Discover London’s Shoulder Seasons: Private Day Tours and Hidden Escapes Beyond the City

Saint Paul's Cathedral with reflections in the water

When most people think of visiting London, they picture the bustle of summer crowds or the festive sparkle of Christmas markets. But the shoulder seasons—spring (March to May) and autumn (September to November when the NFL comes to London)—are arguably the best times to explore London and its beautiful surroundings.

Why? Because the weather is mild, the queues are shorter, and the English countryside is at its most picturesque. Even better, these seasons make day trips from London especially rewarding.

At Jolly Good Tours, we’ve put together our top recommendations for enjoying London and beyond during these golden months.

 

Why Visit London in the Shoulder Seasons?

Tower Bridge on an autumn day
Tower Bridge on an autumn day

•Milder Weather – Spring brings blossoms to the royal parks, while autumn dresses the streets in golden leaves. It’s ideal for walking tours without the summer heat.

•Fewer Crowds – Popular sites like the Tower of London and Windsor Castle are easier to enjoy without long waits.

•Better Value – Flights and accommodation are often cheaper outside peak season.

•Seasonal Charm – From Chelsea Flower Show in May to Bonfire Night in November, London buzzes with seasonal events.

 

 

London in Spring & Autumn: Highlights

Before heading out on day trips, you’ll want to savour London itself:

•Spring in London: Visit Kew Gardens in full bloom, wander through St James’s Park, and enjoy a stroll along the South Bank as outdoor dining returns.

•Autumn in London: Explore Richmond Park’s golden landscapes, attend the Lord Mayor’s Show in November, or sip mulled wine at Borough Market (or at the lesser known markets).

And when you’ve had your fill of the city, it’s time to explore further afield.

 

The Best Day Trips from London in Shoulder Seasons

 

 

1. Oxford – The City of Dreaming Spires

Sheldonian Theatre with students about to attend the matriculation ceremony.
Sheldonian Theatre with students about to attend the matriculation ceremony.

Just an hour from London, Oxford is at its loveliest in spring, when college gardens burst into colour. A private walking tour with a Blue Badge Guide reveals the history of its ancient halls, Harry Potter film locations, and hidden courtyards that most tourists miss.

Travel Tip: Shoulder season means fewer tourists, so you can take the opportunity to explore one of the colleges or the Bodleian Library without the usual crowds.

 

 

 

 

 

2. Windsor – A Royal Retreat

Windsor Castle with Changing of the Guard
Windsor Castle with Changing of the Guard

Windsor Castle is the world’s oldest and largest inhabited castle—and spring is the ideal time to visit. With the royal gardens in bloom and fewer crowds than summer, it’s a magical experience.

Insider’s Touch: Our guides bring to life the pageantry and tradition of the monarchy, adding context you won’t get from an audio guide.

3. Bath – Roman Baths & Georgian Splendour

Bath Roman Baths with Bath Abbey as the backdrop
Bath Roman Baths with Bath Abbey as the backdrop

Bath is a delight in every season, but in autumn the honey-coloured stone of its Georgian architecture glows in the soft sunlight. The Roman Baths, Bath Abbey, and the elegant Royal Crescent make it a UNESCO World Heritage gem.

Travel Tip: Pair Bath with a visit to Stonehenge on a bespoke private tour.

 

 

 

 

4. The Cotswolds – Quintessential English Countryside

A street in Burford with typical Cotswold stone houses
A street in Burford with typical Cotswold stone houses

Both spring and autumn are picture-perfect in the Cotswolds. In spring, you’ll see rolling green hills dotted with lambs. In autumn, ivy-covered cottages blaze with red and orange hues.

Why Private Tours Matter: Many villages are almost inaccessible without a car, but a guided private tour ensures you see the highlights—without the stress of driving narrow country lanes.

5. Canterbury & Kent – Cathedrals & Coastlines

South Foreland Lighthouse at Dover
South Foreland Lighthouse at Dover

 

Canterbury Cathedral is awe-inspiring year-round, but shoulder seasons make wandering its medieval streets more relaxed. Pair it with a seaside stop in Whitstable for oysters in autumn or a walk along the White Cliffs of Dover in spring.

 

 

 

 

 

Travel Tips for Shoulder Season Day Trips

•Dress in Layers: British weather can change quickly. Pack a light waterproof jacket.

•Book in Advance: Shoulder season still sees school groups, so secure entry tickets to castles and cathedrals, (opening hours are also subject to change).

•Travel Off-Peak: Transport and attractions are quieter mid-week.

•Go Private: With a private Blue Badge Guide, you maximise your time and avoid the hassle of navigating timetables.

Why Book with Jolly Good Tours?

Travelling in the shoulder seasons is all about slowing down and soaking in the experience. At Jolly Good Tours, we:

•Tailor private tours to your pace and interests

•Share stories and insights you won’t find in guidebooks

•Handle the logistics, so you can simply enjoy the journey

Whether you want a half-day walking tour of London’s hidden corners or a bespoke countryside adventure, our expert guides ensure your trip is unforgettable.

Ready to Plan Your Shoulder Season Adventure?

I often get asked, “When is the best time to visit England?” London in spring or autumn is magical, and the countryside beyond offers even more to discover. Make the most of your visit with a private tour that blends history, storytelling, and hidden gems.

👉 Contact Jolly Good Tours today to start planning your perfect shoulder-season trip.