Dare to try our top 20 most challenging adventures?

Challenging breaks at HF HolidaysHoliday services and social team member Lauren TaylorHi, I’m Lauren and I’ve got a challenge or two for you! Whether you’re a seasoned traveller or you fancy a one-off adventure, HF is offering YOU our most challenging holidays to sink your teeth into! I work for the Holiday Services and Social team here at HF Holidays and I’m currently challenging myself completing a B.A. honours degree in Marketing and Advertising. I have already set myself a challenge and I would love for you to be involved with our #HFChallengeSet campaign for a chance to win some walking boots!

Can't wait to start your challenge? Discover Scotland, Wales, England, Multiple Location and European challenges.


We can offer you accommodation in a fine highland residence on the dramatic shores of Loch Leven. Scotland may seem like a small and quiet country, but hold on to your kilts lads and lasses as we’re going to share with you the five most challenging adventures in this spectacular country.

  1. Guided Walking at Glen Coe

Is Ben Nevis on your bucket list? It’s certainly on mine. Our classic Guided Walking offers you challenging walks everyday amongst the dramatic landscapes and magnificent peaks of the Highlands.

Discover Guided Walking at Glen Coe >

  1. Winter Mountaineering at Glen Coe

Do you fancy a winter experience in the Scottish mountains? Plas y Brenin offer a unique challenge to mountaineers who are determined to learn winter skills with highly qualified instructors. Whether you fancy picking your way up a gleaming ice gully or navigating your way to the summit of a Munro, Scotland has it all for you!

Discover Winter Mountaineering at Glen Coe >

  1. Cape Wrath Trail

If you feel pressured by a set walking itinerary then the Cape Wrath Trail will be your ideal holiday. You will be taken off the beaten track to explore the wilderness of the North West Highlands Geopark – the most famous areas for geology in the British Isles. You are signing up for a truly memorable experience!

Discover Cape Wrath >

  1. Munro Bagging I & II at Glen Coe

Munros are Scottish Mountains which are over 3,000ft high (scary!). We’ve picked a stunning selection of routes to provide you with an excellent opportunity of bagging the Munro tops. You’re in for a right treat as we don’t offer these to our guided walkers!

Discover Munro Bagging at Glen Coe >

  1. Corbett Bagging I & II at Glen Coe

The Corbetts are Scotland’s hidden gems! This adventure explores the peace and tranquillity of six corbetts lying between 762m (2,500ft) and 914m (3,000ft). What a great excuse to buy yourself a new backpack!

Discover Corbett Bagging at Glen Coe >

Glen Coe in the Scottish Highlands Glen Coe in the Scottish Highlands


Have you managed to book your summer break this year? Snowdonia offers the highest peaks in Wales with some of the most beautiful views in all of Britain. An area of outstanding natural beauty with shimmering lakes and magnificent peaks; what’s not to love?

  1. Guided Walking in Snowdon

Challenge your walking ability with a choice of rugged mountain walks each day. You’ll be blown away by the scenery – the pictures just speak for themselves! You’ll adore the mountains of Moel Hebog, the Glyderau, Y Garn and the Nantlle Ridge (just don’t ask me to pronounce them because I wouldn’t know where to start!)

Discover Guided Walking in Snowdon >

  1. Cambrian Way

Our Cambrian Way Trail zigzags its way from Cardiff to Conwy and passes through some of the wildest and most scenic Welsh countryside.  Remember me asking if you fancied a challenge? Well this trail is by far our toughest!

Discover Cambrian Way >

  1. High Peaks of Snowdonia

Just as we thought the Cambrian Way was challenging, the High Peaks of Snowdonia has crept in. Climb all of Snowdonia’s 15 peaks in just 7 days - how does climbing 3,000ft every day sound to you? I’m tired just thinking about it.

Discover High Peaks of Snowdonia >

Guided Walking in Snowdon Guided Walking in Snowdon

Brecon Beacons

  1. The Beacons' Way

Fancy a slightly longer stay? The Beacons’ Way Trail is a 10 night tour through the beautiful and picturesque Brecon Beacons National Park. Go on...Herio eich hun! (It means ‘challenge yourself’ in Welsh!).

