Winchester Hotels from S$86

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Check prices for these dates

Tonight
16 Feb - 17 Feb
Tomorrow
17 Feb - 18 Feb
Next weekend
21 Feb - 23 Feb
In two weeks
28 Feb - 2 Mar

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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
17 Feb - 18 Feb
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, (773)
"The hotel was very basic, but clean and inexpensive. As other reviews have said, the hotel was under renovation. The breakfast was really lacking, but again, for the low price, I was not expecting much."
The price is S$88
includes taxes & fees
9 Mar - 10 Mar
Baymont by Wyndham Jacksonville
Sleep Inn & Suites
Exterior

Sleep Inn & Suites

2.5 star property
9.4 out of 10, Exceptional, (475)
"Nice, clean place. No funny odors or mold. Seems fairly new. Reasonably priced. I’d stay again."
The price is S$116
includes taxes & fees
7 Mar - 8 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, (376)
"It smelled clean n easy parking"
The price is S$103
includes taxes & fees
23 Feb - 24 Feb
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, (355)
"Great staff gave us a good room, close to the lobby and accessible. "
The price is S$94
includes taxes & fees
2 Mar - 3 Mar
Quality Inn Jacksonville near I-72
Villa DeWolf
Front of property

Villa DeWolf

4.0 star property
10.0 out of 10, Exceptional, (6)
"What a truly beautiful place for a quick getaway. The owner went out of his way to ensure that we felt at home and welcomed. In addition to the ambiance of setting, the owner prepared a delicious breakfast of blueberry pancakes, bacon and fruit. We couldn’t ask for a better stay and we will make sure that we stay again during our next trip to Chicago ❤️"
The price is S$420
includes taxes & fees
17 Feb - 18 Feb
Villa DeWolf
Super 8 by Wyndham Jacksonville
Lobby

Super 8 by Wyndham Jacksonville

2.0 star property
8.2 out of 10, Very good, (562)
"Clean, comfortable and friendly staff! I will definitely stay here again! "
The price is S$86
includes taxes & fees
9 Mar - 10 Mar
Super 8 by Wyndham Jacksonville
Blessings on State Bed & Breakfast
Porch

Blessings on State Bed & Breakfast

4.0 star property
9.4 out of 10, Exceptional, (55)
"Excellent property with welcoming staff and cozy, well-appointed rooms. "
The price is S$395
includes taxes & fees
23 Feb - 24 Feb
Blessings on State Bed & Breakfast
Best Western Jacksonville Inn
Indoor pool

Best Western Jacksonville Inn

2.5 star property
8.4 out of 10, Very good, (633)
"Easy parking, inexpensive, clean inside. "
The price is S$107
includes taxes & fees
17 Feb - 18 Feb
Best Western Jacksonville Inn
Hampton Inn Jacksonville
Restaurant

Hampton Inn Jacksonville

2.5 star property
8.8 out of 10, Excellent, (427)
"They did a good job. The only thing I didn’t like is they don’t have housekeeping everyday so you had to go ask for towels and things "
The price is S$128
includes taxes & fees
22 Feb - 23 Feb
Hampton Inn Jacksonville
Monroe Street Suites
Lobby sitting area

Monroe Street Suites

2.5 star property
9.6 out of 10, Exceptional, (53)
"Loved the place! Super cute! Will stay there again! "
The price is S$144
includes taxes & fees
17 Feb - 18 Feb
Monroe Street Suites
William Watson Hotel
Breakfast meal

William Watson Hotel

3.0 star property
9.0 out of 10, Wonderful, (316)
"Nice stay"
The price is S$125
includes taxes & fees
19 Feb - 20 Feb
William Watson Hotel
Green Acres Hotel
Lobby sitting area

Green Acres Hotel

2.5 star property
8.6 out of 10, Excellent, (122)
" very clean , friendly staff , convenient to restaurants ."
The price is S$175
includes taxes & fees
17 Feb - 18 Feb
Green Acres Hotel
Rodeway Inn
Blackout curtains, iron/ironing board, free WiFi, bed sheets

Rodeway Inn

2.0 star property
6.8 out of 10, (113)
"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$91
includes taxes & fees
19 Feb - 20 Feb
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 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.

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 33 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 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.