Whats on in Windsor - September 2025

Looking for something in the local area?

Look no further!

As the leaves turn golden and the air takes on that familiar autumn crispness, September brings with it a season of gathering, reflection, and community. From cosy cafés and carriage rides through Windsor Great Park to music, history, and festivals that celebrate culture and connection, there’s something for everyone to enjoy this month. Whether you’re seeking relaxation, inspiration or simply good company, these events offer the perfect way to embrace the spirit of autumn together.

1. Pubs 'n' Pastries - Dementia Cafe

Date: 2 September 2025 11:00am - 12:30pm

Location: Fox & Castle, Old Windsor

This group offers a relaxed and welcoming space to enjoy a cuppa, some pastries and good conversation. While the group is dementia friendly, it is very much for everyone – whether you’re living with dementia, supporting a loved one, or simply looking to connect with others in the community, you’ll be warmly welcomed.

No booking required, just show up!

2. Ascot Carriage Rides - Windsor Great Park

Date: 6 September 2025

Scenic horse-drawn carriage tours through Windsor Great Park. A gentle, restorative experience perfect for mindful relaxation and connection with nature.

Tickets: £90 for 4 people - Book your Carriage experience here!

3. Guided Tours at Windsor Guildhall

Date: 10 September 2025

Discover Windor's history, including where King Charles III and Queen Camilla were married. A beautiful cultural outing blending heritage with inclusive exploration.

Adult Tickets: £5 - Book your tickets here

4. Windsor Autumn Festival

Dates: 12–30 September 2025

Celebrate music, literature, talks, storytelling, and cookery across Windsor’s most magical venues. A cultural core for inspiration, inclusivity, and community arts.

Prices range depending on activity - See whats on here

5. History Weekends – “Royalists & Rebels”

Dates: 13 September 2025
Location: Windsor Castle

A family-friendly living history event-engaging, immersive and educational, great for connection and shared generational experience.

Entry is Free with General Admission to Windsor Castle - Book your tickets here

6. The Big Green Picnic

Date: 15 September 2025 12pm-2pm

Location: Bisham Abbey

Join us for a relaxing afternoon filled with good food, great company and a shared commitment to raising awareness and support for those living with dementia.

This is a charity event, raising money for Dementia Adventure.

Contact 01628 200068 to register your attendance.

7. Music Night at the Hind's Head

Date: 16 September 2025

Location: Hind's Head

Relaxing live music evenings over a pint, perfect for social connection and community engagement in a friendly setting.

No need to book, just show up!

8. Social Seniors - Weekly

Date: 17 September 2025, 2pm-4pm

Location: St Marks Crescent Methodist Church

Whether you're looking to meet new friends, learn something new, or just unwind in a friendly atmosphere, our group has something for everyone.

Cost: £5 per session to cover coffee, tea & cake cost

9. Carers Cafe - Monthly

Date: 17 September 2025, 2pm-4pm

Location: St Marks Crescent Methodist Church

Are you an unpaid carer supporting a loved one? Whether you're caring for a parent, partner, child, friend or neighbour. 

Free Entry, no need to book, just show up

10. Eton Action Fair

Date: 20 September 2025 11am-4pm

Location: Eton College

A charity fundraising event organized by Eton Action, featuring various activities to support local and global causes.

For more information about this event please visit here

As September unfolds, these events remind us that autumn is more than just shorter days and falling leaves — it’s a season of connection, creativity, and community spirit. Whether you join a friendly café, explore local history, enjoy live music, or simply share time with loved ones, there are plenty of opportunities to make meaningful memories this month. Here’s to embracing the richness of autumn together.