One-Week England Self-Drive Road Trip With Itinerary from Leeds traveling south to York, Windermere, Liverpool, Chester, and Stratford-on-Avon

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Photo of Redeveloped Warehouses along the River in Leeds, UK.
Photo of view of Leeds Castle.
One-Week England Self-Drive Road Trip With Itinerary from Leeds traveling south to York, Windermere, Liverpool, Chester, and Stratford-on-Avon
One-Week England Self-Drive Road Trip With Itinerary from Leeds traveling south to York, Windermere, Liverpool, Chester, and Stratford-on-Avon
One-Week England Self-Drive Road Trip With Itinerary from Leeds traveling south to York, Windermere, Liverpool, Chester, and Stratford-on-Avon
One-Week England Self-Drive Road Trip With Itinerary from Leeds traveling south to York, Windermere, Liverpool, Chester, and Stratford-on-Avon
One-Week England Self-Drive Road Trip With Itinerary from Leeds traveling south to York, Windermere, Liverpool, Chester, and Stratford-on-Avon
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Escape the ordinary with this exciting 8-day road trip through England. Explore diverse landscapes, discover lively cities, and prepare for an unforgettable journey!

This perfectly planned road trip itinerary takes you through some of the best places to see in England. You will spend 2 nights in Leeds, 1 night in York, 1 night in Windermere, 1 night in Liverpool, 1 night in Chester, and 1 night in Stratford-on-Avon. Anticipate well-spent days sightseeing, eating delicious food, and experiencing the highlights of each destination!

With this travel package, you can choose from an extensive selection of accommodations along your road trip route in England. We have handpicked the best hotels and places to stay across the country, including options for each budget. Whether you are in the mood for luxurious 5-star hotels or budget-friendly bed and breakfasts, we have you covered.

Upon arriving in Leeds, the rental vehicle of your choice will be ready for collection. From there, the road trip can begin! Experience the ultimate freedom and uncover England on your own terms.

An expertly curated travel plan makes sure you don’t miss out on any of the best things to see and do on your road trip in England. Royal Albert Dock Liverpool and Chester Zoo are just a couple of the bucket-list attractions that await your discovery.

As you hit the open road and drive through Leeds, York, Keswick, Grasmere, Near Sawrey, Windermere, Liverpool, Chester, Stratford-on-Avon, Bibury, Bourton-on-the-Water, and Stow-on-the-Wold, you will also enjoy plenty of opportunities to uncover hidden gems and experience the authentic charm of England. Whether you are exploring enchanting towns and villages, discovering scenic routes, or indulging in local cuisine, there is always something new and exciting to experience in England.

Throughout your road trip in England, take breaks from sightseeing to explore your favorite destinations' top shopping streets and markets. Discover unique souvenirs that will forever remind you of your self-drive adventure in England.

This package offers an all-in-one solution for your trip planning - choose flights, a rental car, accommodations, attractions, and tours that suit your needs and desires. You can customize each day of your road trip itinerary with flexible trip planning before and after booking.

The best services in England fill up quickly, so book your spot early. Select a date and start planning your road trip in England today!

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Day1

Day 1

  • Leeds - Arrival day
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  • Park Square
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Your road trip adventure in England begins as soon as you reach Leeds and pick up your car. You’ll stay here for 1 night and explore what to see in Leeds, sample the local cuisine, and choose from a curated selection of the best hotels and places to stay in the city.

Leeds is a beautiful city with plenty to discover. If you arrive before check-in time or prefer to get started on your sightseeing right away, we recommend checking out Park Square. Taking a stroll in the city center is a great alternative. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

When you're ready for some downtime, make your way to your chosen hotel. Check-in typically starts between 2 and 4 PM in Leeds. Make yourself at home and unwind before heading out again.

As dinnertime approaches, it's time to head out for a bite to eat. If you are looking to dine at a popular restaurant in Leeds, it's often a good idea to reserve a table in advance.

Treat yourself to a delicious dinner at HOME, an excellent option for tonight's dining. Looking for something different? The Whitehall Restaurant & Bar offers a tantalizing alternative with its diverse menu. And don’t miss Premier Inn Leeds City Centre (Leeds Arena) hotel. Known for great service, it’s a fantastic choice for tonight in Leeds.

Extend your evening after a delightful meal by visiting Pixel Bar Leeds, which offers the perfect atmosphere for a night out. Moreover, Wax Bar is another popular option for a drink or two. Likewise, North Bar also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

Raise a toast to the start of your 8-day road trip in England!

