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United Kingdom: Scotland

Walking the Rob Roy Way

Trip code: W08RR
Self-Guided Walking
8 nights hotel-to-hotel
Moderate
CO₂ rating 1/5
Agent supplied app

Trip highlights

Discover the real-life locations behind the legend of this most famous Scottish rebel, stopping off at historic sites, picture perfect villages and dramatic waterfalls

A quiet and easy to navigate route, starting in Drymen and ending in Pitlochry, some 128km later, with most days a 4 – 5 hours walk

Witness beautiful views across the Highlands, following the route through woodland, past lochs and breath-taking mountain scenery

Optional longer and more challenging route available, as well as extra nights in Pitlochry at the end of your walk

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Trip details

Created in 2002 to provide a walking route through the folklore and history of Rob Roy, this walk has fast become one of Scotland’s most popular. During the varied and exciting 8-day itinerary, the trail takes you along the banks of stunning lochs, past historical sights and through villages and towns most associated with this famous outlaw.

What's included

Included

  • 8 nights in 3-star equivalent, 4-star equivalent and 3-star accommodation
  • All breakfasts
  • Navigation app
  • Luggage transfers between hotels

Not included

  • Drinks and personal expenses
  • Lunches and picnics
  • Travel insurance

Travel options

Our travel specialists can arrange flights, rail and transfers to this holiday from wherever you are. Call us to plan your journey. +44 1606 720099

Itinerary

Route map, with each night's stop marked
The full route, night by night. Select the map to view it full screen.

Day 1 · —Arrival in Drymen

Arrival in Drymen

Arrive in Drymen for a relaxing evening at your hotel before starting your walk in the morning. Spend the night at the Braeside Guest house (or similar).

You stay at a selection of B&B, Guest Houses and Hotels

Braeside Guest House Drymen
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equivalent

a selection of B&B, Guest Houses and Hotels

Scotland

  • Hairdryers
  • Safe
  • Tea & coffee
  • Television

You will stay in a selection of Bed and Breakfast, Guest Houses and Hotel. Most of the accommodation have a restaurant or a pub or they can be found in the close proximity, where you can sample local food, craft drinks and local whisky.

{BOLD} Eating & Drinking {UNBOLD}

All breakfasts are included.

Walking the Rob Roy Way, a scenic route through the Scottish Highlands, offers plenty of opportunities to enjoy traditional Highland fare. Starting in Drymen, you can savour hearty Scottish breakfasts or Cullen skink. Along the way, villages like Callander and Killin offer local favourites such as haggis, venison stew, and fish and chips, often made with locally-sourced produce. In Aberfeldy, try smoked salmon or cranachan, a classic Scottish dessert with oats, whisky, and raspberries. The trail’s food reflects the rugged landscape, offering warm, filling meals perfect for hungry walkers.

Day 2 · 16km/9.9miDrymen to Aberfoyle

Drymen to Aberfoyle

Today will see a gentle start to the Rob Roy Way as you leave the village and begin the journey to Aberfoyle, the path conveniently signed with blue markers. Beginning to climb with the Campsie Hills coming into view, you will then descend onto forestry ground, the Queen Elizabeth Forest Park, which covers a huge part of the Trossachs. The trail leads on with views to Ben Lomond and Loch Katrine, described by Sir Walter Scott in his famous poem ‘The Lady of the Lake’. This is also the area where Rob Roy was born and was well known to him and his cattle stealing exploits! Passing the Corrie aqueduct which has supplied water to Glasgow since 1859, you will finish your day at Aberfoyle and your stay at the Forth Inn (or similar).

Day 3 · 16km/9.9miAberfoyle to Callander

Aberfoyle to Callander

Leaving the town after a delicious breakfast, the next stage of the Rob Roy Way begins by climbing gently through the forests of the Trossachs, with incredible views of the Campsies and Ben Lomond. The path then opens up and follows the shores of the loch, a great place to enjoy your picnic lunch with more stunning views of Ben Ledi and Loch Venachar. Today’s walk ends when you reach the picturesque town of Callander, the ‘Gateway to the Highlands’ for your third nights rest. Be sure to visit the Rob Roy & Trossachs Visitor Centre as this is a great way to learn more via the ‘Rob Roy Story’. Your hotel is the Crags Hotel (or similar).

