See all pictures (6) Your chosen break Rick Astley - Live in Scarborough 2026 3 day break staying at the Grand Hotel - Scarborough See all pictures (11) Highlights The Grand Hotel, Scarborough Scarborough Highlights Highlights Join us for a night of feel-good hits and classic pop as one of the UK’s best-loved stars, Rick Astley, returns to Scarborough Open Air Theatre for a joyous headline show next summer.The ‘Never Gonna Give You Up’ hitmaker will headline TK Maxx presents Scarborough Open Air Theatre on Friday 5 June 2026, joined by very special guests Lottery Winners. The show follows his acclaimed Reflection arena tour and marks a welcome return to the Yorkshire Coast after his 2024 appearance. Rick Astley first leapt to fame in 1987 with the era-defining single 'Never Gonna Give You Up', followed by chart favourites 'Together Forever' and 'Whenever You Need Somebody'. After stepping away from the spotlight, he returned to huge success in 2016, topping the charts with his album 50 and re-establishing himself as one of the nation’s most enduring and entertaining performers.Since then, Astley has continued to shine, collaborating with artists such as Foo Fighters and Blossoms, performing show-stealing sets at Glastonbury, and reaching Number 2 with his 2023 album Are We There Yet? — contributing to more than 40 million record sales worldwide.Joining him on the night are indie pop favourites Lottery Winners, whose fourth studio album KOKO became their second Number 1 record earlier this year. With the added highlight of two nights at The Grand Hotel, including dinner, bed & breakfast and free time to enjoy Scarborough, it's a live music break that you'll talk about for sometime! What's Included? Coach travel with reserved seatingEvening admission to Rick Astley Live at the Scarborough Open Air Theatre - Friday (seated tickets)Two nights dinner, bed and breakfast at The Grand Hotel, ScarboroughFree time to enjoy ScarboroughScarborough Open Air Theatre – Relaunched in 2010 by the Queen (the original was built in the 1930s), it’s the largest open-air theatre in Europe – and since, has hosted some of the biggest names in the music industry!Scarborough - Offering sandy beaches and two sweeping bays, along with stunning parks and even a miniature railway! Our inclusive itinerary takes you on an excursion to explore the charm and delights of Whitby, filled with hidden gems.The Grand Hotel - An iconic, Victorian landmark that offers breathtaking views of South Bay and the beautiful harbour. Built in 1863, this historic building stands proudly, combining grand architectural heritage with personal charm. The Grand Hotel, Scarborough The Grand Hotel, Scarborough Built in 1863 the Grand Hotel takes pride of place overlooking Scarborough’s picturesque harbour and South Bay. Located in the town centre, this stunning Victorian building is ideally situated to enjoy the attractions and sandy beaches of this popular resort.An impressive Grade II listed building, The Grand Hotel offers breathtaking views of South Bay and the beautiful harbour. You're close to the promenade, ,the golden sandy beaches, and you're close to key attractions such as the historic Scarborough Castle, exciting amusements, Peasholm Park, Scarborough Open Air Theatre and more. Inside the Grand Hotel you have an array of beautiful spaces, including a stunning reception area and loung, the Harbour Lights Restaurant, and the relaxing coffee shop and the hotel’s bars. The hotel also boasts a stunning ballroom that comes to life every evening with amazing live entertainment. Hotel Features: All bedrooms with en-suite facilities TV and tea/coffee making facilities On-site restaurant with views of the harbour Bar and coffee shop on site Ballroom with cabaret & evening entertainment including bingo & quiz nights*.*Entertainment may vary. Lift Free Wi-Fi in public areas 24 Hour front desk Scarborough Scarborough Scarborough, one of the UK’s first seaside resorts which has been attracting tourists for over 300 years. Explore this holiday destination on the stunning Yorkshire coast and experience all that it has to offer. Discover its award-winning sandy beaches, breathtaking coastline and dramatic cliffs, as well as the town’s historic harbour and a variety of attractions, including Scarborough Castle, Scarborough Open Air Theatre and SEA LIFE Scarborough. Scarborough’s beaches have been described as some of the best in the country. These include South Bay Beach, North Bay Beach and a more secluded one at Cayton Bay. With the mixture of soft sand and tidal hard sand, they have the perfect castle-building sand! The town is also home to some of the UK’s finest parks and gardens, including Peasholm Park, South Cliff Gardens and Royal Albert Park. Enjoy a stroll around these lush green spaces and take in their amazing natural beauty. Seats Available Available Taken Your seats can be reserved at checkout Room types & pricing Can't find the room type you need? Call: 0344 815 3001 and we'll do our best to help you. Book now Please note: Room availability on this page is updated every 24 hours.To view current room availability click book now.