Winchester Holidays

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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.

Winchester Holiday

Winchester Essential Information

Language
English
Currency
Canadian dollars
Closest Airport
Macdonald-Cartier Intl. Airport (YOW)
Population
2,400
Max Temp Winter
-3.89ºC
Max Temp Summer
24ºC

Our pick of the best Winchester Hotel Deals

Terrace Green Bed & Breakfast
Terrace Green Bed & Breakfast
3 out of 5
11952 County Road 43, North Dundas, ON
Fully refundableReserve now, pay when you stay
The price is AU$143 per night from 6 Dec to 7 Dec
AU$143
includes taxes & fees
6 Dec - 7 Dec
9.6/10 Exceptional! (99 reviews)
"Annette has a beautiful property. We always feel extremely welcomed. Rooms are cozy and quiet."

Reviewed on 10 Sep. 2024

Terrace Green Bed & Breakfast
Microtel by Wyndham Casselman
Microtel by Wyndham Casselman
3 out of 5
17 Rue Industriel, Casselman, ON
Fully refundableReserve now, pay when you stay
The price is AU$181 per night from 1 Dec to 2 Dec
AU$181
includes taxes & fees
1 Dec - 2 Dec
8.8/10 Excellent! (774 reviews)
Small room.
"Room was small with no fridge, which they probably mentioned, but it was an inconvenience. Very clean and in great condition otherwise."

Reviewed on 14 Nov. 2024

Microtel by Wyndham Casselman
SureStay Hotel by Best Western Kemptville
SureStay Hotel by Best Western Kemptville
2.5 out of 5
4022 County Road 43, North Grenville, ON
Fully refundableReserve now, pay when you stay
The price is AU$167 per night from 26 Nov to 27 Nov
AU$167
includes taxes & fees
26 Nov - 27 Nov
8/10 Very Good! (400 reviews)
"Nice room although small and the beds were hard. The staff and service were excellent. It was very quiet. Would definitely stay here again."

Reviewed on 17 Nov. 2024

SureStay Hotel by Best Western Kemptville
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.

Frequently asked questions

How much does a Winchester holiday package cost?
Go from looking to booking with our Winchester holiday packages, which start from only . Handpick the hotels and flights that suit your travel plans. Then, add on a couple of sightseeing activities for an incredible adventure.
How do I get a cheap travel package to Winchester?
You’ll save big if you bundle your hotels, car rentals and flights into a Winchester holiday package. Sometimes cheap packages mean fewer choices. But that’s not the case with Expedia. We offer more than 550 air carriers and 1 000 000 properties globally, so you’ll always have plenty of variety to choose from. Eager to save even more? Add some fun activities to your package deal to unlock even bigger discounts! After all, travel is about more than simply getting to your destination.
What are the top hotels in Winchester?
Terrace Green Bed And Breakfast is one of Winchester’s top properties. Lock in a room here and you’ll slumber peacefully knowing you’re in capable hands.
How far in advance should I book my Winchester holiday?
It’s hard to pick the ideal time for airfares, but we usually say the earlier, the better. Plenty of international flights on Expedia become available up to a year in advance. If you’re booking last minute, don’t worry. Budget prices appear from time to time just weeks before departure dates.
What does an Expedia Winchester travel package include?
It all comes down to what sort of getaway you want to have. Winchester holiday deals can include car rentals, flights and hotels. You can mix and match to create the travel package that suits you. You can also add on activities and experiences after you’ve booked to pick up even bigger discounts.
What should I know before booking a Winchester travel package?
We already have low prices. However, you’ll grab even better deals when you book your flights, hotels and car rentals together. With an Expedia travel package, you’ll always get transparent pricing and lots of choice.
Can I choose my airline with a Winchester Expedia holiday package?
Yes, so take your pick! Expedia has access to more than 550 partner airlines all over the world, so you can design your Winchester holiday according to your budget and style.
If I'm not able to travel, can I cancel my Winchester holiday package?
Plans can change suddenly, so yes, you can. You may be able to amend or cancel your Winchester holiday package at no cost within 24 hours of booking. For bookings made more than 24 hours ago, you can still cancel and rebook, but your car rental company, airline or hotel may impose a fee. Need more information? Look up our Customer Service Portal. We’re here to help make sure your getaway goes off without a hitch.

What to do in Winchester

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.