Walking holidays

These landscapes were made for walking…

Go on a guided tour to hear the stories of the landscapes, or stay in one of Our Land’s B&Bs who can give you a network of local paths – from trips spanning several days to just an hour or two (and all with a local pub or tearoom on route), Our Land offers easy to more challenging routes.

See our full walking holiday classification.

walking holidays
Walking in Kent, self guided walks
Walk from Canterbury discovering rural Kent, from £636 (7 days) ex flights
Thames Path walking holiday, Cotswolds to London
Follow the river to its source in the Cotswolds, from £569 - £939 (6 days) ex flights
Pilgrims Way self guided walking tour
Enjoy the historic and beautiful Kent countryside, from £529 (6 days) ex flights
Oxfordshire walking trip, Cotswolds
Self-guided walking tour in little known countryside., from £265 (4 days) ex flights
Holiday cottages in the Cotswolds, sleeps 2
Exquisite and tranquil base for exploring Cotswolds, from £334 - £724 per cottage per week (sleeps 2)
Cross Cotswolds pathway walking holiday
Long distance walking trail from Banbury to Bath, from £696 (9 days) ex flights
Cotswolds self guided walking break
Self-guided walking tour through famous towns & villages, from £280 (4 days) ex flights
Upper Farringdon B&B in the South Downs
17th century B&B near Jane Austen’s House, from £45 - £80 per room per night
Oxford Canal walking holiday
Long distance walking trail along the Oxford Canal, from £585 (8 days) ex flights
Cotswolds B&B near Chipping Campden
Friendly traditional B&B in beautiful Cotswold countryside, from £26 - £45 per person per night incl breakfast
Broadway self catering cottage in the Cotswolds
Holiday cottage next to a Cotswold manor house, from £475 - £675 per cottage per week (sleeps 3)
Thames Path walking holiday
Walk the Thames Path from the source to the Thames Barrier, from £595 - £1100 (15 days) ex flights
Ridgeway Path bed and breakfast in the Chilterns
Relaxing B&B on Ridgeway, near Princes Risborough,Bucks, from £45 - £80 per room per night
Pilgrims Way guided walk
Follow the ancient Pilgrims’ Way, from £783 (6 days) ex flights
The Ridgeway walking holiday, East Anglia to Dorset
Walking holiday along the oldest track in England, from £727 (10 days) ex flights
Cotswolds Way self guided walking holiday
Hike the Cotswold Way, from £575 - £659 (12 days) ex flights
Bockhampton B&B accommodation, New Forest
A unique retreat for that perfect break in the New Forest, from £70 - £90 per room per night
Kent Downs bed and breakfast farmstay
Farmhouse Bed & Breakfast in rural Kent, from £75 - £90 per room per night
Chipping Campden walking holiday, north Cotswolds
Self-guided walking tour in the Cotswolds finest landscape, from £295 (5 days) ex flights
Cotswolds walking short break
Walking in the beautiful English Oxfordshire Cotswolds, from £284 - £337 (3 days) ex flights
Cotswolds self catering barn near Burford
4 star gold self-catering in the Cotswolds, from £335 - £620 per cottage per week (sleeps 4)
Ringwood self catering cottages, sleeps 2
Eco-friendly self catering cottages on edge of New Forest, from £250 - £550 per cottage per week (sleeps 2)
Broadway holiday cottages in the Cotswolds
Rural holiday cottages in Broadway, from £450 - £665 per cottage per week (sleeps 4)
Shakespeares Way walking holiday, Cotswolds & Chilterns to London
From Stratford-upon-Avon to The Globe Theatre from £529 - £959 (7-14 days) ex flights

15 reviews for walking holidays4 star overall rating

These full and frank independent walking holidays reviews are from travellers who have booked directly through our-land.co.uk. They are not edited by us or any of the companies we work with. Find the real story, from real travellers below.

Pilgrims Way self guided walking tour
We were blessed with consistently clear, sunny almost 80-degree weather. And the small towns where we stayed overnight were charming and still very rural, but with nice accommodations and pubs. We have never been on a walking holiday of this duration, and it's by far the best form of locomotion.  (more)
From £529 excluding flights
Cotswolds bed and breakfast accommodation
This was our second visit to The Cotswolds (last over 4 years ago) and we were charmed anew. Too often our holiday experience has been such we're ready to return home after a few days, but on this occasion a week passed quickly, happily, relatively comfortably.  (more)
From £72 - £90 per room per night
Walking in Kent, self guided walks
Walking through the Kent apple orchards was the most memorable part. (more)
From £636 excluding flights
Isle of Wight luxury bed and breakfast
Look out for the red squirrel in the tree outside your bedroom. (more)
From £80 - £120 per double room per night
Pilgrims Way guided walk
Excellent, good fun and very rewarding.....Definitely minimal impact on the environment. Local publicans certainly benefited as well. (more)
From £783 excluding flights
Faversham farmstay accommodation, Kent
Liz and Graham were lovely and their farm was great - everything you could hope for (clean, warm, friendly, safe) for such an amazing price. (more)
From £15 - £26 per person per night
Luxury self catering accommodation on the Isle of Wight
Home from home accommodation with beautiful views, where our 6 and 3 year old could explore Godshill farm freely, safely and meet new friends also staying on the farm. To hear the Animals in the morning in the surrounding fields make it a special and exciting way for children to start the day. (more)
From £220 - £875 per week (sleeps 4-6)
North Downs B&B in Kent
Looking round the forge in the B&B was fascinating and discussing how it operated. Also the meal at the lovely nearby pub and trying to do their pub quiz. (more)
From £70 per room per night

Holiday Reviews

We invite every traveller who books a holiday via us to send in a review. Because we don't run the holidays they're completely independent and unedited... remember to read between the lines though, as two people on the same holiday can have different views!

Read our review policy

Unedited reviews from other travellers

5 stars
I am reborn! Simply the best holiday I have ever been on
4 stars
Some great stories to tell the grandchildren. Would recommend to a friend
3 stars
Very enjoyable
2 stars
It was OK
1 star
A bit disappointing really
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