Cliffside view of a seaside village with red-roofed houses, lush greenery, and steep cliffs overlooking the ocean under a partly cloudy sky.
Ruins of an old stone church on a grassy landscape with a small pond in the foreground, under a partly cloudy sky.
Scenic view of a coastal town with colorful houses on a hill, a beach, and a sailboat docked at a pier on calm water under a clear blue sky.
Cliffside overlooking the ocean with a wooden signpost in the foreground pointing towards Hawksea and Cleveland.
Scenic view of lush green fields, rolling hills, trees with white blossoms, and a coastal cliff beside the blue ocean under a partly cloudy sky.

Weekends & Short Breaks

Whitby & Robin Hood’s Bay Yorkshire Coast Walking Weekend

Welcome to Large Outdoors, where we specialise in friendly small-group walking weekends led by professional guides. This relaxed break explores the Yorkshire Coast, including Whitby, Robin Hood’s Bay and scenic paths linking some of the area’s most interesting coastal spots. You’ll stay in a comfortable hotel near the beach in Scarborough, enjoy leisurely guided walks, and travel together throughout the weekend. The trip is public transport accessible, with collection from the station on arrival day.

Duration: 2 nights
Accommodation: Hotel
Transport: Car-Free Trip
Group Size: Maximum 8
Level: Leisurely

Pricing & Accommodation: From £245 per person. Shared rooms, single rooms, twin rooms, and double rooms available - see booking calendar for specific dates and pricing.

 

Booking Calendar…

Save £50 per person with code WHITBYWINTER26 when you book by 30 November 2025.

Exploring the Yorkshire Coast with a Sociable Walking Group

This weekend is all about coastal scenery, stories of smugglers, abbey ruins, fishing villages and time to explore some iconic Yorkshire locations. We follow stretches of the Cleveland Way, visit Whitby and Robin Hood’s Bay, and walk part of the former railway line known as the Cinder Track. Expect cliff-top paths, sea views, maritime history, relaxed company and plenty of chances to chat, wander and enjoy this part of the world at an easy pace.

A group of walkers underneath the Whale Bones in Whitby

A group of walkers underneath the Whale Bones in Whitby

Suggested Itinerary

Here’s what we’ve got planned - of course, we may have to offer alternatives or make amendments if the weather misbehaves or other unexpected situations arise!

  • Check in from 15:00, then meet your guide and fellow walkers in the hotel bar before dinner. We eat in the hotel so anyone arriving later can easily join us without having to go back out or locate the group elsewhere. It’s a relaxed evening with time to settle in and get to know one another.

    For those arriving by train, we offer a free collection from Scarborough station at 18:00. This must be booked in advance, either during the checkout process or by emailing the office at least 7 days before the trip. This forms part of our public transport accessible approach to the weekend.

  • Distance: 7–9 miles* (11–14 km)

    After a cooked breakfast buffet, we travel up the coast to Whitby. From here we take a local bus to Robin Hood’s Bay where you’ll have time to explore the narrow streets, independent shops and the village’s rich smuggling history. We then follow the Cleveland Way along the coast back to Whitby, with sea cliffs, bays and classic Yorkshire coastal scenery along the way.

    On arrival in Whitby, there’s free time to explore the abbey ruins, shops, or simply relax by the harbour. We round off the day with fish and chips, paid individually so you can choose when and what you eat. After tea, your guide will drive you back to the hotel.

  • Distance: 5–7 miles* (8–11 km)

    After breakfast and check-out, we head north to Hayburn Wyke. Our route begins on the Cinder Track, once part of the Whitby–Scarborough railway, then picks up the Cleveland Way to return to the coast. We finish back at Hayburn Wyke where there’s time for a drink at the pub before the trip rounds off with a return to Scarborough for your onward travel.

Walkers taking on the Cleveland Way on the Yorkshire Coast

Discover the Yorkshire Coast on Foot

Stretching from salt-washed headlands to sheltered bays, the Yorkshire Coast blends striking coastal scenery with stories that span centuries. Walking here brings together sea cliffs, old railway paths, moorland edges and villages shaped by fishing, trade and folklore.

Along the way you’ll find reminders of shipwrecks, smugglers, early industry and the region’s maritime heritage. Seabirds nest on the cliffs, seasonal wildlife moves through the coves, and the geology reveals layers of Jurassic history. Whether it’s the coastal paths near Whitby or the steep lanes of Robin Hood’s Bay, every section has its own character and rhythm.

Leisurely coastal walking in this area offers a relaxed way to explore, taking in the views, fresh air and constant shift of tides – all with the space to enjoy the journey rather than rush it.

Robin Hood's Bay

Robin Hood’s Bay – Stories, Smugglers and Coastal Folklore

Robin Hood’s Bay has long captured people’s imagination, though there’s no firm link to the famous outlaw himself. The name may come from old coastal ballads or earlier Norse traditions, but its real history is just as compelling.

During the 18th century, the village became one of the busiest smuggling centres on the Yorkshire Coast. Rum, tea, brandy and tobacco were secretly moved through a warren of interconnected cottages, with stories of goods passing from attic to cellar without ever touching the street. Today, the steep lanes, sea views and hidden alleys still carry that sense of mystery, with local legends and maritime history woven into almost every corner.

Essential Information

  • Meeting Time: Check-in from 15:00.

    The Large Outdoors host will meet you in the bar from 18:00.

