9-Day England Self-Drive Road Trip With Itinerary from Liverpool traveling east to Chester, Windermere, York, and Whitby
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Experience the freedom of the open road in England as you embark on an unforgettable 9-day road trip! This experience caters to every traveler, featuring destinations like Liverpool, Chester, Near Sawrey, Rydal, Windermere, Grasmere, Keswick, York, Whitby, Hutton-le-Hole, Rievaulx, and Helmsley.
This perfectly planned road trip itinerary in England takes you through some of the best places to see in the country. You will spend 3 nights in Liverpool, 1 night in Chester, 2 nights in Windermere, 1 night in York, and 1 night in Whitby. 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 got you covered.
Upon arriving in Liverpool, 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. Marvel at the remarkable Lake District National Park, learn more about the unique National Railway Museum, and immerse yourself in the vibrant atmosphere of York Minster.
As you hit the open road and drive through Liverpool, Chester, Near Sawrey, Rydal, Windermere, Grasmere, Keswick, York, Whitby, Hutton-le-Hole, Rievaulx, and Helmsley, 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, accommodation, 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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Day 1
- Liverpool - Arrival day
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- Bold Street
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Your road trip adventure in England begins as soon as you reach Liverpool and pick up your car. You’ll stay in Liverpool for 2 nights and explore the best things to see and do, sample the local cuisine, and choose from a curated selection of the best hotels and places to stay in the city.
Liverpool 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 Bold Street, a must-see street, and taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.
Make your way to your chosen hotel. Check-in typically starts between 2 and 4 PM in Liverpool. Make yourself at home and enjoy some downtime 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 Liverpool, it's often a good idea to reserve a table in advance.
Enjoy a lovely dining experience at KURDINA RESTAURANT AND BAR, a popular restaurant in Liverpool. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Liverpool at Rudy's Pizza Napoletana - Castle Street, another great place to eat. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. A third option to check out is the top-rated The Quarter. It’s yet another ideal choice to enhance your time in Liverpool tonight.
After your delicious meal, get a taste of the vibrant nightlife with a visit to Brass Monkey, known for its inviting atmosphere. Sanctuary Bar is another great option if you’re looking for a place to get the night started. Similarly, The Underground Gin Society provides a great setting to enjoy the night away.
Raise a toast to the start of your 9-day road trip in England!
Day 2
- Liverpool
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Drive 11 km, 52 min
- Liverpool Metropolitan Cathedral
- The Liverpool Waterfront
- Museum of Liverpool
- The Beatles Story
- Royal Albert Dock Liverpool
- Wheel Of Liverpool
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On day 2 of your road trip, you will have an entire day to explore Liverpool. You’ll stay in Liverpool for 1 night and discover all the best things to see and do in the area.
Savor the day by visiting some of the best places to see in Liverpool, including a church, a public square, a museum, a historical landmark, an observation deck and much more! Start your adventure at Liverpool Metropolitan Cathedral. This intriguing church is a must-visit for travelers looking for a unique holiday experience. Make your way to The Liverpool Waterfront located in Liverpool for another exciting encounter.
Next, immerse yourself in the setting of Museum Of Liverpool. Its heritage-rich features will captivate you. After the museum, continue your tour of the city with a visit to The Beatles Story. Visitors usually appreciate the eye-catching features of this museum. Next up is Royal Albert Dock Liverpool, a highly recommended historical landmark. For a change of pace, head to The Wheel Of Liverpool. As one of the most beloved attractions in Liverpool, this observation deck is the perfect place to end your self-guided sightseeing tour.
Don’t forget to check out all the popular tours and activities you can add to your road trip itinerary. England is a beautiful travel destination that offers plenty of unique tours that will enhance your vacation experience. Explore and select your activities below.
Indulge in a memorable dining experience at one of Liverpool's most popular restaurants, and connect with friendly locals for an authentic adventure.
Enjoy a delicious meal at OH ME OH MY, a highly-rated dining destination in Liverpool. If you're eager to try something different, consider Georgie Porgy Cafe, another top spot with a tantalizing menu. You might also want to secure a reservation at Queens Wine Bar and Bistro. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Liverpool this evening.
After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Mcguffie & Co, a well-loved spot among locals and tourists. Or, head to Ye Hole In Ye Wall. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Rox Cocktail Bar Liverpool, another top-rated place in the area.
Get a good night's sleep and look forward to another great day on the road in England!
