Best of the Cotswolds Cycling

Cycle quiet country roads while visiting some of the best villages the North Cotswolds has to offer while based in the beautiful and historic villages of Broadway and Bourton-on-the-Water

Best of the Cotswolds Cycling

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Trip Fee

$ 2.885

Single Room Difference

$ 648

Date

30 August - 05 September 2025

Trip Information

The Cotswolds is an Area of Outstanding Natural Beauty that straddles 6 counties, an area of rolling hills on a bedrock of Jurassic limestone. The area was once renowned for its wool production, reminders of which you can still see today in the fine houses and 'wool' churches, built in the 15th and 16th Centuries by the local wool merchants. This twin-centre cycling holiday allows you to visit some of the best of the North Cotswolds villages from your bases in the beautiful and historic villages of Broadway and Bourton-on-the-Water. Cycling on quiet country roads you'll head to some of the best-known towns and villages of the area, as well as getting the chance to visit a wide range of sites and attractions, from Broadway Tower, the brainchild of Capability Brown to Sudeley Castle, last resting place of Katherine Parr, Henry VIII's sixth wife. You'll stay in friendly, family run B&B's with a daily breakfast included; with a range of dining options on your doorstep, we've left other meals up to you.

Activity Areas

Cycling
E-Bike
Self-Guided Cycling

Region & Country & City

Europe: Cotswolds, England, United Kingdom

Included in the Price

— 6 nights twin-centre accommodation in 3 star hotels — Breakfasts daily — Management by your local Headwater-appointed agent — GPS Route directions and maps — RideWithGPS navigation app — Luggage transfers between hotels — High Quality Bikes

Not Included In The Price

— Hotel upgrades — Travel insurance — Single accommodation (available on request - compulsory supplement) — Solo traveller supplement (where only one person is travelling on a departure date) — Visas & vaccinations

Accommodation Information

— 6 nights twin-centre accommodation in 3 star hotels — Breakfasts daily — Management by your local Headwater-appointed agent — GPS Route directions and maps — E-bike hire available on request (supplement applies) — Luggage transfers between hotels

Map

Itinerary

Day 1 Arrive in Broadway

Arrive in Broadway, gateway to the North Cotswolds, the village has a wide main street lined with independent shops, restaurants, hotels and plenty of antique shops.Stay overnight at Hadley House or similar

Day 2 Winchcombe

After your briefing and bike set-up you'll leave the wide streets of Broadway for Childswickham with its differing building styles. On to Aston Somerville on the edge of the Vale of Evesham renowned for market gardening. Continuing on the flat to Wormington with the Cotswold escarpment in the distance before Toddington the home of the Warwickshire and North Gloucestershire narrow gauge railway. Explore the narrow streets of Winchcombe and visit Sudeley Castle. The return to Broadway is via Didbrook, Hailes and Hailes Abbey, a former Cistercian Abbey. Cycle through typical English Parkland observing the sheep grazing which made the area so famous amongst the mature trees and the thatched Cricket Club Pavillion of Stanway. Continue to the picture perfect village of Stanton before returning to Broadway.Stay overnight at Hadley House or similar

Day 3 Chipping Campden

Today you will cycle to the Jewel of the Cotswolds, Chipping Campden. With the Cotswold escarpment on your right the first village you'll come to is Willersey with its idyllic duck pond followed by Weston sub Edge and Aston sub Edge before tackling the first hill of the day to Chipping Campden. Explore this beautiful Wool town and its mediaeval history before taking the short ride to its little sister Broad Campden with an array of thatched cottages. Return to Chipping Campden for the second hill to Dovers Hill the site of the local Olimpicks! Enjoy fantastic views over the Vale of Evesham and continue along the top of the Cotswold Escarpment to Broadway Tower the brainchild of Capabilty Brown over 200 years ago. Continuing along the escarpment but slowly downhill past the Lavender farm to the beautiful Cotswold hillside village of Snowshill with its honey coloured stone cottages and Tudor Manor House. Free wheel all the way downhill back to Broadway!!Stay overnight at Hadley House or similar

Day 4 Broadway to Bourton-on-the-Water

Today starts with another chance to visit the National Trust property of Snowshill before your route takes you on quiet country lanes, past farmland and Guiting Wood to the pretty villages of Guiting Power and Naunton. Stop for refreshments in one of the villages - a great choice of pubs and cafes. Take your time and arrive in Bourton-on-the-Water, your base for the next 3 nights.Stay overnight at The Manor Close B&B or similar

