The Headlands Hotel, Scarborough

07/09/2026

Scarborough’s had that gentle Monday slowdown today — South Bay almost taking a breather after a busy few weeks. A proper contrast to this Saturday, when the town flips the switch again for the Scarborough Goldwing Light Parade. Quiet sands now… hundreds of glowing bikes and a packed seafront in a few days.

07/09/2026

We think 2027 might be the biggest yet at Scarborough Open Air Theatre - and we're already off to a flyer! Jack Savoretti and James Morrison will play over the road from us on Friday 9th July...

👀 Keep your eyes open, this might not be the only announcement today 👀

Call us on 01723 373717 for Summer 2027 booking enquiries.

Chart-topping and beloved singer-songwriters Jack Savoretti and James Morrison will perform at Scarborough Open Air Theatre on Friday 9 July!

Tickets go on sale Friday at 10am, sign up now for presale access ✍️ CuffeandTaylor.com/Register

02/09/2026

October Weekends – Free Night Stay

Book Friday & Saturday night this October and enjoy Thursday night completely FREE.

That’s 3 nights bed & breakfast from just £230 — a perfect autumn break by the coast in the heart of Scarborough’s North Bay.

✅ Breakfast Included
✅ Fully Licensed Bar Serving Food

⬇️ Full details below ⬇️

https://www.theheadlandshotel.co.uk/october-weekends

02/09/2026

The last Coble Market of 2026 on Sunday 13th September. Hope to see it back again for 2027, well done to everyone who’s put this together for 2026.

01/09/2026

And just like that, September settles in.

The bank‑holiday crowds have drifted away, the bay’s gone quiet, and there’s a soft autumn calm across North Bay this afternoon. Gentle waves, cooler air, and Scarborough easing into its next season.

And if you fancy an autumn break…
This October we’re giving you a FREE Thursday night when you book Friday & Saturday on any weekend.

⬇️ Full details below ⬇️
Pick your weekend and give us a call on 01723 373717

https://www.theheadlandshotel.co.uk/october-weekends

31/08/2026

Festive Events 2026 / Rooms Almost Gone

If you fancy a coastal celebration with great food and live music, now’s the time to book. Message us for details..

Festive Weekend 2026 - Last 3 Rooms

Arrive 11th or 12th December for 2 or 3 nights B&B
Saturday evening supper and live music with Callum Marshall
👇👇👇👇 - full details
https://www.theheadlandshotel.co.uk/festive-weekend

New Year Party 2026 - 1 Room Left

Arrive 30th December for 3 Nights B&B
2-course supper on 30th and the fabulous vocals of Beth Harrop Music
New Years Eve buffet and the incredible sound of Callum Marshall to entertain us all
👇👇👇👇 - full details
https://www.theheadlandshotel.co.uk/newyear

29/08/2026

Steve enjoyed a little afternoon off watching Scarborough Athletic FC beat Southport 5-1 this afternoon. Up The Boro!

Apparently he’s off to watch Leeds United tomorrow too !

29/08/2026

The view south towards Scarborough’s North Bay and castle from Burniston on the Cleveland Way coast path.

Stunning coastal walking right on our doorstep.

28/08/2026

Late summer in Scarborough Harbour on South Bay.

27/08/2026

Love this amazing picture of Scarborough Cricket Club and its beautiful backdrop.

Scarborough Cricket Club, with the castle and headland providing a fairly ridiculous backdrop.

Scarborough Cricket Club was founded in 1849, with some of its early matches actually played up on Castle Hill. It moved to North Marine Road in 1863, and the ground has since become one of Yorkshire cricket's most distinctive outgrounds. At its post-war peak, crowds topped 20,000 - the record was 22,946 for Yorkshire against Derbyshire in 1947.

More than 160 years later, Yorkshire still play first-class cricket here and the Scarborough Festival remains part of the calendar. And from above you get the whole setting in one shot - cricket ground, tightly packed streets, North Bay and Scarborough Castle sitting on the headland beyond.