5-Day England City Break in Winchester

Photo of aerial view of Winchester Cathedral and city, England.
Perfect travel plans
Everything included
Fully customizable

Description

Summary

Duration
5 days & 4 nights
Available
Jan. - Dec.
Hotel
4 nights included
Car rental
Optional
Flights
Optional
Travel app
All vouchers, itinerary, & map

Description

Embark on a memorable 5-day city break in Winchester, England!

Experience the ultimate Winchester city break with our perfectly planned holiday package. Let us take care of the details so you can fully enjoy all the attractions and activities the city has to offer. Whether you're seeking to discover the rich cultural heritage of Winchester or indulge in its delicious culinary scene, our holiday package has got you covered. Join us and discover the enchanting beauty of Winchester, England!

The home for your 5-day holiday in Winchester will be one of the city's best hotels. You'll choose from a great selection of places to stay, all conveniently located in downtown Winchester, close to many of the top attractions and best restaurants in the city. Winchester offers excellent hotels for every budget, ensuring travelers a fantastic city break in England. You can rest assured that we will always recommend the best available places to stay in the city.

Throughout your vacation in Winchester, you'll get the chance to experience some of the best attractions and activities offered in the city. Winchester Cathedral, The Great Hall, and King Alfred the Great - Statue are only a few of the many spectacular attractions and sights you'll find on your carefully planned travel itinerary.

Make the most of your holiday in Winchester by adding tours and tickets to each day of your trip. With plenty of exciting tours to choose from, you'll never have a boring moment in Winchester. Between attractions and activities, you'll have plenty of time to stroll along the best shopping streets and markets in the city. Here, you can buy unique souvenirs to remind you of your city break in Winchester.

As your holiday in Winchester comes to an end, you will return home with a newfound appreciation for the vibrant culture, rich history, and exciting atmosphere of this top travel destination in England. Your journey through Winchester 's diverse neighborhoods, famous landmarks, and hidden gems will leave you with countless cherished memories and stories to share.

This travel plan is designed to include everything you need to experience the best trip to Winchester, England. By booking this vacation package, you can avoid spending hours researching and planning your 5-day city break in England. Let the experts plan it for you so you can focus on enjoying it instead.

For the best holiday to Winchester, we offer you the opportunity to customize each day of your city break vacation in Winchester before and after booking. Our flexible trip planning means you'll be able to explore Winchester the way you want, at your own pace.

Book with us to get access to 24/7 personal travel support throughout your entire journey and a step-by-step guide in our easy-to-use mobile app, which includes all your travel documents for your vacation in Winchester. Moreover, rest assured knowing that all taxes are already covered in the price of your travel package.

The best flights, activities, tours, and hotels in Winchester fill up quickly, so be sure to book your holiday package in advance. Select a date and start planning your city break in Winchester as soon as today!

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Included

Hotel, 4 nights
Step-by-step guide
Personal travel agent
24/7 travel support

Destinations

Photo of aerial view of Winchester Cathedral and city, England.Winchester / 4 nights

Map

Attractions

Photo of the medieval Cathedral Church of the Holy Trinity, Saint Peter, Saint Paul and Saint Swithun, commonly known as Winchester Cathedral, in the city of Winchester, England.Winchester Cathedral
The Great Hall, Winchester, Hampshire, South East England, England, United KingdomThe Great Hall
King Alfred the Great - Statue, Winchester, Hampshire, South East England, England, United KingdomKing Alfred the Great - Statue
St Catherine's Hill, HampshireSt Catherine's Hill, Hampshire
Buttercross Monument, Winchester, Hampshire, South East England, England, United KingdomButtercross Monument
National Trust - Winchester City MillNational Trust - Winchester City Mill
Winnall Moors Nature Reserve
Oram's ArbourOram's Arbour
Hockley Railway Viaduct, Compton and Shawford, Winchester, Hampshire, South East England, England, United KingdomHockley Railway Viaduct

Travel details

Travel dates
Jan 1 - Jan 5

Include flights?

Yes
No

Flights

Round trip
Economy
Round trip
Economy

Travelers

Rooms

1 traveler1 room
1 traveler1 room

Flights
Yes
No

Round trip
Economy
Round trip
Economy

Car
Yes
No

Hotels

Personalize your itinerary

Day 1 – Winchester and South East England - arrival day

Day 1

Day 1 – Winchester and South East England - arrival day

  • Winchester - Arrival day
  • More
  • Winnall Moors Nature Reserve
  • More

Your exciting city break begins as soon as you arrive in the beautiful city of Winchester. You’ll stay in Winchester for 4 nights.

