Winchester Hotels from S$85

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Check Winchester hotel prices

Tonight
25 Nov - 26 Nov
Tomorrow night
26 Nov - 27 Nov
This weekend
29 Nov - 1 Dec
Next weekend
6 Dec - 8 Dec

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Top 10 trending Winchester hotels

Quiet Lewiston Vacation Rental w/ Scenic Views!
Microwave, oven, stovetop, dishwasher

Quiet Lewiston Vacation Rental w/ Scenic Views!

3.0 star property
Quiet Lewiston Vacation Rental w/ Scenic Views!
Quiet Couple's Retreat: Studio by Winchester Lake!
Exterior

Quiet Couple's Retreat: Studio by Winchester Lake!

3.0 star property
10.0 out of 10, Exceptional, (1)
Quiet Couple's Retreat: Studio by Winchester Lake!
Spacious Lenore Retreat w/ 3 Decks + Views!
Property grounds

Spacious Lenore Retreat w/ 3 Decks + Views!

3.0 star property
Spacious Lenore Retreat w/ 3 Decks + Views!
Cozy Winchester Lake Cabin: Hunting/fishing Haven!
Exterior detail

Cozy Winchester Lake Cabin: Hunting/fishing Haven!

3.0 star property
Cozy Winchester Lake Cabin: Hunting/fishing Haven!
Rustic Western Home: Walk to Winchester Lake!
Outdoor dining

Rustic Western Home: Walk to Winchester Lake!

3.0 star property
10.0 out of 10, Exceptional, (1)
Rustic Western Home: Walk to Winchester Lake!
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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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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Frequently asked questions

Where is the best place for a stay in Winchester?

Based on Expedia's traveller preferences, Quiet Couple's Retreat: Studio by Winchester Lake! is a top place to stay in Winchester. Rustic Western Home: Walk to Winchester Lake! is another good option for your visit. 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, you'll find most hotel reservations are refundable if you cancel before the accommodation's cancellation deadline, which often is within 24-48 hours of the scheduled arrival. If your reservation is non-refundable, you may still be able to cancel and receive a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Winchester.

What is staying in Winchester like?

Travellers to Winchester will find plenty to explore and enjoy. In Winchester, there are 7 hotels and other accommodation options to choose from. Find out more about Winchester.

What should I do while I'm visiting Winchester?

A favourite place to visit is Winchester Lake State Park. Additionally, you'll find Idaho River Adventures 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 August and July, with an average temperature of 16°C, while the coldest months are December and January, with an average of -2°C. The snowiest months in Winchester are February, January, April and October, with each month seeing an average of 14 cm of snowfall.