Walking holidays in Scotland
The right to walk all over Scotland’s varied landscape is enshrined in law, so it's rude not to really. Everywhere you go there are 'Walkers Welcome' signs, and you can turn up with your muddy boots to even the most chic of hotels, and be welcomed with a whisky and a chat about your expedition. Plus, there are good walking guides galore just waiting to share their expertise on walking routes around remote islands, or up rugged mountains on a Scotland walking holiday.
43 Walking holidays in Scotland found
Walking in Outer Hebrides & the Isle of Skye
Walking adventure to the wild Hebrides, Skye, Harris and Lewis
From £3,058 to £3,145 7 days ex flights
Small group travel:
2026: 26 Sep, 3 Oct, 10 Oct
2027: 9 Apr, 23 Apr, 14 May, 28 May, 25 Jun, 9 Jul, 23 Jul, 6 Aug, 20 Aug, 10 Sep, 17 Sep, 24 Sep, 8 Oct
2027: 9 Apr, 23 Apr, 14 May, 28 May, 25 Jun, 9 Jul, 23 Jul, 6 Aug, 20 Aug, 10 Sep, 17 Sep, 24 Sep, 8 Oct
Late availability on these dates: 26 Sep, 03 Oct, 10 Oct
Milngavie to Inverarnan walk on the West Highland Way
Scotland’s most popular long-distance walking route
From £650 to £750 5 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Walk The West Highland Way, self-guided
Walk The West Highland Way; Scotland's best-loved trail
From £1,465 10 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Autumn walking holiday in the Scottish Highlands
Explore the stunning glens and valleys of the Central Highlands
From £1,659 to £1,755 5 days ex flights
Small group travel:
2026: 7 Oct, 14 Oct, 21 Oct, 28 Oct, 4 Nov
2027: 8 Sep, 22 Sep, 29 Sep, 6 Oct, 13 Oct, 20 Oct, 27 Oct, 3 Nov
2027: 8 Sep, 22 Sep, 29 Sep, 6 Oct, 13 Oct, 20 Oct, 27 Oct, 3 Nov
Late availability on these dates: 07 Oct, 14 Oct, 21 Oct, 28 Oct, 04 Nov
Contact Us
Call us for a chat about our holidays. We are happy to discuss your holiday and help in any way we can. No bots, queues or awful hold music.
01273 823 700
Call us tomorrow after 9am
Calling from outside the UK
rosy@responsibletravel.com
Isle of Skye walking holiday, Scotland
Explore the Isle of Skye with beautiful hikes
From £3,202 to £3,380 7 days ex flights
Small group travel:
2026: 29 Aug, 5 Sep, 19 Sep, 10 Oct
2027: 10 Apr, 24 Apr, 1 May, 15 May, 29 May, 5 Jun, 19 Jun, 3 Jul, 10 Jul, 24 Jul, 7 Aug, 21 Aug, 11 Sep, 25 Sep, 9 Oct
2027: 10 Apr, 24 Apr, 1 May, 15 May, 29 May, 5 Jun, 19 Jun, 3 Jul, 10 Jul, 24 Jul, 7 Aug, 21 Aug, 11 Sep, 25 Sep, 9 Oct
Late availability on these dates: 29 Aug, 05 Sep, 19 Sep, 10 Oct
Walk The Great Glen Way, self guided
Challenge and explore the Great Glen Way in 9 days
From £1,065 9 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Orkney Isles walking holiday, small group
Discover the Orkney Islands on this wilderness walking trip
From £2,945 to £3,249 7 days ex flights
Small group travel:
2026: 15 Aug, 12 Sep, 10 Oct, 17 Oct
2027: 3 Apr, 17 Apr, 1 May, 8 May, 15 May, 29 May, 19 Jun, 25 Jul, 6 Aug, 31 Aug, 11 Sep, 25 Sep, 9 Oct, 16 Oct
2027: 3 Apr, 17 Apr, 1 May, 8 May, 15 May, 29 May, 19 Jun, 25 Jul, 6 Aug, 31 Aug, 11 Sep, 25 Sep, 9 Oct, 16 Oct
Late availability on these dates: 15 Aug, 12 Sep, 10 Oct, 17 Oct
West Highland way in comfort holiday
Walk the iconic West Highland Way in comfort
From £1,535 to £1,920 9 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Women only retreat in the Cairngorms NP
Women only retreat in the Cairngorms National Park
From £2,759 0 days ex flights
Small group travel:
2026: 12 Sep
Late availability on these dates: 12 Sep
National parks of the UK walking holiday
Hike in 5 national parks of Scotland and England
From £3,588 10 days ex flights
Small group travel:
2026: 20 Sep
Late availability on these dates: 20 Sep
Argyll and the Isles walking holiday in Scotland
Walk in the glorious coastal region of western Scotland
From £2,782 to £2,836 7 days ex flights
Small group travel:
2027: 23 Apr, 11 Jun, 19 Jun, 16 Jul, 31 Jul, 6 Aug, 21 Aug, 27 Aug
Northwest Highlands wilderness walking holiday, Scotland
Explore the wild & beautiful regions of Assynt & Coigach
From £2,751 to £2,777 7 days ex flights
Small group travel:
2026: 22 Aug, 12 Sep, 26 Sep
2027: 15 May, 29 May, 19 Jun, 10 Jul, 31 Jul, 21 Aug, 11 Sep, 25 Sep
2027: 15 May, 29 May, 19 Jun, 10 Jul, 31 Jul, 21 Aug, 11 Sep, 25 Sep
Late availability on these dates: 22 Aug, 12 Sep, 26 Sep
Walking Scotland’s Orkney Islands holiday
Orkney walking holiday in Scotland
From £2,240 to £2,395 7 days ex flights
Small group travel:
2026: 12 Sep
2027: 8 May, 22 May, 5 Jun, 12 Jun, 26 Jun, 3 Jul, 17 Jul, 31 Jul, 14 Aug, 28 Aug, 11 Sep
2027: 8 May, 22 May, 5 Jun, 12 Jun, 26 Jun, 3 Jul, 17 Jul, 31 Jul, 14 Aug, 28 Aug, 11 Sep
Late availability on these dates: 12 Sep
Hiking holidays in Scotland
Guided walking tours across stunning Scottish Highlands
From £1,415 6 days ex flights
Small group travel
Contact Us
Call us for a chat about our holidays. We are happy to discuss your holiday and help in any way we can. No bots, queues or awful hold music.
