𝗧𝗢𝗣 𝟭𝟬 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Winchester (2025)

Top 10 Winchester hotels and places to stay

Relax in this inviting living area with a comfortable sofa, ottoman, and flat-screen TV.

"Very nice staff, room was very clean, and the staff was very accommodating! I would stay here again"

₹5,527 total

includes taxes & fees

31 Jul - 1 Aug

Stylish townhouses with entrances and beautifully manicured lawns.

"Very clean rooms I had outside room very easy to carry luggage in staff really friendly "

₹6,384 total

includes taxes & fees

13 Aug - 14 Aug

Snacks and baked goods are displayed in a welcoming corridor with a glass case and festive decorations.

"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"

₹5,899 total

includes taxes & fees

10 Aug - 11 Aug

Relax by the pool surrounded by lounge chairs and umbrellas, with a view of the outdoors through large windows.

"Very nice room. Was able to park right outside our room. Very close to lots of food options."

₹7,382 total

includes taxes & fees

28 Jul - 29 Jul

Welcome to our hotel lobby, featuring a reception desk, comfortable seating area, and a cozy fireplace.

"Wonderful stay - was staying with a number of family members and it all worked out"

₹11,304 total

includes taxes & fees

29 Jul - 30 Jul

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.

"The stairs going up to the next floor smelled like marijuana. The place overall inside looks run down."

₹6,900 total

includes taxes & fees

30 Jul - 31 Jul

Stunning building with a glass entrance, surrounded by lush greenery and a welcoming bench.

"Nice stay for the night "

₹8,047 total

includes taxes & fees

31 Jul - 1 Aug

Stunning atrium with a classic architectural style, supported by large columns and featuring a central open area with a bench.

"Great stay check in was slow due to short staff"

₹6,138 total

includes taxes & fees

24 Aug - 25 Aug

Relax in our inviting lobby, featuring comfortable seating areas and a large window with a view.

"Will go back again"

₹8,284 total

includes taxes & fees

10 Aug - 11 Aug

Comfort Room | Premium bedding, desk, iron/ironing board, free cots/infant beds

"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."

₹15,338 total

includes taxes & fees

31 Jul - 1 Aug

Relax in a spacious room with a large bed, two bedside tables, and modern lighting.

"Very friendly. Just remodeled. Very nice "

₹5,704 total

includes taxes & fees

3 Aug - 4 Aug

Cozy space with a rustic brick wall, fireplace, and leather armchair.

"Very quaint. "

₹7,348 total

includes taxes & fees

10 Aug - 11 Aug

Stately brick building with a central entrance and decorative pediment, flanked by two columns.

"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!"

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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

10/10 Excellent

"Very nice room. Was able to park right outside our room. Very close to lots of food options."

Villa DeWolf

10/10 Excellent

"The owner communicated early and often to make sure we were good upon arrival. The house is beautiful and well appointed. The rooms are upstairs but the butler Kimo will bring up your luggage. The room was spacious and bathroom had everything needed - even 2 robes!! Breakfast was amazing - home cooked and very filling. I'm a vegetarian and he accommodated me easily. Would stay there again. "

More cheap stays in Winchester

Baymont by Wyndham Jacksonville

1914 Southbrooke Road, Jacksonville, IL

₹5,140

₹5,704 total

3 Aug - 4 Aug

includes taxes & fees

7/10 Good! (813 reviews)

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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.

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 Old Orchard Country Club and Prairie Land Heritage Museam 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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Winchester Hotels from ₹4,849

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Top 10 Winchester hotels and places to stay

Super 8 by Wyndham Jacksonville

Super 8 by Wyndham Jacksonville

Knights Inn Jacksonville East Morton Ave

Knights Inn Jacksonville East Morton Ave

Rodeway Inn