Day 4 · 15km/9.3miCallander to Strathyre

Callander to Strathyre

From Callander, you can take a short detour to see the Falls of Leny, impressive waterfalls reached through a beautiful oak forest. Returning to the Rob Roy Way, the trail takes you through woods alongside the shores of Loch Lubnaig, also known as ‘the loch with a bend’. This area is popular with fishermen, open water swimmers and kayakers, especially in the summer months, is a great place to stop for a rest and a drink. Continuing on, a well-defined cycle path will guide you towards the village of Strathyre, a pretty Victorian settlement which became important following the arrival of the railway. Crossing the River Balvag over the wooden suspension bridge, you will arrive in Strathyre and your hotel for the evening, the White Stag (or similar).

Day 5 · 19km/11.8miStrathyre to Killin

Strathyre to Killin

Leave Strathyre and the forest track which first takes you past a small church and then out to the open countryside. There are fantastic views overlooking Balquihhidder towards Ben More and Stob Binnen. Balquidder is the final resting place of Rob Roy and his family and is well worth a short detour. Joining the cycle path to Killin, you will soon reach the line of the old railway above Lochearnhead, perfect as a lunch stop before you continue through Glen Ogle, descending through the woods with stunning views of Tarmachan ridge and onto the Falls of Dochart to reach Killin, your destination for this evening, Breadalbane House(or similar).

Day 6 · 19km/11.8miKillin to Ardeonaig

Killin to Ardeonaig

From the picturesque Falls of Dochart, today’s section of the Rob Roy Way takes you along a private road, which climbs steeply and has some fantastic views through the trees to Loch Tay and the Tarmachan Ridge. The moorland is incredibly stunning but can be extremely open in adverse weather conditions, so as always, prepare for all weathers! Winding across the moor, you will descend with views of the loch and Newton Burn. Continue through Brae Farm to Ardeonaig and your hotel for tonight, The Old Mill House (or similar).

Day 7 · 24km/14.9miArdeonaig (Ardtalnaig) to Aberfeldy

Ardeonaig (Ardtalnaig) to Aberfeldy

Picking up the Rob Roy Way at Ardtalnaig you will follow the track until you reach Acharn, before ascending past the village and the ‘Hermits Cave’, reputedly visited by Wordsworth and Robert Burns. Onwards to the awe-inspiring Falls of Acharn, take in this beautiful natural sight and the view towards Loch Tay. The route then takes a twisty path descending towards the impressive Taymouth Castle, a Grade A listed building built on the site of Balloch Castle, the ancient seat of the Campbell clan. Schiehallion, one of the area’s best loved mountains can also be seen. After a gentle climb you will reach the Falls of Moness and its roaring waters, before continuing onto Aberfeldy through the scenic birch woods, the ‘Birks of Aberfeldy’, as featured in the poem by Robert Burns. Your guesthouse for the night is Tigh n Eilean (or simliar).

Day 8 · 18km/11.2miAberfeldy to Pitlochry

Aberfeldy to Pitlochry

All too soon you have reached the final day of your journey on the Rob Roy Way. The trail follows the River Tay east out of Aberfeldy, where you must stop for some whisky tasting at Dewars World of Whisky, before venturing on towards Grandtully. Following the river for some time, you will then bear onto the old railway line to Aberfeldy now closed and popular with cyclists. Climbing above a golf course and past a few houses, the route continues through woods and onto the moors, passing an ancient stone circle, and a final descent through the and your arrival into Pitlochry. A beautiful town with many attractions of its own including Blair Athol Distillery, Loch Tummel and Athol Palace Museum. Your last night will be enjoyed at the Poplars Guesthouse (or similar).

Day 9 · —Depart Pitlochry

Depart Pitlochry

Depart your hotel after a hearty breakfast to begin your journey home, or stay an extra day to enjoy the delights of Pitlochry

What our travellers say

Very efficient, friendly and helpful response to my initial enquiry from Stephanie, thank you.
Headwater customer
My first time using Headwater. I've already booked a second trip. Excellent customer service from start to finish - staff always found time to talk. This was one of my all-time best holidays. The walking options were ideal, the hotel superb, and the scenery unlike anything I'd experienced before. I had doubts about a self-guided trip, but the Headwater app, although a little buggy, guided me safely through - I needn't have worried. Highly recommended.
Jeremy Thomas
Very friendly and efficient.
Sarah Elliott
Very helpful and accommodating change of minds and plans
Susan Allen
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Independent service reviews collected by Feefo.

Positive impact

Carbon score for this trip

14.0

Kg CO₂e

per person, per night

Relative to other Headwater trips

We measure emissions from the parts of the holiday we organise — including accommodation, in-trip transport, meals and activities — and express them as CO₂e per person, per night. Our label doesn’t include your travel to and from the start of the trip. As a Certified B Corp, Headwater is committed to reducing this figure and to positively impacting local communities, the local environment and our staff. Learn more

From£1,489per person