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Our short breaks are a fantastic way to explore the beautiful Yorkshire Wolds in the company of Bill & Mrs M, enjoy some fascinating history and come back to luxurious self-catering accommodation at the end of the day.
Your accommodation is provided by the dog friendly, 4* & 5* Church Farm Cottages, located in Garton on the Wolds where you can choose to have your own one or two bedroomed cottage, or share with up to 3 other people. Whilst the cottages provide fully equipped kitchens and dining spaces, our holidays also include a welcome supper and celebratory meal at the end, as well as tea and cake at the finish of the walking days.
We work with independent pubs, tearooms and coffee shops in the Yorkshire Wolds to provide refreshments as part of our holidays and organise additional tours and visits to attractions within our walking programmes for you to enjoy. All of your transport to and from the start and finish of the walks, plus a themed welcome basket and treats for your best dog friend are also part of the package.
Friday 17th April - Arrival - welcome cheese and wine supper
Saturday 18th April - Fridaythorpe Round - 7.8 miles - Starting at one of the key points along the Yorkshire Wolds Way, in Fridaythorpe, our walk includes Wave and Time, one of the WANDER art installations, as well as historic dew ponds and glorious views across five different D
Friday 17th April - Arrival - welcome cheese and wine supper
Saturday 18th April - Fridaythorpe Round - 7.8 miles - Starting at one of the key points along the Yorkshire Wolds Way, in Fridaythorpe, our walk includes Wave and Time, one of the WANDER art installations, as well as historic dew ponds and glorious views across five different Dales. On our return we can also visit St Mary's church - one of the 18 renovated by the Sykes family in the 1800s. Afterwards enjoy afternoon tea at Sledmere House, and tour the gardens (additional cost) or return to Church Farm Cottages for a cuppa!
Sunday 19th April - 5 Dales (from Millington Dale) - 6.2 miles - another five glorious dales to explore affording stunning views from rolling hilltops to the valley bottoms of Nettle, Frendal, Tun, Horse and Pasture Dales. Followed by a two-course evening meal at the cosy Gait Inn in Millington, with home cooked, locally sourced food and hand-pulled beers.
Monday 20th April - Departure
Friday 19th June - Arrival - welcome cheese and wine supper
Saturday 20th June - Cottam Round - 7.3 miles - Starting from the impressive Sir Tatton Sykes Monument, built by his tenants to celebrate his life, we will explore the fascinating deserted medieval village of Cottam, with its numerous pillow-mounds, before wandering across the di
Friday 19th June - Arrival - welcome cheese and wine supper
Saturday 20th June - Cottam Round - 7.3 miles - Starting from the impressive Sir Tatton Sykes Monument, built by his tenants to celebrate his life, we will explore the fascinating deserted medieval village of Cottam, with its numerous pillow-mounds, before wandering across the disused Cottam WWII airfield and back down the Wold Rangers Way to our start - a history packed walk with the opportunity for afternoon tea at Sledmere House
Sunday 21st June -Thixendale Round - 4.1 miles - From the far-ranging history of Thixendale village to another stretch of the Wold Rangers Way and iron-age earthworks, this is a stunning walk, jam -packed full of interest and beauty. It includes the opportunity to visit the Robert Fuller Gallery, enjoy a village tour and afterwards have an evening meal at the highest pub in the Wolds - the Wolds Inn in Huggate
Monday 20th April - Departure
Friday 11th September - Arrival - welcome cheese and wine supper
Saturday 12th September - The Mile to Millington - 10 miles - From Pocklington we head up to Kilnwick Percy Hall, the setting for WWII intrigue, before discovering a hidden poetry bench high above Millington (and the chance to visit the Gait Inn there for a quick drink or
Friday 11th September - Arrival - welcome cheese and wine supper
Saturday 12th September - The Mile to Millington - 10 miles - From Pocklington we head up to Kilnwick Percy Hall, the setting for WWII intrigue, before discovering a hidden poetry bench high above Millington (and the chance to visit the Gait Inn there for a quick drink or lunch), plus the tiny church of St Ethelberg and the beautiful Given Dale with its meandering chalk streams. Afterwards, we can enjoy afternoon tea at The Mile, some time browsing the independent shops in Pocklington, or return to Church Farm Cottages for a cuppa!
