Love exploring the great outdoors with your dog as part of the adventure? This is your chance to win an unforgettable walking holiday in East Yorkshire, created specifically for dog owners and their dogs, worth around £1,220. The experience is packed with breathtaking scenery, cosy accommodation, delicious local food and expertly guided walks through the stunning Yorkshire Wolds.
We’ve teamed up with award-winning local walking specialists Walking the Wolds and Visit England ROSE Award-winning Church Farm Cottages to offer a lucky winner (and their four-legged friend) a ready-made walking break where everything is taken care of - with dogs fully included in every part of the experience. All you need to do is lace up your boots and enjoy! Please note this is a group holiday and you will be joined by other people and their dogs throughout the activities planned.
The holiday runs from Friday 17th to Monday 20th April 2026 and is for up to two adults and two dogs.
To be in with a chance of winning, just complete the entry form below.
SORRY, ENTRIES ARE NOW CLOSED.
The competition will close at midnight on Sunday 15th February 2026.
This is not a standard walking holiday that happens to allow dogs, it’s a dog-focused group experience created for people who want to explore East Yorkshire with their dogs.
What’s included
This incredible prize is designed as a complete package holiday, perfect for dog lovers who want to experience East Yorkshire at its best. Included is -
- Accommodation: A three-night stay at The Plovery, a beautifully restored two-bedroom, two-bathroom, dog friendly cottage at Church Farm Cottages, nestled in the heart of the Yorkshire Wolds. You'll have exclusive use for up to two people and two dogs.
- Guided walks with Walking the Wolds: Two spectacular guided walks showcasing some of the most scenic, peaceful and historic landscapes in East Yorkshire.
- Welcome supper: A delicious cheese and wine welcome supper on arrival.
- Dining experience: A relaxed two-course meal at the cosy Gait Inn in Millington, serving home-cooked, locally sourced food and hand-pulled beers.
- A food and history tour of Beverley: A guided experience exploring Beverley’s rich heritage and culinary highlights.
- Luxury in-cottage treatment: A relaxing therapy delivered in the comfort of your holiday cottage, with a choice of massages or a reflexology session.
- Welcome basket: A thoughtfully prepared basket for you and your dog, filled with locally sourced treats and goodies.
The holiday is dog friendly throughout. From accommodation to countryside walks, your dog is not just welcome, they’re part of the adventure!
Your walking holiday itinerary
Friday 17th April (mid-afternoon) – arrival day
Arrive at Church Farm Cottages mid-afternoon, settle into The Plovery and enjoy a welcome cheese and wine supper. Put your feet up, relax, and soak up the calm of the Yorkshire Wolds - the walking begins tomorrow!
Saturday 18th April – Fridaythorpe Round (7.8 miles)
Starting in Fridaythorpe, one of the key points along the Yorkshire Wolds Way National Trail, this walk is a wonderful introduction to the area. After the walk, return to Church Farm Cottages for a well-earned cuppa and a chance to put your feet up.
In the evening, you'll join local guide Emma Hetherington from Beverley Bites as we embark on a food and history tour of Beverley. We'll visit three dog-friendly businesses for your starter, main course and pudding, all while hearing fascinating stories about Beverley's past. Please note that you'll need to make your own way to Beverley for the tour.
Sunday 19th April – Five Dales Walk (6.2 miles)
Starting from Millington Dale, you’ll enjoy sweeping views from rolling hilltops down to peaceful valley bottoms, with sections along both the Chalkland Way and the Yorkshire Wolds Way.
After your walk, you’ll head to the welcoming Gait Inn in Millington for a two-course meal, celebrating local produce in a cosy village pub setting.
Later, enjoy a luxury holistic treatment in the comfort of your holiday cottage, provided by Revive and Remedy. Choose from an aromatherapy hand massage, an aromatherapy foot and leg massage, a reflexology session, an Indian head massage or a back massage with exfoliating back mask. We can't think of a better way to relax after a day of walking in the Yorkshire Wolds.
Monday 20th April (morning) – departure
After breakfast it’s time to say goodbye, with tired legs, happy paws and some amazing memories.
About Walking the Wolds
Walking the Wolds are passionate about sharing the quiet beauty of the Yorkshire Wolds through thoughtfully planned walking experiences for dogs and their owners. Recently crowned winners of a prestigious Remarkable East Yorkshire Tourism Award, they’re known for their friendly, knowledgeable approach.
Their guided walks combine stunning scenery, fascinating local history and a relaxed pace, perfect for walkers who want to experience East Yorkshire without the stress of planning routes or logistics.
The walks are led by Sarah Maltby, founder of Walking the Wolds, who is always joined by her much-loved one-eyed red retriever, Bill. He’s become something of a mascot on the trails and a firm favourite with fellow walkers.
As well as day walks, Walking the Wolds also offer a range of dog friendly walking holidays like the one we’re giving away, all carefully curated to showcase the very best of East Yorkshire’s countryside, villages and walking routes.
Learn more about Walking the Wolds
