9-Day England Self-Drive Road Trip With Itinerary from Liverpool traveling east to Chester, Windermere, York, and Whitby

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Photo of aerial view of the city of Liverpool in United Kingdom.
Photo of buildings in Liverpool (England) near the river Mersey.
Photo of ferris wheel in Liverpool, England.
Photo of Albert dock in Liverpool during a sunny day, England.
Photo of Liverpool Cathedral or the Cathedral Church of the Risen Christ in Liverpool.
Photo of tourist girl on Swing Bridge visiting the Royal Albert Dock in Liverpool, England.
Photo of Liverpool historical architecture with cityscape in city center in England in United Kingdom.
Photo of tourist woman visiting Pier Head with "The Three Graces" in the city centre of Liverpool, England.
Photo of a bench seen lbetween trees overlooking the Liverpool skyline from Everton Park.
Photo of Liverpool waterfront with river Mersey and three graces.
phot of view of Beautiful sunset view of theLiverpool cathedral in Liverpool, UK.
photo of view of Aerial close up of the tower of the Royal Liver Building in Liverpool, UK during beautiful sunset.
photo of view of Liverpool Royal Liver Building at night with buildings in England in United Kingdom
photo of view of The Albert Dock, Liverpool, England.
Aerial view of Chester, a city in northwest England, known for its extensive Roman walls made of local red sandstone, UK
Ruins of Chester Castle is in the city of Chester, Cheshire, UK
Famous Church of England cathedral in Chester, England dating back to 1093.
View of residential houses alongside river Dee in Chester, England
Eastgate clock of Chester, a city in northwest England, known for its extensive Roman walls made of local red sandstone, UK
Historical Old town of Chester city, famous for its well preserved Tudor style half-timber houses, England, UK
Aerial view of Chester, a city in northwest England, known for its extensive Roman walls made of local red sandstone, UK
Photo of Windermere in the United Kingdom by Jonny Gios
Photo of York Castle Museum in York, North Yorkshire, England.
Photo of Micklegate - old medieval gate of York, Yorshire, England, UK.
Photo of an old and large tree  in a public park a blue sky with cloud is above, York, UK.
Photo of St. Mary's Abbey, museum garden in York city, England, UK.
Photo of panorama of River Ouse in York in North Yorkshire in a beautiful summer day, England, United Kingdom.
Photo of  cathedral of York, England, one of the largest of its kind in Northern Europe seen from the city walls, York, England, United Kingdom.
Photo of York cityscape along river ouse sunset dusk, York Yorkshire England UK.
Photo of York Minster, York, England.
Clifford's Tower in York UK
Panoramic aerial view of York in North Yorkshire in a beautiful summer day, England, United Kingdom
The Deanery - York UK. An amazing historic building still in use today.
York Crown Court,York, North Yorkshire, England
Bootham Bar, a medieval gateway in York, England
York shambles alley sunset dusk, York Englsnd UK
Castle of The city of York at dusk in United Kingdom. England
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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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Itinerary summary

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Days
Destination
Attractions
Overnight
Day
City & Overnight
Attractions
Bold Street
Liverpool Metropolitan CathedralThe Liverpool WaterfrontMuseum of LiverpoolThe Beatles StoryRoyal Albert Dock LiverpoolWheel Of Liverpool
Chester ZooThe Grosvenor MuseumChester CathedralEastgate and Eastgate ClockChester Roman Amphitheatre
Ambleside Roman FortNational Trust - Hill TopRydal CaveNational Trust - Tarn Hows
Lake District National ParkNational Trust - Allan Bank and GrasmereCastlerigg stone circleFriars CragAshness Bridge
National Railway Museum YorkYork MinsterShambles MarketClifford's Tower, YorkRowntree Park

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Day 1

Day 1

  • Liverpool - Arrival day
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  • Bold Street
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Welcome to Liverpool, the perfect starting point for your road trip in England! Pick up your rental car and let the adventure begin. You will spend 2 nights immersing yourself in Liverpool's charm before embarking on the next leg of your journey.