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Day2

Day 2

  • Leeds
  • York
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Drive 47 km, 1 hour 20 min

  • National Railway Museum York
  • York Minster
  • Shambles Market
  • Jorvik Viking Centre
  • More

Dive into day 2 of your remarkable road trip in England. Today you'll explore 1 destination, including York. At the end of the day, you’ll unwind at one of the finest accommodations in York, where you'll spend 1 night.

When you’re ready to jump back into the car and say goodbye to Leeds, you’ll hit the road in the direction of York. This drive usually takes around 46 min.

Spend your afternoon discovering National Railway Museum, a notable museum known for its eye-catching features. Next, continue your sightseeing at York Minster, a notable church.

If you're starting to feel hungry, this is a great time for a break at a nearby restaurant or cafe. When you're ready for more, stop by Shambles Market and uncover the details of this eye-catching market. Make sure to also explore Jorvik Viking Centre, a captivating museum.

At the end of the day, you will drive to York, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.

York is a place where the culinary landscape is as diverse as its attractions. So before the day ends, treat your palate to a taste of local cuisine at one of the best restaurants in York.

Enjoy a lovely meal at Yakamoz, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, House Of The Trembling Madness is another top choice with a popular menu. You could also check for a table at Turtle Bay York. As an establishment that consistently gains high praises from customers, it’s an ideal choice in York tonight.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at The Habit Cafe Bar, a well-loved spot among locals and tourists. Or, head to Shambles Tavern. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Pivní York, another top-rated place in the area.

Take some time to reflect on your day and savor another beautiful night in England.

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Day3

Day 3

  • York
  • Keswick
  • Grasmere
  • Near and Far Sawrey
  • Bowness-on-Windermere
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Drive 246 km, 4 hours 9 min

  • Castlerigg stone circle
  • National Trust - Allan Bank and Grasmere
  • National Trust - Hill Top
  • More

Experience an unparalleled adventure on day 3 of your road trip in England. This exciting part of your journey invites you to discover the renowned landmarks in 4 places, which are Keswick, Grasmere, Near Sawrey, and Windermere. At the end of the day, you will retreat to the hotel of your choice in Windermere, where will spend 1 night.

Keswick’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of York behind. This drive usually takes around 2 hours 19 min. Keswick welcomes you with a multitude of unique vacation experiences.

Enjoy sightseeing at your own pace and allow yourself time to explore the beautiful surroundings. Take your self-guided tour to Castlerigg Stone Circle, a curiosity-inducing archeological site that everyone visiting Keswick should see.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Grasmere. This drive usually takes around 23 min, without any stops or traffic disruptions.

One of our top recommendations for your sightseeing is National Trust - Allan Bank And Grasmere.

It’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Near Sawrey may take around 32 min. Upon your arrival in Near Sawrey, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Set out on a self-guided sightseeing tour at National Trust - Hill Top and explore the instagrammable features.

When you’re done exploring for the day, you’ll drive to your hotel in Windermere. Check in and relax before you head out to tour the town.

As dinnertime approaches, it's time to head out for a bite to eat. If you are looking to dine at a popular restaurant in Windermere, it's often a good idea to reserve a table in advance.

Say good night to Windermere and look forward to another great day of your road trip in England!

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Day4

Day 4

  • Bowness-on-Windermere
  • Liverpool
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Drive 144 km, 2 hours 17 min

  • Liverpool Metropolitan Cathedral
  • The Beatles Story
  • Royal Albert Dock Liverpool
  • Museum of Liverpool
  • The Liverpool Waterfront
  • More

On day 4 of your road trip in England, your travel plans include 1 stop at the most scenic, wondrous, and interesting places in the region. Liverpool are on today's agenda. In the evening, you’ll end up in Liverpool, where you will stay for 1 night.

After soaking in Windermere’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Liverpool. Expect your car journey to take a minimum of 1 hour 47 min. When you arrive in Liverpool, it's time to take a break from the road.

When you're ready for some sights, head to Liverpool Metropolitan Cathedral, a beloved church in Liverpool. Explore its stunning features at your own pace before you continue your journey to your next attraction, The Beatles Story. This underrated museum is a top recommendation in the area.

When you’re ready to explore more, Royal Albert Dock Liverpool is an excellent choice. Spend some time discovering what some claim to be the most picture-perfect historical landmark in the region. Next, continue your sightseeing at the popular Museum Of Liverpool and discover what makes this museum unique. If you’re up for one more stop in the city, head to The Liverpool Waterfront, an UNESCO world heritage-listed public square many travelers find the visit worthwhile.

After soaking up all the sights on today's itinerary, you'll be ready to head to your accommodation in Liverpool. Liverpool offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

After a day of adventure, treat yourself to an exquisite dinner at one of Liverpool's best restaurants.