You’ll choose between some of the best hotels and places to stay, all conveniently located in downtown Winchester. With lots of excellent hotels to choose from, you're sure to have a fantastic experience during your city break.

Winchester has plenty of sights, monuments, and places of interest to explore. Luckily, you have plenty of time to do so for the next 5 days. Choose an early flight to get started with your sightseeing in Winchester right away.

When you're ready to head out for dinner, an excellent restaurant you may want to try is The Bishop on the Bridge, Winchester. This restaurant has an impressive average rating of 4.3 out of 5 stars by 1,569 customers and is sure to satisfy your hunger after a long day of exploring.

Another acclaimed restaurant in the city of Winchester is The Wykeham Arms, Winchester. Rated at an average of 4.4 out of 5 stars by 1,272 customers, guests often have an outstanding experience at this restaurant.

Yet another popular place to eat, often recommended by locals, is The William Walker, Winchester. With an average rating of 4.4 of 5 stars among 714 customers, you may want to take a closer look at this restaurant's menu.

Winchester is also home to several great bars for every travel budget. One of the best bars in the city is Incognito. This claim is supported by 530 customers who have rated it an average of 4.7 out of 5 stars.

Another great bar in Winchester is The Black Boy. If you ask the 1,285 customers who have rated it an average of 4.6 out of 5 stars, The Black Boy is the perfect place for a drink or two.

This is the time to raise a toast for the beginning of your incredible 5-day vacation in Winchester!

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Experiences

Day 2 – South East England and Winchester

Day 2

Day 2 – South East England and Winchester

  • Winchester
  • More
  • National Trust - Winchester City Mill
  • King Alfred the Great - Statue
  • Buttercross Monument
  • Winchester Cathedral
  • More

Wake up to day 2 of your exciting city break in Winchester. You still have 3 nights left in Winchester, and we recommend that you spend this day relaxing, sightseeing, and dining at the most wonderful places the city has to offer. Here's how you can make the most out of today!

One of the top places you can visit in Winchester today is the incredible Winchester Cathedral. This attraction is an anglican or episcopal cathedral and place of interest, rated an average of 4.6 out of 5 stars by 8,492 visitors.

Another attraction travelers from all over the world add to their itinerary every year is The Great Hall. The Great Hall is a popular must-see tourist destination and travel destination with an average rating of 4.4 out of 5 stars from 2,708 visitors. Today, you can visit this magnificent must-see tourist destination in Winchester too.

For the full Winchester experience, visit the incredible King Alfred the Great - Statue. This one-of-a-kind must-see tourist destination is rated at an average of 4.5 out of 5 stars by 1,517 visitors.

After or in between exploring Winchester, treat yourself to a delicious meal at a nice restaurant in the city. An excellent option is Overdraft Beer And Tacos, which is a popular restaurant with an exciting menu. This restaurant has an average rating of 4.6 out of 5 stars by 552 customers.

If you feel like having a drink or two after your meal, a popular bar you can go to is The Bishop on the Bridge, Winchester. This place has an average rating of 4.3 out of 5 stars by 1,569 customers.

To enjoy a great atmosphere, continue your evening at The Wykeham Arms, Winchester. This bar is rated an average of 4.4 out of 5 stars by 1,272 customers.

The William Walker, Winchester is another great place where you can celebrate after a long, fun day in Winchester city. This bar is rated an average of 4.4 out of 5 stars by 714 customers.

Get some rest at your hotel in preparation for another wonderful day in Winchester to come!

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Experiences

Day 3 – South East England and Winchester

Day 3

Day 3 – South East England and Winchester

  • Winchester
  • More
  • The Great Hall
  • More

On day 3 of your fun city break in Winchester, you’ll experience more of the best attractions and activities in the city. You now have 2 nights left in Winchester.

Start this beautiful day with a visit to a top-rated anglican or episcopal cathedral in Winchester, Winchester Cathedral. About 8,492 visitors have rated this attraction an average of 4.6 out of 5 stars.

The popular The Great Hall is another top sight in Winchester that locals and travelers often enjoy spending time at. This must-see tourist destination is rated an average of 4.4 out of 5 stars in 2,708 reviews.