Day 5 Burford

Today's cycle ride takes you on some of the best 'off the beaten track' routes in the Cotswolds to the beautiful villages of Great Rissington, Great Barrington and Burford with its charming high street sloping down to the Windrush river. The return to Bourton-on-the-Water goes via Northleach with its beautiful wool church and museum of Mechanical Music. The shorter route mises out Burford.Stay overnight at The Manor Close B&B or similar

Day 6 Stow-on-the-Wold

Your route today takes you through the villages of Bledington, Kingham and Broadwell to Stow-on-the-Wold, a market town on the convergence of many major roads, including the Roman Fosse Way and the highest of the Cotswold towns. Return through Lower Slaughter to visit the Motoring Museum in Bourton-on-the-Water.

Day 7 Leave Bourton-on-the-Water

Depart Bourton-on-the-Water after breakfast.

Travel Dates

30 August - 05 September 2025 $ 2.885

31 August - 06 September 2025 $ 2.885

01 - 07 September 2025 $ 2.885

02 - 08 September 2025 $ 2.885

03 - 09 September 2025 $ 2.885

04 - 10 September 2025 $ 2.885

05 - 11 September 2025 $ 2.885

06 - 12 September 2025 $ 2.885

07 - 13 September 2025 $ 2.885

08 - 14 September 2025 $ 2.885

09 - 15 September 2025 $ 2.885

10 - 16 September 2025 $ 2.885

11 - 17 September 2025 $ 2.885

12 - 18 September 2025 $ 2.885

13 - 19 September 2025 $ 2.885

14 - 20 September 2025 $ 2.885

15 - 21 September 2025 $ 2.885

16 - 22 September 2025 $ 2.885

17 - 23 September 2025 $ 2.885

18 - 24 September 2025 $ 2.885

19 - 25 September 2025 $ 2.885

20 - 26 September 2025 $ 2.885

21 - 27 September 2025 $ 2.885

22 - 28 September 2025 $ 2.885

23 - 29 September 2025 $ 2.885

24 - 30 September 2025 $ 2.885

25 September - 01 October 2025 $ 2.885

26 September - 02 October 2025 $ 2.885

27 September - 03 October 2025 $ 2.885

28 September - 04 October 2025 $ 2.885

29 September - 05 October 2025 $ 2.885

30 September - 06 October 2025 $ 2.885

01 - 07 October 2025 $ 2.780

02 - 08 October 2025 $ 2.780

03 - 09 October 2025 $ 2.780

04 - 10 October 2025 $ 2.780

05 - 11 October 2025 $ 2.780

06 - 12 October 2025 $ 2.780

07 - 13 October 2025 $ 2.780

08 - 14 October 2025 $ 2.780

09 - 15 October 2025 $ 2.780

10 - 16 October 2025 $ 2.780

11 - 17 October 2025 $ 2.780

12 - 18 October 2025 $ 2.780

13 - 19 October 2025 $ 2.780

14 - 20 October 2025 $ 2.780

15 - 21 October 2025 $ 2.780

16 - 22 October 2025 $ 2.780

17 - 23 October 2025 $ 2.780

18 - 24 October 2025 $ 2.780

19 - 25 October 2025 $ 2.780

20 - 26 October 2025 $ 2.780

21 - 27 October 2025 $ 2.780

22 - 28 October 2025 $ 2.780

23 - 29 October 2025 $ 2.780

24 - 30 October 2025 $ 2.780

25 - 31 October 2025 $ 2.780

26 October - 01 November 2025 $ 2.780

27 October - 02 November 2025 $ 2.780

28 October - 03 November 2025 $ 2.780

29 October - 04 November 2025 $ 2.780

30 October - 05 November 2025 $ 2.780

31 October - 06 November 2025 $ 2.780

01 - 07 November 2025 $ 2.780

02 - 08 November 2025 $ 2.780

03 - 09 November 2025 $ 2.780

04 - 10 November 2025 $ 2.780