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.

Find your way to your hotel in Liverpool. We recommend choosing a hotel in a central location for easy exploring. Check-in typically starts between 2 and 4 PM at hotels in England. Settle in and make plans for the evening.

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 enjoying a fulfilling meal, continue your evening at Brass Monkey, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Sanctuary Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, The Underground Gin Society provides an excellent environment for a relaxed and enjoyable evening.

Raise a toast to the start of your 9-day road trip in England!

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Day 2

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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Day 2 offers a multitude of experiences. You will stay in Liverpool for 1 night more, offering you enough time to explore at a relaxed pace.

Get ready for a day filled with family-friendly attractions, breathtaking views, and photo-friendly spots in the charming city of Liverpool. Your adventure starts at Liverpool Metropolitan Cathedral, an often recommended local hot spot. Another notable attraction to explore is The Liverpool Waterfront. This locally appreciated public square is known for its historic appeal.

After soaking in the highlights of these sights, take some time to wander Liverpool's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Museum Of Liverpool. This historic museum offers a fascinating experience that many visitors find memorable. The Beatles Story is also worth visiting, along with Royal Albert Dock Liverpool. These standout landmarks offer unique experiences that add to the day’s enjoyment. End your day at The Wheel Of Liverpool. This beloved observation deck provides a fitting finale to your sightseeing.

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.

Experience shopping bliss at Liverpool as you explore St John's Shopping Centre. Take a leisurely stroll through unique and shops, where local treasures are waiting to be found. Beyond shopping, St John's Shopping Centre offers more options, including unique attractions, key services, and vibrant events.

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Liverpool. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Make sure to reserve a table at OH ME OH MY, 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 Georgie Porgy Cafe, 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 Queens Wine Bar and Bistro, a hidden gem nestled in Liverpool. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

To truly maximize your evening out, consider visiting Mcguffie & Co after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Ye Hole In Ye Wall, another bar with an inviting ambiance. Similarly, Rox Cocktail Bar Liverpool also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

Raise your glass to another unforgettable day in England!

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Day 3

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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On day 3 of your exciting self-drive vacation in England, you’ll soak in the magnificence of 1 destination, Chester. When you’re not sightseeing, take time to relax at your selected hotel in Chester, where you’ll be staying for 1 night.

Today, you'll explore some of the most beautiful places in Liverpool, including a zoo, a museum, a church, a monument, an archeological site and much more! Start your day with a visit to Chester Zoo. This well-known zoo is a must-visit in the city. When you’re ready for your next discovery, continue to The Grosvenor Museum, which may be one of the most history-steeped places you will experience today.

One of the best things about exploring Liverpool on a self-guided tour is that you set the pace. There’s plenty of time for detours and discovering hidden gems. When you’re ready for your next stop, make your way to Chester Cathedral, an up-and-coming church in the city. If you’re up for more discoveries, don’t forget to reserve some time for Eastgate And Eastgate Clock and Chester Roman Amphitheatre.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Chester. Chester 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 Chester. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Don’t miss out on dining at 1539 Restaurant and Bar, a top-rated dining destination in Chester. If you're in the mood to try something new, consider The Church Chester Bar & Restaurant, another top spot with a mouthwatering menu. You might also want to secure a reservation at BarLounge - Chester. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Chester this evening.

Continue your lively evening at Prohibition, a perfect place for winding down or revving up the night, depending on which mood you’re in. Liquor And Co is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Craft & Company ensures a night out tailored to your taste.

Raise your glass to another unforgettable day in England!

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Day 4

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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Embark on another extraordinary experience on day 4 of your road trip in England. Today, you will make 3 stops and experience some of the highlights of Clappersgate, Near Sawrey, and Rydal. At the end of the day, you will enjoy the comforts of a top-rated hotel in Windermere, which will be your home away from home for 2 nights.

Prepare for a day full of fun adventures, breathtaking views, and photo-friendly spots. When you’re ready, kick off your sightseeing adventure at Ambleside Roman Fort. This frequently visited archeological site is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is National Trust - Hill Top, one of the hamlet’s best highlights.