Make sure to reserve a table at KURDINA RESTAURANT AND BAR, an iconic dining spot in Liverpool. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Rudy's Pizza Napoletana - Castle Street, a popular restaurant in Liverpool. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of The Quarter, a hidden gem nestled in Liverpool. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Keep the evening going at Brass Monkey, a great choice for enjoying the after-dinner hours with a drink. You could also go to Sanctuary Bar, which offers a similarly pleasant setting and great drinks. Another option is The Underground Gin Society, which provides an inviting environment for unwinding after a busy day out.

As the sun sets, rest up and recharge for the next leg of your road trip in England.

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Day5

Day 5

  • Liverpool
  • Cheshire West and Chester
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Drive 45 km, 1 hour 13 min

  • Chester Zoo
  • Chester Cathedral
  • Escapism Chester
  • Chester City Walls
  • Eastgate and Eastgate Clock
  • More

On day 5 of your exciting self-drive vacation in England, you’ll soak in the magnificence of 1 destination, including Chester. When you’re not sightseeing, take time to relax at your chosen hotel in Chester, where you’ll be staying for 1 night.

It’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Chester may take around 41 min. Upon your arrival in Chester, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Savor the day by heading to Chester Zoo, a well-known zoo that draws visitors from near and far. When you're done, continue to Chester Cathedral, where you can soak in the stunning surroundings.

Next, explore Escapism Chester, yet another increasingly popular place to see in the area. After the escape room, make time to go to Chester City Walls. This picture-perfect historical landmark is well worth the visit. Lastly, head to Eastgate And Eastgate Clock, a locally appreciated monument you won’t want to miss.

At the end of the day, you will drive to Chester, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.

After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Chester. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Treat yourself to a delicious dinner at 1539 Restaurant and Bar, an excellent option for tonight's dining. Looking for something different? The Church Chester Bar & Restaurant offers a tantalizing alternative with its diverse menu. And don’t miss BarLounge - Chester. Known for great service, it’s a fantastic choice for tonight in Chester.

If you’re not ready to end the night just yet, Prohibition offers a perfect venue to relax and savor a drink. Similarly, Liquor And Co is well-suited for those looking to unwind in a social setting. Craft & Company is another excellent spot to enjoy a nightcap after a delightful meal.

Relax and look forward to more memorable moments to come!

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Day6

Day 6

  • Cheshire West and Chester
  • Stratford-upon-Avon
  • More

Drive 209 km, 3 hours 12 min

  • Anne Hathaway's Cottage
  • Holy Trinity Church
  • Stratford Butterfly Farm
  • Shakespeare's Birthplace
  • Hall's Croft
  • More

Your itinerary for day 6 of your road trip in England includes 1 stop and features some of the highlights of Stratford-on-Avon. At the end of the day, enjoy the comforts of a top-rated hotel in Stratford-on-Avon, where you'll spend 1 night.

When you’ve had your share of Chester, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Stratford-on-Avon. Your travel time is around 2 hours 23 min.

Set out on a self-guided sightseeing tour at Anne Hathaway's Cottage and explore the romantic features. Next, make your way to Holy Trinity Church, another highlight in Stratford-on-Avon. When you’re done exploring the church, continue to Stratford Butterfly Farm, an eye-catching butterfly garden.

Nearby, you will also find Shakespeare's Birthplace. This popular museum is a top place to see in the area. Lastly, head to Hall's Croft, a visually striking museum that is perfect for some final exploring in the town.

When you’re done exploring for the day, you’ll drive to your hotel in Stratford-on-Avon. Check in and relax before you head out to tour the town.

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Stratford-on-Avon. Enjoy a relaxing evening as you savor delicious local cuisine.

Cap off your dinner by heading to Garrick, ideal for a leisurely evening with a drink in hand.

As the day draws to a close, take a moment to unwind and prepare for the next exciting chapter of your road trip in England.

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Day7

Day 7

  • Stratford-upon-Avon
  • Bibury
  • Bourton-on-the-Water
  • Stow-on-the-Wold
  • Leeds
  • More

Drive 339 km, 4 hours 45 min

  • National Trust - Bibury
  • Bourton-on-the-water
  • Birdland Park & Gardens
  • The Model Village
  • St Edward's Church
  • More

Dive into day 7 of your remarkable road trip in England. Today you'll explore 3 destinations, including Bibury, Bourton-on-the-Water, and Stow-on-the-Wold. At the end of the day, you’ll unwind at one of the finest accommodations in Leeds, where you'll spend 1 night.

Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Bibury.

