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Chiltern

Attractions and Places To See around Chiltern - Top 20

Best attractions and places to see around Chiltern encompass a diverse landscape of rolling hills, ancient woodlands, and historic villages across Oxfordshire, Buckinghamshire, Hertfordshire, and Bedfordshire. This Area of Outstanding Natural Beauty features a dramatic chalk escarpment with panoramic views and clear chalk streams. The region offers a blend of natural features and historic sites, providing varied exploration opportunities. It is a protected area, preserving its geological, ecological, and cultural heritage.

Best attractions and places to see around Chiltern

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Last updated: April 24, 2026

River Chess Stepping Stones and Weir

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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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Old Amersham Town Centre

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Old Amersham is set in the valley of the River Misbourne, containing the 13th-century parish church of St. Mary's and several old pubs and coaching inns.

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Hawridge Windmill

Highlight • Monument

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

Highlight • Natural

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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This magnificent, charming, 15th-century pub holds the impressive title of the oldest pub in Britain! With its nooks and crannies, gnarled timbers, worn flagstones and carved oak panels, it'll be …

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The Lee Village Green

Highlight • Viewpoint

As English villages in the Chiltern Hills go, this one is one of the most attractive. This is the kind of place I tend to think of when I read …

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Chalfont St Giles is a pretty village on the edge of the Chiltern Hills. With a quaint village green and duck pond, stunning timber-framed houses, as well as pubs, cafes, …

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White Hill

Highlight (Segment) • Trail

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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Chenies Climb and Village

Highlight (Segment) • Climb

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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Dan Hobson

Tips from the Community

AE
May 3, 2026, White Hill

Look for the tranquil course of the Bourne Gutter, slipping to the east of the saddle in White Hill Lane. Here, Culvert Rise marks a source of the Bourne Gutter - aka Hertfordshire Bourne - an occasional tributary of the River Bulbourne, a winterbourne if you will.

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Today, only a few of them are still in operation in their original function; instead, they often serve as mere technical and historical monuments to a long tradition of craftsmanship: The heavy millstones inside were moved solely by the power of the wind, for example, grinding grain into flour (so-called grain mills) or pressing oil from fruits (e.g., olives) (so-called oil mills). Thus, these old windmills are the best proof that people were clever enough to harness the power of the wind several centuries ago – long before the discovery of electricity and the inventions that followed it.

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Martin S
May 5, 2025, White Hill

I do like this stretch - the top is pretty, and it is a nice short hill both ways, but the surface is very broken with lots of gravel.

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Truly a village that is steeped in olde worlde charm. Some great restaurants and pubs. The history seeps through its pores. The Kings Arms Hotel & The Crown Hotel & Pub in Amersham, was the set of a scene the 4 Weddings and a funeral movie.

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Amazing pub, with an amazing history and even more beautiful walks around like Coleshill and Penn.

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Chenies climb is a hard climb and if you like climbing you will probably do it easily

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Beautiful town and perfect to finish off hike/ walking trail, great choice of Café, try sitting outside @ Amersham House for coffee/ brunch

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Bangaa
February 11, 2024, Shardeloes Lake

Lovely lake and doesn’t look like man made at all and would recommend Boots for the path and Park specially if there has been rain over last few days

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Frequently Asked Questions

What natural features can I explore in the Chilterns?

The Chilterns are rich in natural beauty. You can discover the dramatic chalk escarpment with panoramic views from places like Coombe Hill and Ivinghoe Beacon. Explore ancient woodlands, such as those found at Ashridge Estate, which are stunning with bluebells in spring. The region also features clear chalk streams like the Chess and Misbourne, offering tranquil settings for walks and wildlife spotting, particularly in the Chess Valley. Don't miss Shardeloes Lake, a beautiful man-made lake perfect for scenic walks and bird-watching.

Are there any historic sites or cultural landmarks to visit?

Yes, the Chilterns are dotted with significant historic and cultural sites. You can visit Old Amersham Town Centre, known for its preserved high street and 13th-century parish church. Other notable places include Waddesdon Manor, a French Renaissance-style château with art collections and gardens, and the Chiltern Open Air Museum, which preserves historic buildings. The The Lee Village Green is another attractive spot, embodying the charm of traditional English villages.

What kind of outdoor activities can I do around Chiltern?

