Relaxed days, lively evenings

Coastal Fun & Live Acts

Stay With Us Own with Us
A dinosaur mascot, Vic, on stage with a young girl high-fiving

Activities & Entertainment at Chesil Beach

Chesil Beach Holiday Park has just the right combination of fun and relaxation. With entertainment every evening, creative daytime activities, pool sessions, and classic games for all, the schedule has something for everyone. Whether you’re here to unwind, try something new, or enjoy quality family time, Chesil keeps the holiday spirit going - without overwhelming you.

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Activities & Things to Do

From pool splash sessions to evening shows, Chesil’s programme is designed with families in mind. Relax knowing there’s something to suit every age and plenty of chances to spend time together.

A young girl sat on the floor of an entertainment venue playing with soft play toys

Stay Up To Date

Check the Waterside App to see the 2026 schedule when it has been released. You’ll find things like live music at The Venue, family quizzes, interactive craft sessions, and bingo - all designed to keep the mood light and lively.

A couple with a young girl playing basketball with a football in a sports field

Daytime Activities

There’s plenty to keep busy during the day: indoor play area, outdoor adventure play, sports field, and pool sessions are regularly scheduled. Perfect for getting fresh air or finding something fun for the little ones.

The inside of an entertainment venue with a stage and chairs and tables

Evening Entertainment

When night falls, Chesil comes alive with “Live at The Venue” - think visiting acts, music, showtimes, and gameshows. It’s the ideal way to wind down after dinner (or maybe stay up for a laugh or two).

A young girl playing with various soft play toys

Family-Friendly Vibes

Chesil is perfect if you want variety without feeling overwhelmed. Many sessions are built for families and kids, with relaxed settings and inclusive fun.

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. 

Waterside in your Pocket

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. 

Find Out More

Book Your Chesil Beach 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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Our Commitment to Quality

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.