Kirkby Stephen Walking Trips in 2025/2026

Coast to Coast Guided Explorer - 17 Days

(10 reviews )

No booking fees

Best price guaranteed

Great group of people from multiple countries, a wonderful guide who always went the extra mile to make sure we got everything we needed and wanted, beautiful scenery and a challenging hike. What more could you want?

Walking tours

Tour Type

Small Group Tour

Accommodation

Hotel, Guest House, Hut, Hostel

Age Range

18-99 yrs

Operated in

english

Destinations

St Bees, Robin Hoods Bay, Richmo

St Bees, Robin Hoods Bay, Richmond, Danby Wiske, Osmotherley, Clay Bank Top, Blakey, Egton Bridge, Ennerdale Bridge, Borrowdale, Grasmere, Glenridding, Shap, Kirkby Stephen, Keld, Reeth

Duration17 days

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Coast to Coast: Walk Kirkby Stephen to Robin Hood's Bay - 11 Days

(2 reviews )

No booking fees

Best price guaranteed

Overall walk was challenging and satisfying.

Walking tours

Tour Type

Private Tour

Accommodation

Hotel, Guest House

Age Range

18-99 yrs

Operated in

english

Destinations

Robin Hoods Bay, Kirkby Stephen

Robin Hoods Bay, Kirkby Stephen, Keld, Reeth, Richmond, Danby Wiske, Osmotherley, Clay Bank Top, Blakey, Egton Bridge

Duration11 days

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Coast to Coast: St Bees to Kirkby Stephen - 9 Days

4.5

(2 reviews )

No booking fees

Best price guaranteed

An amazing walking holiday across stunning scenery in the Lakes District. Very well supported by the team, with delightful accommodation, good maps and luggage handling. Thank you!

Trekking and Hiking

Tour Type

Private Tour

Accommodation

Hotel, Guest House, Hut, Hostel, Resort

Age Range

18-99 yrs

Operated in

english

Destinations

St Bees, Kirkby Stephen, Ennerda

St Bees, Kirkby Stephen, Ennerdale Bridge, Borrowdale, Grasmere, Glenridding, Bampton Grange, Orton

Duration9 days

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Coast to Coast: Walk Kirkby Stephen to Robin Hood's Bay

(1 review )

No booking fees

Best price guaranteed

I had a very well planned and arranged trip on the East Coast to Coast from Kirkby Stephen to Robin Hood's Bay. The accommodations arranged were comfortable, friendly, and well situated along the trail. The bag transport worked very well, as did the return transfer to Kirkby Stephen where my car was waiting. The advice on dining was right on and the maps, instructions, and attractions along the way were super. Well done!

Walking tours

Tour Type

Private Tour

Accommodation

Hotel, Guest House, Camping

Age Range

18-99 yrs

Operated in

english

Destinations

Robin Hoods Bay, Kirkby Stephen

Robin Hoods Bay, Kirkby Stephen, Keld, Reeth, Richmond, Osmotherley, Blakey, Egton Bridge

Duration9 days

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Coast to Coast Guided Explorer - 17 Days

(10 reviews )

No booking fees

Best price guaranteed

Walking tours

Tour Type

Small Group Tour

Accommodation

Guest House, Hotel, Hostel, Hut

Age Range

18-99 yrs

Operated in

english

Destinations

London, St Bees, Richmond, Danby

London, St Bees, Richmond, Danby Wiske, Osmotherley, Clay Bank Top, Egton Bridge, Robin Hood’s Bay, Ennerdale Bridge, Borrowdale, Grasmere, Glenridding, Shap, Kirkby Stephen, Keld, Reeth

Duration17 days

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Coast to Coast: St Bees to Kirkby Stephen - 8 Days

(1 review )

No booking fees

Best price guaranteed

Begin your British hiking adventure on the Coast to Coast: St Bees to Kirkby Stephen tour, an 8-day moderate walking journey crafted for experienced and senior travelers. Start at the Cumbrian seaside resort of St Bees and traverse the Lake District’s dramatic scenery, passing through valleys, national parks, and picturesque villages. Encounter working hill farms, traditional pubs, and the charm of English market towns. This self-guided trip includes comfortable accommodations and convenient transport. The unique selling point lies in experiencing the first half of the iconic Coast to Coast trail, blending mountain landscapes with classic English hospitality and heritage.

Walking tours

Tour Type

Private Tour

Accommodation

Hotel, Hut, Hostel, Guest House, Resort

Age Range

18-99 yrs

Operated in

english

Destinations

St Bees, Kirkby Stephen, Ennerda

St Bees, Kirkby Stephen, Ennerdale Bridge, Borrowdale, Grasmere, Glenridding, Shap

Duration8 days

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Coast to Coast: Walk Kirkby Stephen to Robin Hood's Bay - 11 Days

(2 reviews )

No booking fees

Best price guaranteed

Overall walk was challenging and satisfying.

Trekking and Hiking

Tour Type

Group Tour

Accommodation

Guest House, Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Robin Hoods Bay, Kirkby Stephen

Robin Hoods Bay, Kirkby Stephen, Robin Hood’s Bay, Keld, Reeth, Richmond, Danby Wiske, Osmotherley, Clay Bank Top, Blakey, Grosmont

Duration11 days

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Coast to Coast: St Bees to Kirkby Stephen - 9 Days

4.5

(2 reviews )

No booking fees

Best price guaranteed

An amazing walking holiday across stunning scenery in the Lakes District. Very well supported by the team, with delightful accommodation, good maps and luggage handling. Thank you!

