Winchester City Center Vacation Packages
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Top Holiday Package Deals in Winchester City Center
Price found within the past 48 hours. Click for updated prices.
Norton Park Hotel, Spa & Manor House
CA $1,331
per person
Jan 11 - Jan 16
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Southampton (SOU)
8/10 Very good! (1,003 reviews)
I have stayed in this hotel many times, and not had an issue. On the occasion, the reception was very understaffed at all times and the bar was too with only one experienced member of staff who tried his best. Long waits for drink and food orders and when food came with no knives and forks despite requests for some they didn’t arrive until after we’d ate our food with our hands. The fire alarm went off twice and no one came to see if we were ok or tell us to enter the building. Time to find a different hotel in the area.
Reviewed on Oct 16, 2026
Westlands House
CA $1,526
per person
Jan 11 - Jan 16
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Southampton (SOU)
10/10 Exceptional! (1 review)
Great apartment with kitchen & living room. Few minutes walk from the top of town. Great location. Will stay here next time.
Reviewed on May 7, 2026
Winchester City Center Hotel Deals
Winchester Wessex Hotel by Sunday
Paternoster Row Winchester England
Fully refundableReserve now, pay when you stay
CA $134
CA $161 total
Nov 15 - Nov 16
includes taxes & fees
7.6/10 Good! (1,000 reviews)
"Found the rooms quite small and TV was ancient = hard to find interesting channels ,no TV guide and screen was small ."
Reviewed on Oct 13, 2026
Winchester Royal Hotel
St Peter Street Winchester England
Fully refundableReserve now, pay when you stay
CA $137
CA $164 total
Oct 25 - Oct 26
includes taxes & fees
8.4/10 Very good! (1,000 reviews)
"Comfortable room and helpful staff"
Reviewed on Oct 12, 2026
The Black Hole
1 Wharf Hill, Winchester England
Fully refundable
CA $203
CA $244 total
Oct 25 - Oct 26
includes taxes & fees
9.6/10 Exceptional! (32 reviews)
"This was a fun and unique place. The bed was super comfy, the breakfasts were made to order, hot, and tasty. This Inn is nearby to everything, and it is quiet considering it is on a busy thoroughfare. This is the place to stay if you're starting east on the South Downs Way. Also! Don't miss their ..."
Reviewed on Oct 8, 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.
Stay near popular Winchester City Center attractions
Winchester Cathedral
9.4/10 (713 reviews)
With its exquisite artwork and fascinating historical relics, Winchester’s Gothic masterpiece is thought to be one of the nation’s finest cathedrals.
Great Hall
8.8/10 (227 reviews)
Admire one of the finest 13th-century halls in England and see the legendary round table of King Arthur at this monument to the city’s medieval heritage.
Photo by Tom Leeson
Winchester College
9.0/10 (28 reviews)
Enjoy the collegiate vibe when you visit Winchester College, during your travels in Winchester. Visit the area's stunning cathedral or amble around its picturesque gardens.
Winchester Christmas Market
8.2/10 (71 reviews)
You can find the perfect gifts to bring home at Winchester Christmas Market during your trip to Winchester. Wander the area's picturesque gardens or simply enjoy one of its top-notch restaurants.
Horsepower The Museum Of The King's Royal Hussars
8.8/10 (3 reviews)
You can spend an afternoon browsing the exhibits at Horsepower The Museum Of The King's Royal Hussars during your travels in Winchester. Visit the area's stunning cathedral or amble around its picturesque gardens.
Winchester Guildhall
8.8/10 (28 reviews)
Find out about the history of Winchester when you spend time at Winchester Guildhall. Make time to visit the area's stunning cathedral, or simply enjoy its top-notch restaurants.
Theatre Royal Winchester
8.0/10 (16 reviews)
You can enjoy a show at Theatre Royal Winchester on your trip to Winchester. Visit the area's stunning cathedral or amble around its picturesque gardens.
Winnall Moors Nature Reserve
Explore the great outdoors at Winnall Moors Nature Reserve, a lovely green space in Winchester. Make time to visit the area's stunning cathedral, or simply enjoy its top-notch restaurants.
Things to do
Journey Through Winchester's Past: Private Tour
CA $169
per traveller
Salisbury and Stonehenge Day Tour from Winchester
CA $843
per adult
Bath and Stonehenge Day Tour from Winchester
CA $1,116
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.