Top Things to Do in Henley-on-Thames This Winter 2025

A 4 minute Read by Suzy Hobbs

Why Henley-on-Thames is the Perfect Winter Getaway

When the days grow shorter and the riverside sparkles with twinkling lights, Henley-on-Thames becomes a picture perfect winter escape. Whether you’re visiting for a festive day trip, a romantic weekend, or simply a cosy break, this riverside gem offers everything you need, from luxury stays and fine dining to magical river cruises and community cheer.

Here’s why Henley should be top of your list this winter.

Stay in Style at The Relais Henley

For those looking to make a weekend of it, the elegant Relais Henley offers boutique comfort right by the river. This beautifully restored hotel combines heritage charm with modern luxury, making it the perfect base for your winter getaway. Wake up to peaceful river views, enjoy breakfast overlooking the Thames, and step straight out into the heart of Henley’s historic town centre.

Dine Riverside at The Bistro by Shaun Dickens

Nothing warms a winter’s day quite like exceptional food. Nestled at Hobbs Boatyard, The Bistro by Shaun Dickens offers refined yet relaxed dining right on the water. Enjoy comforting, seasonal dishes crafted from local produce while taking in those serene river views. Whether it’s a delicious brunch after a walk or a leisurely lunch or a candlelit dinner, this is one of Henley’s most celebrated spots for a winter treat.

Experience the Magic of the River with Hobbs of Henley

At Hobbs of Henley, the river doesn’t rest for winter, it shines.

Join us aboard one of our festively decorated boats for a truly unique Christmas experience:

  • Santa Cruises – Meet Santa and his elves as you sail along the Thames, complete with Christmas treats, magic, and sparkle.

  • Christmas Party Nights – Celebrate in style aboard the elegant The New Orleans with dinner, drinks, and dancing on the river.

Our cruises are a highlight of the Henley festive season and sell out fast so be sure to book early!

See a Show at The Kenton Theatre

Add a little culture to your stay with a visit to the Kenton Theatre, one of the UK’s oldest working theatres. This winter, the Kenton will host festive performances, family pantomimes, and live music, the perfect way to spend a cosy evening in town while supporting one of Henley’s most loved local venues.

Eat, Drink and Be Merry in Henley’s Cosy Pubs

Henley’s pub scene comes alive in winter. From riverside views to roaring fires, you’ll find no shortage of welcoming spots for hearty meals and local ales.
A few favourites:

  • The Little Angel – A stylish yet traditional pub just steps from the bridge, perfect for Sunday roasts and seasonal specials.

  • The Angel on the Bridge – A Henley landmark with unbeatable river views.

  • The Three Tuns – A cosy pub with great food and friendly service.

Raise a glass to local hospitality and warm winter evenings!

Explore Henley’s Christmas Market & Festive Events

This winter, Henley-on-Thames transforms into a magical festive destination.

The season begins with the Henley Christmas Festival a highlight of the town’s calendar, complete with live music, a lantern parade, Santa’s grotto, and the official Christmas tree lighting ceremony which this year will be switched on by Jerry Hall. It’s a wonderful family event that captures the true spirit of the season.

From 4th to 14th December, the Market Place will be home to 10 charming wooden huts, each filled with locally made gifts, crafts, and festive food. You can find everything from handmade decorations to artisanal treats while soaking up the town’s twinkling atmosphere.

And on Friday 5th December, don’t miss Shop Under the Stars, Henley’s new late-night shopping event. With live music, extended shop hours, and plenty of mulled wine, it’s the perfect way to tick off your Christmas list while supporting local businesses.

Take a Riverside Winter Walk

Even in the colder months, the River Thames offers timeless beauty. Wrap up warm and stroll along the towpath towards Marsh Lock or Remenham, where you’ll find peace, wildlife, and stunning views. Finish your walk with a hot chocolate at Viv’s Cafe or a winter cocktail at The Hart Street Tavern.

Plan Your Perfect Henley Winter Escape

Whether you’re dining riverside, cruising under the stars, or enjoying a glass of mulled wine by the fire, Henley-on-Thames is brimming with warmth and charm this winter.
Book your stay, plan your festive outings, and join us at Hobbs of Henley to make this season truly unforgettable.

Discover our Christmas Cruises and Winter Experiences 


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SERVICES

River Thames
Boat Hire

Hobbs of Henley boat Aquavir cruising along the river thames, driven by a skipper with 4 passengers on board. The sky is cloudy, and there are houses pictured in the background that are right on the river.

Self-Drive or Skippered Hire

Nestled at the heart of the stunning riverside town of Henley-on-Thames.

HOLIDAY BOAT RENTAL

Treat yourself to a holiday aboard one of our elegant vessels…

A wedding celebration aboard The New Orleans boat. Passengers are enjoying the outside of the boat, while cruising along the river thames with a number of boats also on the river in the background. The trees are green and the sky is blue with clouds dotted around.

CELEBRATIONS

Celebrate your special day in style aboard the largest and most luxurious fleet on the Thames.

The Waterman boat has just departed the Hobbs of Henley boatyard. It is full of passengers enjoying one of the daily river trips. You can see Henley on Thames in the background, the trees are green and there are blue skies.

DAILY RIVER TRIPS & EVENTS

Whether it’s one of our regular sightseeing trips, a fun themed cruise, or a seasonal event, Hobbs of Henley has the perfect trip for you.

The Hibernia cruising along the river thames, with the Henley Royal Regatta busy crouds alongside the river and in the stands watching the rowing races.

GROUP TRIPS

Enjoy a private group trip on Britain’s royal river…

Inside one of the Hobbs of Henley passenger boats, set up for a corporate event. The table is laid for 20 people with bottled water and pens at the ready. There is a TV and whiteboards set up at the back of the boat.

CORPORATE

Looking for a unique setting for your corporate event? Look no further than our stylish and comfortable riverboats!