4-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
4 days & 3 nights
Available
Jan. - Dec.
Hotel
3 nights included
Car rental
Optional
Flights
Optional
Travel app
All vouchers, itinerary, & map

Description

Explore Winchester on a 4-day city break in England and experience a fusion of culture and excitement.

Experience the ultimate Winchester city break with this perfectly planned holiday package. This trip includes 3 nights in Winchester at one of the best hotels in the city. 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, this holiday package has got you covered.

The home for your 4-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. You can rest assured that we will always recommend the best available places to stay in the city.

During your vacation in Winchester, you'll get the chance to experience some of the best things to see and do 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.

Maximize your holiday experience in Winchester by customizing each day with exciting tours and tickets. Whether you're tracing the footsteps of history through iconic landmarks, savoring the rich flavors of England's traditional cuisine, or uncovering the city's best-kept secrets on guided tours, Winchester promises an adventure tailored to every traveler's passion. With a diverse selection of immersive experiences to choose from, your time in Winchester is sure to be anything but ordinary.

Between sightseeing and activities, you will enjoy plenty of time to wander through Winchester's best shopping streets and markets. Let the unique souvenirs you find serve as fond reminders of your city break in England.

This travel plan is designed to include everything you need to experience the best of Winchester. By booking this vacation package, you can avoid spending hours researching and planning your city break and jump straight to enjoying it. Let the experts take care of the details so you can relax and make the most of your time in England.

To make sure the city break is fully tailored to your interests and preferences, you can easily customize each day of your journey. Our intuitive trip planning puts you in control, ensuring that every moment in Winchester reflects your unique travel style.

Book with us to get an expertly curated step-by-step travel itinerary and access to 24/7 personal travel support before, during, and after your city break in Winchester.

The best hotels, flights, activities, and tours in Winchester fill up quickly, so it's advisable to book your holiday package in advance. Select a date and start planning your city break in Winchester as early as today. Join us and discover the enchanting beauty of Winchester, England!

Read more

Included

Hotel, 3 nights
Step-by-step guide
Personal travel agent
24/7 travel support

Destinations

Photo of aerial view of Winchester Cathedral and city, England.Winchester / 3 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
National Trust - Winchester City MillNational Trust - Winchester City Mill
St Catherine's Hill, HampshireSt Catherine's Hill, Hampshire
Buttercross Monument, Winchester, Hampshire, South East England, England, United KingdomButtercross Monument
Winnall Moors Nature Reserve
Winchester City Museum
Hockley Railway Viaduct, Compton and Shawford, Winchester, Hampshire, South East England, England, United KingdomHockley Railway Viaduct
Oram's ArbourOram's Arbour
The Gurkha Museum
The Royal Green Jackets (Rifles) Museum

Flights
Yes
No

Round trip
Economy
Round trip
Economy

Travel details

Flights

Round trip
Economy
Round trip
Economy
Travel dates

Include flights?

Yes
No

Travelers

Rooms

Flights

Car
Yes
No

Hotels

Personalize your itinerary

Day 1 – Winchester - arrival day

Day 1

Day 1 – Winchester - 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 3 nights.

When you're ready to see some sights, Winnall Moors Nature Reserve is a great place to start with. This park is rated an average of 4.5 out of 5 stars by 404 visitors.

When the afternoon arrives, make your way to the hotel of your choice in downtown Winchester. Check-in at hotels in England normally starts around 2 to 3 PM. Each accommodation option in Winchester offers a unique blend of comfort and style in addition to prime access to the city’s top attractions.

Exploring the most popular attractions in England can make you lose track of time. Be sure to grab something to eat at one of the best restaurants in Winchester.

Make a reservation at The Bishop on the Bridge, Winchester, a popular dining spot in Winchester. Its reputation for being a popular dining spot shines through its 4.3 out of 5-star rating from 1,569 satisfied diners.

Make a reservation at The Wykeham Arms, Winchester while indulging in the charm of Winchester. This restaurant offers a delicious menu reflected with a rating of 4.4 out of 5 stars, cherished by 1,272 discerning connoisseurs.

Indulge in the flavors of The William Walker, Winchester, a treasured establishment in Winchester. Its diverse menu promises to tantalize your palate and elevate your dining experience. Known for its exceptional service, it has earned a 4.4 out of 5-star rating from 714 satisfied guests.

If you’re in the mood for a drink, visit Incognito, one of the top bars in the city. An excellent place to unwind and enjoy a refreshing evening drink, Incognito has earned an average rating of 4.7 out of 5 stars from 530 customers.

Alternatively, you could enjoy a toast with locals and other travelers at The Black Boy, a crowd-favorite. Around 1,285 customers have rated their experience at The Black Boy an average of 4.6 out of 5 stars.

This is the time to raise a toast for your 4-day city break in Winchester! Savor the moment and look forward to immersing yourself in the vibrant culture, stunning sights, and local delicacies of the city for the next few days to come!

Read more

Experiences

Day 2 – Winchester

Day 2

Day 2 – Winchester

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

Wake up to day 2 of your vacation in Winchester. With 2 nights left, you'll have ample time to explore and savor all Winchester has to offer.

Make National Trust - Winchester City Mill your first stop of the day. Previous visitors have rated this building an average of 4.6 out of 5 stars in 920 reviews.

Next up, make a stop at King Alfred the Great - Statue. With an average rating of 4.5 out of 5 stars by 1,552 visitors, it's easy to understand why so many people visit this point of interest every year.

