
City of Winchester Vacation Packages
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Your City of Winchester Vacation
With a City of Winchester vacation package, you can forget about planning stresses and put all your energy into experiencing what this lively destination has to offer. You can expect to have a must-visit list as long as your arm during your trip to City of Winchester. One top city you'll want to explore is Winchester. If you're ready to stop dreaming and start packing, Expedia will help turn your City of Winchester vacation into a reality.
Top vacation destinations in City of Winchester

Southampton

Winchester
Top City of Winchester Vacation Deals
Price found within the past 48 hours. Click for updated prices.

The Raven Hotel by Greene King Inns
Price was CA $1,752, price is now CA $1,620 per person
CA $1,620
per person
Jun 28 - Jul 9
found 24 hours ago
Roundtrip flight included
Montreal (YMQ) to Southampton (SOU)
8.2/10 Very Good! (528 reviews)
Parking excellent, room clean and comfortable, staff helpful and friendly
Reviewed on Mar 30, 2026

Winchester Wessex Hotel by Sunday
Price was CA $2,259, price is now CA $1,808 per person
CA $1,808
per person
Jun 6 - Jun 15
found 14 hours ago
Roundtrip flight included
Montreal (YUL) to Southampton (SOU)
7.6/10 Good! (1,004 reviews)
Great location and clean tidy air conditioned room. Bathroom a little tired. Car parking on first come first served basis and painfully expensive. Decent breakfast. Would definitely stay here again.
Reviewed on Apr 20, 2026
City of Winchester Hotel Deals

The Winchester Hotel & Spa
Worthy Lane Winchester England
Fully refundableReserve now, pay when you stay
The price is CA $152 per night from Apr 30 to May 1
CA $152
CA $182 total
Apr 30 - May 1
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
Clean room, lovely staff, gym was ok for a quick session,
Reviewed on Apr 9, 2026

New Place
Shirrell Heath Southampton England
Fully refundableReserve now, pay when you stay
The price is CA $103 per night from May 25 to May 26
CA $103
CA $124 total
May 25 - May 26
includes taxes & fees
8.4/10 Very Good! (1,001 reviews)
Comfortable room and stay. Leisure facilitates were good. Great sized pool. Main house was beautiful and staff helpful. There appeared to be a lack of signage where the reception was etc. Breakfast was amazing and good value.
Reviewed on Apr 22, 2026

Norton Park Hotel, Spa & Manor House
Sutton Scotney Winchester England
Fully refundableReserve now, pay when you stay
The price is CA $123 per night from Apr 30 to May 1
CA $123
CA $148 total
Apr 30 - May 1
includes taxes & fees
8/10 Very Good! (1,000 reviews)
I had to check in late, but the receptionist was very accommodating in making sure I could check in. Rooms were very nice, just wish I had more time to use the spa facilities.
Reviewed on Apr 20, 2026
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
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.







