North York Moors Walking Break – Rosedale & Hidden Corners

Meeting Locations & Times

Our meeting point is:

Premier Inn Pickering
40 Thornton Road
Pickering
North Yorkshire
YO18 7HZ

You can check into your room from 15:00 on Friday.

Your Large Outdoors guide will meet everyone in the hotel bar at 18:30 for introductions before we head out together for a relaxed evening meal in Pickering (not included).

Travelling by Train

The nearest convenient railway station is Malton, where we offer a complimentary collection on Friday evening.

Malton has rail connections with York and Scarborough, making it straightforward to join us by public transport.

You can check train times and plan your journey at National Rail.

Station Pickups

Friday: Complimentary collection from Malton railway station at 18:00, with transport to our hotel in Pickering.

Sunday: Complimentary return transfer to Malton railway station after our final walk.

Station transfers must be requested when booking or arranged with the Large Outdoors team at least 48 hours before departure.

Travelling by Car & Parking

You're welcome to drive directly to our hotel in Pickering.

Parking is available at the hotel. Please check any applicable parking arrangements or charges before travelling.

You won't need to use your own vehicle for the organised walks.

Transport During the Trip

Transport to and from our guided walking routes is included in your booking.

Our Large Outdoors vehicle will take the group from the hotel to the start of each walk and collect us afterwards.

There's no need to drive between walking locations or arrange your own transport during the organised weekend.

Ferries & Boat Transfers

There are no ferry journeys or boat transfers involved in this trip.

Departure & Return Travel

Our final guided walk takes place on Sunday, exploring the countryside of the North York Moors.

We aim to finish the weekend between 14:00 and 16:00, including our return to Pickering or Malton railway station.

The exact time may vary depending on the walking route, weather, group pace and any refreshment stops.

If you're travelling home by train, we recommend booking a flexible return ticket or allowing plenty of time for your onward journey.

Important Travel Information

You can enjoy this weekend without bringing a car, with complimentary Malton station transfers and transport to our guided walks included.

Please remember that travel to and from Pickering or Malton itself is not included.

Your guide will confirm any important arrangements before departure, and walking routes may be adjusted if weather or other circumstances require it.

Accommodation Location

We'll be staying for two nights at:

Premier Inn Pickering
40 Thornton Road
Pickering
North Yorkshire
YO18 7HZ

The hotel is conveniently located in Pickering, a traditional market town on the edge of the North York Moors National Park, with pubs, restaurants and shops nearby.

Accommodation Type

Our accommodation is a comfortable Premier Inn hotel, providing a convenient base for our weekend of walking.

We'll stay at the same hotel for both nights, so there's no need to move accommodation between walking days.

Bedrooms & Sleeping Arrangements

We offer a choice of private hotel bedrooms, suitable for guests joining on their own or booking together.

If you're travelling solo, you can book a room for sole occupancy, giving you your own bedroom and bathroom.

Room Options

Shared Female Room – Share a room with another female guest, with separate beds.

Shared Male Room – Share a room with another male guest, with separate beds.

Twin Room – A private room with two separate beds for two guests booking together.

Double Room – A private room with a king-sized double bed for two guests booking together.

Sole Occupancy Double Room – A private room with a king-sized double bed for one guest.

All room options are subject to availability when booking.

Bathrooms

All bedrooms have their own en-suite bathroom.

Guests booking a double room together will share the en-suite bathroom.

Bedding & Towels

All bedding and towels are provided by the hotel.

You'll just need to bring your own toiletries and personal items.

Breakfast

Breakfast is included on both mornings.

We'll enjoy the hotel's cooked breakfast buffet before heading out for our guided walks.

Packed Lunches

Packed lunches aren't included.

We'll arrange an opportunity to stop at a local shop to purchase lunch before our walks, but you're welcome to bring your own.

We recommend carrying a packed lunch, walking snacks and a reusable water bottle on both days.

Evening Meals

Evening meals aren't included in the trip price.