05 - 11 November 2025 $ 2.780

06 - 12 November 2025 $ 2.780

07 - 13 November 2025 $ 2.780

08 - 14 November 2025 $ 2.780

09 - 15 November 2025 $ 2.780

10 - 16 November 2025 $ 2.780

11 - 17 November 2025 $ 2.780

12 - 18 November 2025 $ 2.780

13 - 19 November 2025 $ 2.780

14 - 20 November 2025 $ 2.780

15 - 21 November 2025 $ 2.780

16 - 22 November 2025 $ 2.780

17 - 23 November 2025 $ 2.780

18 - 24 November 2025 $ 2.780

19 - 25 November 2025 $ 2.780

20 - 26 November 2025 $ 2.780

21 - 27 November 2025 $ 2.780

22 - 28 November 2025 $ 2.780

23 - 29 November 2025 $ 2.780

24 - 30 November 2025 $ 2.780

25 November - 01 December 2025 $ 2.780

26 November - 02 December 2025 $ 2.780

27 November - 03 December 2025 $ 2.780

28 November - 04 December 2025 $ 2.780

29 November - 05 December 2025 $ 2.780

30 November - 06 December 2025 $ 2.780

01 - 07 March 2026 $ 2.765

02 - 08 March 2026 $ 2.765

03 - 09 March 2026 $ 2.765

04 - 10 March 2026 $ 2.765

05 - 11 March 2026 $ 2.765

06 - 12 March 2026 $ 2.765

07 - 13 March 2026 $ 2.765

08 - 14 March 2026 $ 2.765

09 - 15 March 2026 $ 2.765

10 - 16 March 2026 $ 2.765

11 - 17 March 2026 $ 2.765

12 - 18 March 2026 $ 2.765

13 - 19 March 2026 $ 2.765

14 - 20 March 2026 $ 2.765

15 - 21 March 2026 $ 2.765

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18 - 24 March 2026 $ 2.765

19 - 25 March 2026 $ 2.765

20 - 26 March 2026 $ 2.765

21 - 27 March 2026 $ 2.765

22 - 28 March 2026 $ 2.765

23 - 29 March 2026 $ 2.765

24 - 30 March 2026 $ 2.765

25 - 31 March 2026 $ 2.765

26 March - 01 April 2026 $ 2.765

27 March - 02 April 2026 $ 2.765

28 March - 03 April 2026 $ 2.765

29 March - 04 April 2026 $ 2.765

30 March - 05 April 2026 $ 2.765

31 March - 06 April 2026 $ 2.765

01 - 07 April 2026 $ 2.765

02 - 08 April 2026 $ 2.765

03 - 09 April 2026 $ 2.765

04 - 10 April 2026 $ 2.765

05 - 11 April 2026 $ 2.765

06 - 12 April 2026 $ 2.765

07 - 13 April 2026 $ 2.765

08 - 14 April 2026 $ 2.765

09 - 15 April 2026 $ 2.765

10 - 16 April 2026 $ 2.765

11 - 17 April 2026 $ 2.765

12 - 18 April 2026 $ 2.765

13 - 19 April 2026 $ 2.765

14 - 20 April 2026 $ 2.765

15 - 21 April 2026 $ 2.765

16 - 22 April 2026 $ 2.765

17 - 23 April 2026 $ 2.765

18 - 24 April 2026 $ 2.765

19 - 25 April 2026 $ 2.765

20 - 26 April 2026 $ 2.765

21 - 27 April 2026 $ 2.765

22 - 28 April 2026 $ 2.765

23 - 29 April 2026 $ 2.765

24 - 30 April 2026 $ 2.765

25 April - 01 May 2026 $ 2.765

26 April - 02 May 2026 $ 2.765

27 April - 03 May 2026 $ 2.765

28 April - 04 May 2026 $ 2.765

29 April - 05 May 2026 $ 2.765

30 April - 06 May 2026 $ 2.765

01 - 07 May 2026 $ 2.885

02 - 08 May 2026 $ 2.885

03 - 09 May 2026 $ 2.885

04 - 10 May 2026 $ 2.885

05 - 11 May 2026 $ 2.885

06 - 12 May 2026 $ 2.885

07 - 13 May 2026 $ 2.885

08 - 14 May 2026 $ 2.885

09 - 15 May 2026 $ 2.885

10 - 16 May 2026 $ 2.885

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12 - 18 May 2026 $ 2.885

13 - 19 May 2026 $ 2.885

14 - 20 May 2026 $ 2.885

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17 - 23 May 2026 $ 2.885