The Chilterns offer a variety of outdoor activities, especially walking and cycling. You can find numerous trails for all skill levels. For easy hikes, consider routes like the Chenies loop via River Chess or the Amersham & Old Amersham loop. If you're into running, there are trails such as the Chess Valley Circular: Chesham Loop. Cyclists can explore routes like the Chiltern Heritage Trail or the Great Missenden village loop. You can find more details on these activities and routes in our guides for easy hikes, running trails, and cycling around Chiltern.

Are there family-friendly attractions in the Chilterns?

Absolutely! The Chilterns offer several family-friendly options. The Roald Dahl Museum in Great Missenden is a popular choice for children and fans of his books. Many of the historic villages, like Old Amersham Town Centre and Chalfont St Giles with its village green and duck pond, are pleasant for family strolls. Nature reserves like College Lake Nature Reserve also provide engaging experiences for all ages to observe wildlife.

Where can I find scenic viewpoints in the Chilterns?

For breathtaking views, head to Coombe Hill, the highest viewpoint in the Chilterns, offering vistas over the Aylesbury Vale. Ivinghoe Beacon provides spectacular 360-degree views and marks the start of the Ridgeway National Trail. Whiteleaf Cross, a large chalk figure, also offers panoramic views from Whiteleaf Hill. You can also enjoy views from Chenies Climb and Village, which provides nice scenery on the approach.

What are some picturesque villages to visit in the area?

The Chilterns are renowned for their charming villages. Old Amersham Town Centre is a must-see with its historic architecture. West Wycombe is an eccentric village featuring a medieval high street and the Italianate-style St. Lawrence Church. The Hambleden Valley is home to picturesque villages like Hambleden, Turville, Fingest, and Skirmett, with Turville famously used as a filming location. The Lee Village Green is another attractive spot for a peaceful visit.

Are there any unique or hidden gems in the Chilterns?

Beyond the well-known spots, the Chilterns hold some unique finds. The Chinnor and Princes Risborough Heritage Railway offers a scenic journey on a preserved railway line. Pulpit Hill Iron Age Hillfort is a well-preserved ancient monument tucked away in quiet woodland. For a quirky experience, visit West Wycombe with its unique architecture and follies. The River Chess Stepping Stones and Weir offer a delightful natural feature for a peaceful walk.

What is the best time of year to visit the Chilterns?

The Chilterns offer beauty throughout the year, but spring and autumn are particularly popular. In spring, the ancient woodlands, such as those at Ashridge Estate, are vibrant with bluebells. Autumn brings stunning yellow and orange foliage across the heavily wooded areas. Summer is ideal for long walks and enjoying the chalk streams, while winter offers crisp views and peaceful walks, though some paths might be muddy.

Can I find places to eat and drink near the attractions?

Yes, many villages and towns in the Chilterns have pubs, cafes, and restaurants. Old Amersham Town Centre is known for its independent shops, cafés, and restaurants. Chalfont St Giles also offers pubs, cafes, and restaurants, making it a great pit-stop. The The Royal Standard of England is a historic pub that provides a welcoming stop.

What do visitors enjoy most about the Chilterns?

Visitors frequently praise the Chilterns for their tranquil settings and natural beauty. Many appreciate the scenic walks around places like Shardeloes Lake, noting the opportunities for bird-watching and spotting local wildlife. The charm of historic villages like Old Amersham, with its delightful architecture and welcoming cafes, is also a highlight. The peaceful atmosphere and the chance to connect with nature are consistently mentioned as key attractions.

Are there any notable monuments or memorials in the Chilterns?

Yes, the Chilterns feature several significant monuments. At the summit of Coombe Hill, you'll find the Coombe Hill Monument, a memorial dedicated to men from Buckinghamshire who died in the Boer War. Another impressive structure is the Bridgewater Monument, a 108-foot tall monument at Ashridge Estate, which visitors can ascend for views of the surrounding countryside. St Mary’s Church and Garden of Remembrance in Amersham also provides a place for reflection.

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Didn’t find what you were looking for?

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

ColeshillLittle MissendenChalfont St PeterLittle ChalfontLatimer And Ley HillChalfont St GilesChesham BoisThe LeeCholesbury-Cum-St LeonardsGreat MissendenSeer GreenAshley GreenChartridgeAmershamPennCheshamChenies

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