January reveals a softer, more intimate side of East Berkshire. The Christmas bustle fades from riverside towns, woodland paths fall quiet, and the Thames flows gently past frosted meadows and historic streets. Windsor, Maidenhead, Cookham, Bray, and the surrounding villages take on a slower rhythm—perfect for travellers who value calm, space, and atmosphere.

This is the month for misty river walks, unhurried café mornings, and evenings spent in warm pubs or small theatres. East Berkshire remains rich in things to do, but without the queues, noise, and rush of peak season.

Here’s what’s on across East Berkshire in January 2026, and why this is the most peaceful way to experience the Thames Valley.

What’s On in East Berkshire – January 2026

Thames Riverside Winter Walks

Dates: Saturdays, 10–31 January 2026
Locations: Maidenhead to Cookham, Cookham to Marlow, Windsor Great Park riverside routes

Guided winter walks follow some of the most scenic stretches of the Thames, linking market towns, open countryside, and historic landmarks.

Why you should attend:
Winter strips the landscape back to its essentials. With fewer people on the paths, you notice more—birdlife along the river, distant church spires, and the quiet beauty of the water.

What’s unique about it:
East Berkshire’s riverside routes blend royal parkland, artist villages, and wide-open meadows in a single walk. Few regions offer such variety in such gentle terrain.

Windsor Winter Heritage Days

Dates: 14–18 January 2026
Location: Windsor Town Centre & surrounding heritage sites

A series of winter talks, guided town walks, and small exhibitions exploring Windsor’s royal, military, and architectural history.

Why you should attend:
Without summer crowds, Windsor feels personal. You can explore streets, landmarks, and viewpoints at your own pace.

What’s unique about it:
The town’s global fame contrasts beautifully with its winter stillness. Seeing Windsor in January feels like stepping behind the scenes of a world-famous destination.

Maidenhead & Cookham Artisan Markets

Dates:

• Maidenhead: Saturday 17 January 2026 – Maidenhead High Street

• Cookham: Sunday 25 January 2026 – Cookham Village Green

These winter markets focus on local food, handmade crafts, and small-batch producers.

Why you should attend:
They’re relaxed, friendly, and easy to browse. You can chat to makers, sample regional produce, and pick up thoughtful gifts.

What’s unique about it:
Set among riverside streets and historic villages, the markets feel woven into everyday life rather than staged for tourists.

Winter Evenings: Theatre, Talks & Live Music

Dates: Throughout January 2026
Locations: Norden Farm Centre (Maidenhead), Windsor Theatre Royal, community venues in Bray & Cookham

From small-scale drama and comedy to acoustic music and literary talks, January’s programme is rich and varied.

Why you should attend:
Winter evenings are made for culture. These venues are intimate, affordable, and welcoming.

What’s unique about it:
You can pair a performance with a riverside walk or dinner in a historic inn—culture and countryside in perfect balance.

Quiet-Season Heritage Visits

Dates: Daily throughout January 2026
Locations: Windsor Great Park, local museums in Maidenhead, riverside heritage trails in Cookham

Historic sites remain open and uncrowded, often offering winter trails or talks.

Why you should attend:
You’re free to explore without pressure. Conversations with guides are longer, and views are uninterrupted.

What’s unique about it:
East Berkshire’s heritage is part of everyday life—from royal parkland to artist villages—and in winter, it feels reflective rather than theatrical.

Why January Is the Best Time to Visit East Berkshire

• Peaceful riverside walks without crowds

• Better value on accommodation

• Calm towns and villages

• Atmospheric winter scenery

• A slower, more authentic pace

January in East Berkshire isn’t about sightseeing—it’s about experiencing place.

Stay with Pass the Keys

Whether you’re planning a riverside escape in Cookham, a cultural break in Windsor, or a relaxed stay in Maidenhead, Pass the Keys offers professionally managed holiday homes across East Berkshire. Each property combines the comfort of a private home with hotel-level reliability—ideal for winter breaks when warmth, ease, and quality matter most.

After a day of misty walks, heritage exploring, or live performances, return to a space that feels entirely your own. With Pass the Keys, January 2026 becomes more than a getaway—it becomes a true Thames Valley escape.