The best cycling routes around Crossways

The "Why" Behind the Hill Burt didn't just put it there because it looked nice. He dedicated it to his uncle and mentor, John Mowlem (another massive figure in Swanage history). But there was a practical side, too: A Landmark: It served as a waypoint for ships navigating the tricky waters around Old Harry Rocks. The View: Burt was obsessed with showing off the beauty of his hometown. By placing it on the ridge, he essentially gave people a reason to climb the hill and look down at the town he was helping to build. The Great Disappearing Act (WWII) If you look closely at the obelisk today, it looks remarkably "clean." That’s because the one you see now is a reconstruction. During World War II, the original stone obelisk was considered a "navigational hazard." The British military was worried that German pilots would use the tall, white stone pillar as a landmark to help them find their bearings for bombing raids on nearby Bournemouth or Poole. So, in 1941, they knocked it down. For decades, it lay in pieces in the grass. It wasn't until 1973 that the Encombe Estate and local residents gathered the resources to rebuild it (using a mix of the original stone and some fresh Purbeck masonry) to celebrate "Plant a Tree in '73"—though ironic, as there isn't a tree in sight on that windy ridge!

If you’ve been hiking those ridges, that lone stone pillar standing guard over Swanage has likely caught your eye. It’s officially known as the Ballard Down Obelisk (or the Burt Memorial), and the story behind it is a classic tale of Victorian pride, a bit of eccentricity, and some very literal "re-gifting." The "Stolen" Monument The obelisk wasn't originally built for the Purbeck Hills. It actually started its life in London. In the mid-1800s, it served as a monument to a man named James Thompson, standing near the entrance to the Vauxhall Bridge. However, when the bridge was being rebuilt in the late 19th century, the obelisk became an "obstruction" and was destined for the scrap heap. Enter George Burt: The Man Who Moved London Swanage looks the way it does today largely because of George Burt, a local businessman who ran a massive masonry firm in London. He had a habit of taking "architectural leftovers" from London and shipping them back to Swanage as ballast on his empty stone boats. When he saw the obelisk was going to be demolished in 1892, he stepped in. He didn't just save it; he dismantled it, shipped it down the coast, and hauled it all the way to the top of Ballard Down.

Standing tall like a vibrant, four-sided stick of rock, the Jubilee Clock is Weymouth’s ultimate "meet you there" landmark. Built in 1888 to celebrate Queen Victoria’s Golden Jubilee, this red, gold, and white Victorian masterpiece looks like it was plucked straight from a giant’s toy box. It used to sit on a stone base right in the sand, but the Esplanade grew around it! Today, it survives every coastal gale with royal dignity. It’s the perfect backdrop for a selfie—just don't blame the clock if you're late for your fish and chips!

The Oasis Café is your ultimate beachfront "pit stop" at Preston Beach. Forget fancy—think hearty breakfasts, fresh crab sandwiches, and epic views of the Jurassic Coast. It’s the perfect place to watch the waves crash while you tackle a massive slice of cake. Sandy paws and salty hair are definitely welcome!

What a wonderful place: time seems to have stood still here. While some of the furniture has been reconstructed, it's fortunate that Hardy's house has been so completely preserved: a fascinating journey into the Victorian England of one of the world's leading authors... the room where he wrote many of his poems and novels, an enchanting garden, and even the somewhat quirky "Pet Sematary," where several dogs and cats were buried. So much of the atmosphere is still preserved here: a must-see, ideally with a guided tour: it's worth it.

The Weymouth Town Bridge is a charming bridge that connects the harbor to the town and provides a picturesque backdrop.

The lighthouse in Portland, southern England, is an impressive landmark that is both historically and architecturally fascinating. Built in the 19th century, it has served as an important landmark for ships in the bay ever since. Its clifftop location offers stunning views of the sea and surrounding coastal scenery. The lighthouse is a popular photo opportunity and an interesting destination for visitors interested in learning more about the region's maritime history. Overall, it is a charming and significant symbol of Portland!

Divert off main trail to Morton Estate for coffee break