Enjoy the luxury of walking and cycling without your luggage.
The following companies offer baggage transfers, self-guided walking holidays, accommodation bookings and other services.
Brigantes Walking Holidays
Supports the Cleveland Way and Wolds Way National Trails, Coast to Coast, Esk Valley, North of England Way and Inn Way, offering luggage transfer, self-guided holiday packages and accommodation booking.
Contours Walking Holidays
Self-guided walking and holidays on the Cleveland Way, Coast to Coast (running options too) and Yorkshire Wolds Way, with luggage transfers, accommodation, maps, guidebooks and emergency support.
A leading provider of walking and outdoor holidays, HF Holidays offers guided walks in the North York Moors, including on the Cleveland Way. Based at Larpool Hall, a Country House hotel owned and run by HF Holidays overlooking the Esk Valley, they also offer self-guided walking or cycling trails and leisure activity holidays, ranging from photography, climbing, surfing, dancing, painting, golf, yoga to cookery.
Larpool Drive, Whitby YO22 4ND
A nationwide outdoor pursuits and social group, with its home here in the North York Moors. From walking weekends exploring the Cleveland Way National Trail, to luxury cottage trips into the heart of the moors, the emphasis is on fun and social rather than clocking up the miles. Meet new people, try something new, enjoy good food, all at a relaxed pace. Perfect for all abilities.
Self guided holidays on the Cleveland Way and the Coast to Coast walks. Designed to be flexible and tailored to suit your requirements which you can do at your own pace. All the accommodation is booked ahead and they can transport your luggage to your next night's accommodation.
Shepherds Walks Holidays
Self guided walks along the Cleveland Way coastline passing through small fishing villages plus good public transport links at the start and finish (transfers also available).
The Adventure People
Offering self guided and guided holidays on the Cleveland Way and various Coast to Coast packages. Accommodation and breakfast booked ahead with local providers.
Over 40 years experience of running guided and self-guided walking and cycling holidays in the UK and Europe, including the ever-popular Coast to Coast and Cleveland Way.
Specialising in themed self-guided and guided walking holidays. Itineraries have been carefully selected based on 35 years walking in the North York Moors. Options to personalise to suit all needs, ensuring a positive walking experience.
Weather Goat Walks
Offer full walk support from beginners to the experienced walker, long distance walk support their speciality (including the Cleveland Way and Coast to Coast). They are your silent back up only a phone call away.
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Self-guided holidays, itinerary planning and a baggage courier service for the North York Moors, including the Cleveland Way and Coast to Coast.
If you’re looking for guided day walks or a more relaxed walking weekend where someone else does all the organising, then take a look at our guided walks and experiences too.