The Chilterns Area of Outstanding Natural Beauty (AONB) is famous for its rolling chalk hills, charming market towns, and historic landmarks. As August arrives, the region bursts into life with an exciting mix of events that showcase its rich heritage, artistic vibrancy, and natural beauty. Whether you’re a nature lover, a culture enthusiast, a family planning a getaway, or someone seeking new skills, the Chilterns’ August calendar has plenty to offer.

Read on for a detailed guide to the best events and experiences you won’t want to miss this summer.

Explore the Great Outdoors: Guided Walks, Hikes & Cycling Events

1. Chiltern Hills Monumental Hike – 18km Challenge

• Date: Saturday, 2 August 2025
• Location: Start at Monks Risborough
• Details: Join the “Variety is the Spice” Meetup group for a scenic 18km hike across the heart of the Chiltern Hills. This walk combines natural beauty with visits to historic monuments, such as ancient hill forts and churches. As you navigate peaceful woods and rolling meadows, expect engaging conversation and the chance to meet fellow walkers who appreciate heritage and nature alike. Don’t forget your water bottle and camera for photo ops.
• Why Attend: A perfect way to immerse yourself in the Chilterns’ landscape and history, while getting healthy exercise. The walk is suitable for experienced walkers but offers options for breaks at traditional pubs along the route.

2. Chiltern Hills 17km Summer Hike (Ages 20–40)

• Date: Saturday, 9 August 2025
• Location: Monks Risborough, Bucks
• Details: Tailored for younger adults looking to combine fitness and socialising, this 17km group hike follows classic Chilterns trails. Organised by Waypoint Crew, the event includes a welcome meet-up, planned pit stops at local pubs, and the option to extend the day with a post-walk meal or drinks.
• Why Attend: Enjoy fresh air, stunning views, and camaraderie in a friendly, active environment. Ideal for visitors or locals eager to make new friends with shared interests.

3. Family Fun Day: Discover the Chilterns by Bike

• Date: Sunday, 17 August 2025
• Location: Wendover Woods Visitor Centre
• Details: Join a guided cycling event through family-friendly routes designed for all abilities. The day includes bike safety workshops, nature spotting, and a picnic in the woods. Equipment rental is available on site, and children aged 6+ are encouraged to participate.
• Why Attend: A perfect active family day out that blends exercise, education, and outdoor adventure amidst the stunning Wendover landscape.

Arts, Culture & Community Festivals

4. Together Festival – Music & Arts in High Wycombe

• Dates: Friday, 1 – Sunday, 3 August 2025
• Location: The Rye, High Wycombe
• Details: This lively festival celebrates the Chilterns’ community spirit with live music spanning genres from indie and folk to jazz and world music. Alongside performances, visitors can enjoy artisan food stalls, craft markets, and workshops for adults and children. Evening fire pits and family zones create an inclusive atmosphere throughout the weekend.
• Why Attend: Experience the vibrant cultural heartbeat of High Wycombe while enjoying the beautiful open-air setting of The Rye park. Tickets are affordable, with family packages available.

5. Chiltern Antiques & Vintage Fair

• Dates: Friday, 22 – Sunday, 24 August 2025
• Location: Amersham Town Hall
• Details: This popular fair brings together expert dealers offering antiques ranging from fine porcelain and jewellery to vintage furniture and collectables. Visitors can browse a diverse array of stalls and seek expert advice or restoration tips. Live demonstrations and appraisal sessions add value for collectors and enthusiasts.
• Why Attend: Whether you’re hunting for unique home décor, a special gift, or simply love history and craftsmanship, this fair provides a fascinating, immersive experience.

6. Chiltern Open Studios & Art Trail

• Dates: Saturday, 23 – Sunday, 24 August 2025
• Location: Various Chiltern villages including Marlow, Chesham, and Wendover
• Details: Meet local artists and makers in their studios and workshops. This annual event showcases paintings, ceramics, textiles, photography, and sculpture. Many artists offer live demonstrations and allow visitors to purchase directly.
• Why Attend: Gain insight into creative processes, support local talent, and pick up one-of-a-kind art pieces. Ideal for art lovers and families wanting a leisurely, inspiring weekend outing.

Family-Friendly Events & Educational Workshops

7. HGSS Summer School – Kids’ Enrichment Program

• Dates: Tuesday, 27 – Thursday, 29 August 2025
• Location: Holmer Green Senior School
• Details: A creative and educational summer camp offering workshops in drama, music, science, and crafts. Children aged 5–14 can attend for one or more days, with activities tailored to various age groups. Snacks and lunch are provided.
• Why Attend: Keep kids engaged and entertained during the school holidays with a blend of fun and learning. Parents can enjoy the Chilterns’ scenic spots knowing their children are in capable hands.

8. Wendover Family Nature Trail & Bug Hunt

• Date: Sunday, 10 August 2025
• Location: Wendover Woods
• Details: Guided by knowledgeable volunteers from the Chilterns Conservation Board, families can explore a nature trail filled with bug-hunting, birdwatching, and plant identification.
• Why Attend: An interactive, hands-on way to teach children about biodiversity and conservation while enjoying the fresh air. Suitable for ages 4 and up.

Workshops & Unique Experiences

9. Chilterns Woodworking & Craft Workshops

• Dates: Throughout August (various days)
• Location: Indigo Valley Studio, near Amersham
• Details: Learn woodworking, furniture restoration, or basket weaving from expert craftsmen. Classes range from one-day taster sessions to multi-day intensive courses.
• Why Attend: Perfect for those seeking a creative outlet or to develop new skills in a peaceful rural setting. Materials are supplied, and beginners are welcome.

10. Mindfulness & Yoga Retreat Day

• Date: Sunday, 31 August 2025
• Location: Chiltern Hills Yoga Studio, near Princes Risborough
• Details: A full day dedicated to relaxation and mindfulness, including guided meditation, gentle yoga, and breathing exercises. Healthy vegetarian meals and teas are provided.
• Why Attend: Rejuvenate your mind and body in the calm of the Chilterns before September’s busy pace begins. Suitable for all experience levels.

Travel Tips & Practical Information

• Getting Around: Chiltern Railways provide excellent train services connecting London Marylebone to High Wycombe, Amersham, and Princes Risborough.
• Local Markets: Don’t miss the weekly farmers’ markets in towns such as Chesham and Marlow for local produce, crafts, and treats.
• Accommodation: The Chilterns offer a variety of charming B&Bs, boutique hotels, and self-catering cottages. Booking early is recommended for August.

Conclusion: Make the Most of August in the Chilterns

August in the Chilterns offers a delightful mix of outdoor adventure, cultural richness, family fun, and creative inspiration. Whether you’re hiking a historic trail, exploring antique fairs, enjoying live music festivals, or learning a new craft, this corner of England provides a memorable summer experience.

If you’re a property owner in the Chilterns looking to benefit from increased visitor interest this August, Pass the Keys offers expert short-let management services to maximise your rental income while minimising hassle. Alternatively, visitors can find comfortable, well-managed holiday lets through Pass the Keys to enjoy all these events with ease.