Winchester hotels from HK$512

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Winchester hotels

Super 8 by Wyndham Jacksonville

Super 8 by Wyndham Jacksonville
2.0 star property
Jacksonville
8.2 out of 10, Very good, (637 reviews)
"Rooms where clean wifi was easy to connect to"
United States
Arron
The price is HK$453
HK$516 total
includes taxes & fees
7 Jun - 8 Jun
Super 8 by Wyndham Jacksonville

Jacksonville Inn & Suites

Jacksonville Inn & Suites
2.0 star property
Jacksonville
7.6 out of 10, Good, (16 reviews)
"Room was great other than the mini fridge did not work. "
United States
Derek
The price is HK$514
HK$570 total
includes taxes & fees
25 May - 26 May
Jacksonville Inn & Suites

Sleep Inn & Suites South Jacksonville

Sleep Inn & Suites South Jacksonville
3.0 star property
Jacksonville
9.4 out of 10, Exceptional, (678 reviews)
"Good breakfast and friendly staff"
United States
Judy
The price is HK$692
HK$768 total
includes taxes & fees
7 Jun - 8 Jun
Sleep Inn & Suites South Jacksonville

Best Western Jacksonville Inn

Best Western Jacksonville Inn
2.5 star property
Jacksonville
8.4 out of 10, Very good, (791 reviews)
"The pool area is cozy and clean! Employees are nice, breakfast is good 🙂 love the room w pool view"
United States
Alaric
The price is HK$587
HK$670 total
includes taxes & fees
27 May - 28 May
Best Western Jacksonville Inn

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, (464 reviews)
"Clean room and great breakfast."
United States
Maureen
The price is HK$776
HK$861 total
includes taxes & fees
14 Jun - 15 Jun
Holiday Inn Express Hotel & Suites Jacksonville by IHG

Hampton Inn Jacksonville

Hampton Inn Jacksonville
2.5 star property
Jacksonville
8.8 out of 10, Excellent, (522 reviews)
"Clean it’s ok for a nights stay"
United States
Mike
The price is HK$776
HK$884 total
includes taxes & fees
7 Jun - 8 Jun
Hampton Inn Jacksonville

William Watson Hotel

William Watson Hotel
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (358 reviews)
"Great location, restaurant downstairs, friendly staff, microwaves and refrigerator in room, historic significance "
United States
Druann
The price is HK$666
HK$732 total
includes taxes & fees
24 May - 25 May
William Watson Hotel

Knights Inn Jacksonville East Morton Ave

Knights Inn Jacksonville East Morton Ave
2.0 star property
Jacksonville
6.8 out of 10, (168 reviews)
"The room was very clean and comfortable we only stayed one night. I would stay here again."
United States
Shannon
The price is HK$509
HK$580 total
includes taxes & fees
25 May - 26 May
Knights Inn Jacksonville East Morton Ave

Green Acres Hotel

Green Acres Hotel
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (145 reviews)
"Good place to stay!"
United States
Riley
The price is HK$910
HK$1,001 total
includes taxes & fees
24 May - 25 May
Green Acres Hotel

Quality Inn Jacksonville near I-72

Quality Inn Jacksonville near I-72
2.5 star property
Jacksonville
7.8 out of 10, Good, (468 reviews)
"Overall good place to stay"
United States
Mark
The price is HK$500
HK$554 total
includes taxes & fees
22 Jun - 23 Jun
Quality Inn Jacksonville near I-72

Rodeway Inn Pittsfield

Rodeway Inn Pittsfield
2.0 star property
Pittsfield
6.8 out of 10, (133 reviews)
"Staff is great and id stay again "
United States
Thor
The price is HK$465
HK$512 total
includes taxes & fees
31 May - 1 Jun
Rodeway Inn Pittsfield

Monroe Street Suites

Monroe Street Suites
2.5 star property
Pittsfield
9.6 out of 10, Exceptional, (63 reviews)
"A unique luxurious find for rest and respite on a long trip home. Would stay here again, without any hesitation!"
United States
Donna
The price is HK$766
HK$842 total
includes taxes & fees
24 May - 25 May
Monroe Street Suites
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Winchester Hotel Reviews

More cheap stays in Winchester

Hotels in Winchester with star-rating

Frequently asked questions

Where is the best place for a stay in Winchester?
Located 12.3 mi (19.8 km) from the heart of Winchester, Best Western Jacksonville Inn is a top choice for your stay, based on our traveller data. Two other options for your stay in the area are Sleep Inn & Suites South Jacksonville and Super 8 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.
How is it to stay in Winchester?
Those travelling to Winchester will definitely enjoy the sights to see and things to do. There are 65 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 Governor Duncan Mansion. You'll also find Lake Jacksonville 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.

Explore a world of travel with Expedia