18 - 24 May 2026 $ 2.885

19 - 25 May 2026 $ 2.885

20 - 26 May 2026 $ 2.885

21 - 27 May 2026 $ 2.885

22 - 28 May 2026 $ 2.885

23 - 29 May 2026 $ 2.885

24 - 30 May 2026 $ 2.885

25 - 31 May 2026 $ 2.885

26 May - 01 June 2026 $ 2.885

27 May - 02 June 2026 $ 2.885

28 May - 03 June 2026 $ 2.885

29 May - 04 June 2026 $ 2.885

30 May - 05 June 2026 $ 2.885

31 May - 06 June 2026 $ 2.885

01 - 07 June 2026 $ 2.885

02 - 08 June 2026 $ 2.885

03 - 09 June 2026 $ 2.885

04 - 10 June 2026 $ 2.885

05 - 11 June 2026 $ 2.885

06 - 12 June 2026 $ 2.885

07 - 13 June 2026 $ 2.885

08 - 14 June 2026 $ 2.885

09 - 15 June 2026 $ 2.885

10 - 16 June 2026 $ 2.885

11 - 17 June 2026 $ 2.885

12 - 18 June 2026 $ 2.885

13 - 19 June 2026 $ 2.885

14 - 20 June 2026 $ 2.885

15 - 21 June 2026 $ 2.885

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17 - 23 June 2026 $ 2.885

18 - 24 June 2026 $ 2.885

19 - 25 June 2026 $ 2.885

20 - 26 June 2026 $ 2.885

21 - 27 June 2026 $ 2.885

22 - 28 June 2026 $ 2.885

23 - 29 June 2026 $ 2.885

24 - 30 June 2026 $ 2.885

25 June - 01 July 2026 $ 2.885

26 June - 02 July 2026 $ 2.885

27 June - 03 July 2026 $ 2.885

28 June - 04 July 2026 $ 2.885

29 June - 05 July 2026 $ 2.885

30 June - 06 July 2026 $ 2.885

01 - 07 July 2026 $ 2.885

02 - 08 July 2026 $ 2.885

03 - 09 July 2026 $ 2.885

04 - 10 July 2026 $ 2.885

05 - 11 July 2026 $ 2.885

06 - 12 July 2026 $ 2.885

07 - 13 July 2026 $ 2.885

08 - 14 July 2026 $ 2.885

09 - 15 July 2026 $ 2.885

10 - 16 July 2026 $ 2.885

11 - 17 July 2026 $ 2.885

12 - 18 July 2026 $ 2.885

13 - 19 July 2026 $ 2.885

14 - 20 July 2026 $ 2.885

15 - 21 July 2026 $ 2.885

16 - 22 July 2026 $ 2.885

17 - 23 July 2026 $ 2.885

18 - 24 July 2026 $ 2.885

19 - 25 July 2026 $ 2.885

20 - 26 July 2026 $ 2.885

21 - 27 July 2026 $ 2.885

22 - 28 July 2026 $ 2.885

23 - 29 July 2026 $ 2.885

24 - 30 July 2026 $ 2.885

25 - 31 July 2026 $ 2.885

26 July - 01 August 2026 $ 2.885

27 July - 02 August 2026 $ 2.885

28 July - 03 August 2026 $ 2.885

29 July - 04 August 2026 $ 2.885

30 July - 05 August 2026 $ 2.885

31 July - 06 August 2026 $ 2.885

01 - 07 August 2026 $ 2.885

02 - 08 August 2026 $ 2.885

03 - 09 August 2026 $ 2.885

04 - 10 August 2026 $ 2.885

05 - 11 August 2026 $ 2.885

06 - 12 August 2026 $ 2.885

07 - 13 August 2026 $ 2.885

08 - 14 August 2026 $ 2.885

09 - 15 August 2026 $ 2.885

10 - 16 August 2026 $ 2.885

11 - 17 August 2026 $ 2.885

12 - 18 August 2026 $ 2.885

13 - 19 August 2026 $ 2.885

14 - 20 August 2026 $ 2.885

15 - 21 August 2026 $ 2.885

16 - 22 August 2026 $ 2.885

17 - 23 August 2026 $ 2.885

18 - 24 August 2026 $ 2.885

19 - 25 August 2026 $ 2.885

20 - 26 August 2026 $ 2.885

21 - 27 August 2026 $ 2.885

22 - 28 August 2026 $ 2.885

23 - 29 August 2026 $ 2.885

24 - 30 August 2026 $ 2.885

25 - 31 August 2026 $ 2.885

26 August - 01 September 2026 $ 2.885

27 August - 02 September 2026 $ 2.885

28 August - 03 September 2026 $ 2.885

29 August - 04 September 2026 $ 2.885

30 August - 05 September 2026 $ 2.885

