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Find properties with these dates

Tonight
May 12 - May 13
Tomorrow
May 13 - May 14
Next weekend
May 17 - May 19

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Top hotels and accommodation in Winchester

Indoor pool
Best Western Jacksonville Inn
2.5 star property
8.4 out of 10, Very good, (538)
"Our stay was okay. Breakfast was awful. We were there for one night for a baseball tournament. The pool was so crowded we didn't get a chance to use it. The room itself was comfortable but small. "
The price is NZ$133
includes taxes & fees
13 May - 14 May
Best Western Jacksonville Inn
Exterior
Holiday Inn Express Hotel & Suites Jacksonville, an IHG Hotel
2.5 star property
7.8 out of 10, Good, (336)
"We had a major issue with my mother's room and the manager took action and took care of it. We appreciate it!"
The price is NZ$157
includes taxes & fees
19 May - 20 May
Holiday Inn Express Hotel & Suites Jacksonville, an IHG Hotel
Desk, iron/ironing board, cots/infant beds, rollaway beds
Baymont by Wyndham Jacksonville
2.5 star property
7.2 out of 10, Good, (710)
"Good value"
The price is NZ$111
includes taxes & fees
19 May - 20 May
Baymont by Wyndham Jacksonville
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Exterior
Sleep Inn & Suites
2.5 star property
9.4 out of 10, Exceptional, (380)
"Clean and organized "
The price is NZ$164
includes taxes & fees
19 May - 20 May
Sleep Inn & Suites
Lobby
Super 8 by Wyndham Jacksonville
2.0 star property
8.2 out of 10, Very good, (525)
"Room itself was okay"
The price is NZ$105
includes taxes & fees
4 Jun - 5 Jun
Super 8 by Wyndham Jacksonville
Lobby
Quality Inn Jacksonville near I-72
2.5 star property
7.8 out of 10, Good, (286)
"Good location and price"
The price is NZ$141
includes taxes & fees
26 May - 27 May
Quality Inn Jacksonville near I-72
Restaurant
Hampton Inn Jacksonville
2.5 star property
8.8 out of 10, Excellent, (371)
"The hotel was clean and comfortable. Pool was functional, breakfast was decent. May have been a bit understaffed because we had to wait quite a while at the front desk. They were pleasant and professional. Overall a good experience. "
The price is NZ$159
includes taxes & fees
19 May - 20 May
Hampton Inn Jacksonville
Exterior
Knights Inn Jacksonville East Morton Ave
2.0 star property
6.8 out of 10, (156)
"Very clean rooms I had outside room very easy to carry luggage in staff really friendly "
The price is NZ$123
includes taxes & fees
13 May - 14 May
Knights Inn Jacksonville East Morton Ave
Front of property
Villa DeWolf
4.0 star property
10.0 out of 10, Exceptional, (4)
"Gorgeous house and amazing hospitality!"
The price is NZ$492
includes taxes & fees
13 May - 14 May
Villa DeWolf
Porch
Blessings on State Bed & Breakfast
4.0 star property
9.4 out of 10, Exceptional, (53)
"This B&B is delightful and located in the heart of the historic area of Jacksonville. The food was superb as was the ambiance! Definitely recommend!"
The price is NZ$453
includes taxes & fees
19 May - 20 May
Blessings on State Bed & Breakfast
Fridge, microwave, oven, stovetop
Peace on the Prairie: Native prairie setting - Pets allowed. No cleaning fees
10.0 out of 10, Exceptional, (19)
"Great spot for our weekend away!"
The price is NZ$192
includes taxes & fees
13 May - 14 May
Peace on the Prairie: Native prairie setting - Pets allowed. No cleaning fees
Property grounds
Peace on the Prairie Too - Tiny House, Pets Allowed, No cleaning fee.
9.8 out of 10, Exceptional, (42)
"We heard 36 different birds in 10 minutes during breakfast. The hosts’ respect of nature and all people oozes from all the little extras. The humans, dogs, and birds echo that sentiment."
The price is NZ$197
includes taxes & fees
13 May - 14 May
Peace on the Prairie Too - Tiny House, Pets Allowed, No cleaning fee.
Exterior
Home with great location
10.0 out of 10, Exceptional, (8)
"The house was just what we needed. A quiet location for the babeis to sleep while the rest of the family prepared for and celebrated a wedding. Thanks for cute decorations and cleanliness to help us all feel comfortable. Location to The Square was also very convenient for celebrating."
Home with great location
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See all available properties in Winchester
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.

Frequently asked questions

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 Old Orchard Country Club and Woodlawn Farm 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.