby

Quality Inn Jacksonville near I-72

2.5 star property
7.8 out of 10, Good, (361)
"Great staff gave us a good room, close to the lobby and accessible. "
The price is S$111
includes taxes & fees
27 Mar - 28 Mar
Quality Inn Jacksonville near I-72
Villa DeWolf
Front of property

Villa DeWolf

4.0 star property
10.0 out of 10, Exceptional, (7)
"The owner, Jethro DeWolfe, met us and showed us all the rooms in this pre-Civil War era mansion and gave us quite a tour and explained much of the home’s restoration, contents and history. Great place."
The price is S$419
includes taxes & fees
24 Mar - 25 Mar
Villa DeWolf
Super 8 by Wyndham Jacksonville
Lobby

Super 8 by Wyndham Jacksonville

2.0 star property
8.2 out of 10, Very good, (568)
"Worked for what i needed"
The price is S$90
includes taxes & fees
30 Mar - 31 Mar
Super 8 by Wyndham Jacksonville
Best Western Jacksonville Inn
Indoor pool

Best Western Jacksonville Inn

2.5 star property
8.4 out of 10, Very good, (639)
"This is an older hotel, needs many updates. Old and lumpy matress, outlets for phone chargers are not usb and plug in adaptors fit very loose. Could be nicer with a little tlc."
The price is S$114
includes taxes & fees
24 Mar - 25 Mar
Best Western Jacksonville Inn
Hampton Inn Jacksonville
Restaurant

Hampton Inn Jacksonville

2.5 star property
8.8 out of 10, Excellent, (430)
"Love this hotel will stay again"
The price is S$128
includes taxes & fees
3 Apr - 4 Apr
Hampton Inn Jacksonville
Monroe Street Suites
Lobby sitting area

Monroe Street Suites

2.5 star property
9.6 out of 10, Exceptional, (54)
"Loved the place! Super cute! Will stay there again! "
The price is S$144
includes taxes & fees
24 Mar - 25 Mar
Monroe Street Suites
William Watson Hotel
Breakfast meal

William Watson Hotel

3.0 star property
9.0 out of 10, Wonderful, (318)
"wonderful people"
The price is S$111
includes taxes & fees
20 Apr - 21 Apr
William Watson Hotel
Green Acres Hotel
Lobby sitting area

Green Acres Hotel

2.5 star property
8.6 out of 10, Excellent, (123)
"Nice mom and pop hotel"
The price is S$175
includes taxes & fees
24 Mar - 25 Mar
Green Acres Hotel
Rodeway Inn
Blackout curtains, iron/ironing board, free WiFi, bed sheets

Rodeway Inn

2.0 star property
7.0 out of 10, Good, (114)
"This motel is more than 70 years old. The owners have made significant upgrades to a very old motel. Room looks nice upon entry and it was impeccably clean. The bed was possibly the best i have encountered in years. What you cant change are 2 foot by 2 foot showers, and a lack of heating controls during the cold months. It's an old central baseboard heating system for the whole operation. Staff was helpful and pleasant. This motel is a good budget option, but its still very old."
The price is S$84
includes taxes & fees
29 Mar - 30 Mar
Rodeway Inn
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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Learn more about Winchester

Check out Morgan County Fairgrounds and Lake Jacksonville—just a couple of the sights around Winchester.

See all hotels in Winchester

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 Holiday Inn Express Hotel & Suites Jacksonville by IHG and Best Western Jacksonville Inn. 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.

What are some hotels with pools in Winchester?

Best Western Jacksonville Inn: Features free full breakfast, a pool and free self-parking. Holiday Inn Express Hotel & Suites Jacksonville, an IHG Hotel and Hampton Inn Jacksonville are two additional hotels with an on-site pool. View all hotels with pools 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 Jacksonville Community Park and Old Orchard Country Club 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.