Calm Days, Cosy Evenings

Relaxed Rhythms & Quiet Moments

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Activities & Entertainment at Osmington Mills

At Osmington Mills Lodge Park, life slows down just enough to let you catch your breath. You’ll find gentle pool sessions, live music, and a handful of daytime treats - all wrapped in the peace of woodland and rolling coastline. When you want more activity, the South West Coast Path is right on your doorstep, offering scenic routes and nature to explore.

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Activities & Things to Do

Life at Osmington Mills moves at a gentler pace, but there’s still plenty to enjoy. Our activities calendar includes relaxed swims, family-friendly sessions, and occasional live music to add a little sparkle to your stay. Think of it as just the right amount of entertainment to weave into your  coastal holiday without taking away the calm.

A country club with a large heated outdoor pool among countryside on a blue sunny day with a couple sat in and beside the pool looking at each other

Keep Up To Date

From swimming sessions and gym slots to occasional live singers and music events, our schedule gives you moments to look forward to without overwhelming your holiday.

A young girl running in a water zorb ball on a swimming pool

Poolside & Water Sessions

Take a dip in our inviting pool or try something a little different with WaterWalkerz - a family favourite where you can walk, roll, and run across the water inside giant inflatable balls.

Internal of the country club restaurant and bar with a cosy moody atmosphere and plenty of chairs and tables

Live Evenings

On selected nights, enjoy acoustic music or gentle performances that pair perfectly with alfresco meals and twilight walks.

View of sea from countryside around Osmington Mills Lodge Park Sea view from coast

Nearby Walks & Coastal Trails

Stepping out of Osmington Mills leads you to the South West Coast Path, woodland walks, and dramatic cliffside views. These natural escapes are perfect when you feel like stretching your legs or capturing a sunset.

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View across to Weymouth from Osmington Mills Lodge Park View of Portland through trees from Osmington Mills Lodge Park

Ease & Quiet Comfort

Osmington is for guests who enjoy subtle rhythms — relaxed afternoons, space to think, and entertainment that’s gentle rather than grand.

A woman standing on a rock on a pebble beach at sunset with calm waters

Beach & Sea Access

A short walk from the park leads to the coast, where you can enjoy invigorating sea swims or simply take in the spectacular Dorset scenery.

2026 Schedule Coming Soon!

Arms raised at a performance with purple lighting and smoky atmosphere

How To Book

Activities and Entertainment will be listed below when the 2026 schedule has been released. Simply click on any icon to explore and book. Alternatively, you can download our Waterside App and book your activities on your phone before or during your stay with us. 

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Our Waterside App

From planning and booking holidays, activities, food and drinks you'll find all you need to make your holiday effortless at your fingertips with our Waterside App. 

From live music at Southside, to crafts, quizzes, karaoke and bingo, we’ve got something for everyone. You’re guaranteed a good time! *Activities at Bowleaze Cove excluding casual swimming require a booking. 

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Book Your Osmington Mills Holiday Today

Plan your stay with us and enjoy all that Waterside has to offer. From fabulous on-park restaurants, swimming pools, our spa and of course the nearby beaches.

Explore Our Top Holidays

From fun-filled family holidays to luxurious retreats, find your perfect getaway.

Family cheers with drinks bought from outdoor bar at holiday park

Stories From Our Guests

Amazing place. Haven't been to a UK resort for years and things have changed a lot. Loads to do, right on the beach, great accommodation, food and drink places everywhere, clean, organised and just thoroughly enjoyable. If you've got kids and want a UK break, this is the place!

Graham Wines

A small brown dog sat in a dog bed on the decking of a holiday home

Stories From Our Guests

Had a 2 week holiday here, really dog friendly. Staff were wonderful, nothing was too much trouble will definitely go back cannot recommend enough.

Angela Thomas

Cottages Holiday Accommodation | Waterside Holiday Group | UK Holiday Parks

Stories From Our Guests

Tregoad is an excellent park and worth every penny. We stayed in one of the cottages with two children and our dog. The facilities were fantastic, the new swimming pool is very high quality. All the staff were friendly and helpful and the views were stunning.

Ant Everest

Internal of a luxury lodge open plan lounge

Stories From Our Guests

A great location. The lodge was to great standard and dog friendly. The hot tub was used everyday.

Johnny Macklin

An aerial shot of Tregoad Holiday Park at sunset with views out to sea and Looe Island

Stories From Our Guests

This really is a beautifully kept park set in a lovely location with views across the hills and out to sea. The staff are so friendly and welcoming and there's such attention to detail, from the very well kept landscaping to little things like the doggy welcome pack in the caravan. 

Niall Urquhart

Family sharing a meal at a restaurant

Stories From Our Guests

The caravans were clean and the site well kept. The swimming pool was great and both my girls enjoyed it. The soft play and amusements were great too. The entertainment was decent. We have booked for their sister site, Bowleaze for next year, looking forward to that. I would recommend.

S Austin

Stories From Our Guests

Absolutely love it here! There's so much to do for all, a funfair, various arcades, loads of activities, lots of different food and drink places, a swimming pool, gym and spa and right on a beach! The beach boasts scenic views of Weymouth and Portland, and doggies are allowed too!

Liann Thompson

Bowleaze Cove from Coastal Path

Stories From Our Guests

The Venue is great and the evening entertainment acts were of exceptional quality.

Mr Moore

A young girl sat on the edge of an indoor swimming pool splashing her legs in the water

Stories From Our Guests

The kids loved everything especially the swimming pool. I would recommend anyone to come here, you’re sure to have a good time.

Mrs Smith

Retreat To The South Coast

Discover our three other award-winning holiday parks across Dorset and Cornwall. Whether you're looking for sandy beaches, warm hot tubs or a place to wear the kids out, we've got you covered.

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At Waterside Holiday Group, we pride ourselves on delivering exceptional experiences that our guests can trust. Our commitment to quality has been recognised by leading industry organisations, and our parks are consistently awarded for their excellence.