King Alfred the Great - Statue is a highlight on travelers’ itineraries in Winchester. This must-see tourist destination has received an average rating of 4.5 out of 5 stars from 1,517 visitors.

Exploring Winchester's best attractions and hidden gems can make you quickly lose track of time. Make sure to grab something to eat and use this opportunity to learn more about Winchester's food culture.

Gurkha's Inn is one of the most popular restaurants in Winchester. Most people can find something that fits their taste from Gurkha's Inn’s excellent menu. Approximately 486 customers have rated this popular restaurant an average of 4.6 out of 5 stars.

If you’re in the mood for something different, check out Greens. This Winchester-based restaurant is one of locals’ favorites and has an average rating of 4.6 out of 5 stars from 457 customers.

If you’re up for getting a drink, consider going to The Mucky Duck. Around 512 customers have given this incredible bar an average rating of 4.3 out of 5 stars.

Raise a toast and enjoy celebrating another amazing day in Winchester, England.

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Experiences

Day 4 – South East England and Winchester

Day 4

Day 4 – South East England and Winchester

  • Winchester
  • More
  • St Catherine's Hill, Hampshire
  • Hockley Railway Viaduct
  • More

Wake up to day 4 of your exciting city break in Winchester. You still have 1 night left in Winchester, and we recommend that you spend this day relaxing, sightseeing, and dining at the most wonderful places the city has to offer. Here's how you can make the most out of today!

One of the top places you can visit in Winchester today is the incredible Winchester Cathedral. This attraction is an anglican or episcopal cathedral and place of interest, rated an average of 4.6 out of 5 stars by 8,492 visitors.

Another attraction travelers from all over the world add to their itinerary every year is The Great Hall. The Great Hall is a popular must-see tourist destination and travel destination with an average rating of 4.4 out of 5 stars from 2,708 visitors. Today, you can visit this magnificent must-see tourist destination in Winchester too.

For the full Winchester experience, visit the incredible King Alfred the Great - Statue. This one-of-a-kind must-see tourist destination is rated at an average of 4.5 out of 5 stars by 1,517 visitors.

After or in between exploring Winchester, treat yourself to a delicious meal at a nice restaurant in the city. An excellent option is The Eclipse Inn, which is a popular restaurant with an exciting menu. This restaurant has an average rating of 4.3 out of 5 stars by 443 customers.

If you feel like having a drink or two after your meal, a popular bar you can go to is Cabinet Rooms. This place has an average rating of 4.7 out of 5 stars by 172 customers.

To enjoy a great atmosphere, continue your evening at Overdraft Beer And Tacos. This bar is rated an average of 4.6 out of 5 stars by 552 customers.

Get some rest at your hotel in preparation for another wonderful day in Winchester to come!

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Experiences

Day 5 – Winchester and South East England - departure day

Day 5

Day 5 – Winchester and South East England - departure day

  • Winchester - Departure day
  • More
  • Oram's Arbour
  • More

Your city break in Winchester is coming to an end, and it's soon time to say goodbye to the city.

Depending on how much time you have on your departure day, this is your chance to catch one last glimpse of the beautiful city of Winchester. We recommend doing some last-minute shopping or sightseeing.

If you can catch a later flight, we recommend visiting some of the attractions you may not yet have had the time to explore. This extra time will let you dive into more iconic landmarks and uncover hidden gems.

Winchester Cathedral is a fantastic attraction you could visit on your last day in Winchester. This anglican or episcopal cathedral and popular site of interest has an average rating of 4.6 out of 5 stars from 8,492 visitors.

If you'd rather see something else, The Great Hall must-see tourist destination is a great alternative. According to more than 2,708 reviews, adding up to an average score of 4.4 out of 5 stars, this attraction is a worthwhile visit in the city of Winchester.

To soak in the last of Winchester, you can also make a visit to King Alfred the Great - Statue must-see tourist destination. This outstanding attraction is rated an average of 4.5 out of 5 stars by 1,517 visitors.

If you're looking to enjoy one last delicious meal in Winchester, consider a top-rated restaurant like The Light of Bengal. This restaurant is rated at an average of 4.5 out of 5 stars by 170 customers.

You'll then say farewell to Winchester and begin your journey home, now filled with unforgettable experiences, memories, and photos from England!

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Experiences

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