December in East Berkshire is a season of festive charm, where historic towns, riverside villages, and scenic countryside come alive with holiday spirit. Twinkling Christmas lights, decorated streets, and seasonal markets create a warm and inviting atmosphere, while the scents of mulled wine, roasted chestnuts, and festive treats fill the air.

Visitors can explore traditional Christmas markets, attend candlelit carol concerts, enjoy family-friendly workshops, and take scenic winter walks through charming towns and countryside trails. From the bustling streets of Windsor to cosy village fairs in Ascot, Maidenhead, and Cookham, East Berkshire offers a perfect blend of festive activities for families, couples, and groups.

Whether you’re strolling along illuminated streets, enjoying seasonal theatre and performances, or discovering local markets and fairs, East Berkshire in December provides a memorable and magical holiday experience. For property owners, Pass the Keys ensures your home is fully managed, guest-ready, and optimised for peak festive bookings — helping you maximise income while visitors soak up the county’s seasonal charm.

1. Windsor Christmas Market & Winter Wonderland

Late November – 24 December 2025
Windsor’s Christmas Market is the highlight of East Berkshire’s festive season. Set near Windsor Castle and in the town centre, visitors can enjoy:

• Wooden chalets selling gifts, crafts, and local produce

• Seasonal foods, including mulled wine, roasted chestnuts, and mince pies

• Family-friendly activities and Santa’s grotto

• Street entertainment and festive music

Tip: Arrive early on weekends to avoid crowds and explore the market before it gets busy.

2. Carol Concerts at St George’s Chapel & Local Churches

Various dates in December 2025
East Berkshire hosts a number of candlelit carol services:

• St George’s Chapel, Windsor Castle – iconic Christmas services and carol concerts

• Local parish churches in Maidenhead, Ascot, and Slough also host festive carols

• Performances by local choirs and community groups

Candlelit concerts create a magical atmosphere perfect for families and couples.

3. Christmas Lights in Windsor, Ascot & Maidenhead

Early – Late December 2025
East Berkshire towns are beautifully illuminated in December:

• Windsor High Street lights up with festive decorations

• Ascot village hosts a small but charming local lights display

• Maidenhead features seasonal lighting along the High Street and riverside

Evening walks through these illuminated streets are perfect for a festive stroll.

4. Winter Walks in East Berkshire Countryside

East Berkshire offers scenic walks that capture the essence of the English winter:

• Windsor Great Park – wide open spaces, ancient trees, and river views

• Dorney Lake & surrounding trails – crisp winter paths and wildlife spotting

• Burnham Beeches – ancient woodland, perfect for peaceful walks

Pack warm layers, waterproof footwear, and consider stopping at a village pub afterwards.

5. Pantomimes & Theatre Shows

Local theatres host seasonal performances:

• The Theatre Royal, Windsor – family pantomimes and Christmas shows

• Windsor’s local arts venues – festive plays and concerts

• Braywick Leisure Centre – community pantomimes and family events

Ticketed performances often sell out quickly, so early booking is advised.

6. Local Village Christmas Markets & Fairs

Smaller towns and villages across East Berkshire host community festive events:

• Cookham Christmas Market – crafts, gifts, and seasonal food

• Ascot & Sunninghill Christmas Fair – local artisan stalls and entertainment

• Maidenhead Christmas Fayre – festive treats, music, and family-friendly activities

These markets are ideal for a quieter, more authentic festive experience.

Suggested 2-Day December Itinerary for East Berkshire

Day 1

• Morning: Explore Windsor Christmas Market and castle surroundings

• Afternoon: Winter walk in Windsor Great Park

• Evening: Candlelit carol concert at St George’s Chapel

Day 2

• Morning: Visit a local village Christmas fair (Cookham or Maidenhead)

• Afternoon: Explore Maidenhead Christmas lights and shops

• Evening: Family pantomime or theatre show in Windsor

FAQs: Visiting East Berkshire in December

Is December a good time to visit East Berkshire?

Yes — towns and villages are beautifully decorated, markets are lively, and the countryside offers scenic winter walks.

Do I need tickets for concerts or pantomimes?

Yes — especially for St George’s Chapel services and local theatre performances. Book in advance to secure a spot.

Is it busy in December?

Windsor and other town centres are busiest on weekends and evenings. Weekdays are quieter and ideal for a relaxed visit.

Are there family-friendly activities?

Absolutely — Christmas markets, carol concerts, winter walks, and pantomimes cater to families.

What should I pack?

Layered warm clothing, waterproof footwear, gloves, and a scarf for outdoor activities and evening events.

Conclusion: Celebrate December in East Berkshire With Pass the Keys

East Berkshire offers a festive mix of historic towns, scenic countryside, and family-friendly events. From Windsor’s iconic Christmas market and St George’s Chapel carol concerts to local village fairs and scenic winter walks, the region provides a memorable December escape.

Property owners in East Berkshire can benefit from Pass the Keys, who provide fully managed short-let services. Their team handles everything from bookings and guest communications to cleaning, maintenance, and seasonal listing optimisation — ensuring your property is guest-ready and maximising income during the busy festive season.