Discover Dorset’s Hidden Gems with the Weymouth Team

Venture a little off the beaten path and you’ll find peaceful coves, charming tearooms, and local favourites that capture the true spirit of the county.

At Waterside, our Dorset parks, Bowleaze Cove, Chesil Beach, and Osmington Mills, are perfectly placed to explore both coast and countryside. And who better to share their local secrets than our very own team? Here are their favourite hidden gems across Dorset – from seaside cafés to sunset lookouts.

For Harry, there’s nothing better than a day spent by the water, fishing off Portland or Weymouth’s shores. With stunning sea views and plenty of quiet spots to cast a line, it’s his go-to way to unwind. Whether you’re a seasoned angler or just fancy giving it a try, these spots offer a perfect taste of Dorset’s coastal life.

Every year on her birthday, Louise makes a special trip to the Lobster Pot Café at Portland Bill. Famous for its fresh seafood and unbeatable views, it’s her top recommendation for anyone visiting the area. “You can’t beat their crab sandwiches,” she says. It’s the perfect place to sit back, relax, and take in the coastal scenery. After lunch, she suggests a walk around the lighthouse and cliffs - a true Dorset experience that combines great food and breathtaking views.

Jacqui’s hidden gem is Billy Winters, a laid-back beach bar and café just 10 minutes from Chesil Beach Holiday Park. “It’s such a beautiful spot with incredible views over the water,” she says. You can watch kite surfers, enjoy a cocktail, or just soak up the sunset. Known for its relaxed atmosphere and seasonal menu, it’s a favourite among locals and visitors alike - the perfect end to a day exploring Weymouth.

When Jimbo’s not running activities on park, you’ll likely find him at Easy Street Coffee in Weymouth. It’s got a great vibe and amazing coffee. Just a stone’s throw from the harbour, it’s the ideal place to start a day of Dorset adventures, whether you’re heading to the beach, browsing Weymouth’s independent shops, or setting off along the coast.

Sham’s weekends are all about family time, and one of his favourite spots is Portland Marina, where he takes his children to see the boats stacked high along the waterfront. “It’s a great place for a walk or a bike ride with lovely views,” he says. After a morning outdoors, they stop by The Beehive Café for tea and cake - a local gem that serves up homemade treats and warm smiles in equal measure.

Josh’s hidden gem is Island Garden Nursery in Upwey, a peaceful garden centre full of colour and charm. It’s a lovely, calming place where you can grab a drink, wander through the plants, and enjoy the gardens. It’s the kind of spot that makes you slow down - perfect for a relaxed afternoon during your stay at Bowleaze Cove Holiday Park & Spa.

For Gemma, Kingston Maurward Gardens and Animal Park is one of Dorset’s best-kept secrets. “It’s free, family-friendly, and has so much space to explore,” she says. There are beautiful gardens, animals to meet, and plenty of places to picnic. Just a short drive from Weymouth, it’s ideal for a relaxed day out with the kids.

Luke’s foodie recommendation is Catch at the Old Fish Market on Weymouth Harbour. “The fish lands at the door in the morning and is served on your plate that evening,” he says. “You can’t get fresher than that!” With its stylish setting, it’s a must-visit for seafood lovers.

Anwen’s two favourite places both offer peace and natural beauty. The Upwey Wishing Well is a tranquil garden café where you can make a wish by the spring, and The Blue Pool near Wareham is a magical spot surrounded by woodland, where the water shimmers in shades of blue and green. Both places feel like a little escape from the world.

For Michelle, there’s no better way to end the day than watching the sunset from Chesil Beach. The colours are incredible and it’s the perfect place to reflect and unwind. Whether you’re strolling along the shingle or sitting with fish & chips, it’s a truly special Dorset landmark.

Lesley loves the peace and history of Sandsfoot Castle in Weymouth. “It’s got lovely gardens and a great little café for a cream tea,” she says. Overlooking Portland Harbour, this hidden gem combines coastal views with centuries of history - perfect for a gentle stroll or a sunny afternoon picnic.

Sam’s favourite Dorset activity is a summer’s evening at The George Pub on Weymouth Harbour. “Good food, a nice pint, and watching the boats go by - that’s Dorset at its best,” he says.

For more great pub grub, the team also recommends The Old Spa Pub, known for its welcoming atmosphere, great drinks, and sunny beer garden.

If you’re visiting with your four-legged friend, don’t miss High Angle Battery on Portland. With fascinating history and stunning coastal views, it’s one of the area’s best dog walking spots and a favourite among our team.

From seaside cafés and harbourside pubs to peaceful gardens and secret coves, Dorset’s hidden gems are just waiting to be explored. Stay with us at Bowleaze Cove Holiday Park & Spa, Chesil Beach Holiday Park, or Osmington Mills Lodge Park, and discover the best of Dorset.