After arriving at Manchester Airport, we’ll drive you to Skipton, the gateway to the Yorkshire Dales and the starting point of your North Yorkshire cycling adventure. Your journey begins with a comfortable stay at the charming White Hart Hotel , https://www.whiteharthotelharrogate.com/gallery/  where you can relax and prepare for the ride ahead.
Skipton serves as an ideal base for exploring this picturesque region. This historic market town is renowned for its well-preserved medieval castle.
After a hearty breakfast, we set off from Skipton, riding through rolling countryside and charming villages. The route takes us past the stunning Bolton Abbey https://boltonabbey.com/ , where you can glimpse the historic ruins nestled along the River Wharfe. Continuing through the Wharfe Valley, we pass through the charming market town of Ilkley, famous for its moorlands and Victorian architecture.
As we ride toward Harrogate, we pass through Otley, a vibrant riverside town known for its cycling culture and traditional market square. The final stretch leads us through rolling green hills before arriving in Harrogate, a historic spa town renowned for its elegant gardens, famous Bettys Tea Room https://www.bettys.co.uk/cafe-tea-rooms/our-locations/bettys-harrogate?srsltid=AfmBOoohh5-SYQlrcsRyyRn9vJ71W564O_GUP7C2gh_12QYUqZqO0SOz, and relaxing thermal waters—perfect for unwinding after a rewarding first day on the road.
After a restful night in Harrogate, your journey continues toward Ripon, covering approximately 40 miles. Departing Harrogate, you’ll cycle north to the historic village of Ripley, known for its impressive 14th-century Ripley Castle and charming cobbled streets. From there, head northwest through the scenic countryside to Brimham Rocks, a fascinating collection of dramatic rock formations managed by the National Trust. These unique natural sculptures offer an excellent spot for a brief rest and exploration.​
Continuing eastward, you’ll pass through the quaint villages of Galphay and Studley Roger before arriving at the UNESCO World Heritage Site of Fountains Abbey and Studley Royal Water Garden. This expansive estate features the well-preserved ruins of a 12th-century Cistercian abbey and elegant Georgian water gardens, providing a serene backdrop for your ride.​ https://www.istockphoto.com/search/2/image-film?phrase=fountains+abbey
As we approach Ripon, you’ll notice the striking architecture of Ripon Cathedral https://riponcathedral.org.uk/, a historic landmark with a history spanning over 1,300 years. Your accommodation for the night is  You are staying here The Old Deanery, a 17th-century building situated opposite the cathedral. An exquisite dining experience, with menus featuring locally sourced ingredients and inventive cuisine. The Old Deanery’s restaurant has received positive reviews for its attentive service and delightful tasting menus. https://theolddeanery.co.uk
After a restful night at The Old Deanery, we set off on an unforgettable ride deep into the Yorkshire Dales. Leaving Ripon, we cycle through lush countryside toward Masham, a charming market town renowned for its brewing heritage. Here, we’ll take a break to visit Theakston Brewery, home of the legendary Old Peculiar Ale, and its neighbour Black Sheep Brewery, both known for their rich Yorkshire ales. (Don’t worry, we’ll save the tasting for later!) https://www.blacksheepbrewery.com/
From Masham, we continue into the Nidderdale Area of Outstanding Natural Beauty, following winding country lanes past rolling hills, dry-stone walls, and timeless villages. The route takes us through Leyburn, a lively market town offering stunning views over Wensleydale.
