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Chiltern

The Top 20 Attractions around Chiltern

There are plenty of places to see and visit around Chiltern. Whether you love hiking or cycling, Chiltern is a region where 20

hidden gems are waiting to be explored and visited. Check the top places to visit in the region and plan your next adventure today.

Last updated: October 12, 2025

Hawridge Windmill

Hawridge Windmill (also known as Cholesbury Windmill) is a tower mill constructed in 1883 on the site of an earlier smock mill. The windmill ceased operation in 1912 and was …

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Shardeloes Lake is a beautiful man-made lake situated between the villages of Old Amersham & Little Missenden in the Chiltern Hills. The lake provides a tranquil setting for a scenic walk, fishing, and bird-watching opportunities.

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A punchy back lane. Good surface, lovely scenery and a real corkscrew of a climb when ridden southbound.

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Right next to The Church of St Mary here at the heart of Amersham, there is a really beautiful Garden of Remembrance and War Memorial dedicated to those who fell …

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Coming from Chesham along the River Chess this is a fairly quiet road that has nice views on the left hand side. It then climbs up into Chenies, the ascent is not too long at around 500m and averaging 5%.

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Old Amersham is a delightfully charming town filled with historic architecture, independent shops, cafés, and restaurants, and a weekly market that dates back to the 13th-century!

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Drydell Lane runs right through this local attraction. The original 17th Century farm building was extended in 1910 into this picturesque Tudor courtyard house.

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There is a lovely little weir on the River Chess here that's worth stopping by. Also, on the same pond, you will see stepping stones (called Steps of Heaven by …

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If you want to beat the traffic and take a quiet route between Amersham / Chalfonts and Denham then this is a good one. Connects to/from the Grand Union Canal …

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St Leonards is a lovely sleepy village set amongst the Chiltern Hills. The picturesque village has a historic church dating back to the 12th century as well as a Saxon …

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Are you keen on exploring more awesome places nearby? Browse our guides:

Seer GreenCholesbury-Cum-St LeonardsChesham BoisColeshillGreat MissendenChartridgeChalfont St PeterLittle ChalfontLittle MissendenAmershamChalfont St GilesAshley GreenThe LeeLatimer And Ley HillPennCheshamChenies

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Still not found the Highlight you’re looking for? See guides of the top attractions in other regions:

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