Buttercross Monument is another attraction you can visit on this day of your vacation. This point of interest has an average rating of 4.4 out of 5 stars by 543 visitors.

When you’re finished at Buttercross Monument, the perfect next stop is Winchester City Museum. This museum is rated an average of 4.5 out of 5 stars in 261 reviews.

If you’re keen to explore even more, then consider a visit to Winchester Cathedral. This anglican or episcopal cathedral is a top place to visit, with a rating of 4.6 out of 5 stars from 8,901 reviews.

To do something one-of-a-kind on this day of your trip, you can join a tour. You can discover all of the most fun and eye-opening experiences in your destination below and secure your spot here.

Exploring the most popular attractions in England can make you lose track of time. Be sure to grab something to eat at one of the best restaurants in Winchester.

Reserve your spot at Overdraft Beer And Tacos, a popular local restaurant in Winchester. This culinary hotspot and its flavorful dishes have left a lasting impression on guests. Its dedication to culinary mastery is reflected by its 4.6 out of 5-star rating from 552 satisfied guests.

If you’re in the mood for a drink, visit The Bishop on the Bridge, Winchester, one of the top bars in the city. An excellent place to unwind and enjoy a refreshing evening drink, The Bishop on the Bridge, Winchester has earned an average rating of 4.3 out of 5 stars from 1,569 customers.

Alternatively, you could enjoy a toast with locals and other travelers at The Wykeham Arms, Winchester, a crowd-favorite. Around 1,272 customers have rated their experience at The Wykeham Arms, Winchester an average of 4.4 out of 5 stars.

The William Walker, Winchester belongs to the list of the best bars in Winchester, and its ratings and reviews are proof of this claim. This bar is rated an average of 4.4 out of 5 stars by 714 bar-goers.

Reflect on the adventures of the day as you unwind in the comfort of your hotel in Winchester. Tomorrow holds new possibilities and discoveries!

Read more

Experiences

Day 3 – Winchester

Day 3

Day 3 – Winchester

  • Winchester
  • More
  • Hockley Railway Viaduct
  • St Catherine's Hill, Hampshire
  • The Royal Green Jackets (Rifles) Museum
  • The Gurkha Museum
  • The Great Hall
  • More

Get ready for another exciting day in Winchester on day 3 of your city break! From historical sites to modern attractions, there's something for everyone to enjoy. With 1 night ahead, make the most of your time and create unforgettable memories in Winchester.

An excellent attraction to start your day with is Hockley Railway Viaduct. This sightseeing destination is rated an average of 4.4 out of 5 stars in 259 reviews.

Continue your journey at St. Catherine's Hill. This park is rated 4.7 out of 5 stars by 698 travelers from near and far.

Winchester is also the home of The Royal Green Jackets (Rifles) Museum. This museum has an average rating of 4.7 out of 5 stars from 191 visitors.

You can continue your self-guided sightseeing tour at The Gurkha Museum. Rated 4.7 out of 5 stars by 193 visitors, a visit to this top sight is time well spent.

Lastly, don't miss out on The Great Hall. With an average rating of 4.4 out of 5 stars from 2,807 reviews, it’s hard to refuse the opportunity to see this sightseeing destination.

You can learn more about Winchester today by going on a tour. Winchester offers many top-rated tours and unique experiences that will inspire you. You can browse and select your favorites below.

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

Book a table at Gurkha's Inn, a famous dining establishment in Winchester. This culinary hotspot and its delectable cuisine have captured the hearts of food enthusiasts. Its reputation for food excellence is reflected in its 4.6 out of 5-star rating from 486 satisfied diners.

Another dining place you should visit in Winchester is Greens, which boasts a variety of tasteful dishes that cater to different palates. It has earned a commendable 4.6 out of 5 stars, demonstrating the positive feedback from 457 satisfied customers.

For a sip of relaxation, head over to The Mucky Duck, a top-notch spot in the city scene. Whether you're unwinding solo or with pals, The Mucky Duck has charmed many with its 4.3 out of 5-star rating, as attested by 512 happy guests.

Savor the memories of an amazing day in Winchester, England!

Read more

Experiences

Day 4 – Winchester - departure day

Day 4

Day 4 – Winchester - 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. Before you leave, make sure to capture a few last moments to cherish your rejuvenating vacation in England.

Depending on how much time you have to spare on your departure day, you may want to do some last-minute shopping or sightseeing. Downtown Winchester offers excellent shopping opportunities and is the perfect place to browse for souvenirs and gifts to bring home. Take a walk and discover unique items you can purchase to remind you of your city break in Winchester.

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

Oram's Arbour is an attraction you could visit on your last day in Winchester. This park has an average rating of 4.5 out of 5 stars from 228 visitors.

Before you conclude your city break in Winchester, drop by a top-rated restaurant for your last chance at a memorable dining experience in the city. Savor the destination's vibrant atmosphere over a delicious meal.

Consider a top-rated restaurant like The Eclipse Inn. This restaurant is rated at an average of 4.3 out of 5 stars by 443 customers.

As you prepare to leave Winchester, remember the moments of joy, discovery, and connection you've experienced in England. Carry them with you as souvenirs of your journey, guiding you as you continue to explore and create new memories.

Read more

Experiences

Similar travel packages

Link to appstore phone
Install Europe’s biggest travel app

Download Europe’s biggest travel marketplace to your phone to manage your entire trip in one place

Scan this QR code with your phone camera and press the link that appears to add Europe’s biggest travel marketplace into your pocket. Enter your phone number or email address to receive an SMS or email with the download link.