Winchester Hotels from S$80

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Check prices for these dates

Tonight
7 Jul - 8 Jul
Tomorrow
8 Jul - 9 Jul
This weekend
11 Jul - 13 Jul
Next weekend
18 Jul - 20 Jul

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Top 10 trending Winchester hotels

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 S$226
includes taxes & fees
8 Jul - 9 Jul
Monroe Street Suites
Villa DeWolf
Front of property

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
Breakfast meal

William Watson Hotel

3.0 star property
9.0 out of 10, Wonderful, (323)
"Very quaint. "
The price is S$110
includes taxes & fees
10 Jul - 11 Jul
William Watson Hotel
Best Western Jacksonville Inn
Indoor pool

Best Western Jacksonville Inn

2.5 star property
8.4 out of 10, Very good, (671)
"Thank you for a lovely quiet stay. "
The price is S$109
includes taxes & fees
8 Jul - 9 Jul
Best Western Jacksonville Inn
Green Acres Hotel
Lobby sitting area

Green Acres Hotel

2.5 star property
8.6 out of 10, Excellent, (128)
"Great stay"
The price is S$167
includes taxes & fees
8 Jul - 9 Jul
Green Acres Hotel
Sleep Inn & Suites
Exterior

Sleep Inn & Suites

2.5 star property
9.4 out of 10, Exceptional, (534)
"Nice stay for the night "
The price is S$126
includes taxes & fees
13 Jul - 14 Jul
Sleep Inn & Suites
Super 8 by Wyndham Jacksonville
Lobby

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 S$80
includes taxes & fees
13 Jul - 14 Jul
Super 8 by Wyndham Jacksonville
Hampton Inn Jacksonville
Restaurant

Hampton Inn Jacksonville

2.5 star property
8.8 out of 10, Excellent, (454)
"Will go back again"
The price is S$122
includes taxes & fees
20 Jul - 21 Jul
Hampton Inn Jacksonville
Holiday Inn Express Hotel & Suites Jacksonville by IHG
Exterior

Holiday Inn Express Hotel & Suites Jacksonville by IHG

2.5 star property
7.8 out of 10, Good, (402)
"Clean and comfortable"
The price is S$98
includes taxes & fees
13 Jul - 14 Jul
Holiday Inn Express Hotel & Suites Jacksonville by IHG
Quality Inn Jacksonville near I-72
Lobby

Quality Inn Jacksonville near I-72

2.5 star property
7.8 out of 10, Good, (374)
"It was great"
The price is S$108
includes taxes & fees
5 Aug - 6 Aug
Quality Inn Jacksonville near I-72
Baymont by Wyndham Jacksonville
1 bedroom, desk, iron/ironing board, cots/infant beds

Baymont by Wyndham Jacksonville

2.5 star property
7.0 out of 10, Good, (808)
"Newly renovated. Attentive friendly staff."
The price is S$84
includes taxes & fees
13 Jul - 14 Jul
Baymont by Wyndham Jacksonville
Knights Inn Jacksonville East Morton Ave
Exterior

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 S$88
includes taxes & fees
8 Jul - 9 Jul
Knights Inn Jacksonville East Morton Ave
Rodeway Inn
1 bedroom, blackout curtains, iron/ironing board, free WiFi

Rodeway Inn

2.0 star property
6.8 out of 10, (118)
"there before end of check in time and there was a phone number to call to check in. kept sending the call to voicemail and then had to drive 30min to a different hotel "
The price is S$87
includes taxes & fees
13 Jul - 14 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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Check out family-friendly hotels in Winchester

Quality Inn Jacksonville near I-72
Lobby

Quality Inn Jacksonville near I-72

2.5 star property
7.8 out of 10, Good, (374)
The price is S$108
includes taxes & fees
5 Aug - 6 Aug
Quality Inn Jacksonville near I-72
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.

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

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 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 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.