Best of the Cotswolds Self-Guided Walk

The Cotswolds are England's largest Area of Outstanding Natural Beauty and are made up of meadows and scenic rolling hills above a bedrock of Jurassic limestone.

Best of the Cotswolds Self-Guided Walk

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Trip Fee

$ 3.070

Single Room Difference

$ 967

Date

20 - 28 October 2026

Trip Information

This distinctive stone is quarried and used in the construction of the golden-coloured local buildings and gives the stone-built villages of the Cotswolds a beautiful and quintissentially 'English' look. This 8-night walking holiday takes you through some of the finest North Cotswold villages with shorter walking days, allowing the maximum time to explore the villages and walk at a relaxed pace. Your route includes visits to some of the best-known towns and villages in the region including Broadway, Chipping Campden and Guiting Power as well as the Saxon capital of Winchcombe and the nearby Sudeley Castle, the last resting place of Henry VIII's sixth wife, Katherine Parr. Enjoy the rolling Cotswolds countryside, riverside walks and some stunning horticultural gems in the gardens of National Trust manor houses, such as Kiftsgate or Hidcote.

Activity Areas

Self-Guided Walking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking

Region & Country & City

Europe: Cotswolds, England, United Kingdom

Included in the Price


- All Breakfasts
- All accommodation
- Route directions and maps
- Luggage transfers

Not Included In The Price


- Hotel upgrades
- Transfers to and from hotels
- Travel insurance
- Single accommodation (available on request - compulsory supplement)
- Solo traveller supplement (where only one person is travelling on a departure date)

Accommodation Information


- 8 nights hotel-to-hotel accommodation
- Full English Breakfasts
- Management by your local Headwater-appointed agent
- Route directions and maps
- Luggage transfers

Map

Itinerary

Day 1 Arrive Moreton-in-Marsh

Standing at the crossroads betwen the Fosse Way Roman Road and what is now the A44, Moreton-in-Marsh, a small market town with a central market square and a set of stocks, is a great place to explore before heading out for dinner.

Day 2 Moreton-in-Marsh to Stow-on-the-Wold

Cross the high wolds to Stow-on-the-Wold, complete with village stocks and picturesque square, via the fantastic Mogul manor house at Sezincote and a number of pretty hamlets.

Day 3 Stow-on-the-Wold to Bourton-on-the-Water

Today's route from Stow-on-the-Wold is a leisurely downhill walk across meadows to picturesque Lower Slaughter with its working mill and on to Bourton-on-the-Water, with its many attractions. A longer alternative walk is available for this day if you wish.

Day 4 At Bourton-on-the-Water

Today you have the choice of a longer or shorter circular walk taking in more of the Slaughters.

Day 5 Bourton-on-the-Water (Guiting Power) to Winchcombe

After a short transfer walk through woods and fields before the dramatic descent to the ancient Saxon capital of Winchcombe, close to Sudeley Castle, last resting place of Katherine Parr, Henry VIII's sixth wife. Overnight in Winchcombe, with its fascinating church and local museums.

Day 6 Winchcombe to Broadway via Stanton

Follow the pilgrims' route to Hailes Abbey, then over the hills to Jacobean Stanway House, with its magnificent gatehouse and medieval tithe barn and on to idyllic Stanton. Stay in the coaching village of Broadway, where an array of fine houses and inns flank the 'broad way'.

Day 7 Broadway to Chipping Campden

Walk up to Broadway Tower, the 18th century folly from where there are fine views across the vale before descending to Chipping Campden, the loveliest of all Cotswold villages, with its covered market place, beautiful 'wool church', almshouses and silversmiths.

Day 8 Chipping Campden to Moreton-in-Marsh

Pass through the charming villages of Broad Campden and Blockley and descend to Batsford, where you may visit the arboretum and falconry centre. On certain days of the week both Bourton House gardens and Sezincote House will be open. Finally, a pleasant stroll across meadows to Moreton-in-Marsh.