Day 3
- Liverpool
- Cheshire West and Chester
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Drive 45 km, 1 hour 16 min
- Chester Zoo
- The Grosvenor Museum
- Chester Cathedral
- Eastgate and Eastgate Clock
- Chester Roman Amphitheatre
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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 1 vibrant destinations - Chester. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Chester. You will spend 1 night here for some well-deserved relaxation.
Get ready for an exciting day in Liverpool. Today’s sightseeing agenda includes a zoo, a museum, a church, a monument, an archeological site and much more! Begin your adventure at Chester Zoo. This is a popular zoo you should not miss. Another must-see is The Grosvenor Museum, a worthwhile museum in Liverpool.
When you’re ready for the next sight, head to Chester Cathedral. From there, take a leisurely stroll to Eastgate And Eastgate Clock, another of the city’s increasingly popular attractions. We recommend continuing your self-guided tour at Chester Roman Amphitheatre, a symbolic place of interest in the city.
When you’re done exploring for the day, you’ll drive to your hotel in Chester. Check in and spend some time relaxing before you head out to tour the city.
Indulge in a memorable dining experience at one of Chester's most popular restaurants, and connect with friendly locals for an authentic adventure.
Enjoy a lovely dining experience at 1539 Restaurant and Bar, a popular restaurant in Chester. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Chester at The Church Chester Bar & Restaurant, another great place to eat. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. A third option to check out is the top-rated BarLounge - Chester. It’s yet another ideal choice to enhance your time in Chester tonight.
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 recharge in preparation for another adventurous day in England!
Day 4
- Cheshire West and Chester
- Bowness-on-Windermere
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Drive 231 km, 3 hours 36 min
- Ambleside Roman Fort
- National Trust - Hill Top
- Rydal Cave
- National Trust - Tarn Hows
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On day 4 of your exciting self-drive vacation in England, you’ll soak in the magnificence of 3 destinations, Clappersgate, Near Sawrey, and Rydal. When you’re not sightseeing, take time to relax at your selected hotel in Windermere, where you’ll be staying for 2 nights.
Today’s well-planned self-sightseeing route offers several fun adventures, scenic views, and photo-friendly spots. Whether you decide to explore Chester on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Ambleside Roman Fort is the first of them. Spend some time admiring this breathtaking archeological site before continuing your journey. National Trust - Hill Top is your next stop. This up-and-coming museum is one of the best-rated sights in Chester.
Consider grabbing some lunch or a light snack to keep your energy going. Beyond the above-mentioned attractions, today is also the perfect time to visit Rydal Cave. This peaceful cave is a sight to behold. To round off your sightseeing experience, visit National Trust - Tarn Hows.
At the end of the day, you will drive to Windermere, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.
As you explore more of Windermere, you'll discover that its culinary landscape is as diverse as its attractions. Whether you're craving traditional dishes bursting with local flavors or innovative creations that push the boundaries of taste, you're sure to find a dining experience that satisfies your cravings.
With its reputation for pleasing customers, it’s a fantastic choice for tonight in Windermere.
Celebrate another amazing day of your road trip adventure in England!
Day 5
- Bowness-on-Windermere
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Drive 88 km, 2 hours 13 min
- Lake District National Park
- National Trust - Allan Bank and Grasmere
- Castlerigg stone circle
- Friars Crag
- Ashness Bridge
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At the end of the day, you'll drive back to Windermere, where you'll stay for 1 night more.
Start your adventure at Lake District National Park. This notable national park is a must-visit for travelers looking for a unique holiday experience. Make your way to National Trust - Allan Bank And Grasmere located in Windermere for another exciting encounter.
Next, immerse yourself in the setting of Castlerigg Stone Circle. Its culturally significant features will captivate you. After the archeological site, continue your tour of the village with a visit to Friars Crag. Next up is Ashness Bridge, a highly recommended historical landmark.
When you’re done exploring for the day, you’ll return to Windermere and your accommodation.
As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Windermere. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.
Raise your glass and celebrate another amazing day of your road trip in England!
Day 6
- Bowness-on-Windermere
- York
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Drive 182 km, 3 hours 20 min
- National Railway Museum York
- York Minster
- Shambles Market
- Clifford's Tower, York
- Rowntree Park
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Embark on another extraordinary experience on day 6 of your road trip in England. Today, you will make 1 stop and experience some of the highlights of York. At the end of the day, you will enjoy the comforts of a top-rated hotel in York, which will be your home away from home for 1 night.
