Winchester City Center Holidays

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Our pick of the best Winchester City Center Hotel Deals

Winchester Wessex Hotel by Sunday

Winchester Wessex Hotel by Sunday

Paternoster Row Winchester England
Fully refundableReserve now, pay when you stay
NZ$201
15 Nov - 16 Nov
includes taxes & fees
7.6/10 Good! (1,002 reviews)
"Tired and a little dated. Room key needed reprogramming every time it got used. Bar closed far too early and charged £6.75 for a pint of cider"

Reviewed on 18 Oct 2026

Winchester Wessex Hotel by Sunday
Winchester Royal Hotel

Winchester Royal Hotel

St Peter Street Winchester England
Fully refundableReserve now, pay when you stay
NZ$205
25 Oct - 26 Oct
includes taxes & fees
8.4/10 Very good! (1,000 reviews)
"Comfortable room and helpful staff"

Reviewed on 12 Oct 2026

Winchester Royal Hotel
The Black Hole

The Black Hole

1 Wharf Hill, Winchester
Fully refundable
NZ$310
22 Oct - 23 Oct
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 8 Oct 2026

The Black Hole
See all 1,544 properties in Winchester City Center
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

A historic cathedral with tall spires and large stained glass windows.

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.
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A cathedral interior with high vaulted ceilings, large stained glass windows, and a prominent circular stained glass window at the center.

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.
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A yellow two-story building with white-framed windows and a green door.
Photo by Tom Leeson

Winchester College

9.0/10 (28 reviews)
Take a campus tour or just explore the area of Winchester College during your travels in Winchester. Visit the area's stunning cathedral or amble around its picturesque gardens.
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Winchester Christmas Market

8.2/10 (71 reviews)
You can do some window-shopping at Winchester Christmas Market during your stay in Winchester. Wander the area's picturesque gardens or simply enjoy one of its top-notch restaurants.
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Horsepower The Museum Of The King's Royal Hussars

8.8/10 (3 reviews)
You can spend an afternoon studying 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.
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Winchester Guildhall

8.8/10 (28 reviews)
Find out about the history of Winchester when you take a trip to Winchester Guildhall. Make time to visit the area's stunning cathedral or simply enjoy its top-notch restaurants.
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Theatre Royal Winchester

8.0/10 (16 reviews)
You can make plans for a show at Theatre Royal Winchester during your stay in Winchester. Visit the area's stunning cathedral or amble around its picturesque gardens.
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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.
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Activities

Journey Through Winchester's Past: Private Tour

Journey Through Winchester's Past: Private Tour

NZ$211
per traveller
Journey Through Winchester's Past: Private Tour
Private Luxury Sightseeing from Southampton Cruise to London

Private Luxury London Sightseeing from Southampton Cruise

NZ$1,170
per adult
Private Luxury London Sightseeing from Southampton Cruise
Stonehenge

Stonehenge Half Day Tour from Winchester

NZ$702
per adult
Stonehenge Half Day Tour from Winchester
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.