The final stretch brings us to the breathtaking Aysgarth Falls https://www.yorkshiredales.org.uk/places/aysgarth_falls_national_park_centre/ , a spectacular three-tiered waterfall on the River Ure, made famous by its appearance in Robin Hood: Prince of Thieves. After soaking in the scenery, we arrive at our stop for the night—The Wheatsheaf Inn, a traditional country pub with hearty meals, a cozy atmosphere, and, of course, a well-earned pint of Masham’s finest Old Peculiar Ale (once we’re off the bikes!). https://www.wheatsheafinwensleydale.co.uk/
Embarking from the picturesque village of Aysgarth, this leg of your cycling adventure takes you deep into the heart of the Yorkshire Dales, culminating in the historic market town of Barnard Castle. Covering approximately 50 miles, the route offers challenging climbs, breathtaking scenery, and a chance to visit the renowned Tan Hill Inn—the highest pub in Britain.​ https://tanhillinn.com/gallery/
Pedal northwest through the rolling hills and open moorlands of the Yorkshire Dales National Park. Your primary ascent leads to the iconic Tan Hill Inn, standing at 1,732 feet above sea level. This historic establishment, dating back to the 17th century, is celebrated not only for its elevation but also for its warm hospitality, traditional ales, and rustic charm. It’s an ideal spot to rest, refuel, and take in panoramic views of the surrounding moorland.​
From Tan Hill, enjoy a rewarding descent into https://www.yorkshiredales.org.uk/places/arkengarthdale/  one of the northernmost dales. This area is characterized by its heather-clad moors, stone-built villages, and rich mining history. The serene landscapes provide a peaceful backdrop as you continue your ride.​
Challenge of The Stang: https://pjammcycling.com/climb/928.The%2520Stang%2520Official%2520%252357
As you approach the border between North Yorkshire and County Durham, you’ll encounter The Stang—a notable climb that tests endurance but rewards with expansive vistas. The ascent is well-regarded among cyclists for its challenging gradients and scenic beauty.​ We always have a back up vehicle so do not worry
Arrival in Barnard Castle:
Conclude your ride in Barnard Castle, a historic town named after its medieval fortress overlooking the River Tees. The town boasts cobbled streets, antique shops, and the renowned Bowes Museum, which houses an impressive collection of fine and decorative arts
Tonight we stay at The Old Well Inn, located at 21 The Bank in Barnard Castle, County Durham, England, is a historic inn offering a blend of traditional charm and modern comforts. Originally known as The Railway Hotel, the inn dates back to the 12th century and has undergone various transformations over the centuries. Notably, it was used as billets for soldiers during World War I, with reports highlighting the challenges faced by troops accommodated there due to inadequate facilities https://theoldwellinn.co.uk/beer-garden-3/
Day 6 – Ride five : Barnard to Great Ayton – A Scenic Journey through North Yorkshire (50 Miles)
Darlington, a town renowned for its rich railway heritage. It’s home to the world’s first passenger railway, the Stockton and Darlington Railway, established in 1825.
As you continue southeast, the route offers stunning vistas of the Cleveland Hills, part of the North York Moors National Park.
Arriving in Great Ayton, you’ll find a village rich in history and charm. Notably, it was the boyhood home of Captain James Cook, the famed British explorer. The village green, bordered by traditional cottages and the River Leven, offers a picturesque setting for relaxation.
Just outside Great Ayton stands Roseberry Topping, a distinctive hill with a unique profile, often compared to the Matterhorn. For those with energy to spare, a hike to its summit provides panoramic views of the surrounding countryside.
Accommodation: The King’s Head Inn https://www.inncollectiongroup.com/kings-head-inn
Embark on an enriching cycling journey from the historic village of Great Ayton to the vibrant coastal town of Scarborough. this route offers a blend of picturesque landscapes, charming villages, and significant landmarks, culminating with an overnight stay at the esteemed Falcon Inn.​
Destination: Scarborough​
Terrain: Moderately hilly with a mix of moorland and coastal scenery​
North York Moors National Park:
Cycling southeast, you’ll traverse the expansive heather-clad landscapes of the North York Moors. This national park is celebrated for its rolling hills, diverse wildlife, and panoramic vistas,
Approximately halfway along your route lies the village of Glaisdale. Here, you can admire Beggar’s Bridge , https://www.realyorkshireblog.com/post/beggars-bridge-a-labour-of-love-Â literally-in-the-north-york-moors a 17th-century stone arch bridge steeped in local legend. The village’s traditional architecture and serene environment provide a delightful respite.
