Winchester Holidays

  • Plan, book, travel with confidence

    • Better together

    Save up to €185 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

Top hotels in Winchester

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 €80 per night from 12 Oct to 13 Oct
€80
12 Oct - 13 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

Terrace Green Bed & Breakfast
RARE Tiny House 2 BEDS + Free WiFi + 30m to Ottawa

RARE Tiny House 2 BEDS + Free WiFi + 30m to Ottawa

Winchester
The price is €168 per night from 26 Oct to 27 Oct
€168
26 Oct - 27 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

RARE Tiny House 2 BEDS + Free WiFi + 30m to Ottawa
Hard Rock Hotel & Casino Ottawa

Hard Rock Hotel & Casino Ottawa

4 out of 5
4837 Albion Road South, Ottawa, ON
Fully refundableReserve now, pay when you stay
The price is €166 per night from 8 Oct to 9 Oct
€166
8 Oct - 9 Oct
includes taxes & fees
8.8/10 Excellent! (124 reviews)
"Room was modern and clean. All staff from Casino employees to room attendants were friendly and offered greatings"

Reviewed on 4 Oct 2025

Hard Rock Hotel & Casino Ottawa
See all 56 properties in Winchester
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.