Winchester hotels from HK$454

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16 Jul - 17 Jul
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17 Jul - 18 Jul
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18 Jul - 20 Jul
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25 Jul - 27 Jul

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Top 10 trending Winchester hotels

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
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, (323)
"Very quaint. "
The price is HK$614
HK$676 total
includes taxes & fees
25 Jul - 26 Jul
William Watson Hotel
Monroe Street Suites
Premium bedding, desk, iron/ironing board, free cots/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 HK$1,267
HK$1,394 total
includes taxes & fees
17 Jul - 18 Jul
Monroe Street Suites
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, (673)
"Thank you for a lovely quiet stay. "
The price is HK$589
HK$671 total
includes taxes & fees
21 Jul - 22 Jul
Best Western Jacksonville Inn
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, (538)
"Nice stay for the night "
The price is HK$699
HK$775 total
includes taxes & fees
10 Aug - 11 Aug
Sleep Inn & Suites
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)
"Enjoyed my stay, very helpful. "
The price is HK$934
HK$1,027 total
includes taxes & fees
17 Jul - 18 Jul
Green Acres Hotel
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, (587)
"Very nice staff, room was very clean, and the staff was very accommodating! I would stay here again"
The price is HK$454
HK$517 total
includes taxes & fees
27 Jul - 28 Jul
Super 8 by Wyndham Jacksonville
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, (458)
"Will go back again"
The price is HK$661
HK$753 total
includes taxes & fees
25 Jul - 26 Jul
Hampton Inn Jacksonville
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, (377)
"Good breakfast...clean room!"
The price is HK$565
HK$627 total
includes taxes & fees
22 Jul - 23 Jul
Quality Inn Jacksonville near I-72
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 HK$528
HK$585 total
includes taxes & fees
20 Jul - 21 Jul
Holiday Inn Express Hotel & Suites Jacksonville by IHG
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, (808)
"Newly renovated. Attentive friendly staff."
The price is HK$467
HK$518 total
includes taxes & fees
10 Aug - 11 Aug
Baymont 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 HK$509
HK$580 total
includes taxes & fees
13 Aug - 14 Aug
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 HK$487
HK$536 total
includes taxes & fees
20 Jul - 21 Jul
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

Top Winchester Hotel Reviews

Sleep Inn & Suites

Sleep Inn & Suites

10/10 Excellent
" Very clean and friendly staff. Will stay here again "
Bradley 4-night trip
Posted 7 days ago
Sleep Inn & Suites

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 Baymont by Wyndham Jacksonville. See all available top hotels, or vacation rentals in Winchester.

What are some of the best holiday rentals that Winchester has to offer?

COUNTRY HOME WITH LLAMAS JUST OUTSIDE THE WINDOWS!: This holiday home rental outside of Winchester offers a fireplace, a patio and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games. 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.

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 35 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 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.