Sunday 13th September- Wharram Percy - 4.2 miles - This is a fascinating route, starting with a stroll along the disused track-bed of the Malton to Driffield Railway, where we will spot some remnants East Yorkshire's industrial past , then for something completely different we will explore the deserted medieval village of Wharram Percy, the ancient St Martin's Church and fishponds, finishing with high-level views over Deep Dale. In the evening we will enjoy a tasty home cooked meal at the cosy Wolds Inn, in Huggate.
Monday 20th April - Departure
Friday 19th February - Arrival - welcome cheese and wine supper
Saturday 20th February - Huggate Poetry Bench - 4 miles - Our favourite walk in the Wolds takes us up into Horse Dale to view some pre-historic earthwork boundaries before settling on the hidden Poetry Bench there to savour the views. Then, enjoying the big-open-skies of the
Friday 19th February - Arrival - welcome cheese and wine supper
Saturday 20th February - Huggate Poetry Bench - 4 miles - Our favourite walk in the Wolds takes us up into Horse Dale to view some pre-historic earthwork boundaries before settling on the hidden Poetry Bench there to savour the views. Then, enjoying the big-open-skies of the Wolds we head back to Huggate to visit the lovely St Mary's Church for a welcome cup of tea and perhaps a slice of cake.
Sunday 21st February -Ruston Monolith- 3.7 miles - This walk offers you the opportunity to visit one of the most intriguing historic monuments in the county - Rudston Monolith is the tallest standing stone in Britain and was said to have been hurled there by the devil himself. During our history packed walk we will also encounter multiple prehistoric tumuli as well as the site of a Roman villa. Our walk concludes with sight of the magical Gypsy Race Stream and a visit to All Saints Church exhibition and the monolith itself. Afterwards we will enjoy an early tea and perhaps a pint or two, at the community run Bosville Arms, in Rudston..
Monday 20th April - Departure
Stylish and comfortable 4 and 5 star awarded self-catering cottages in the heart of the Yorkshire Wolds. Four beautifully appointed cottages, three of which are dog friendly, where you can return to each night after your walking adventures to put your boots up and enjoy the peace and tranquillity they offer. Click the image for further details on your accommodation.
Terms and Conditions
25% (non-refundable) deposit taken on booking . Balance due 8-weeks prior to your holiday - no-refunds given after this date. All fully risk-assessed with public liability insurance included. All walkers must be happy that they are able to walk the mileage stated each day. Breakfasts and lunches are not included. Two evening meals/light supper are included in the price - walkers are required to self-cater on the other evening.
One Person - The Granary / The Nook (1 bedroom) - £885
Two People - The Granary / The Nook (1 bedroom) - £515 each
Two People - The Foldyard / The Plovery (2 bedroom) - £615 each
Three People - The Foldyard / The Plovery (two bedroom) - £492 each
Four People - The Foldyard / The Plovery (two bedroom) - £430 each
Booking
Cottages are reserved on a first-come / first-served basis.
You can opt to share the Foldyard or Plovery with a single walker or couple that you are not travelling with to pay this price.
Up to two dogs are allowed in The Granary & up to three dogs in the Foldyard and The Plovery
The Nook is not dog-friendly
Put together your own short or longer walking holiday - to design your perfect break
YOU MUST BOOK FOR A MINIMUM OF 6 PEOPLE FOR OUR BESPOKE HOLIDAYS
If our short-break offers falls on dates that you can't make or if you'd rather choose your own walking programme and have another 5 people that you can holiday with - you can work with us to design your own holiday.
Option 1 - Your Walks
For a minimum of 6 people - pick from any of our 8 short-break walks to put together a 3 night walking holiday on dates of your choosing.
Whether you like to walk 2 or 12 miles a day, you can choose 2 walks from a selection of fabulous routes (or even put a couple together to make a longer one if it works) that include transportation to the start and finish, the guarantee that we will walk at the pace of our slowest small group member and we will have plenty of time for chatting, taking photographs and a cup of tea and slice of cake afterwards - or something more substantial.
Option 2 - Your Accommodation
Select which of the cottages at Church Farm you would like to stay in for the duration of your holiday that best fit your party.
Option 3 - Your Meals
Your short break includes an end of holiday two course meal at a nearby pub for tea on Sunday (or even a take away from the world famous Wetwang Fish & Chip Shop). We can recommend a local pub or you can pick one that you like the look of. We also include a welcome supper when you arrive.
We can also recommend some fab places for afternoon tea (not included in the price).
Once you have selected your options we will work out the total price for your holiday and invoice you accordingly.
