Cleveland Way Short Break

3 nights
22 miles
Moderate

From £245 per person

Find out about the tour

About this route

Helmsley to Osmotherley
22 miles (35 km)
24th March to 31st October

Holiday Highlights

Available tours

CodeTourDurationDifficultyPrice per person
CLEVWSB From Helmsley to Osmotherley 3 nights, 2 days walking Moderate£245

Cleveland Way Short Break 3 nights, 2 days walking

£NNN per person
  • Itinerary
  • What's included?
  • Extra nights?
  • Tour facts
  • Route profile
  • Travel info
  • Weather
Start

Travel to Helmsley where your first night's accommodation has been booked

Day 1

Helmsley to Sutton Bank(T). 10 miles (16km)

Day 2

Sutton Bank(T) to Osmotherley. 11.5 miles (18.5km)

Finish

Depart from Osmotherley after breakfast

Your Itinerary

This itinerary lists our preferred overnight stops for this tour. Sometimes there may be a shortage of available accommodation in a preferred location, in which case we will transfer you from the trail to your accommodation and back again at no extra charge. Overnight stops marked with a (T) will always require transfers as standard.

The daily mileages quoted are average trail miles only and do not include the distance from the trail to your accommodation. We do not expect you to have to walk more than a mile from the trail to your accommodation; should your accommodation be further than this, transfers will be provided as standard.

Below are the additional costs that may apply depending on your requirements. Dog friendly tours are subject to a Daily Dog Charge, which will be listed below if applicable. Our standard prices per person are based upon two people sharing a room; if you are walking on your own, or are part of a group but require a room of your own, then the Solo Walker or Single Supplements apply respectively:

A note about transfers
Solo Walker Supplement
£40.00 per person / per night
Single Supplement
£30.00 per person / per night

You can add rest days at any of the overnight stops:

Extra night (Standard)
£60.00 per person / per night

What's included?

  • 3 nights accommodation in en-suite rooms (where available) in selected B&B’s, hotels, inns and guesthouses along the trail, or a short distance away via taxi provided at our expense.
  • Breakfast each day.
  • Door to door luggage transfer.
  • Maps with the route marked on and a guidebook or route notes describing the trail.
  • An information pack containing an itinerary, instructions on how to find your accommodation each night and a kit list.
  • Detailed travel instructions on how to get to the start of your holiday and back from the end of it.

Extra Nights & Rest Days

The charming village of Osmotherley, with its neat stone cottages huddled around its green, ancient market cross and stone table where John Wesley preached during one of his sermon tours is a popular choice for an extra night. A lovely short walk from here visits the Lady Chapel and Mount Grace Priory, an attractive 14th century Carthusian monastery.

You can add rest days at any of the overnight stops:

Extra night (Standard)
£60.00 per person / per night

Tour Facts

Total distance: 21.5 miles (34.5 km)
Duration: 3 nights, 2 days walking
Minimum daily distance: 10 miles (16 km)
Maximum daily distance: 11.5 miles (18.5 km)
Code: CLEVWSB Grade: Moderate
Season: 24th March - 31st October
Start of holiday: Helmsley
End of holiday: Osmotherley

Route Profile

Cleveland Way Short Break Route Profile

Travel Information

Detailed instructions on how to get to the start of the holiday and back from the end, are sent with your full holiday pack. A summary is given below:


By Air - The most convenient major city and international airports are Leeds Bradford, Durham-Tees Valley and Newcastle.

By Rail - The nearest rail stations to the start of the trail (Helmsley) are either Malton (about 16.5 miles away) or York (about 25 miles away). The nearest rail station to the end of the trail (Osmotherley) is at Northallerton (8 miles away).

By Bus - Various bus services run to Helmsley and from Osmotherley.

From London - Trains run from London Kings Cross station to Malton. From there a bus/taxi will be required to Helmsley.

Return To The Start - Public transport options for this journey are of considerable length and impractical; the easiest way to return to the start of the trail would be to take a taxi from Osmotherley to Helmsley.

Weather Information

To find out more about the weather forecast for your chosen holiday's general location, please see the following websites:

  • MetCheck - This website allows you to look up detailed weather information for specific locations as far as six months in advance.
  • Met Office - This website shows regional area forecasts a few days in advance, with a general UK forecast description of up to 30 days in advance.
  • Mountain Forecast - This website shows what the forecast is like up on specific hills and fells, and offers forecasts a few days in advance.

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