Cotswold Round Walking Holidays

The beautiful Cotswolds must be seen to be believed. Discover historic sites, nestled between quaint, charming villages and peaceful countryside in this designated Area of Outstanding Natural Beauty (AONB).

Walk the Cotswolds Round in autumn
Nights
5 to 7 Nights
Distance
49.1 to 49.2 miles
Location
South Central England
Difficulty
Moderate – Moderate to Challenging
Season
Mar to Oct
Price from
£695

Highlights

Walking The Cotswold Round; An Area of Outstanding Natural Beauty

Visit the Cotswolds principal market town of Moreton-in-Marsh
Stow-on-the-Wold
a picturesque market town which originated as an Iron Age Fort
Home of the River Windrush, the town of Bourton-on-the-Water has classical bridges running throughout
The fascinating Saxon town of Winchcombe, which was once the capital of Britain
Sudeley Castle – the only castle in England to have a queen buried within its grounds
Katherine Parr, Henry VIII’s final wife
The historic Stanway House, which today is the filming location of many period films
including 2004’s Vanity Fair
Broadway
commonly referred to as the ‘jewel of the Cotswolds’
Honey-coloured limestone buildings and historic gardens in the idyllic town of Chipping Campden
From £695 per person
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Unrivalled Cotswolds Walking Holidays with Celtic Trails

Whether you’re an international walker looking to explore the best of the English countryside or a UK resident who enjoys keeping fit, our Cotswold walks for singles and groups are designed to suit your needs. We take care of everything from route planning to accommodation and can even arrange airport transfers.

For an alternative Cotswold walking holiday, take a look at the Cotswold Way

We’re happy to accommodate all fitness ability levels, so whether you’re a novice walker or fit-as-a-fiddle we have a walking holiday for you.

Start planning your adventure today by calling us on 01291 689774.

Cotswold village, Gloucestershire in May dawn

Path Walkthrough

Walkers can expect a route comprised of field paths skirting the edge of woodland through kissing gates, forest tracks and pastures. Road walking is kept to a minimum, most being on entering and leaving the region's towns and villages. As you follow The Cotswold Round, you'll notice that the path will weave through and join other established walking routes, including The Cotswold Way.

On your way you'll find plenty of opportunities to stop and take in the far-reaching views of the countryside as you make your way up hills and out into wide open clearings. As you make your way around the country and into the towns and villages your path bypasses the old abbeys, churches and historic estates that make up the scenery of this quintessentially English landscape.

Map of our Cotswold Round Walking Holiday route

Summer View over Sudeley Castle & gardens

Choose Your Walk

Our Cotswold Round Itineraries

Moreton-in-Marsh to Moreton-in-Marsh

49 miles (78.9 km)

Key Information

  • Good standard accommodation at a mixture of guesthouses, farmhouses, local inns and B&Bs with en-suite or private facilities wherever possible
  • Breakfast
  • Luggage transfers
  • Personal transfer between accommodation and path that form a part of our standard package
  • Route planning
  • Walk pack including Trail Guide and mapping, itinerary, accommodation directions and route notes, lunch and dinner information, restaurant recommendations and holiday planning details

Customise your trip?

Looking for different mileages or a different number of nights? Please contact us to discuss how our itineraries can be adjusted to meet your specific needs.

Cotswold Round Client Reviews

4.8/5 based on 41 reviews

"Everything associated with Celtic Trails has been brilliant. It has had a tremendous impact providing a wonderful experience of walking in the beautiful Cotswolds. Such a positive life experience."

John Rownes
September 2025

"Personalised service with excellent attention to detail on the walking routes, you can tell they've been compiled by walkers. Accommodations were very good too."

Emma & Rob Wakefield
July 2025

"Great customer service, even when we needed to customize our trip. Great maps and walking notes."

C. Barlow, Mississippi USA
June 2025

"Celtic Trails covers all the bases, quality accommodation. Go for it!"

M Murray
May 2025

"The Cotswold Round was easy to do, we enjoyed a lot of amazing landscapes, we saw beautiful villages and an incredibly beautiful countryside. This was our second walking holiday with Celtic Trails. I think that the organisation is excellent."

Eleonora, Milan
August 2024

"Penny was great at customizing our trip and making the Cotswolds Round work with our time frame. We would describe the trip as excellent and would definitely recommend it to anyone who wants to walk. Celtic Trails reduces the anxiety of planning, so that you can just enjoy the walk. You can have an adventure without a lot of stress. The landscape of the Cotswolds was gorgeous, and one big garden, and the trip was an experience of a lifetime (unless we go on another Celtic Trails walk). Well arranged and easy to do, while still feeling like we were individuals and on our own. Allows you to be spontaneous because you have a reassuring structure."

Kathryn, Montana
June 2024

"Our holiday was very well organized, good documents with all the details."

Anon
May 2024

"As each day came to a close, we were proud of what we had accomplished. This type of trip was definitely outside of my comfort zone so I have a real sense of accomplishment. The taxi transfers worked out beautifully."

Claudia Teitelbaum
May 2024

"Fairly easy to follow self guide with great service before the trip and accommodating with our requests. Plus both walks I have taken with you, the instructions have made every effort to avoid roads so we could enjoy all of the nature available."

Carine D.
September 2023

Hand-Picked Accommodation: Comfort Along the Way

We seek out the best accommodation of its type available

Walk the Cotswolds Round in autumn

Points of Interest

The Bantam Tearooms in the Cotswolds village of Chipping Campden

Chipping Campden

Chipping Campden is simply a perfect Cotswold town. The town's Church of St James, one of the finest in the Cotswolds, was built in the 15th century, financed by merchants who bought wool from Cotswold farmers and exported it at high profit.

The oldest house in Chipping Campden is believed to be Grevel House built by William Grevel c1380. Found in the High Street, Grevel House is the oldest in a fine row of buildings, and is distinguished by a double-storey bay window.

Stanway House on the Cotswolds round walking holiday

Stanway House

The magnificent triple gabled Jacobean Gatehouse of Stanway House is a prominent feature of the walk into Stanway village.

Richard Tracy bought the manor in 1533 and three generations of the Tracy family created the wonderful manor house, and the gateway was created by Sir Richard Tracy, in 1630. Stanway House is located on the Winchcombe to Stanton and Winchcombe to Broadway sections of both itineraries.

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Customise your trip?

Looking for different mileages or a different number of nights? Please contact us to discuss how our itineraries can be adjusted to meet your specific needs.

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