    Meeting Location:
    Premier Inn Scarborough (North Bay)
    26 Burniston Rd,
    Scarborough
    YO12 6PH

    Free Station Collection:
    We will be offering a free collection from Scarborough Train Station at 18:00. This is free but must be booked in advance, either during your booking process of by contacting the office in advance.

    Parking:
    On-site parking is available at the hotel. The car park is owned by Scarborough Borough Council and is £6 between the hours of 9am to 6pm. Outside of these hours the car park is free of charge. This can be paid for via the pay and display machine in the car park which accepts card and cash or via the Ringgo app using code 44646.

    Finish Time:
    We aim to finish on the final day between 1pm and 3pm - the exact finish time may depend on the planned/chosen activity, group dynamic, weather conditions, whether the group chooses to grab a coffee or lunch together during/after, etc. If you’ve travelled via public transport, please ensure you book onward travel accordingly (i.e. an open return ticket), to allow for flexibility.

  • We'll be staying at the Premier Inn Scarborough (North Bay) hotel, located on Burniston Road in Scarborough's North Bay. The hotel offers comfortable rooms and is conveniently situated less than a mile from Scarborough Beach and Scarborough Castle.

    Accommodation Address:
    Premier Inn Scarborough (North Bay)
    26 Burniston Rd,
    Scarborough
    YO12 6PH

    Room Types:
    Single Rooms (en-suite bathroom) are for one participant.
    Double Rooms (en-suite bathroom) sleep up to two participants booking together, in a Double bed.
    Twin Rooms (en-suite bathroom) for for two people sharing and will have two single beds.
    Shared Male / Female Rooms (en-suite bathroom) ideal for those happy to share with another participant.

  • Included:

    • 2 nights’ bed & breakfast accommodation.

    • A hearty cooked breakfast each morning, prepared by the accommodation.

    • First night dinner in the Premier Inn, this will be their two course and a drink meal deal. Please note this does NOT include any additional supplements such as drink or meal upgrades.

    • A Large Outdoors host/guide to welcome you, deal with the logistics for your experience.

    • Guided walks on three days (Days 2 & 3).

    Not included:

    • Travel to and from the meeting location or train station collection.

    • Dinner on the second evening - we’ll book a table at a local pub to enjoy dinner as a group and you can purchase whatever you fancy from the menu available.

    • Packed Lunches - for these we will stop at a local bakery and you can purchase what you wish for lunch.

    • Any extra (i.e. not mentioned above in ‘Included’) excursions or activities that you may partake in which incur a cost.

    • Alcoholic drinks - please feel free to bring something with you to enjoy at the accommodation. There are also a couple of pubs in the village for a post-walk pint or two!

    • Any food, drinks or goods you choose to purchase at any shops, restaurant, pubs or cafés visited.

    • Travel/activity insurance - we recommend having insurance to cover, at a minimum: cancellation and curtailment; medical and emergency expenses (including repatriation); personal accident; injury and death.

  • Please see our Residential (Walking) Kit List.

    The compulsory items are selected for your safety, which is of paramount importance to us at Large Outdoors. Each participant should have the items listed.

    • What level of fitness is needed?
      This trip is rated ‘Leisurely’. The longest walk will be around 8 miles at a sociable pace.

    • Can I attend on my own?
      Absolutely! In fact, the majority of our attendees are solo travellers.

    • When should I arrive?
      You are welcome to arrive from 15:00 onwards on Friday evening. Dinner will be served at the accommodation at around 19:30. If you intend to arrive after 22:00, please let us know.

    • I’d prefer vegetarian or vegan meals - can this be arranged?
      Yes, absolutely! We will always supply a vegetarian or vegan meal, but please note this must be requested well ahead of the trip - the remote location of our accommodation means we can’t pop out to buy additional ingredients. Complete the dietary section during the booking process and if your dietary needs change ahead of the trip please email the office and we’ll update your booking.

    • I’d prefer gluten-free meals - can this be arranged?
      We will provide meals using gluten-free ingredients, but due to the shared nature of the kitchen we cannot provide strictly gluten-free meals. Please let us know you’d like gluten-free ingredients ahead of time by completing the dietary section during the booking process.

    • I am allergic to a specific ingredient - can you provide meals for me?
      Due to the shared nature of the kitchen we are unable to provide meals suitable for those suffering from many allergies. Please contact the office before booking to discuss your requirements.

    • What transport is provided during this trip?
      We do not provide transportation during this trip.

    • Can I bring my dog?
      Dogs are not allowed on this trip, except for registered assistance dogs.

 

About our mileage ranges

Distances are listed as a 2-mile range because mileage varies depending on mapping tools and devices. We measure routes using OS Maps Explorer online, but GPS watches, apps and step counters can all show different results. Listing mileage as a range gives a fairer reflection of the day.

Booking FAQ’s

Can I book with a deposit?

Yes, if the trip is more than 12 weeks away you can secure your place with a 20% deposit. The balance is due no later than 10 weeks before travel. You will receive a series of reminder emails when the balance is due. If the trip is less than 12 weeks away, the full balance is due at the time of booking.

Can I pay in instalments?

Yes – although our system doesn't have a function to do this automatically. If you'd like to split your payments, simply email us (hello@largeoutdoors.com) when you'd like to make a payment. Please don't forget to tell us how much you'd like to pay off the balance and your order number. We'll then send you an email with a secure online payment link.

 

Booking Calendar!

 
 

This map is provided for guidance regarding the general location. For detailed meeting information, please refer to the 'Meeting Time & Location' section.