31 August - 06 September 2026 $ 2.885

01 - 07 September 2026 $ 2.885

02 - 08 September 2026 $ 2.885

03 - 09 September 2026 $ 2.885

04 - 10 September 2026 $ 2.885

05 - 11 September 2026 $ 2.885

06 - 12 September 2026 $ 2.885

07 - 13 September 2026 $ 2.885

08 - 14 September 2026 $ 2.885

09 - 15 September 2026 $ 2.885

10 - 16 September 2026 $ 2.885

11 - 17 September 2026 $ 2.885

12 - 18 September 2026 $ 2.885

13 - 19 September 2026 $ 2.885

14 - 20 September 2026 $ 2.885

15 - 21 September 2026 $ 2.885

16 - 22 September 2026 $ 2.885

17 - 23 September 2026 $ 2.885

18 - 24 September 2026 $ 2.885

19 - 25 September 2026 $ 2.885

20 - 26 September 2026 $ 2.885

21 - 27 September 2026 $ 2.885

22 - 28 September 2026 $ 2.885

23 - 29 September 2026 $ 2.885

24 - 30 September 2026 $ 2.885

25 September - 01 October 2026 $ 2.885

26 September - 02 October 2026 $ 2.885

27 September - 03 October 2026 $ 2.885

28 September - 04 October 2026 $ 2.885

29 September - 05 October 2026 $ 2.885

30 September - 06 October 2026 $ 2.885

01 - 07 October 2026 $ 2.765

02 - 08 October 2026 $ 2.765

03 - 09 October 2026 $ 2.765

04 - 10 October 2026 $ 2.765

05 - 11 October 2026 $ 2.765

06 - 12 October 2026 $ 2.765

07 - 13 October 2026 $ 2.765

08 - 14 October 2026 $ 2.765

09 - 15 October 2026 $ 2.765

10 - 16 October 2026 $ 2.765

11 - 17 October 2026 $ 2.765

12 - 18 October 2026 $ 2.765

13 - 19 October 2026 $ 2.765

14 - 20 October 2026 $ 2.765

15 - 21 October 2026 $ 2.765

16 - 22 October 2026 $ 2.765

17 - 23 October 2026 $ 2.765

18 - 24 October 2026 $ 2.765

19 - 25 October 2026 $ 2.765

20 - 26 October 2026 $ 2.765

21 - 27 October 2026 $ 2.765

22 - 28 October 2026 $ 2.765

23 - 29 October 2026 $ 2.765

24 - 30 October 2026 $ 2.765

25 - 31 October 2026 $ 2.765

26 October - 01 November 2026 $ 2.765

27 October - 02 November 2026 $ 2.765

28 October - 03 November 2026 $ 2.765

29 October - 04 November 2026 $ 2.765

30 October - 05 November 2026 $ 2.765

31 October - 06 November 2026 $ 2.765

01 - 07 November 2026 $ 2.765

02 - 08 November 2026 $ 2.765

03 - 09 November 2026 $ 2.765

04 - 10 November 2026 $ 2.765

05 - 11 November 2026 $ 2.765

06 - 12 November 2026 $ 2.765

07 - 13 November 2026 $ 2.765

08 - 14 November 2026 $ 2.765

09 - 15 November 2026 $ 2.765

10 - 16 November 2026 $ 2.765

11 - 17 November 2026 $ 2.765

12 - 18 November 2026 $ 2.765

13 - 19 November 2026 $ 2.765

14 - 20 November 2026 $ 2.765

15 - 21 November 2026 $ 2.765

16 - 22 November 2026 $ 2.765

17 - 23 November 2026 $ 2.765

18 - 24 November 2026 $ 2.765

19 - 25 November 2026 $ 2.765

20 - 26 November 2026 $ 2.765

21 - 27 November 2026 $ 2.765

22 - 28 November 2026 $ 2.765

23 - 29 November 2026 $ 2.765

24 - 30 November 2026 $ 2.765

25 November - 01 December 2026 $ 2.765

26 November - 02 December 2026 $ 2.765

27 November - 03 December 2026 $ 2.765

28 November - 04 December 2026 $ 2.765

29 November - 05 December 2026 $ 2.765

30 November - 06 December 2026 $ 2.765

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