Fri 20th May 2022
2 Walking Days
North York Moors
Min Age

North York Moors & Whitby Walking Weekend

Join us for our Whitby Walking weekend with two days of guided walking featuring the Robin Hoods Bay and Whitby coastal path, and the wonderful North York Moors, home to the Hole of Horcum, Bridestones at Dalby, and the North York Moors famous steam railway line.

There may also be an opportunity on Saturday’s walk to take a journey on the North York Moors railway.


  • Walking on the North York Moors
  • Robin Hood’s Bay to Whitby coastal walk
  • Picturesque scenery
  • N.Y.M steam railway
  • Wainwright coastal walk
2 days of scenic guided walking Social Evenings
Experienced guide Trip leader throughout
Transport for the walk(s)
Meals and drinks


Accommodation for this trip is not included. For accommodation information and all essential trip information please click on the ‘Trip Notes’ tab.


Friday – (Optional) Welcome Evening

Friday Welcome Evening (optional) is 8.30pm in Whitby town centre. It’s a chance for everyone on the weekend to meet and the Country Adventures trip leader will be on hand to answer any questions about the planned walks. If you’re unable to make it to the Welcome Evening, the Trip Notes detail everything you need to know about the weekend.


Saturday - Walk Day

Grade 2 – Dalby Forest Bridestones & NY Moors 9.5 miles (15.2km), with 1305 ft (398m) of ascent

A 20-minute scenic minibus journey from Whitby will take us to the start of todays walk this morning, to just outside the market town of Pickering, for a guided walk taking in impressive Bridestones in Dalby Forest and the heather moorland overlooking the Hole of Horcum on the moors of North Yorkshire. A guided walk with lots of features and a great place to see the popular North York Moors steam railway travelling through the valley.

There may also be an opportunity to take a train journey along the famous railway line if time allows (ticket included) before the minibus takes us back to Whitby.

In the evening, an optional social evening is planned in Whitby, where the group can meet up for a drink and enjoy an evening meal together.


Sunday - Walk Day & Departure Day

Grade 2 – Robin Hood’s Bay to Whitby 7 miles (11.2km), with 1300 ft (396m) of ascent

Our group transport will take us from Whitby to the small coastal village of Robin Hood’s Bay, once a famous haunt for smugglers. Robin Hood’s Bay is also the end (or start) point of Wainwrights Coast to Coast long distance footpath. The route from Robin Hood’s Bay to Whitby following the coastline is truly scenic with views to the sea and the exposed cliff coastline – don’t worry, we’ll keep a safe distance from the cliffs edge.

The route is undulating in places which adds to the richness of this coastal walk, with the bright yellow gorse adding extra colour to an already scenic guided walk. Plus there’s a wealth of local history associated with the coastline.

The route will finally reach Whitby Abbey (think castle from Bram Stokers Dracula) which sits on high above the seaside town of Whitby. Whitby Abbey played a pivotal role in English history

The walking weekend will finish in Whitby between 2.30-3.30pm

Essential Info


Accommodation is not included as part of this trip. If you require help with booking accommodation you may find the following links useful:

Visit Whitby online accommodation listings service search for accommodation in Whitby, North Yorkshire

We recommend booking accommodation in, or near to, Whitby for easy reach to the meeting point for both the walks and social evenings.

Food & Drink

For the walk(s) please bring with you a packed lunch and refreshments. Occasionally on some guided walks (Grade 1 to 2 walks) we may pass a country inn or tea room where if we have time we can call in, however having a packed lunch with you gives the group the freedom to have lunch wherever we are on the walking route.

On Saturday evening, an optional social evening in the centre of Whitby is organised by Country Adventures, where the group can meet up for a drink and enjoy an evening meal together.


For guided walking holidays that require transport from the meeting point to the start of the walk, we use a minibus or where necessary local transport. There is no extra charge for this, it is included in the trip price.

