As the leaves turn golden and a crisp chill fills the air, the Cotswolds transforms into a magical destination. Whether you’re visiting for business, a family getaway, or simply to soak up the countryside charm, there’s no shortage of fantastic events this autumn and winter. Here’s our round-up of the best happenings near Cheltenham, Gloucester, Stroud, and Painswick—perfectly located for guests at Cotswold Serviced Homes!

🎃 October: Autumn Adventures & Spooky Fun

Over Farm Pumpkin Picking & Halloween Events

(Throughout October, Over Farm, Gloucester)

Get into the autumn spirit with a visit to Over Farm! Pick your own pumpkins straight from the patch, explore spooky Halloween trails, and enjoy family-friendly activities, tasty treats, and plenty of photo opportunities.

Autumn Colour Walks at Westonbirt Arboretum

(October–November, Tetbury)

Wander through a world-famous collection of trees as the leaves put on a spectacular show of reds, golds, and oranges. Perfect for nature lovers and photographers.

Halloween at Sudeley Castle

(26th–31st October, Winchcombe)

Enjoy spooky trails, pumpkin carving, and ghostly goings-on in the stunning grounds of Sudeley Castle, a fun day out for families and history lovers alike.

❄️ November: Cosy Markets, Fireworks & Village Life

Stroud Goodwill Evening & Christmas Lights Switch-On

(Late November, Stroud)

Kick off the festive season with late-night shopping, street food, live music, and a magical lights switch-on in Stroud’s vibrant town centre.

Bonfire Night at Gloucester Park (5th November, Gloucester)

Wrap up warm and enjoy spectacular fireworks, funfair rides, and tasty treats.

Painswick Apple Day (Early November, Painswick)

Celebrate the Cotswold apple harvest with tastings, cider pressing, and traditional games in the heart of “The Queen of the Cotswolds.”

Cotswold Farm Park Winter Weekends (November–December, near Guiting Power)

Meet rare breeds, feed the animals, and enjoy festive crafts and local produce at this much-loved family attraction.

🎄 December: Festive Cheer & Christmas Magic

Cheltenham Christmas Market (Mid-November to 21st December, Cheltenham Promenade)

Discover unique gifts, artisan food, and mulled wine at the traditional Christmas market.

Painswick Christmas Tree Festival (Early December, St Mary’s Church, Painswick)

Wander among beautifully decorated trees, each one telling a story from the local community.

Carols by Candlelight at Gloucester Cathedral (Mid-December, Gloucester)

Experience the magic of Christmas with a candlelit carol service in the awe-inspiring setting of Gloucester Cathedral.

Bibury Christmas Market & Lights (December, Bibury)

Visit one of England’s prettiest villages for a festive market, twinkling lights, and a true taste of Cotswold tradition.

Victorian Christmas at Gloucester Docks (Early December, Gloucester)

Step back in time with costumed traders, vintage stalls, and festive entertainment beside the historic docks.

⛷️ January & February: Winter Warmers & Cosy Escapes

Cotswold Winter Walks

Embrace frosty mornings and beautiful countryside views with a guided walk or a self-led ramble—many routes start right from our doorstep!

Cheltenham Racecourse New Year’s Day Races (1st January, Cheltenham)

Kick off the new year with a thrilling day at the races—a local tradition for visitors and residents alike.

Snowdrops at Painswick Rococo Garden (Late January–February, Painswick)

See carpets of delicate snowdrops in one of the region’s most enchanting gardens—a peaceful and magical winter highlight.

Our homes are perfectly placed for you to make the most of the Cotswolds’ autumn and winter magic. After a day of exploring, return to a warm, comfy space—some of our properties even have hot tubs for the ultimate winter treat!

Ready to book your next stay?

Check availability and secure your perfect home-from-home at [cshomes.uk](https://cshomes.uk), or get in touch for recommendations tailored to your trip.

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