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Jul 18 - Jul 19
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Compare 42 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Super 8 by Wyndham Jacksonville
Relax in this inviting living area with a comfortable sofa, ottoman, and flat-screen TV.

Super 8 by Wyndham Jacksonville

2.0 star property
8.2 out of 10, Very Good, (588)
"Very nice staff, room was very clean, and the staff was very accommodating! I would stay here again"
The price is NT$1,651
NT$1,882 total
includes taxes & fees
Jul 27 - Jul 28
Super 8 by Wyndham Jacksonville
Knights Inn Jacksonville East Morton Ave
Stylish townhouses with entrances and beautifully manicured lawns.

Knights Inn Jacksonville East Morton Ave

2.0 star property
6.8 out of 10, (162)
"Very clean rooms I had outside room very easy to carry luggage in staff really friendly "
The price is NT$1,908
NT$2,175 total
includes taxes & fees
Aug 13 - Aug 14
Knights Inn Jacksonville East Morton Ave
Rodeway Inn
Snacks and baked goods are displayed in a welcoming corridor with a glass case and festive decorations.

Rodeway Inn

2.0 star property
7.0 out of 10, Good, (118)
"They really should attach the drain cover to the shower drain. Somebody could get seriously injured. Being a tile guy, looking around really had me laughing at the workmanship. The manager was a pretty cool guy, the room was fine, air conditioner worked great. Never went to the continental breakfast, i did see some little Debbie items"
The price is NT$1,827
NT$2,010 total
includes taxes & fees
Jul 20 - Jul 21
Rodeway Inn
Best Western Jacksonville Inn
Relax by the pool surrounded by lounge chairs and umbrellas, with a view of the outdoors through large windows.

Best Western Jacksonville Inn

2.5 star property
8.4 out of 10, Very Good, (676)
"Thank you for a lovely quiet stay. "
The price is NT$2,207
NT$2,515 total
includes taxes & fees
Jul 20 - Jul 21
Best Western Jacksonville Inn
Green Acres Hotel
Welcome to our hotel lobby, featuring a reception desk, comfortable seating area, and a cozy fireplace.

Green Acres Hotel

2.5 star property
8.6 out of 10, Excellent, (130)
"Great stay"
The price is NT$3,501
NT$3,850 total
includes taxes & fees
Jul 29 - Jul 30
Green Acres Hotel
Quality Inn Jacksonville near I-72
Welcome to our hotel lobby, featuring a reception desk, seating area with sofa and chair, and a large window offering a view of the outdoors.

Quality Inn Jacksonville near I-72

2.5 star property
7.8 out of 10, Good, (381)
"Good breakfast...clean room!"
The price is NT$2,119
NT$2,351 total
includes taxes & fees
Jul 25 - Jul 26
Quality Inn Jacksonville near I-72
Sleep Inn & Suites
Stunning building with a glass entrance, surrounded by lush greenery and a welcoming bench.

Sleep Inn & Suites

2.5 star property
9.4 out of 10, Exceptional, (540)
"Nice stay for the night "
The price is NT$2,469
NT$2,740 total
includes taxes & fees
Jul 20 - Jul 21
Sleep Inn & Suites
Monroe Street Suites
Comfort Room | Premium bedding, desk, iron/ironing board, free cribs/infant beds

Monroe Street Suites

2.5 star property
9.6 out of 10, Exceptional, (56)
"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."
The price is NT$4,750
NT$5,224 total
includes taxes & fees
Jul 23 - Jul 24
Monroe Street Suites
Holiday Inn Express Hotel & Suites Jacksonville by IHG
Stunning atrium with a classic architectural style, supported by large columns and featuring a central open area with a bench.

Holiday Inn Express Hotel & Suites Jacksonville by IHG

2.5 star property
7.8 out of 10, Good, (404)
"Clean and comfortable"
The price is NT$2,001
NT$2,221 total
includes taxes & fees
Aug 17 - Aug 18
Holiday Inn Express Hotel & Suites Jacksonville by IHG
Hampton Inn Jacksonville
Relax in our inviting lobby, featuring comfortable seating areas and a large window with a view.

Hampton Inn Jacksonville

2.5 star property
8.8 out of 10, Excellent, (462)
"Will go back again"
The price is NT$2,476
NT$2,823 total
includes taxes & fees
Jul 25 - Jul 26
Hampton Inn Jacksonville
Baymont by Wyndham Jacksonville
Relax in a spacious room with a large bed, two bedside tables, and modern lighting.

Baymont by Wyndham Jacksonville

2.5 star property
7.0 out of 10, Good, (811)
"Newly renovated. Attentive friendly staff."
The price is NT$1,751
NT$1,943 total
includes taxes & fees
Jul 26 - Jul 27
Baymont by Wyndham Jacksonville
William Watson Hotel
Cozy space with a rustic brick wall, fireplace, and leather armchair.

William Watson Hotel

3.0 star property
9.0 out of 10, Wonderful, (325)
"Very quaint. "
The price is NT$2,501
NT$2,750 total
includes taxes & fees
Jul 23 - Jul 24
William Watson Hotel
Villa DeWolf
Stately brick building with a central entrance and decorative pediment, flanked by two columns.

Villa DeWolf

4.0 star property
10.0 out of 10, Exceptional, (9)
"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!"
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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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

Top Winchester Hotel Reviews

Best Western Jacksonville Inn

Best Western Jacksonville Inn

10/10 Excellent
"Allowed early check in. Very nice staff"
Brian 1-night trip
Posted 2 days ago
Best Western Jacksonville Inn

Frequently asked questions

What's 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 traveler data. Other good options for your trip to the area are Best Western Jacksonville Inn and Baymont by Wyndham Jacksonville. 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 reservations are fully refundable as long as you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If you have a reservation that's non-refundable, you might be able to still cancel and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Winchester.

Where can I learn more about changing or cancelling my trip to Winchester?

For additional details about updating your trip to Winchester or cancelling it, go to https://www.expedia.com/service/.

What are some hotels with pools in Winchester?

Best Western Jacksonville Inn: Features free full breakfast, a pool, and free parking. Holiday Inn Express Hotel & Suites Jacksonville, an IHG Hotel and Hampton Inn Jacksonville are two additional hotels with an onsite pool. View all hotels with pools in Winchester.

What is the best accommodation for staying close to Abraham Lincoln Capital Airport (SPI)?

Howard Johnson Hotel & Suites by Wyndham Springfield is a popular hotel, featuring free breakfast and free WiFi. It's located a short 1.5 mi (2.4 km) from Abraham Lincoln Capital Airport. Other choices near the airport include Wyndham Springfield City Centre and State House Inn – a Red Collection Hotel.

What's it like to stay in Winchester?

Those traveling to Winchester are sure to enjoy the sights to see and things to do. There are 35 hotels and other accommodations 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 Prairie Land Heritage Museam in the area. Check out what more to see and do in Expedia's Winchester guide.

What's the seasonal weather like in Winchester?

The hottest months are usually July and August with an average temp of 73°F, while the coldest months are January and February with an average of 35°F. Average annual precipitation for Winchester is 49 inches.