Set your GPS to Bibury and hit the road. Expect a journey of approximately 1 hour 3 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Bibury beckons with new experiences!

For a more meaningful self-guided tour of the village's best attractions, visit National Trust - Bibury, a frequently visited historical landmark that is sure to impress. Take in the surroundings and enjoy the freedom of exploring at your own pace before you continue your journey.

Bourton-on-the-Water’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Bibury behind. This drive usually takes around 26 min. Bourton-on-the-Water welcomes you with a multitude of unique vacation experiences.

For a more meaningful self-guided tour of the village's best attractions, visit Bourton-on-the-water, an underrated sightseeing destination that is sure to impress. Take in the surroundings and enjoy the freedom of exploring at your own pace before you continue your journey. Next, head to Birdland Park And Gardens and admire its stunning features.

When you’re ready, continue to The Model Village, an underrated sightseeing destination beloved by locals and tourists alike.

Embrace the thrill of the open road as you wave goodbye to Bourton-on-the-Water and set your GPS to Stow-on-the-Wold. While on the road, immerse yourself in your favorite road trip tunes or sample the sounds from a local radio station. This car ride usually takes around 8 min. Upon reaching Stow-on-the-Wold, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

For a more meaningful self-guided tour of the village's best attractions, visit St Edward's Church, an intriguing church that is sure to impress. Take in the surroundings and enjoy the freedom of exploring at your own pace before you continue your journey.

After soaking up all the sights on today's itinerary, you'll be ready to head to your accommodation in Leeds. Leeds offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

Indulge in a memorable dining experience at one of Leeds's most popular restaurants, and connect with friendly locals for a true cultural experience.

Enjoy a delicious meal at Cosy Club, a highly-rated dining destination in Leeds. If you're eager to try something different, consider Clayton Hotel Leeds, another top spot with a tantalizing menu. You might also want to secure a reservation at Riva Blu Italian Restaurant & Bar, Leeds. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Leeds this evening.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Power, Corruption & Lies, known for its inviting atmosphere. Brudenell Social Club is another great option if you’re looking for a place to get the night started. Similarly, Whitelock's First City Luncheon Bar provides a great setting to enjoy the night away.

Relax and recharge in preparation for another adventurous day in England!

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Day8

Day 8

  • Leeds - Departure day
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  • Thackray Museum of Medicine
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Day 8 of your road trip in England is your departure day. This is your chance to catch a last glimpse of Leeds before saying goodbye to this wonderful destination. If you've still got time left, we recommend doing some last-minute shopping or sightseeing.

If you're up for some more sightseeing, begin at Thackray Museum Of Medicine. This often recommended museum is a hotspot among locals.

Take some time to indulge in shopping at Leeds’s popular marketplace, Victoria Leeds. Look for keepsakes or souvenirs to remind you of your trip. Browse boutiques to find unique and stylish fashion pieces. If you’re in the mood for luxury shopping, high-end stores await you.

Before you conclude your road trip in England, drop by another restaurant for a last chance at a memorable dining experience in Leeds.

You’ll then say farewell to Leeds. Drive to the airport, return your car, and take the opportunity to get some last-minute souvenirs before you board your flight home. We wish you a pleasant journey and hope you leave with many wonderful memories of your road trip in England!

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Each package includes a professionally crafted itinerary you can tailor to your travel style. A dedicated travel expert will make sure every detail fits your needs perfectly.
Easily make changes
Need to update plans? No problem. Whether before your trip or mid-journey, we’re just seconds away to help with quick adjustments.
Enjoy seamless planning
With everything from accommodations to activities pre-arranged, our packages save you hours of research—so you can spend more time enjoying your trip, not planning it.
Explore with confidence
From scenic road trips to city-hopping adventures, we’re here 24/7 to support you across Europe—before, during, and after your trip.
Secure your spot
Confirm your package instantly and lock in the best rate with secure payment and guaranteed availability.
Get instant confirmation
Shortly after booking, you’ll receive your full itinerary, including schedules, locations, and everything you need for a stress-free trip.
Personalize your itinerary
Each package includes a professionally crafted itinerary you can tailor to your travel style. A dedicated travel expert will make sure every detail fits your needs perfectly.
Easily make changes
Need to update plans? No problem. Whether before your trip or mid-journey, we’re just seconds away to help with quick adjustments.
Enjoy seamless planning
With everything from accommodations to activities pre-arranged, our packages save you hours of research—so you can spend more time enjoying your trip, not planning it.
Explore with confidence
From scenic road trips to city-hopping adventures, we’re here 24/7 to support you across Europe—before, during, and after your trip.

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Your trip is protected, personalized, and priced right. No surprises, no stress.

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