Fitness Levels

Our walks are by no means designed to be endurance tests where everyone sets off at a blistering pace. Far from it, it’s about a fine day in the hills in good company enjoying the best of fell walking with exceptional views but it is important to state that for everyone’s walking enjoyment walking does require a minimum level of fitness and stamina. Hill / Mountain walking experience is not essential as long as you have a reasonable level of fitness. For the higher level graded walks (i.e. Challenging Grade) it is advisable that you are someone who enjoys regular cardio exercise or have experience of mountain walking and have the stamina/ leg strength in order to be better prepared for longer sections of uphill & downhill walking associated with higher mountain treks.

Walking Grades Explained

Grade 1 (Leisurely) Normally 5-8 miles, may include gentle ascents and descents of up to a total 1100ft of ascent and similar descent over a day’s walk. Easier scenic walking at lower altitudes along paths and tracks.

Grade 2 (Moderate) Normally 6-10 miles on paths and tracks, between 800ft – 1700ft of total ascent and similar descent. Longer walks, on hills and moorland.

Grade 3 (Moderate Mountain) Normally ranging from 6-10 miles, between 1700ft – 2600ft of ascent, similar descent. Longer walks, over higher ground with possibly steeper ups and downs on paths and tracks.

Grade 4 (Challenging) Normally ranging from 8-13 miles, between 1500ft – 3000+ft of ascent, similar descent, over undulating mountain terrain, walking at higher levels with steep ups and downs. Suitable for people with a good level of fitness.

Kit List

What you need to bring with you for the walks

  • Good, comfortable walking boots with a cleated sole and good ankle support are essential.
  • Waterproof jacket and over-trousers.
  • Warm, dry walking clothing. Unsuitable clothing includes Jeans or cotton tracksuit bottoms and cotton t-shirts (cotton is a poor insulating fabric and when wet it takes a long time to dry, which can lead to a rapid loss of body heat as well as being uncomfortable).
  • A number of thin layers are better than one thick/ heavy jumper. We suggest a fleece for extra warmth especially when we stop on the hills for lunch.
  • Hat and gloves (even in summer – any wind chill on the mountain tops will lead to cooler temperatures).
  • Sunglasses, sun cream.
  • Hot or cold drinks (i.e. a minimum of 2 litres of water).
  • Plenty of food and drink for lunch and snacks.
  • A rucksack large enough to carry it all in (20-30 litres), ideally with a waterproof liner.
  • Any medication you need.
  • Thermos flask. We recommend bringing warm drinks with you, as even on sunny days it can occasionally feel cooler, especially on the summits of the higher-level mountain walks.
  • Walking poles (if you use them).

We want you to enjoy your time with Country Adventures and have the best possible adventure experience. Please be aware that if any participants are not properly equipped for the walk (i.e. with walking boots and waterproofs), at the guide’s discretion we reserve the right to not allow them on the walk for reasons of safety for both the individual and the group. If you need clarification on any of the equipment requirements, please do not hesitate to ask.

Trip Schedule & Activity Meeting Times

Please ensure you give yourself plenty of time to get to the meeting point at the required time. The transport for our day walks will leave promptly at the stated time and due to the nature of scheduled trips, we are unable to provide refunds if unfortunately, you miss the departure time.

Meeting Point

Welcome Evening – 8.30pm please meet outside the Whitby Tourist Information Centre

Walking Days – 9.30am Meet outside the Whitby Tourist Information Centre

Address: Whitby Tourist Information Centre, Langborne Rd, Whitby YO21 1DN


At Country Adventures we’re very proud that time after time our customers enjoy our walking weekends, holidays and adventure breaks. We thrive on customer feedback, it helps to ensure our trips continue to be the best they can be.

We don’t edit the reviews, the only thing we do is proofread them and alter any typos, where necessary, to ensure they are easy to read for everyone.

Friendly group and lots of laughs

First trip with Joe and I couldn't fault it at all! Lovely walks, really friendly group and lots of laughs, can't wait for the next one. Thanks Joe.
Country Adventures
First trip with Joe and I couldn't fault it at all! Lovely walks, really friendly group and lots of laughs, can't wait for the next one. Thanks Joe.
Country Adventures
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North York Moors walk
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