Winchester hotels from HK$453

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Go beyond your typical stay in Winchester

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Check prices for these dates

Tonight
7 Nov - 8 Nov
Tomorrow
8 Nov - 9 Nov
Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov

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Our top choices for Winchester hotels

A building entrance with a stone facade, a glass door, and two potted plants with flowers.

1. Sleep Inn & Suites South Jacksonville

Sleep Inn & Suites South Jacksonville
3.0 star property
Jacksonville
9.4 out of 10, Exceptional, (768 reviews)
"Breakfast was great, staff was friendly and quick. Breakfast was nice too"
United States
elise
The price is HK$659
HK$731 total
includes taxes & fees
22 Nov - 23 Nov
Sleep Inn & Suites South Jacksonville
An indoor swimming pool with a wooden ceiling, brick walls, and a view of the outside.

2. Best Western Jacksonville Inn

Best Western Jacksonville Inn
2.5 star property
Jacksonville
8.4 out of 10, Very good, (871 reviews)
"Staff was very attentive"
United States
Craig
The price is HK$588
HK$670 total
includes taxes & fees
7 Dec - 8 Dec
Best Western Jacksonville Inn
A hotel lobby with seating areas, a television, and a reception desk.

3. Hampton Inn Jacksonville

Hampton Inn Jacksonville
2.5 star property
Jacksonville
8.8 out of 10, Excellent, (541 reviews)
"The hotel is newly renovated and very clean!! Beds are super comfortable and the breakfast was excellent. They were still working on the fitness room while we were there, so we weren’t able to use that. But overall it was an excellent stay."
United States
Dawn
The price is HK$673
HK$767 total
includes taxes & fees
22 Nov - 23 Nov
Hampton Inn Jacksonville
A covered outdoor area with columns, a bench, and a building entrance.

4. Holiday Inn Express Hotel & Suites Jacksonville by IHG

Holiday Inn Express Hotel & Suites Jacksonville by IHG
2.5 star property
Jacksonville
7.8 out of 10, Good, (506 reviews)
"Hotel was very clean and well managed. Breakfast buffet was very good and staff helpful. Room was good and bed was very comfortable. Would definetly stay here again as pricing was very reasonable for the king suite."
United States
Thomas
The price is HK$612
HK$679 total
includes taxes & fees
22 Nov - 23 Nov
Holiday Inn Express Hotel & Suites Jacksonville by IHG
A hotel room with two beds, a nightstand with a lamp, a phone, and a digital clock.

5. Super 8 by Wyndham Jacksonville

Super 8 by Wyndham Jacksonville
2.0 star property
Jacksonville
8.2 out of 10, Very good, (674 reviews)
"Nice place for overpnight stay."
United States
Pawel
The price is HK$453
HK$516 total
includes taxes & fees
22 Nov - 23 Nov
Super 8 by Wyndham Jacksonville
A hotel lobby with a reception desk, seating area, and large windows.

6. Quality Inn Jacksonville near I-72

Quality Inn Jacksonville near I-72
2.5 star property
Jacksonville
7.8 out of 10, Good, (523 reviews)
"Good location for our needs."
United States
Michael
The price is HK$494
HK$548 total
includes taxes & fees
14 Nov - 15 Nov
Quality Inn Jacksonville near I-72
A hotel room with two beds, a wooden headboard, a bedside table with a phone, and a wall-mounted light fixture.

7. Jacksonville Inn & Suites

Jacksonville Inn & Suites
2.0 star property
Jacksonville
8.2 out of 10, Very good, (75 reviews)
"The staff were very peasant, service great and room amazing. Definitely would stay there again."
United States
Hilda
The price is HK$699
HK$775 total
includes taxes & fees
10 Nov - 11 Nov
Jacksonville Inn & Suites
A cozy hotel lobby with a central bar area, a round table with chairs, a patterned rug, and a chandelier.

8. William Watson Hotel

William Watson Hotel
3.0 star property
Pittsfield
9.4 out of 10, Exceptional, (383 reviews)
"Great place"
United States
Caroline
The price is HK$666
HK$733 total
includes taxes & fees
8 Nov - 9 Nov
William Watson Hotel
A living room with a sofa, two wooden tables, a coffee table, a fireplace, and a large window with a view.

9. Knights Inn Jacksonville East Morton Ave

Knights Inn Jacksonville East Morton Ave
2.0 star property
Jacksonville
6.8 out of 10, (173 reviews)
"Very clean , washer and dryer available ! "
United States
Stacy
The price is HK$588
HK$670 total
includes taxes & fees
8 Nov - 9 Nov
Knights Inn Jacksonville East Morton Ave
A hotel lobby with a wooden staircase, a ceiling fan, and a dining area in the background.

10. Green Acres Hotel

Green Acres Hotel
2.5 star property
Pittsfield
8.8 out of 10, Excellent, (153 reviews)
"Enjoyed our stay at Green Acres! When we return we will definitely stay there again"
United States
Kimberly
The price is HK$924
HK$1,016 total
includes taxes & fees
8 Dec - 9 Dec
Green Acres Hotel
A modern building with a white exterior, wooden deck, and a pergola with a railing.

11. Monroe Street Suites

Monroe Street Suites
2.5 star property
Pittsfield
9.8 out of 10, Exceptional, (72 reviews)
"Best place Ive stayed period. 100 percent recommend"
United States
Isidro
The price is HK$866
HK$953 total
includes taxes & fees
10 Nov - 11 Nov
Monroe Street Suites
A hotel room with two beds, a bedside table with a lamp, a window with curtains, and a mirror on the wall.

12. Rodeway Inn Pittsfield

Rodeway Inn Pittsfield
2.0 star property
Pittsfield
6.8 out of 10, (145 reviews)
"We stay everytime we are in town"
United States
Stephanie
The price is HK$540
HK$594 total
includes taxes & fees
8 Dec - 9 Dec
Rodeway Inn Pittsfield
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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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.

How is it to stay in Winchester?

Those travelling to Winchester will definitely enjoy the sights to see and things to do. There are 64 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, Future Champions Sport Complex and Lake Jacksonville. 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.

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 South Jacksonville 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 Jacksonville Inn & Suites. See all available top hotels, or vacation rentals in Winchester.