Winchester Hotels from S$90

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Tonight
2 Jul - 3 Jul
Tomorrow
3 Jul - 4 Jul
This weekend
4 Jul - 6 Jul
Next weekend
11 Jul - 13 Jul

Filter by

Guest rating
Guest rating
Property class

Top 10 trending Winchester hotels

Terrace Green Bed & Breakfast
Premium bedding, blackout curtains, iron/ironing board, cots/infant beds

Terrace Green Bed & Breakfast

3.0 star property
9.6 out of 10, Exceptional, (103)
"Well done property - clean and pleasant place"
The price is S$121
includes taxes & fees
3 Jul - 4 Jul
Terrace Green Bed & Breakfast
Microtel by Wyndham Casselman
Front of property

Microtel by Wyndham Casselman

3.0 star property
9.0 out of 10, Wonderful, (890)
"Great Hotel "
The price is S$169
includes taxes & fees
3 Jul - 4 Jul
Microtel by Wyndham Casselman
McIntosh Country Inn & Conference Centre in Canada
Daily cooked-to-order breakfast (CAD 11.99 per person)

McIntosh Country Inn & Conference Centre in Canada

3.5 star property
8.2 out of 10, Very good, (373)
"Quaint, clean, comfortable place to stay. Loved the patio and tavern. "
McIntosh Country Inn & Conference Centre in Canada
SureStay Hotel by Best Western Kemptville
Property amenity

SureStay Hotel by Best Western Kemptville

2.5 star property
8.0 out of 10, Very good, (465)
"Nice place I like it and recamend my friends"
The price is S$150
includes taxes & fees
6 Jul - 7 Jul
SureStay Hotel by Best Western Kemptville
Kemptville Suites
Living area

Kemptville Suites

4.0 star property
9.6 out of 10, Exceptional, (251)
"Beautiful renovation of historic building"
The price is S$273
includes taxes & fees
7 Jul - 8 Jul
Kemptville Suites
Cedar Drive Inn
Laptop workspace, free WiFi, bed sheets

Cedar Drive Inn

3.0 star property
9.0 out of 10, Wonderful, (86)
"Entire property is clean and tidy, feels safe and cozy. Easy check in with the owner, who was very nice and explain everything I needed to know clearly and concisely."
The price is S$144
includes taxes & fees
3 Jul - 4 Jul
Cedar Drive Inn
Doran Bay Resort
Seasonal outdoor pool

Doran Bay Resort

2.5 star property
7.6 out of 10, Good, (20)
"We were happy with the cottage - pretty much what we expected. "
The price is S$247
includes taxes & fees
4 Jul - 5 Jul
Doran Bay Resort
659 Parkview Ter
Fridge, microwave, high chair

659 Parkview Ter

2.0 star property
9.2 out of 10, Wonderful, (45)
"Very nice and clean accommodation."
The price is S$90
includes taxes & fees
3 Jul - 4 Jul
659 Parkview Ter
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
Sign in
Sign up, it's free

Learn more about Winchester

Head to Township of Russell and Osgoode Village Community Centre—just two of the sights around Winchester.

See all hotels in Winchester

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 SureStay Hotel by Best Western Kemptville. 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 are some accommodation options with pools in Winchester?

McIntosh Country Inn & Conference Centre in Canada: Features 2 restaurants, a seasonal outdoor pool and a sauna.

What is the best spa hotel in Winchester?

Terrace Green Bed & Breakfast is a top spa hotel with 5 rooms, free WiFi and barbecues. Enjoy a facial, reflexology or massage at the on-site spa.

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 Township of Russell, Osgoode Village Community Centre and Upper Canada Playhouse. You'll also find Rideau River Provincial Park and Rideau Glen Golf Club 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.