Trekking and Hiking

Tour Type

Group Tour

Accommodation

Guest House, Hotel, Hostel, Hut, Resort

Age Range

18-99 yrs

Operated in

english

Destinations

London, St Bees, Ennerdale Bridg

London, St Bees, Ennerdale Bridge, Borrowdale, Grasmere, Glenridding, Shap, Orton, Kirkby Stephen

Duration9 days

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Coast to Coast: St Bees to Kirkby Stephen - 8 Days

(1 review )

No booking fees

Best price guaranteed

Follow the Coast to Coast Walk from St Bees towards the historic villages and beautiful landscapes of the Yorkshire Dales. Experience the most dramatic section of Wainwright’s legendary Coast to Coast route on this self-guided walking holiday from the Irish Sea at St Bees to the market town of Kirkby Stephen. The western half of the trail showcases some of the most spectacular scenery in northern England, taking you across the rugged heart of the Lake District National Park and into the edge of the Yorkshire Dales. If you're short on time, new to long-distance walking, or prefer to explore the route in manageable stages, this itinerary is an ideal way to sample the best-loved landscapes of the Coast to Coast. It’s also perfect for hikers who simply want the thrill of crossing the Lake District on foot, experiencing the quiet valleys, shimmering lakes, towering peaks and traditional fellside villages. You’ll start your journey by dipping your boots in the Irish Sea at St Bees, then head east with the prevailing wind at your back. The route leads through dramatic valleys such as Ennerdale, Borrowdale, and Patterdale, with the chance to take optional high-level detours to iconic Lakeland summits like Helvellyn. As the Lake District fells give way to the gentler landscapes of the Yorkshire Dales, your walk concludes in Kirkby Stephen, a charming town with rail links and a great place to relax after an inspiring week on the trail. Looking to take things at a gentler pace? Our 9-day version of this trip (trip code WSK) breaks up the longer stage between Shap and Kirkby Stephen, offering a more relaxed alternative. Scroll down to explore all our Coast to Coast walking options.

Trekking and Hiking

Tour Type

Group Tour

Accommodation

Guest House, Hostel, Hotel, Hut, Resort

Age Range

18-99 yrs

Operated in

english

Destinations

London, St Bees, Ennerdale Bridg

London, St Bees, Ennerdale Bridge, Borrowdale, Grasmere, Glenridding, Shap, Kirkby Stephen

Duration8 days

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Walking from Coast to Coast

No booking fees

Best price guaranteed

The world famous Coast-to-Coast is an exhilarating long-distance walking route originally described by the writer Alfred Wainwright in his book of the same name. First published in 1973, the book has grown in renown and today is as popular as ever, with the walk itself featuring on the bucket list of all keen walkers. At nearly 200 miles in length, the route takes you across country, up fells and down dales, from Cumbria's St Bees, on the shores of the Irish Sea, to the picturesque fishing village of Robin Hood's Bay in Yorkshire, passing fabulous landscapes at every turn. The tour runs through three national parks in northern England - the Lake District, the Yorkshire Dales and the North York Moors - and features some of the most spectacular and beautiful scenery in the country. The walking is challenging and recommended for experienced fell walkers and confident map readers only, but the sense of achievement and camaraderie when you encounter fellow coast to coasters makes it all worthwhile. Your accommodation each night is in carefully picked B&Bs, with either ensuite or private facilities, where friendly smiles and warm welcomes to weary walkers are guaranteed! Please note that GPX tracks and a routes and maps guide are provided on this trip, along with our usual maps. This replaces our usual turn by turn route directions.

Trekking and Hiking

Tour Type

Private Tour

Accommodation

Hostel, Hotel, Lodge

Age Range

12-99 yrs

Operated in

english

Destinations

St Bees, Robin Hoods Bay, Reeth

St Bees, Robin Hoods Bay, Reeth, Richmond, Danby Wiske, Osmotherley, Clay Bank Top, Blakey, Grosmont, Robin Hood’s Bay, Ennerdale Bridge, Rosthwaite, Grasmere, Patterdale, Shap, Orton, Kirkby Stephen, Keld

Duration18 days

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Hi there

Kirkby Stephen Walking Trips

Design your own personalized Walking trip to Kirkby Stephen with help from a local expert.

11 Walking Trips in Kirkby Stephen with 29 Reviews

Coast to Coast Guided Explorer - 17 Days

Coast to Coast: Walk Kirkby Stephen to Robin Hood's Bay - 11 Days

Coast to Coast: St Bees to Kirkby Stephen - 9 Days

Coast to Coast: Walk Kirkby Stephen to Robin Hood's Bay

11 Walking Trips in Kirkby Stephen with 29 Reviews

Coast to Coast Guided Explorer - 17 Days

Coast to Coast: St Bees to Kirkby Stephen - 8 Days

Coast to Coast: Walk Kirkby Stephen to Robin Hood's Bay - 11 Days

Coast to Coast: St Bees to Kirkby Stephen - 9 Days

Coast to Coast: St Bees to Kirkby Stephen - 8 Days

Walking from Coast to Coast

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Hi there

Kirkby Stephen Walking Trips

Design your own personalized Walking trip to Kirkby Stephen with help from a local expert.

11 Walking Trips in Kirkby Stephen with 29 Reviews

11 Walking Trips in Kirkby Stephen with 29 Reviews