On Friday, we'll meet in the hotel bar before heading out for a relaxed group dinner at a local restaurant or pub in Pickering.

We'll also arrange an opportunity to eat together on Saturday evening after our walk.

Meals and drinks are paid for individually, giving everyone the freedom to choose what they'd like from the menu.

Accommodation & Meals

Included

• Two nights' accommodation at Premier Inn Pickering.

• Breakfast on Saturday and Sunday.

• Bedding and towels.

• Tea and coffee-making facilities in your bedroom.

Not Included

• Packed lunches and walking snacks.

• Evening meals on Friday and Saturday.

• Drinks and additional refreshments.

Guiding & Support

Included

• Two days of guided walking with an experienced Large Outdoors guide.

• A 10-mile guided walk exploring Rosedale, its historic ironstone railway and surrounding moorland.

• A shorter guided countryside walk on Sunday, exploring another part of the North York Moors National Park.

• A friendly, sociable group of fellow walkers.

• Pre-trip information and support from the Large Outdoors team.

Not Included

• Personal walking clothing and equipment.

Transport & Transfers

Included

• Complimentary collection from Malton railway station at 18:00 on Friday, if requested at least 48 hours before departure.

• Return transfer to Malton railway station after Sunday's walk, if requested.

• Transport between our hotel and the planned walking routes on both days.

Not Included

• Travel to and from Pickering or Malton.

• Any personal transport arrangements outside the organised itinerary.

Additional Costs & Exclusions

Not Included

• Personal travel insurance.

• Purchases from cafés, pubs, restaurants and shops.

• Admission to attractions or museums unless specifically stated in the itinerary.

• Optional activities and other personal expenses not specifically listed as included.

Walking Grade

Leisurely

Our North York Moors Walking Weekend is graded Leisurely, with two days of guided walking through beautiful moorland, valleys and traditional villages.

Saturday is our longer day, with approximately 10 miles around Rosedale, including the historic ironstone railway and wonderful views across the valley.

Although much of the route follows relatively level paths along the old railway, there is one significant steep climb up Chimney Bank. We'll take this slowly, with plenty of time to catch our breath and enjoy the views.

Sunday is a shorter, more relaxed countryside walk, giving us another opportunity to explore the North York Moors before heading home.

Terrain & Conditions

Our walks follow a mixture of established countryside footpaths, grassy trails, old railway tracks and moorland paths.

Saturday's Rosedale walk includes field paths, a steep ascent up Chimney Bank and longer, relatively level sections along the former railway.

Some paths may be uneven, rocky or muddy, particularly after rain. There may also be stiles, gates and occasional rougher sections.

Good walking footwear with reliable grip is recommended.

Fitness & Experience

You don't need to be an experienced hillwalker, but you should be comfortable spending several hours walking and covering approximately 10 miles in a day.

The main physical challenge is the climb up Chimney Bank. Although we'll take it steadily, it's a steep hill and requires a reasonable level of fitness.

Once we've reached the old railway, much of the walking becomes easier, allowing us to enjoy the scenery at a relaxed, sociable pace.

If you regularly enjoy countryside walks and are happy tackling an occasional steep hill, this should be a suitable weekend for you.

Seasonal Conditions

The North York Moors can be enjoyed throughout the year, although conditions vary considerably with the seasons.

Open moorland sections can be exposed to wind and rain, while field paths and woodland trails may become muddy or slippery after wet weather.

We recommend bringing waterproof clothing, suitable walking footwear and warm layers appropriate for the forecast.

Our guide will assess the conditions and may adjust the planned routes if weather or ground conditions make this necessary.

Walking Clothing & Footwear

Our North York Moors Walking Weekend includes countryside paths, open moorland and a steep climb up Chimney Bank, so it's important to bring suitable walking clothing and footwear.

We recommend:

• Comfortable walking boots or sturdy walking shoes with good grip.

• Waterproof jacket and waterproof trousers.

• Comfortable walking trousers and breathable walking tops.

• Warm layers, such as a fleece or insulated jacket.

