Winchester Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to NZ$616 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Winchester Holiday
Our pick of the best Winchester Hotel Deals
Terrace Green Bed & Breakfast
11952 County Road 43, North Dundas, ON
Fully refundableReserve now, pay when you stay
The price is NZ$162 per night from 3 Oct to 4 Oct
NZ$162
3 Oct - 4 Oct
includes taxes & fees
9.6/10 Exceptional! (111 reviews)
Wonderful experience!
"Annette made the most wonderful breakfast and was so accommodating in every way. It was a real delight, staying at her bed and breakfast."
Reviewed on 17 Sept 2025
RARE Tiny House 2 BEDS + Free WiFi + 30m to Ottawa
Winchester
The price is NZ$309 per night from 2 Oct to 3 Oct
NZ$309
2 Oct - 3 Oct
includes taxes & fees
10/10 Exceptional! (5 reviews)
"Great spot in Winchester. Everything as promised. Responsive host. Really enjoyed our 7 nights. Cozy spot"
Reviewed on 4 Aug 2025
Hard Rock Hotel & Casino Ottawa
4837 Albion Road South, Ottawa, ON
Fully refundableReserve now, pay when you stay
The price is NZ$338 per night from 8 Oct to 9 Oct
NZ$338
8 Oct - 9 Oct
includes taxes & fees
8.8/10 Excellent! (108 reviews)
"Room was very nice and clean."
Reviewed on 24 Sept 2025
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.
More holiday ideas
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
