Winchester trip planner

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About Winchester

Winchester Hotels

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0.0

The Bowie is a David Bowie themed Smart House

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10.0

South Downs Comfy Getaway

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Hidden House

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10.0

Stunning 3 bedroom property close to Winchester

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8.7

The King Alfred Pub

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8.9

Wykeham Arms

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7.1

Marwell Hotel - A Bespoke Hotel

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8.0

Winchester Royal Hotel

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8.6

Lainston House

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6.8

Days Inn Winchester

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6.9

Mercure Winchester Wessex Hotel

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8.1

The Winchester Hotel and Spa

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7.7

Norton Park Hotel, Spa & Manor House - Winchester

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8.2

voco Winchester Hotel & Spa, an IHG Hotel

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8.6

The Running Horse

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8.4

The Swan Hotel, Alresford

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7.6

The King's Head

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8.2

Hotel du Vin Winchester

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8.4

Bull Farm Studios

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9.0

The Plough Itchen Abbas

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9.2

South House

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9.8

Hang Your Hat

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9.2

Two Bare Feet

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7.5

The Dolphin Inn

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8.0

The Westgate

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9.3

South Winchester Lodges

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8.0

Winchester Apartments

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9.8

The Sky Penthouse

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8.8

The Old Vine

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8.8

10 st james villas

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7.3

Cadmiae

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8.9

The Apartment, 24 West End Terrace, Winchester

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8.2

Paddock Drive

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8.5

Paddock View

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9.6

The Fox

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7.7

Spacious Central Chic Apartment - Simplycheckin

Events and Occasions

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Discover events and special occasions happening around the city.
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Sep 28th - Sep 25th

Riverdance

The theatrical show Riverdance originated as an interval performance act for the 1994 Eurovision Contest. It then turned into a phenomenon that celebrates traditional Irish music and dance. The show has reached more than 25 million people and performed at over 450 venues around the world since then.

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May 9th 2025, 7:30PM

Scott Bradlee's Postmodern Jukebox

Scott Bradlee, a pianist, launched Postmodern Jukebox in 2011 as a revolving musical collective identified by the initials PMJ. PMJ is noted for rewriting popular contemporary music into historical genres, particularly early twentieth-century styles like swing and jazz. Postmodern Jukebox has over 1.4 billion views on YouTube

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May 9th 2025, 7:00PM

Scott Bradlee

Scott Bradlee, a pianist, launched Postmodern Jukebox in 2011 as a revolving musical collective identified by the initials PMJ. PMJ is noted for rewriting popular contemporary music into historical genres, particularly early twentieth-century styles like swing and jazz. Postmodern Jukebox has over 1.4 billion views on YouTube

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Apr 22nd 2025, 7:30PM

Harry Hill

Matthew Keith Hall, better known as Harry Hill, is a stand-up comedian, writer and presenter who worked as a doctor for years before pursuing comedy. After winning the Perrier Award in 1992 at Edinburgh Fringe Festival, he started his career in radio and TV. Some of them include the radio show Harry Hill's Fruit Corner, Harry Hill's TV Burp and You've Been Framed.

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Mar 28th 2025, 8:00PM

Mo Gilligan

Bursting onto the comedy scene with the energy of a confetti cannon, Mo Gilligan has charmed audiences worldwide with his sharp wit and infectious charisma. Dubbed the "funniest man in Britain" by the public, Mo continues to redefine modern comedy, one high-energy punchline at a time.

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Mar 28th 2025, 7:00PM

Mo Gilligan

Bursting onto the comedy scene with the energy of a confetti cannon, Mo Gilligan has charmed audiences worldwide with his sharp wit and infectious charisma. Dubbed the "funniest man in Britain" by the public, Mo continues to redefine modern comedy, one high-energy punchline at a time.

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Mar 15th 2025, 7:00PM

You Me At Six

Formed in 2004, You Me At Six are an English rock band hailng from Weybridge, Surrey. The band consists of lead vocalist Josh Franceschi, lead guitarist Max Helyer, rhythm guitarist Chris Miller, bassist Matt Barnes, and drummer Dan Flint. Taking inspiration from the likes of Blink-182, Green Day, and Jimmy Eat World, You Me At Six have crafted a unique sound and style that has seen them become one of the most popular rock acts in the UK. With their blend of anthemic choruses and powerful riffs, the band have created a catalogue of anthemic and atmospheric tracks that have seen them become one of the most successful and acclaimed bands in the rock world.

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Mar 4th 2025, 7:00PM

Chuck Prophet

Charles William Prophet, aka, Chuck Prophet, is a singer, songwriter, guitarist, and record producer from California who first got noticed by playing with the psychedelic/desert rock group Green on Red. He has now established himself as a solo artist with popular singles like "Summertime Thing," "No Other Love," and "Jesus Was a Social Drinker."

