3-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
3 days & 2 nights
Available
Jan. - Dec.
Hotel
2 nights included
Car rental
Optional
Flights
Optional
Travel app
All vouchers, itinerary, & map

Description

Explore Winchester on a 3-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 2 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 3-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!

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Included

Hotel, 2 nights
Step-by-step guide
Personal travel agent
24/7 travel support

Destinations

Photo of aerial view of Winchester Cathedral and city, England.Winchester / 2 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

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
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  • Buttercross Monument
  • More

Your exciting city break begins as soon as you arrive in the beautiful city of Winchester. You’ll stay in Winchester for 2 nights.

A top pick for your self-guided sightseeing tour today is Buttercross Monument. Previous visitors have rated this point of interest an average of 4.4 out of 5 stars in 543 reviews.

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.

Reserve a table at The Bishop on the Bridge, Winchester, a renowned restaurant in Winchester. This culinary gem and its delectable cuisine have captured the hearts of food enthusiasts. Its reputation is reflected in its 4.3 out of 5-star rating from 1,569 guests.

Ensure you experience culinary excellence at The Wykeham Arms, Winchester while in Winchester. This dining establishment presents an exquisite menu that has received a rating of 4.4 out of 5 stars, acclaimed by 1,272 discerning diners.

Many previous guests have raved about this restaurant.

Experience a taste of Winchester at The William Walker, Winchester, a popular local restaurant. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. Its reputation is reflected in its 4.4 out of 5-star rating from 714 customers.

Spend the night with your favorite cocktail in hand at The Hampshire Bowman. This bar is among the most recommended in the city, with an average rating of 4.7 out of 5 stars from 719 customers.

Embrace relaxation as you toast to a fantastic night at Incognito. This popular bar in Winchester is a local favorite with an average rating of 4.7 out of 5 stars from 530 customers.

If you want to check out another bar in the area, you’ll love The Black Boy. This bar is known for its many choices of alcoholic and non-alcoholic drinks. The Black Boy has an average rating of 4.6 out of 5 stars from 1,285 reviews.

Celebrate the start of your 3-day city break in Winchester with a toast!

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Experiences

Day 2 – Winchester

Day 2

Day 2 – Winchester

  • Winchester
  • More
  • The Great Hall
  • Winchester Cathedral
  • King Alfred the Great - Statue
  • National Trust - Winchester City Mill
  • St Catherine's Hill, Hampshire
  • More

On day 2 of your city break, you will set out to discover Winchester, including some of the most amazing things to see and do in the city. You’ll stay 1 night in Winchester and enjoy plenty of time for exploring.

A top pick for your self-guided sightseeing tour today is The Great Hall. Previous visitors have rated this point of interest an average of 4.4 out of 5 stars in 2,807 reviews.

Winchester Cathedral is a local recommendation that you also can pay a visit today. This anglican or episcopal cathedral is rated an average of 4.6 out of 5 stars in 8,901 reviews.

Another attraction you won't want to miss is King Alfred the Great - Statue. This point of interest is rated an average of 4.5 out of 5 stars in 1,552 reviews.

National Trust - Winchester City Mill is another outstanding experience in Winchester. Around 920 travelers have rated this building an average of 4.6 out of 5 stars.

If you long for more, St. Catherine's Hill is not far away. This park is a lovely addition to your itinerary. Previous visitors have rated it an average of 4.7 out of 5 stars in 698 reviews.

There are plenty of experiences you can choose from in England that will add excitement to your vacation. When you’re keen to discover what else Winchester has in store for you, use this day to go on a tour. This tour allows curious travelers like you to experience the best of the country. You can make the most of your time in England by scrolling down and selecting tours and activities to include on your itinerary for the day.

After a long day of sightseeing, try one of the best restaurants in Winchester.

Plan ahead and secure a table at The Hinton Arms, an acclaimed dining establishment in Winchester. This restaurant and its exquisite cuisine have earned the admiration of diners far and wide. Its commitment to culinary excellence shines through its 4.5 out of 5-star rating from 526 satisfied guests.

Do not overlook the culinary excellence of Overdraft Beer And Tacos while experiencing the best of Winchester. This renowned restaurant presents a refined menu, distinguished with an exceptional rating of 4.6 out of 5 stars, celebrated by 552 discerning diners.

Indulge in the rich flavors of The Forge, an elegant culinary destination in Winchester. A menu crafted to perfection guarantees a dining experience that will satisfy even the most discerning palate. Its stellar reputation is reflected in its 4.6 out of 5-star rating from 547 previous guests.

Wrap up your evening by visiting the renowned The Bishop on the Bridge, Winchester, a must-visit hotspot in the city of Winchester. This bar has garnered an impressive average rating of 4.3 out of 5 stars, backed by 1,569 delighted customers.

Alternatively, quench your thirst at the popular The Wykeham Arms, Winchester, consistently rated 4.4 out of 5 stars in reviews.

Or, for an authentic local recommendation, head over to The William Walker, Winchester, one of the top-rated bars in Winchester, with an average rating of 4.4 out of 5 stars by 714 satisfied customers.

Raise a toast and celebrate another memorable day in Winchester, England!

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Experiences

Day 3 – Winchester - departure day

Day 3

Day 3 – Winchester - departure day

  • Winchester - Departure day
  • More
  • Winnall Moors Nature Reserve
  • 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.

Winnall Moors Nature Reserve 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 404 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.

If you look forward to a delicious meal, consider a top-rated restaurant like Gurkha's Inn. This restaurant is rated at an average of 4.6 out of 5 stars by 486 customers.

Previous customers have praised and rated this restaurant an average of 4.6 out of 5 stars in 457 reviews.

If you’re in the mood for something else, go to The Globe. This restaurant is a popular choice among locals as well as travelers and has received an average rating of 4.4 out of 5 stars by 485 customers.

As you conclude your city break in Winchester, treasure the memories you've made. May they accompany you on your journey homeward while carefully planned travel arrangements ensure your safe return. It's time to say, "See you later, Winchester!" and travel onwards.

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Experiences

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