Scotland Walking Holidays For Over 50s

Authentic Experiences – As a proud Scottish company, Macs Adventure has been creating unforgettable trips across Scotland since 2003, starting with the iconic West Highland Way.

Trusted by Thousands of Walkers – Over 7,000 walkers travel with us each year, enjoying flexible itineraries and the freedom to choose routes, travel companions, and pace.

Local Expertise & Support – We partner with trusted local accommodation and service providers, ensuring any issues on your Scottish walking holiday are quickly resolved.

Comfortable, Hassle-Free Walking Holidays – Stay in friendly local B&Bs and guesthouses while we transport your luggage. No heavy backpacks, no leaky tents, just stress-free walking.

Flexible & Tailored Itineraries – Choose from a wide range of walking routes and itineraries that suit all fitness levels and preferences.

• Best for classic long-distance bucket list: West Highland Way
• Best for those who have already walked the WHW: Great Glen Way
• Best for those looking for a challenge: Isle of Skye
• Best for coastal walking: Fife Coastal Path
• Best pilgrimage in the UK: St Cuthbert’s Way
• Best Island walking: Arran Coastal Way or Skye & Outer Hebrides

Our self-guided walking holidays in Scotland include hand-picked accommodations with breakfast, daily luggage transfers, and detailed route information with maps via the Macs app. With 24/7 emergency support, you can walk independently while we take care of the logistics, so you can focus on the freedom, stunning scenery, and local culture. 

When is the best time to go on a walking holiday in Scotland?
The best time for walking holidays in Scotland is from April to October, when the weather is mild, and the trails are at their best.

For a full breakdown of seasons, see our Best Time to go Walking in Scotland Blog.

What to pack for a walking holiday in Scotland?
Waterproof jacket and pants; sturdy, waterproof hiking boots; layered clothing for changing weather; a comfortable backpack and hydration system.

See our What to Pack Blog for a full list. 

Are luggage transfers included?

Yes! All of our classic Inn-to-Inn Scotland Walking Holidays include luggage transfers between accommodations. For more information on how these work, visit Luggage Transfers.  If you are travelling on one of our Rail & Hike Tours, you will be responsible for carrying your own luggage whilst travelling on trains. For Drive & Hike tours, luggage transfers are not required. 

How fit do I need to be?

Fitness requirements vary by route, but most Scotland walking holidays are designed for people with a reasonable level of fitness who enjoy regular walking. Trips are graded based on walking distance and terrain, from Easy to Moderate adventures such as Walking in the Scottish Highlands, up to Strenuous trips like A Long Walk on the Isle of Skye.

Which trips are suitable for solo travellers?

Absolutely! Many of our walking holidays in Scotland are ideal for solo walkers, including popular classic routes such as the West Highland Way and Great Glen Way.

Are walking holidays in Scotland suitable for over 50s?

Yes! Many of our walking holidays in Scotland are ideal for those over 50, with itineraries tailored to suit different fitness levels. Whether you prefer a gentler pace or a more challenging adventure, there’s something for everyone. For trips especially popular with this age group, check out our Walking Holidays in Scotland for Over 50s page.

What’s the weather like on a walking holiday in Scotland?

Scottish weather can be changeable, even in summer. Expect mild temperatures, occasional rain and cooler conditions in the Highlands. Packing waterproof clothing and layered gear is essential; our trip info includes practical advice for walking comfortably in Scottish conditions.

Are walking holidays in Scotland guided or self-guided?

All of our Scotland walking holidays are self-guided, meaning you walk independently using our Macs app. This gives you freedom and flexibility, with the reassurance of expert planning and support behind the scenes.

Macs Adventure teamed up with organisations to support the trails we love.

We're donating £5 for every customer travelling along the West Highland Way.

These paths are like the lifeblood of our business, and it's our priority to make sure they're here for generations to come.

Learn more about the importance of trail maintenance.