• Walking socks.

• Hat, gloves or sun protection, depending on the season.

Good footwear is particularly important, as moorland paths and grassy slopes can become muddy or slippery after rain.

What to Carry on Walks

You'll need a comfortable day rucksack with enough space for:

• Packed lunch and walking snacks.

• Plenty of drinking water in a reusable bottle.

• Waterproof clothing and an extra warm layer.

• Any personal medication you may need.

• Mobile phone.

• Payment card or some cash for refreshments.

• Sun cream and sunglasses when appropriate.

Saturday's walk is approximately 10 miles, so make sure you have enough food and water for a full day outdoors.

Clothing for Accommodation

Bring comfortable casual clothing and footwear for relaxing at the hotel and heading out for evening meals in Pickering.

Bedding and towels are provided, so there's no need to bring these.

Trip-Specific Extras

Walking Poles – Optional, but particularly useful if you appreciate extra support on the climb up Chimney Bank or when descending uneven paths.

Camera or Phone – Rosedale offers wonderful views across the valley, along with fascinating remains of the old ironstone railway and mining industry.

Weather Protection – Parts of the route cross exposed moorland, where conditions can change quickly. Bring suitable layers and waterproof clothing, even if the forecast looks promising.

Full Kit List

We've put together a useful walking kit list to help you prepare for your holiday.

View our full walking kit list here →

Booking Confirmation

Once you've booked, you'll receive a confirmation email with your booking details and our full booking terms.

Deposits & Balance Payments

If you've paid a deposit, we'll automatically email you a reminder when your remaining balance is due. Balances are normally due 12 weeks before departure.

Your Trip WhatsApp Group

Ahead of your trip, we'll invite you to join a dedicated WhatsApp group for your holiday.

It's a great way to say hello to your fellow walkers, ask questions and get to know everyone before you arrive. Most of our guests join us on their own, so it's a nice way to break the ice.

Joining is entirely optional.

Final Details

A couple of days before departure, we'll send you a final reminder with your guide or host's name and contact number, along with any important last-minute information.

Keeping Up to Date

Everything you need to plan your trip, including meeting locations, times, accommodation and travel arrangements, is provided on this page.

We recommend checking back here from time to time before departure, as we'll update the page if any arrangements change. You don't need to wait for your final email to organise your travel.

Can I come on my own?

Absolutely! Most people joining Large Outdoors trips come on their own, so you'll be in good company.

Our walking weekends are designed to be friendly and sociable, with plenty of opportunities to get to know everyone during the walks and over evening meals.

Is this weekend suitable for my first Large Outdoors trip?

Yes! This is a great introduction to Large Outdoors, particularly if you enjoy countryside walking and would like to explore somewhere new with a friendly group.

Our guide will help everyone feel welcome, whether it's your first trip with us or you've joined us many times before.

Do I have to join both walks?

You're welcome to sit out a walk if you'd prefer a quieter day.

However, our transport is organised around the planned itinerary, so if you choose not to walk, you'll generally need to make your own arrangements for the day.

Can I join with a friend or partner?

Of course! Friends and couples are very welcome.

You can book a twin or double room together, subject to availability. If you'd prefer separate bedrooms, you can each book your own room.

Will I have time to explore Pickering?

Yes. You'll have some free time around our planned activities, particularly on Friday after arrival and during the evenings.

Pickering is a lovely market town with traditional pubs, cafés and independent shops, making it a pleasant base for the weekend.

What happens if the weather is poor?

Our walks normally go ahead in typical British weather, including rain.

Your guide will keep an eye on the forecast and ground conditions and may change the route if necessary to keep the group safe and comfortable.

Can I bring my dog?

Unfortunately, we're unable to accommodate dogs on our guided walking weekends, other than assistance dogs by prior arrangement.

Do I need to know anyone before booking?

Not at all. There's no need to arrive knowing anyone, and you won't be the only person joining solo.

That's a big part of what Large Outdoors is about: enjoying good walks, exploring new places and meeting people along the way.