A 25% deposit is payable on booking.
Start / End: Rudston village
Distance: 3.7 miles
Time: 1.5 hours
Map: OS 295
A great shorter walk with tons of history from prehistoric tumuli to the site of a Roman villa, not to mention the magical gypsy Race Stream, which seems to spring up from nowhere in the chalk soils of the Wolds landscapes. We finish with a visit to the tallest stand
Start / End: Rudston village
Distance: 3.7 miles
Time: 1.5 hours
Map: OS 295
A great shorter walk with tons of history from prehistoric tumuli to the site of a Roman villa, not to mention the magical gypsy Race Stream, which seems to spring up from nowhere in the chalk soils of the Wolds landscapes. We finish with a visit to the tallest standing stone in Britain - Rudston Monolith and the heritage display where it stands at All Saints Church.
Start / End: Huggate car park
Distance: 3.9 miles
Time: 2 hours
Map: OS 294
One of our favourite walks to and from the historic village of Huggate, which explores the beautiful Horse Dale with its prehistoric earthworks and the chance to relax on the bent-oak poetry bench by artist Angus Ross featuring a poem by John Wedgwood Clarke, in celeb
Start / End: Huggate car park
Distance: 3.9 miles
Time: 2 hours
Map: OS 294
One of our favourite walks to and from the historic village of Huggate, which explores the beautiful Horse Dale with its prehistoric earthworks and the chance to relax on the bent-oak poetry bench by artist Angus Ross featuring a poem by John Wedgwood Clarke, in celebration of the area's dry valleys. We can also explore Huggate St Mary Church before heading back.
Start / End: Thixendale Village
Distance: 4.13 miles
Time: 2 hours
Map: OS 300
Starting in fabulous Thixendale, this walk offers beautiful views into Vessey Pasture, Cow Wold & Court Dales and includes great stretches on the Centenary, Chalkland and Yorkshire Wolds Ways. The walk also showcases some of the best historic landscapes that the W
Start / End: Thixendale Village
Distance: 4.13 miles
Time: 2 hours
Map: OS 300
Starting in fabulous Thixendale, this walk offers beautiful views into Vessey Pasture, Cow Wold & Court Dales and includes great stretches on the Centenary, Chalkland and Yorkshire Wolds Ways. The walk also showcases some of the best historic landscapes that the Wolds can offer, including Iron-age dykes, Roman settlements and enclosed fields and pastures.
Start / End: Wharram
Distance: 4.24 miles
Time: 2 hours
Map: OS 300
This is such a lovely historical walk that combines a visit to the deserted medieval village of Wharram Percy including St Martin's Church and fishpond, a stroll down an old railway track-bed once part of the Malton & Driffield Railway and a fabulous hike along Deep Dale.
Start / End: Wharram
Distance: 4.24 miles
Time: 2 hours
Map: OS 300
This is such a lovely historical walk that combines a visit to the deserted medieval village of Wharram Percy including St Martin's Church and fishpond, a stroll down an old railway track-bed once part of the Malton & Driffield Railway and a fabulous hike along Deep Dale. This walk is rich in archaeology and a fascinating look into the past.
Start / End: Millington Dale
Distance: 6.2 miles
Time: 3 hours
Map: OS 294
This is a beautiful, peaceful walk that explores Nettle, Frendal, Tun, Horse and Pasture Dales using the Yorkshire Wolds and Chalkland Ways. There are plenty of historical highlights to discuss along the way as we explore stretches of the Yorkshire Wolds Way and Chal
Start / End: Millington Dale
Distance: 6.2 miles
Time: 3 hours
Map: OS 294
This is a beautiful, peaceful walk that explores Nettle, Frendal, Tun, Horse and Pasture Dales using the Yorkshire Wolds and Chalkland Ways. There are plenty of historical highlights to discuss along the way as we explore stretches of the Yorkshire Wolds Way and Chalkland Way to enjoy the big blue (hopefully) skies of the Yorkshire Wolds.
Start / End: Sir Tatton Sykes Monument, B1252
Distance: 7.28 miles
Time: 3 hours
Map: OS 300
A brilliant walk that starts and ends at the impressive Sir Tatton Sykes Monument, then encounters Cottam deserted medieval village , with its rabbit breeding pillow mounds and crumbling Holy Trinity Chapel and then the abandoned WWII Cottam Airfiel
Start / End: Sir Tatton Sykes Monument, B1252
Distance: 7.28 miles
Time: 3 hours
Map: OS 300
A brilliant walk that starts and ends at the impressive Sir Tatton Sykes Monument, then encounters Cottam deserted medieval village , with its rabbit breeding pillow mounds and crumbling Holy Trinity Chapel and then the abandoned WWII Cottam Airfield, which did not see active service, even though it was built in 1939 as a bomber site.