01273 823 700
Call us tomorrow after 9am
Calling from outside the UK
rosy@responsibletravel.com
Orkney Islands walking holiday
Rugged and remote islands with a fascinating history
From £2,299 8 days inc UK flights
Small group travel:
2026: 22 Aug
2027: 1 May, 3 Jul, 21 Aug, 28 Aug
2027: 1 May, 3 Jul, 21 Aug, 28 Aug
Orkney winter walking holiday
5 day walking short break in Orkney
From £1,659 5 days ex flights
Small group travel:
2027: 19 Feb, 26 Feb, 5 Mar, 12 Mar, 19 Mar
Outer Hebrides self drive holiday in Scotland
An epic road trip around Scotland's highlands and islands
From £2,275 14 days ex flights
Tailor made:
This trip can be tailormade from April to October.
Glencoe and the Highlands walking tour, Scotland
Spectacular hiking in the beautiful Highlands of Scotland
From £2,855 to £2,952 7 days ex flights
Small group travel:
2027: 24 Apr, 15 May, 5 Jun, 26 Jun, 17 Jul, 7 Aug, 28 Aug, 11 Sep
Cairngorms & Royal Deeside walking holiday, Scotland
Hiking in the Cairngorms National Park
From £2,672 to £2,777 7 days ex flights
Small group travel:
2026: 15 Aug
2027: 24 Apr, 8 May, 29 May, 19 Jun, 10 Jul, 31 Jul, 21 Aug, 18 Sep
2027: 24 Apr, 8 May, 29 May, 19 Jun, 10 Jul, 31 Jul, 21 Aug, 18 Sep
Late availability on these dates: 15 Aug
Scotland self guided walking holiday
Self guided walking holiday in Scotland
From £593 to £828 7 days ex flights
Tailor made:
Trips available from April to October
Western Isles small group walking holiday, Scotland
Uists, Barra & Mingulay walking in the Western Isles
From £2,884 to £3,018 7 days ex flights
Small group travel:
2026: 19 Sep
2027: 24 Apr, 1 May, 5 Jun, 19 Jun, 3 Jul, 24 Jul, 14 Aug, 4 Sep
2027: 24 Apr, 1 May, 5 Jun, 19 Jun, 3 Jul, 24 Jul, 14 Aug, 4 Sep
Late availability on these dates: 19 Sep
Walking holidays in Cairngorms
Guided Walking breaks in the Cairngorms National Park
From £1,162 6 days ex flights
Small group travel:
2026: 28 Aug
Highlands of Scotland walking holiday
Fully guided walking holiday staying in luxurious hotels
From £7,135 to £7,271 10 days ex flights
Small group travel:
2026: 20 Sep
2027: 23 May, 30 May, 20 Jun, 11 Jul, 25 Jul, 8 Aug, 22 Aug, 12 Sep
2027: 23 May, 30 May, 20 Jun, 11 Jul, 25 Jul, 8 Aug, 22 Aug, 12 Sep
Late availability on these dates: 20 Sep
Scotland winter walking holidays
Scotland winter snow and sunshine
From £1,600 7 days ex flights
Small group travel
Short break walking holiday in Scotland, Lairig Ghru
A self-guided walking challenge across the Cairngorms
From £281 to £384 2 days ex flights
Tailor made:
This trip can be booked at a time tpo suit you between May - October
Knoydart bunkhouse accommodation, Scotland
Friendly West Highland bunkhouse on the Knoydart peninsula
From £29 per person per night
Accommodation
Skye small group holiday, Scotland
Unique, week long tour of the Isle of Skye
From £2,980 7 days ex flights
Small group travel:
2027: 24 Apr, 1 May
Orkney & Shetland Islands walking holiday
Stunning walks on two remote & contrasting Scottish Islands.
From £4,239 15 days inc UK flights
Small group travel:
2026: 22 Aug
Shetland walking holiday, Scotland
Discover ancient historical sites, wildlife & remote walking
From £2,149 8 days inc UK flights
Small group travel:
2026: 29 Aug
The Great Trossachs path hike and swim holiday in Scotland
Highland hikes, wild swims, finish with lochside sauna
From £965 to £1,095 4 days ex flights
Small group travel