Get ready to discover some of the most iconic wonders in Windermere, including a museum, a church, a market, a castle, a park and much more! Start your day at National Railway Museum. This heritage-rich museum is a popular place to see in Windermere. Then, wander over to York Minster. If grand sites excite you, this church will be right up your alley. Nearby, you’ll also find Shambles Market. This photogenic market is a favorite among visitors.
Windermere offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Clifford's Tower, York is an underrated spot in the city that will captivate you with its unique charm. When you’re done at the castle, don’t forget to check out the mesmerizing Rowntree Park. Take a moment to appreciate the fascinating details of this intriguing park.
After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in York. York offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.
After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in York. Enjoy a satisfying meal that will recharge you for tonight's adventures.
Make sure to reserve a table at Yakamoz, an iconic dining spot in York. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of House Of The Trembling Madness, a popular restaurant in York. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Turtle Bay York, a hidden gem nestled in York. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.
Extend your evening after a delightful meal by visiting The Habit Cafe Bar, which offers the perfect atmosphere for a night out. Moreover, Shambles Tavern is another popular option for a drink or two. Likewise, Pivní York also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.
As the day draws to a close, take a moment to unwind and prepare for the next exciting chapter of your road trip in in England.
Day 7
- York
- Whitby
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Drive 78 km, 1 hour 38 min
- Whitby Abbey
- 199 Steps
- Captain Cook Memorial Museum
- RNLI Whitby Museum
- Whalebone Arch
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Dive into day 7 of your remarkable road trip in England. Today you will explore Whitby, where you will have the opportunity to experience all the top things to see and do. At the end of the day, you’ll unwind at one of the finest accommodations in Whitby. You’ll stay here for 1 night.
Prepare for a day full of fun adventures, breathtaking views, and picturesque spots. When you’re ready, kick off your sightseeing adventure at Whitby Abbey. This captivating archeological site is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is 199 Steps, one of the town’s best highlights.
Next, check out Captain Cook Memorial Museum, one of the most beloved places to see in York. This museum is a favorite among locals and travelers alike. Then, head to Whalebone Arch, a top-rated monument that adds another dimension to your day.
When you’re done exploring for the day, you’ll drive to your hotel in Whitby. Check in and spend some time relaxing 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 Whitby. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.
Make sure to reserve a table at The Whitby Endeavour, an iconic dining spot in Whitby. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world.
Get a good night's sleep and look forward to another great day on the road in England!
Day 8
- Whitby
- Liverpool
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Drive 267 km, 3 hours 46 min
- Ryedale Folk Museum
- Rievaulx Abbey
- Helmsley Castle
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On day 8 of your road trip in England, you will get a true taste of the freedom a self-drive vacation in Europe entails. Today’s travel plans include stops at the most scenic, wondrous, and interesting places in Hutton-le-Hole, Rievaulx, and Helmsley. In the evening, you’ll end up in Liverpool, where you will stay for 1 night.
Enjoy the perfect balance of relaxation and exploration in Whitby today. One of the most intriguing attractions included on the itinerary is Ryedale Folk Museum. This picture-perfect museum will help you start your sightseeing on top. Then, take a leisurely stroll to Rievaulx Abbey and learn what makes this stunning monastery unique.
Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the up-and-coming Helmsley Castle.
At the end of the day, you will drive to Liverpool, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.
After a day of adventure, treat yourself to an exquisite dinner at one of Liverpool's best restaurants.
Savor the flavors at Mowgli Street Food, a top pick for dinner tonight. Alternatively, Floating Grace beckons with its unique menu offerings. Also, consider Premier Inn Liverpool (West Derby) hotel. With its consistent customer satisfaction, it’s an excellent option for dining in Liverpool tonight.
After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Lady Of Mann, a well-loved spot among locals and tourists. Or, head to Boom Battle Bar Liverpool. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Abditory, another top-rated place in the area.
Relax and reminisce about your day in England and look forward to more memorable moments to come!
Day 9
- Liverpool - Departure day
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- Chavasse Park
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Day 9 of your road trip in England is your departure day. This is your chance to catch a last glimpse of Liverpool 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 Chavasse Park. This increasingly popular park is a popular place to see in the city.
Explore local shops for souvenirs to remember your trip or find unique gifts for loved ones.
Before you conclude your road trip in England, drop by another restaurant for a last chance at a memorable dining experience in Liverpool.
You’ll then say farewell to Liverpool. 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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