Start / End: Fridaythorpe (duck pond)
Distance: 7.8 miles
Time: 3.5 hours
Map: OS 294
Staring at a key point in the Yorkshire Wolds Way we venture out into the stunning Brubber Dale and Thixen Dale where we will find the Waves and Time art work another of the installations designed to celebrate these wonderful landscapes. Heading back via
Start / End: Fridaythorpe (duck pond)
Distance: 7.8 miles
Time: 3.5 hours
Map: OS 294
Staring at a key point in the Yorkshire Wolds Way we venture out into the stunning Brubber Dale and Thixen Dale where we will find the Waves and Time art work another of the installations designed to celebrate these wonderful landscapes. Heading back via a visit to Horse and Holm Dale, this walk really is the best of the best.
Start / End: The Mile, Pocklington
Distance: 10miles
Time: 4.5hours
Map: OS 294
This is an amazing walk, with views to match. You can enjoy a hidden poetry bench above Millington, call in for a pit-stop at the Gait Inn, then explore the glorious Given Dale, with lots of water to romp in and the tiny St Ethelburga's Church with its links to
Start / End: The Mile, Pocklington
Distance: 10miles
Time: 4.5hours
Map: OS 294
This is an amazing walk, with views to match. You can enjoy a hidden poetry bench above Millington, call in for a pit-stop at the Gait Inn, then explore the glorious Given Dale, with lots of water to romp in and the tiny St Ethelburga's Church with its links to Gulliver's Travels. Starting and finishing at The Mile in the lovely market town of Pocklington, there’s also time to explore further.
One Person - The Granary / The Nook (1 bedroom) - £885
Two People - The Granary / The Nook (1 bedroom) - £515 each
Two People - The Foldyard / The Plovery (2 bedroom) - £615 each
Three People - The Foldyard / The Plovery (two bedroom) - £492 each
Four People - The Foldyard / The Plovery (two bedroom) - £430 each
Booking
You can opt to occupy which ever cottages you would like to fit your group of 6 or more. Costs will be worked out based on the schedule above depending on which cottages you would like to book for your party.
We will then send you a total price for your party which your can divide between your group accordingly.
Up to two dogs are allowed in The Granary & up to three dogs in the Foldyard and The Plovery
The Nook is not dog-friendly
25% (non-refundable) deposit taken on booking . Balance due 8-weeks prior to your holiday - no-refunds given after this date. All fully risk-assessed with public liability insurance included. All walkers must be happy that they are able to walk the mileage stated each day. Breakfasts and lunches not included.
If you would like a longer walking holiday for you and a minimum of 5 other people - talk to us about booking one of our longer walking experiences. These can be booked throughout the year on a date to suit. Just contact us with your preferred dates and accommodation preference.
YOU MUST BOOK FOR A MINIMUM OF 6 PEOPLE
A 6-night Inclusive Dog-friendly- Small Group -Walking Holiday
(44 miles)
This holiday is currently available from the 31st August to the 6th September 2025 for Individual Bookings (as well as available for your own bespoke booking - Book for a minimum of 6 people)
The Wold Rangers Way is a 44-mile circular trail which winds its way over the Yorkshire Wolds through amazing chalk landscapes with dry valleys with stunning wildlife alongside ancient Wolds villages. It also captures the unique history of the Wold Rangers and ensures that their names and stories live on forever. Click the image for more details on the Wold Rangers Way
Stylish and comfortable 4 and 5 star awarded self-catering cottages in the heart of the Yorkshire Wolds. Four beautifully appointed cottages, three of which are dog friendly, where you can return to each night after your walking adventures to put your boots up and enjoy the peace and tranquillity they offer. Click the image for further details on your accommodation.
Arrive at your Accommodation at Church Farm Cottages with time to settle in before our Welcome Event and Cheese and Wine Supper (non-alcoholic drinks also available) at 6.30pm
Vegan / Vegetarian/ Gluten Free also catered for
11-miles – Garton on the Wolds to Huggate
Starting from your doorstep, we will head off to pick up the first stage of the Wold Rangers Way, walking through Tibthorpe Wold and Deepdale enjoying some big open skies as we enjoy the fabulous views in Huggate Heads near the historic village of Huggate to mark the end of day one.