Day 9 Leave Moreton-in-Marsh

Depart after breakfast

Travel Dates

20 - 28 October 2026 $ 3.070

21 - 29 October 2026 $ 3.070

22 - 30 October 2026 $ 3.070

27 October - 04 November 2026 $ 3.110

28 October - 05 November 2026 $ 3.110

29 October - 06 November 2026 $ 3.110

03 - 11 November 2026 $ 3.110

04 - 12 November 2026 $ 3.110

05 - 13 November 2026 $ 3.110

10 - 18 November 2026 $ 3.110

11 - 19 November 2026 $ 3.110

12 - 20 November 2026 $ 3.110

17 - 25 November 2026 $ 3.110

18 - 26 November 2026 $ 3.110

19 - 27 November 2026 $ 3.110

24 November - 02 December 2026 $ 3.110

25 November - 03 December 2026 $ 3.110

26 November - 04 December 2026 $ 3.110

17 - 25 March 2027 $ 3.255

18 - 26 March 2027 $ 3.255

23 - 31 March 2027 $ 3.255

24 March - 01 April 2027 $ 3.255

25 March - 02 April 2027 $ 3.255

30 March - 07 April 2027 $ 3.255

31 March - 08 April 2027 $ 3.255

01 - 09 April 2027 $ 3.270

06 - 14 April 2027 $ 3.270

07 - 15 April 2027 $ 3.270

08 - 16 April 2027 $ 3.270

13 - 21 April 2027 $ 3.270

14 - 22 April 2027 $ 3.270

15 - 23 April 2027 $ 3.270

20 - 28 April 2027 $ 3.270

21 - 29 April 2027 $ 3.270

22 - 30 April 2027 $ 3.270

27 April - 05 May 2027 $ 3.270

28 April - 06 May 2027 $ 3.270

29 April - 07 May 2027 $ 3.270

04 - 12 May 2027 $ 3.380

05 - 13 May 2027 $ 3.380

06 - 14 May 2027 $ 3.380

11 - 19 May 2027 $ 3.380

12 - 20 May 2027 $ 3.380

13 - 21 May 2027 $ 3.380

18 - 26 May 2027 $ 3.380

19 - 27 May 2027 $ 3.380

20 - 28 May 2027 $ 3.380

25 May - 02 June 2027 $ 3.380

26 May - 03 June 2027 $ 3.380

27 May - 04 June 2027 $ 3.380

01 - 09 June 2027 $ 3.380

02 - 10 June 2027 $ 3.380

03 - 11 June 2027 $ 3.380

08 - 16 June 2027 $ 3.380

09 - 17 June 2027 $ 3.380

10 - 18 June 2027 $ 3.380

15 - 23 June 2027 $ 3.380

16 - 24 June 2027 $ 3.380

17 - 25 June 2027 $ 3.380

22 - 30 June 2027 $ 3.380

23 June - 01 July 2027 $ 3.380

24 June - 02 July 2027 $ 3.380

29 June - 07 July 2027 $ 3.380

30 June - 08 July 2027 $ 3.380

01 - 09 July 2027 $ 3.380

06 - 14 July 2027 $ 3.380

07 - 15 July 2027 $ 3.380

08 - 16 July 2027 $ 3.380

13 - 21 July 2027 $ 3.380

14 - 22 July 2027 $ 3.380

15 - 23 July 2027 $ 3.380

20 - 28 July 2027 $ 3.380

21 - 29 July 2027 $ 3.380

22 - 30 July 2027 $ 3.380

27 July - 04 August 2027 $ 3.380

28 July - 05 August 2027 $ 3.380

29 July - 06 August 2027 $ 3.380

03 - 11 August 2027 $ 3.380

04 - 12 August 2027 $ 3.380

05 - 13 August 2027 $ 3.380

10 - 18 August 2027 $ 3.380

11 - 19 August 2027 $ 3.380

12 - 20 August 2027 $ 3.380

17 - 25 August 2027 $ 3.380

18 - 26 August 2027 $ 3.380

19 - 27 August 2027 $ 3.380

24 August - 01 September 2027 $ 3.380

25 August - 02 September 2027 $ 3.380

26 August - 03 September 2027 $ 3.380

31 August - 08 September 2027 $ 3.380

01 - 09 September 2027 $ 3.380

02 - 10 September 2027 $ 3.380

07 - 15 September 2027 $ 3.380

08 - 16 September 2027 $ 3.380

09 - 17 September 2027 $ 3.380

14 - 22 September 2027 $ 3.380

15 - 23 September 2027 $ 3.380

16 - 24 September 2027 $ 3.380

21 - 29 September 2027 $ 3.380

22 - 30 September 2027 $ 3.380

23 September - 01 October 2027 $ 3.380

28 September - 06 October 2027 $ 3.380

29 September - 07 October 2027 $ 3.380

30 September - 08 October 2027 $ 3.380

05 - 13 October 2027 $ 3.270

06 - 14 October 2027 $ 3.270

07 - 15 October 2027 $ 3.270

12 - 20 October 2027 $ 3.270

13 - 21 October 2027 $ 3.270

14 - 22 October 2027 $ 3.270

19 - 27 October 2027 $ 3.270

20 - 28 October 2027 $ 3.270

21 - 29 October 2027 $ 3.270

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