Further east, you’ll encounter https://www.northyorkmoors.org.uk/places-to-go/grosmont, home to the North Yorkshire Moors Railway. This heritage steam railway offers a nostalgic glimpse into England’s rail history and is a highlight for many visitors.
As you approach Scarborough, your accommodation for the night awaits at the Falcon Inn. Situated amidst the scenic beauty between Whitby and Scarborough, https://the-falcon.co.uk/
Terrain: Predominantly flat with gentle undulations, suitable for most cyclists​
Begin your journey to Scarborough, a town renowned for its rich maritime heritage and scenic beauty. Explore the historic Scarborough Castle https://www.english-heritage.org.uk/visit/places/scarborough-castle/ , perched atop a cliff overlooking the North Sea, offering panoramic views and insights into the town’s past. Stroll along the South Bay promenade, enjoying the seaside atmosphere and perhaps indulging in some traditional fish and chips.​
As you head southwest along the coast, you’ll pass through Filey, a charming seaside town known for its expansive beach and tranquil ambiance.​
This route connects the villages of Kirkham and Hunmanby  guiding cyclists along quiet country lanes with scenic views of the River Derwent and surrounding countryside.
Malton:
Arriving in Malton, often referred to as “Yorkshire’s Food Capital, ” https://www.visitmalton.com/  the town boasts a vibrant food scene with numerous markets, independent shops, and eateries. Explore the Malton Museum to delve into the town’s history, or visit the nearby Eden Camp Modern History Museum, set in a former prisoner-of-war camp, offering immersive exhibits from the 20th century.​
Accommodation: The Talbot Hotel https://talbotmalton.co.uk/
Terrain: Predominantly flat with gentle undulations,
As you head southwest, you’ll pass by Kirkham Abbey https://www.english-heritage.org.uk/visit/places/kirkham-priory/, a picturesque ruin set beside the River Derwent. Continuing along the route, the village of Sand Hutton provides a pleasant detour. The area is known for its natural beauty.
Upon entering York, we will take time to cycle along the York City Walls https://visityork.org/, which encircle the city and offer unique perspectives of its historic architecture.​
Your accommodation for the night is the Queens Hotel https://www.queenshotel-york.com/Â ideally situated on the banks of the River Ouse in the heart of York. The hotel offers comfortable rooms and is within walking distance of major attractions, including the Jorvik Viking Centre and York Minster.
On our journey to Wintersett, with the Anglers Retreat as our final destination, we plan to visit the magnificent Nostell Priory https://www.nationaltrust.org.uk/visit/yorkshire/nostell/visiting-the-house-at-nostell . This Palladian house, built in the 18th century for the Winn family, stands on the site of a medieval priory founded in the 12th century and dedicated to St. Oswald. The original priory flourished for over 400 years before its dissolution under Henry VIII in 1540. Today, Nostell Priory is renowned for its exquisite architecture and rich history, offering visitors a glimpse into England’s storied past.​
Following our exploration of Nostell Priory, we’ll continue to the Anglers Retreat in Wintersett. Known locally as ‘The Sett,’ this traditional pub is popular among fishermen and birdwatchers due to its proximity to the Anglers Country Park. The pub is celebrated for its friendly atmosphere and real ales, providing a perfect spot to unwind after a day of sightseeing.​
This journey promises a delightful blend of historical exploration and local charm, culminating in the cozy ambiance of the Anglers Retreat.
A short ride or drive  from Wintersett leads you to the Burntwood Hotel, your accommodation for the night. Located in Brierley, near Barnsley, the hotel offers comfortable rooms and a relaxing environment to reflect on your journey. The on-site restaurant serves a variety of dishes, perfect for a celebratory dinner.​ https://burntwoodcourt.co.uk/