Discover The Beacons' Way >


    1. Lyke Wake Walk at Whitby

Whitby harbour

Does a Friday to Monday break work better for you? Take on the Lyke Wake weekend with a little more comfort and a little less walking. This is a personal favourite for me as it would allow me to push myself over a short period of time whilst still enjoying the breathtaking North York Moors.

Discover Lyke Wake Walk at Whitby >

  1. Wainwright Bagging at Derwentwater

Fancy one of Alfred Wainwright’s Pictorial Guides? Our Wainwright Bagging at Derwentwater provides you with a full week of multiple peaks. P.S. some of the big days can be extremely challenging, so make the most of our famous picnic lunches!

Discover Wainwright Bagging at Dertwenwater >

  1. Coast to Coast

If you would prefer a slightly longer trail then the Coast to Coast will be a perfect challenge for you! We can offer you 15 nights discovering the north of England across three national parks. Watch out, our 2017 dates have all sold out but do not worry as you can call our Reservations team to advance register for 2018!

Discover Coast to Coast >

Multiple Locations

  1. Ridges & Scrambles in Scottish Highlands, Lake District and Snowdonia

When I first started at HF Holidays, I never really understood what our ridges and scrambles tours actually offered. I soon found out that scrambling is an ambiguous walk up a steep terrain using ones hands and ridges are the tops of mountains and hills (durr!) HF’s tours will offer you the best opportunities to scramble (using ropes) on some of Britain’s classic narrow ridges -  Crib Goch, Aanoch Eagach, Sharp Edge and plenty more.

We currently offer our tours in three of the most beautiful areas – Scottish Highlands, Lake District and Snowdonia. They’ve all been immensely popular this year, as all three locations have sold out! If you fancy the challenge then don’t forget to advance register for 2018 today!

Give our Reservations team a call on 0345 470 7558 to advance register!

Ridges and Scrambles Tour Ridges and Scrambles Tour

European Adventures

With around 130 European walking and activity holidays on our website, you’ll probably be asking: What are our most challenging destinations?

  1. Guided Walking in SelvaGuided Walking at Selva, Dolomites

In my opinion, Selva is one of our most spectacular tours! The dramatic landscape and big mountain walks everyday amongst towering peaks will not fail to impress – you’ll also stop at stylish mountain cafes along the way!

Discover Guided Walking in Selva >

  1. Guided Walking at Les Contamines

Les Contamines is one of our toughest European destinations so if you are willing to push yourself then this will be the destination for you. You will be able to discover the high mountains and meadows of Chamonix Valley whilst exploring the heart of the French Alps, Mont Blanc!

Discover Guided Walking in Les Contamines >

  1. Guided Walking at Neustift

If you fancy something slightly less challenging then join us in the heart of the Austrian Tyrol. You will discover 3,000 metre peaks of the Stubai Alps which are suitable for all levels of walkers (count me in!).

Discover Guided Walking in Neustift >

  1. Guided Walking at Mayrhofen

Guided Walking in MayrhofenMayrhofen is our longest running tour and is a big hit with our guests. We’ve welcomed guests now for more than 25 years. You can explore panoramic walks through the beautiful meadows, valleys and villages. It is also possible to travel by cable car high onto the slopes of Penken or Ahorn.

Discover Guided Walking in Mayrhofen >

  1. Guided Walking at Zakopane, Polish Tatras

Discover the fantastic walks in the beautiful Tatras National Park in Poland. Most people forget about this part of the world for rambling, however, the outstanding range of mountain walks will not fail to amaze – there is more to Zakopane than you think!

Discover Guided Walking in Zakopane >

  1. High Routes in Europe – CAUTION: VERY CHALLENGING!

Relish the challenge of exhilarating high level walks that venture to high summits and cols that are normally ‘off-limits’ on our Guided Walking holidays.

  1. Tour du Mont Blanc

Guided Trail Mont BlancTake on the challenge of Europe’s most popular long-distance trail. Mont Blanc is 15,781 ft (4,810 metres) high and is the highest mountain in Western Europe which sounds scary but it will all be worth it. We can offer you 10 nights of soaking up the spectacular scenery that surround the Mont Blanc massif.

Discover Tour Du Mont Blanc >

Now you’re aware of our 20 most challenging walks, surely you’re asking:
“Am I ready to push myself to the limits?”

HF Holidays GradeBook one of our challenges today! Don't forget to follow and mention us on social media using the hashtag #HFChallengeSet for your chance to win a pair of walking boots.

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