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Feb 27th 2025, 8:00PM

Omid Djalili

Omid Djalili is an actor, comedian and writer from London, England. He has worked on TV shows like The Letter for the King, Dickensian and The Paul Reiser Show. He has also appeared in movies like Pirates of the Caribbean: At World's End and Sex And The City 2.

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Feb 14th 2025, 7:00PM

The Mysterines

The Mysterines is an alternative rock band that explores the genres of hard rock, progressive rock and punk. It originated in 2015 in Liverpool, England. Their debut album Reeling was released in 2022 and it peaked at the number nine spot on the UK Albums Chart. Some of their popular singles are "Take Control," "Hung Up" and "Who's Ur Girl?"

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Jan 24th 2025, 7:00PM

Pink Floyd Tribute

Relive the mesmerizing psychedelia and progressive rock mastery with the Pink Floyd Tribute, the ultimate homage to the legendary band that redefined musical boundaries. With soaring solos and immersive light shows, they transport you straight into the heart of the '70s, echoing the profound narratives and sonic landscapes of Pink Floyd’s timeless catalog.

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Winchester Voice guide

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Voice guided walking tours give you the freedom to explore at your own pace. You can start walking at any time and stop whenever and wherever you like, for as long as you like.
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Free with hotel reservation

University of Winchester | Self-Guided Campus Tour

Walking Tour45min1km

Attractions in Winchester

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Historic Center, Winchester

Step into the medieval streets of this historic center where culture, history, and an enlivened populace greet you at every turn.

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Winchester Cathedral

Founded in the 11C, the longest Gothic cathedral in Europe houses religious relics, fine effigies, and superb ornamentation.

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St. Cross Hospital, Winchester

The oldest and largest medieval almshouse in England, this hospital and its chapel are home to 25 men.

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Great Hall, Winchester

The only remnants from the 11C Norman castle, this hall features a replica of the Arthurian Round Table and a medieval garden.

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Winchester College

Almost 700 years old, this is one of the last remaining English public boarding schools and was the inspiration for Eton.

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Wolvesey Castle, Winchester

Dating to the 12C and ruined during the 17C Civil War, this castle yet offers many curios to explore and boasts a tranquil atmosphere.

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City Museum, Winchester

Dedicated to Winchester's history, the interactive museum features artifacts that date from the Iron Age up to today.

Popular Itineraries in United Kingdom

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10-14 days

Scotland History and Culture

Edinburgh | Edinburgh

Scotland boasts breathtaking landscapes, a vibrant yet tumultuous history, and notable cultural and scientific accomplishments.

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9-13 days

South England for seniors

London | London

London and the southern region of England offer a paradise for tourists, and this itinerary is specifically designed for senior travelers seeking an enjoyable vacation.

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8-12 days

A Culinary Tour of Northern England

London | Newcastle

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8-12 days

Exploring the Natural Beauty of Northwest England's Lake District

Manchester | Carlisle

As a highly sought-after tourist destination, the Lake District provides a plethora of activities both on land and water.

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8-12 days

A 10-Day Family Trip to London and the South of England

London | London

London and the southern region of England offer a paradise for tourists, and families with kids are certainly no exception.

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10-14 days

All Around Scotland

Glasgow | Edinburgh

Explore Scotland in depth with this all around trip, see the amazing nature in the Scottish Highlands and at the Isle of Skye, visit the Scottish gem of Aberdeen with its great castles, colleges and history, and stop on plenty of great Scottish breweries along your way

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14-20 days

England's Classic Highlights

London | London

A classic trip all around England, start with all the world class attractions and restaurants London has to offer, through the historic and relaxed Bath and Caernarfon, all the way to the natural wonders of the Lake District and finish in beautiful York and Cambridge

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11-15 days

Wales and Western England

London | London

Travel from the bustling London to pastoral Wales and back, through the beautiful Cotswolds area with its atmospheric small villages, and the preserved walled in city of Chester

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10-14 days

South Central England Highlights

London | London

Travel along the major highlights of South Central England, walk along the peaceful streets of the university towns of Oxford and Cambridge, visit the historic Bath, and enjoy the world class cuisine and culture in London

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11-15 days

Devon and Cornwall Highlights

London | London

Explore England's South Western region, visit historic Bath with it's roman history, relax in Penzance and take a day trip to Stonehenge from Salisbury

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19-29 days

Classic Trip of Britain

London | London

With some obvious "musts" like London and Glasgow, along with a pinch of nature in Windermere, some Victorian high society in Bath, breathtaking views in Fort William, and the rich cultural heritage of Cambridge, fully immerse yourself in British culture and history on this grand tour.

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10-13 days

Northern England and Snowdonia

Manchester | Manchester

Starting in Manchester, make your way to Caernarfon's famous castle, the beautiful lakes and charming villages of the Lake District, and finally to the bustling university town Nottingham made famous by Robin Hood on this adventure through Northern England and Snowdonia.

