Winchester Hotels from S$114

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Top 10 trending Winchester hotels

Terrace Green Bed & Breakfast

3.0 star property
9.6 out of 10, Exceptional, (108)
"Friendly and helpful owner"
The price is S$120
includes taxes & fees
31 Aug - 1 Sept
Terrace Green Bed & Breakfast

Microtel by Wyndham Casselman

3.0 star property
8.8 out of 10, Excellent, (963)
"Clean hotel."
The price is S$137
includes taxes & fees
14 Sept - 15 Sept
Microtel by Wyndham Casselman

McIntosh Country Inn & Conference Centre in Canada

3.5 star property
8.2 out of 10, Very good, (418)
"Had a great stay on our trip home for a rest."
McIntosh Country Inn & Conference Centre in Canada

Cedar Drive Inn

3.0 star property
9.2 out of 10, Wonderful, (90)
"Only thing we felt would be nice is a personal bar fridge in the rooms. "
The price is S$143
includes taxes & fees
25 Aug - 26 Aug
Cedar Drive Inn

SureStay Hotel by Best Western Kemptville

2.5 star property
8.2 out of 10, Very good, (493)
"nice place"
The price is S$149
includes taxes & fees
31 Aug - 1 Sept
SureStay Hotel by Best Western Kemptville

Kemptville Suites

4.0 star property
9.6 out of 10, Exceptional, (258)
"The property was small but very spacious and very nice clean room, the room was beautiful and the place was quiet and comfortable. Will definitely stay here again."
The price is S$244
includes taxes & fees
4 Sept - 5 Sept
Kemptville Suites

KC's Country Inn

2.5 star property
7.6 out of 10, Good, (318)
"Staff were amazing and the breakfast was the absolute best !!! "
The price is S$114
includes taxes & fees
25 Aug - 26 Aug
KC's Country Inn

Doran Bay Resort

2.5 star property
7.8 out of 10, Good, (21)
"Clean and comfortable, with all your necessities, great host, friendly and full of information."
The price is S$178
includes taxes & fees
27 Aug - 28 Aug
Doran Bay Resort

Hard Rock Hotel & Casino Ottawa

4.5 star property
8.8 out of 10, Excellent, (46)
"It was a great stay"
The price is S$181
includes taxes & fees
8 Sept - 9 Sept
Hard Rock Hotel & Casino Ottawa
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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Learn more about Winchester

Head to Place D'Embrun and Osgoode Village Community Centre—just two of the sights around Winchester.

Top Winchester Hotel Reviews

Frequently asked questions

What's the best place for a stay in Winchester?

Based on our traveller data, Terrace Green Bed & Breakfast is one of the top choices for your stay. This B&B offers free breakfast and free parking. Two other choices for your visit to the area are Microtel by Wyndham Casselman and McIntosh Country Inn & Conference Centre in Canada. 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 refundable if you cancel before the hotel’s cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If your reservation is non-refundable, you might be able to cancel it and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Winchester.

What is staying in Winchester like?

Visitors will definitely enjoy all that Winchester has to offer. In Winchester, there are 2 hotels and other accommodation options to choose from. Find out more about Winchester.

What is there to see in Winchester?

Places to visit in the wider area include Place D'Embrun, Osgoode Village Community Centre and Dupont Provincial Park. You'll also find Ferguson Forest and Upper Canada Playhouse in the area. Take a look at what more there is to see and do in Expedia's Winchester guide.

What's the seasonal weather in Winchester?

The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -6°C. The snowiest months in Winchester are January, February, December and November, with each month seeing an average of 45 cm of snowfall.