Days Out in Cheltenham

A Taste of Tuscany

Our final 'A Taste of Italy' event of 2026!Join us on Wednesday 28th October at 7pm for an unforgettable evening celebrating the flavours of Tuscany in our beau…

Belgrave House Settebello, Cheltenham

Last chance · 2 days left

Cotswold Horse Fun Rides

Our Cotswold Horse Fun Rides start and finish at the Cotswold Farm Park, covering approximately 10 miles of varied terrain across our farm estate with 50 jumps…

Cotswold Farm Park, Cheltenham

Last chance · 5 days left

Spooky Specials

Take the Steam Train to a Haunted StationDare to join us for a spine-tingling steam train adventure this Halloween as the GWSR proudly presents its inaugural 20…

Gloucestershire Warwickshire Steam Railway, Cheltenham

Last chance · 5 days left

Guided Cotswolds Dog Walks - Routes, Meeting Point, Ticketing and What to Bring for Owners

Join us on the first Sunday of the month at 8.30 am for a 1-hour guided walk with your furry friend in the Cotswold countryside.

Cotswold Farm Park, Cheltenham

Dunkertons Firework Night

Dunkertons Fireworks - low noise, suitable for children, no loud bangs!We're excited to welcome you for an unforgettable evening under the stars.Enjoy a 12-minu…

Dunkertons, Cheltenham

Steam, Sparks & Spectacle

Beat the Cheltenham traffic and join us for a special evening train from Broadway, calling at Toddington, and Cheltenham Race Course, before enjoying a spectacu…

Toddington Station, Cheltenham

Steam, Sparks & Spectacle

Beat the Cheltenham traffic and join us for a special evening train from Broadway, calling at Toddington, and Cheltenham Race Course, before enjoying a spectacu…

Cheltenham Racecourse Station, Cheltenham

Spectacle of Light

Enjoy the nighttime beauty of Sudeley Castle and Gardens and discover the amazing new illuminated trail around the glorious grounds.

Sudeley Castle, Cheltenham

The Autumn Reset with The Country Club

This November, The Country Club are heading back to Elkstone for a one-day pop-up designed to give you a proper switch off, without needing to disappear away fo…

Elkstone Studios, Cheltenham

Steam, Sparks & Spectacle

Beat the Cheltenham traffic and join us for a special evening train from Broadway, calling at Toddington, and Cheltenham Race Course, before enjoying a spectacu…

Gloucestershire Warwickshire Steam Railway, Cheltenham

The Cheltenham Fryer

Join us for an evening of Fish & Chips as you travel through the Cotswold Countryside.During your journey you will be served freshly prepared Fish and Chips at…

Toddington Station, Cheltenham

Christmas Artisan Night Market

Join Watch This Space Collective for a special Christmas Artisan Night Market at Pittville Pump Room, in partnership with The Cheltenham Trust.Discover a carefu…

Pittville Pump Room, Cheltenham

New

Christmas Artisan Market

The iconic Pittville Pump Room will host two festive artisan markets this Christmas, with a cosy evening market on Friday 27 November and a family-friendly dayt…

Pittville Pump Room, Cheltenham

New

Monday Dating Club (Ages 30-49)

If you're aged 30-49 single and tired of endless swiping, Monday Dating Club is your chance to put the apps down and meet people face-to-face.A new way to do da…

Dunkertons, Cheltenham

New

Speed Dating Cheltenham

Original Dating is excited to bring our speed dating nights to Cheltenham, a relaxed, sociable way to meet new people, make genuine connections, and enjoy a gre…

Turtle Bay, Cheltenham

Christmas Fayre

Come and get into the festive spirit at our wonderful Christmas Fayre!- Browse lots of fabulous goodies and unique gifts - Warm up with a delicious glass of mul…

Talking Heads, Cheltenham

Christmas Craft Market

Join us for our annual Christmas artisan Craft Market this December, with a thoughtfully curated event offering of gorgeous, handcrafted artisan products.

Dunkertons, Cheltenham

Sainte Market x Elkstone Studios Festive Market

For the second year, Sainte Market are bringing their festive outdoor market to Elkstone Studios!Join us in exploring a beautiful curated mix of handmade treasu…

Elkstone Studios, Cheltenham

Deya Christmas Artisan Market

Join Watch This Space Collective at DEYA Brewery on Sunday 13 December, 12-5pm, for an afternoon of festive shopping and independent creativity.

DEYA Brewing Company, Cheltenham

New

Festive Steam Specials

Step aboard our beautifully restored vintage steam train and soak up the magic of a bygone era, wrapped in festive warmth and nostalgia.

Toddington Station, Cheltenham

Festive Steam Specials

Blow away the Christmas cobwebs on board our festive Steam Specials!Step aboard our beautifully restored vintage steam train and soak up the magic of a bygone e…

Gloucestershire Warwickshire Steam Railway, Cheltenham

Festive Steam Specials

Step aboard our beautifully restored vintage steam train and soak up the magic of a bygone era, wrapped in festive warmth and nostalgia.

Cheltenham Racecourse Station, Cheltenham