An optional detour could be the Field House Coffee Barn to enjoy some tea and cake and use their facilities (note this does add an extra two miles to our walk) or once we have been picked up we can call there on the way back to Church Farm cottages.
For dinner you can either self-cater and put your feet up at Church Farm Cottages, or we can direct you to one of the many fantastic pubs in the area or you could even bring in a takeaway from Wetwang's famous Deep Blue Fish and Chip Shop.
11- miles – Huggate to Thixendale
Today starts along Hawold Bridle Road passing ancient earthworks and tumuli as we enter Nettle Dale. From here we will enjoy lofty views across Pasture Dale, before navigating back towards Huggate and one of our favourite places in the Wolds – the Secret Poetry Bench in Horse Dale. After walking though Fridaythorpe, the highest village in the Wolds, we will enjoy some more rolling hills and dales before encountering ‘Waves and Time’ an artwork nestling in the heart of Thixen Dale. Our final stretch on day two is a wander to Thixendale village. We have two options that could be added to today’s adventures – either a refreshment stop in Fridaythorpe for tea and cake at Seaways Café or a finish at renowned artist, Robert Fuller’s Gallery just outside Thixendale for coffee and to view his wonderful paintings - or both!
Time for a break in our walking adventures when you can take advantage of the rest and put your boots up or explore some more of what the Yorkshire Wolds has to offer – from the nearby historic Sledmere House to the Sykes Church Trail or the dog-friendly beaches on the east coast – we will recommend a range of ideas to suit your interests.
You can even enjoy a complementary Indian head massage or taster aromatherapy session with Revive and Remedy to ease those aching feet, if you would like - mention what you would like to try when booking.
Then, in the evening over a light supper you can enjoy a talk by a local historians to find out more about everywhere you are visiting. Vegan / Vegetarian/ Gluten Free options available.
10- miles – Thixendale to the Sir Tatton Sykes Monument, Sledmere
Back on the trail, our next day of walking picks up in Thixendale to gain some height in Water Dale and through Court Dale before reaching an elevated stretch near to the deserted medieval village of Wharram Percy. (The village itself could easily be visited on the previous day when not walking). Again, we travel through an ancient landscape of pre-historic burial sites and along a disused railway track into the pretty village of Fimber, before heading along some green lanes to the magnificent monument erected to celebrate the life of Sir Tatton Sykes. We also have the option of visiting the fabulous Farthings Vineyard in Fimber for a home-baked lunch if this is desirable.
12- miles – Sir Tatton Sykes Monument to Garton on the Wolds
Our final walking day brings us back to Garton on the Wolds but not before we have discovered plenty more history including another deserted medieval village at Cottam as well as an abandoned WWII airfield and Danes Graves tumuli – all with a wealth of stories to tell. Our route then takes us into the market town of Driffield and the site of Moot Hill motte and bailey castle, which dates to the Roman period. After a refreshment or ice-cream break we then, for our final leg, walk via the small historic hamlet of Elmswell, before a green lane takes us all the way back to Garton on the Wolds. Later that evening we will celebrate our achievements at The Gait Inn in Millington located in the heart of the Wolds, with medals and certificates for all and perhaps a glass or two of something chilled!
Leisurely departure on Saturday morning or book an extra night to enjoy even more of what the Wolds has to offer
Your holiday includes:
Either in The Granary (1 bedroom - dog-friendly - max 2 dogs) or The Nook (1 bedroom - non-dog-friendly).
Either in The Granary (2 people / 1 bedroom/bathroom - dog friendly - max 2 dogs) or The Foldyard or Plovery (up to 3 people / 2 bedrooms/bathrooms - dog friendly - max 3 dogs) or The Nook (2-people / 1 bedroom/bathroom - non-dog-friendly).
Either in the Foldyard or Plovery (4 people / 2 bedrooms/bathroom - dog friendly - max 3 dogs).
25% (non-refundable) deposit taken on booking . Balance due 8-weeks prior to your holiday - no-refunds given after this date. All fully risk-assessed with public liability insurance included. All walkers must be happy that they are able to walk the mileage stated each day. Breakfasts and lunches not included. Three evening meals/light supper are included in the price - walkers are required to self-cater on other evenings.