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14-21 days

Grand Tour of England and Edinburgh

London | London

Explore some of the UK's coolest cities and towns on a grand tour that features the iconic capital of London, the stunning lakes and charming villages of England's Lake Disctrict, the beautiful historic Cambridge, Shakespeare's hometown Stratford-Upon-Avon, and many more famous and lesser known destinations.

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9-11 days

Scotish Highlights

Glasgow | Edinburgh

From Glasgow to Edinburgh, travel up and around through the best of Scotland, enjoying the breathtaking nature of Fort William, trying to catch a glimpse of the Loch Ness Monster when visiting Inverness, exploring the museums of Aberdeen the Granite City, and finally walk along the Royal Mile in Edinburgh, admiring the Old Town's architecture on this authentic Scotish adventure.

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13-21 days

Classic Southern England

London | London

Explore these three regions on a trip that takes you through Salisbury's eclectic mix of historic architecture which is a testament to its 1,000 years of history, a visit to the "English Riviera" in Torquay, a stop at King Arthur's 13C clifftop castle in Tintagel, and the beautiful nature of the Cotswolds in Chetelham, all while driving along South-West England's ruggedly beautiful coast.

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9-13 days

Classical England

London | London

From the iconic capital of London, head to Jane Austen's Bath for some authentic British culture, followed by the former Roman fortress of Chester whose Tudor and Victorian architecture will make you feel as if time is standing still. Finally, get an impression of medieval England in York, a city which still retains its 13C walls on this timeless classical England adventure.

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10-14 days

UK Midlands

London | London

Get to know the heart of England on this amazing trip through the Midlands, enjoying the scenic countryside, the rich culture, and the fascinating history.

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10-14 days

Fine British Towns

London | London

Make your way through the heart of England on this all around trip of the best culture, history, architecture, and more.

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10-14 days

Superb English Towns

London | London

Explore the Midlands and get to know the heart of England, visiting university towns, charming villages, and the beautiful countryside.

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10-12 days

Best of Scottish Destinations

Glasgow | Edinburgh

From cities to villages, cliffs to fields, enjoy the best that Scotland has to offer on this Highland adventure.

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10-12 days

Highlands for Friends

Glasgow | Edinburgh

With bustling cities, charming villages, breathtaking scenery, and unique culture, venture through the best of Scotland on this Highland adventure.

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10-12 days

Scotland's Best Cities

Glasgow | Edinburgh

Make your way from Glasgow all the way up to the Isle of Skye and back down to Edinburgh to truly get to know the best of Scotland.

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10-14 days

British Heartland

London | London

Head to the heart of England for a trip of beautiful countryside, unique cities and university towns, rich history, and local culture.

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17-21 days

Classic Great Britian

London | London

Visit the classic destinations of Great Britain on this two week trip through picturesque little towns, vibrant metropolises, and lush natural beauty.

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17-21 days

Best British Cities and Towns

London | London

Travel through England and Scotland, getting to know local culture, history, nature, and more.

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17-21 days

Great Britian for Friends

London | London

Explore through thrilling cities, charming little towns, and some of the UK's most spectacular nature on this trip of a lifetime.

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12-19 days

UK's Diverse Nature

Manchester | Manchester

With mountains, beaches, rivers, and forests, the United Kingdom is home to some of the most incredible nature in the world.

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12-19 days

UK's Diverse Nature

Manchester | Manchester

With mountains, beaches, rivers, and forests, the United Kingdom is home to some of the most incredible nature in the world.

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12-19 days

UK's Diverse Nature

Manchester | Manchester

With mountains, beaches, rivers, and forests, the United Kingdom is home to some of the most incredible nature in the world.

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9-14 days

Active UK

London | London

The perfect trip for an active couple that loves the outdoors, get to know some of the most beautiful nature in the UK.

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15-20 days

UK Highlights

London | London

Truly get to know the UK on this diverse trip that brings you to all of the must-see highlights in the country.

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15-20 days

UK Highlights

London | London

Truly get to know the UK on this diverse trip that brings you to all of the must-see highlights in the country.

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15-20 days

UK Highlights

London | London

Truly get to know the UK on this diverse trip that brings you to all of the must-see highlights in the country.

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9-14 days

Active UK

London | London

The perfect trip for an active traveler that loves the outdoors, get to know some of the most beautiful nature in the UK.

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9-14 days

Active UK

London | London

The perfect trip for an active family that loves the outdoors, get to know some of the most beautiful nature in the UK.

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9-14 days

Active UK

London | London

The perfect trip for active friends who love the outdoors, get to know some of the most beautiful nature in the UK.

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9-11 days

A Bit of Northern England

London | London

With the capital of London, the medieval streets of York, and the hometown of The Beatles in Liverpool, this north-bound trip will not disappoint.

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9-11 days

A Bit of Northern England

London | London

For a trip of culture and history, head to Northern England to explore these fascinating iconic cities.

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9-11 days

A Bit of Northern England

London | London

Travel through northern England, stopping in some of the most historic and cultural cities of the region.