Next, check out Rydal Cave, one of the most up-and-coming places to see in Chester. This cave is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, National Trust - Tarn Hows. Wander around and soak in the serene atmosphere this lake offers.

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

Indulge in a memorable dining experience at one of Windermere's most popular restaurants, and connect with friendly locals for an authentic adventure.

Savor another day of unforgettable experiences in England!

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Day 5

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.

Immerse yourself in Windermere’s rich culture with today's sightseeing itinerary. Start your journey at Lake District National Park. This mesmerizing national park is sure to ignite your curiosity.

In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Castlerigg Stone Circle, a beloved archeological site. We also recommend visiting Ashness Bridge. This historical landmark is a must for anyone looking to experience the village to the fullest.

When you’re done exploring for the day, you’ll return to Windermere and your accommodation.

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

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

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Day 6

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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Dive into day 6 of your remarkable road trip in England. Today you will explore York, 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 York. You’ll stay here for 1 night.

Windermere is home to plenty of attractions that offer family-friendly attractions, photo-friendly spots, and historic treasures! Start at National Railway Museum, a locally renowned museum that is worthwhile a visit in the city. Nearby, you’ll find York Minster, enchanting visitors with its stunning appeal. Continue your exploration at Shambles Market. This market is one of the city’s most well-known spots.

Enjoy the freedom of exploring Windermere at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Clifford's Tower, York. After exploring the castle, head to the beloved Rowntree Park.

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.

As you explore more of York, 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.

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 gains consistently high praises from customers, it’s an ideal choice in York tonight.

Following your dinner, dive into the local bar culture at The Habit Cafe Bar. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Shambles Tavern, the perfect place for those looking to experience the best of the nightlife. Similarly, Pivní York provides excellent drinks and a great atmosphere, ensuring a memorable night out.

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

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Day 7

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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Experience an unparalleled adventure on day 7 of your road trip in England. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Whitby. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Whitby. You will spend 1 night here for some well-deserved relaxation.

Brace yourself for today’s incredible lineup of attractions in York, featuring family-friendly attractions, scenic views, and photo-friendly spots. Start at Whitby Abbey, an interesting archeological site in the town. Then, head to 199 Steps and soak in the ambiance of this awe-inspiring historical landmark.

There are many interesting places to see in York, and when you are ready for more, go to Captain Cook Memorial Museum. This is one of the town’s most often recommended historic spots of interest. After exploring the museum, visit the up-and-coming Rnli Whitby Museum. Not far away, you'll also find Whalebone Arch. This monument is a picture-perfect highlight in York.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Whitby. Whitby 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 Whitby's best restaurants.

Treat yourself to a wonderful meal at The Whitby Endeavour, a top-rated dining spot in Whitby.

Head back to your accommodation in Whitby and get some rest in preparation for another magical day of your road trip in England!

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Day 8

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.

Whitby is brimming with adventures. Today’s wonderful stops include a museum, a monastery, and a castle. Begin your sightseeing adventure at the intriguing Ryedale Folk Museum and allow yourself time to explore. Just a short distance away you'll find your next stop, Rievaulx Abbey, a breathtaking monastery that draws visitors from far and near.

Continue your journey to Helmsley Castle, one of the village’s most increasingly popular spots that you shouldn’t miss.

When you’re done exploring for the day, you’ll drive to your hotel in Liverpool. Check in and spend some time relaxing before you head out to tour the city.

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

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.

Extend your evening after a delightful meal by visiting Lady Of Mann, which offers the perfect atmosphere for a night out. Moreover, Boom Battle Bar Liverpool is another popular option for a drink or two. Likewise, Abditory also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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

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Day 9

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 beloved park is a popular place to see in the city.

Maximize your last day in England and go on a shopping spree in Liverpool’s shopping center, the lively St John's Shopping Centre. Browse for souvenirs to remind you of your wonderful journey in England.

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

If you're in the mood for something new, try Red Sea Restaurant, another premier location with a delectable menu.

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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