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StagWeb's Cheltenham destination specialist

Call me on 01225 474209

Hey! I'm your Cheltenham Specialist...

I'm Luke, StagWeb's Cheltenham Destination Specialist. Have a browse around or send me a quick enquiry now, or even call me on 01225 474209.

If you know what you want, you can build your weekend here & get a quote...

Get your weekend under starter's orders.

Win your own Cheltenham stag weekend gold cup by putting together a package to give
the groom a memorable send off. Find the best deals with StagWeb, the party experts.

Plan your Cheltenham stag do

What they said about StagWeb...

The whole process was a breeze from start to finish making a best mans job a lot easier!

Sam Russell - 31/10/2019

8 Best Cheltenham Stag Do Ideas

  1. Horse Racing - The sport of stag kings! Have a bet and live it up at the races.
  2. Paintballing - Give the stag a new Dulux inspired makeover.
  3. 4x4 - Take these macho man machines on an epic specialised off-road track.
  4. High Ropes Course - An obstacle course in the skies.
  5. Axe Throwing - Darts?! Pfffttt… this is darts, but for burly blokes!
  6. Survival Day Package - Channel your inner Bear Grylls as you and the boys try and survive.
  7. Clay Shooting - Badass guns shooting clay pigeons out of the sky? Now we’re talking.
  8. Quad Biking - High-powered man-machines on a specialised off-road circuit.
Cheltenham Activities
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Action Stations!

Gentleman prepare for action! From the Bubble Football to Rage Buggies and the riotous Somerset Challenge, Cheltenham has some of the maddest activities known to stag kind. Whatever your requirements we're happy to help create a tailor made Cheltenham stag party package to suit your requirements. Things are about to get messy!

Best bars in Cheltenham
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Best Bars in Cheltenham

Soho Bar - If you want to kick start your weekend with a few cocktails "Pinky fingers chaps!" then the Soho Bar is one of Cheltenham's hottest venues.

The Daffodil - A rather tasty bar and grill, The Daffodil supplies good food, good drinks, good times!

Montpellier - A wine bar? On a stag party? Yes, because it's a ruddy good one and well worth a visit for sophisticated stags about town.

Cheltenham event calendar
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Event Calendar

March - Cheltenham Festival. One of the largest horse racing festivals in the world.
May - Wychwood. Huge open air music gig that once hosted The Procalimers!!! Surely music doesn't get better than that?!?
July - Cotswolds Beer Festival. The finest brewers of the region get together to share a few jars.
September - Cheltenham Comedy Festival. Top UK stand-ups share the bill with new upcoming acts.

Wild men Brian Jones (The Rolling Stones) and Eddie 'The Eagle' Edwards are both from Cheltenham.

Cheltenham districts
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Where to Head...


Cheltenham have had the ruddy good manners to make sure everything you need for a great night out is all within walking distance with a nicely compact town centre packed with great bars, restaurants and clubs. Talk to our team about dinner reservations or guestlist nightclub entry to ensure a smooth running weekend with no need to do things such as queuing like 'normal' people. You are stags on a mission!

Must see...

The perfect cure for any stag party morning is a brisk stroll up Cleeve Hill. Get the troops together, grab some Lucazade and Barrocca and let clear their heads with a lung bursting climb. They'll thank you for it later. Or possibly send you downhill fast with a one man cheese rolling challenge.


Cheltenham FC is one of the oldest clubs in the country.
Cheltenham Racecourse is home to the world famous Gold Cup and over 10,000 bottles of bubbly are served during the festival.
Over £150 million pounds is risked by punters on the Festival each year.

A taste of Cheltenham
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A Taste of Cheltenham

Eats - 288 Bar & Wok is a great place to get properly fed up! Superb food and great staff, it's a sure fire winner with the lads and great place to make sure the chaps are suitably refreshed ready for a big night out.
Drinks - If you're looking to sample local flavours we can definitely recommend a drop or two from the Battledown Brewery. Passionate purveyors of pints they've been creating ruddy goods brews that have kept many a stag party well watered for a long time and they ust keep getting better.

The Cheltenham Racing Festival attracts 10,000 Irish punters each day.

Getting around Cheltenham
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On Ya Bike! Getting Around Cheltenham

Cheltenham is not cluttered with trams, punts, Boris bikes or other inconveniences. No, the good folk of 'Chelts' have the good grace to ensure the town centre is nicely compact making everything you need for big nights out within easy walking distance. Even if walking is a little more difficult by the latter stages of your evening.


Cheltenham might not have the bright lights, big city glamour of London but it's still produced a few notable "slebs" over the years including Eddie the Eagle!

Brian Jones - Rock legend with The Rolling Stones
Richard O'Brien - Writer/Actor/ Presenter The Rocky Horror Picture Show, Crystal Maze
Kate Thornton - TV Presenter
Arthur 'Bomber' Harris - WWII Bomber Command
Eddie 'The Eagle' Edwards - Olympic Ski Jumper

The Rolling Stones wildman Brian Jones came from Cheltenham.

Reasons to be cheerful - why choose a Cheltenham stag do?

Cheltenham truly is a refined aristocrat amongst our most popular destinations in the UK, boasting hundreds of regal connections, world class horse racing and the fourth highest concentration of millionaires per square mile in the whole of the country! There's plenty of action going on here, quality Gloucester rugby and the huge Gold Cup and as an old spa town, Cheltenham's fantastic architecture and spa waters rival even historic Bath! There's stunning countryside nearby which is perfect for outdoor activities as well as a great relaxed pace in the town and an abundance of great pubs and bars which will take you and the boys well into the night.

When to visit?

As a thriving tourist city, Cheltenham has a lot going for itself all year round and sustains a great nightlife at both the warmer and colder ends of the year. However, rugby fans may want to schedule their visit for early May to coincide with the Cheltenham Rugby Festival held in the Prince of Wales stadium, which draws visitors from all areas of the country or for music aficionados, late May sees the Cheltenham Jazz Festival come to town. November's Comedy Festival which has hosted both Frankie Boyle and Rhod Gilbert in the past is also well worth checking out.

Where to hang out in Cheltenham...

The town of Cheltenham is somewhat unique in that its leafy Montpellier Walk is pretty much free of chain and high street stores. Hit up the Promenade, Pittville Park or Imperial Gardens for a relaxing beer with the lads on a warm summer's afternoon or a balmy evening in Cheltenham. When night begins to fall, head over to The Rising Sun Hotel for excellent views over Cheltenham when the sun sets too. Get involved in one of the city's many festivals and then head out to some of Cheltenham's stylish bars, restaurants and clubs around Imperial Square Gardens before settling down for the night in a comfortable 3 or 4 star hotel or even your own swanky town-centre apartment!

The Cheltenham Flyer was the first train in the world to exceed 70mph!

On the money

Like any city which welcomes visitors, it's simply a case of avoiding pricey tourist traps which are designed to catch you out. Head down to the perimeters of Pittville Park if you're looking for some cheaper eats or cheeky post-pub snacks which are just the ticket for your stag do!

Action stations are go

Cheltenham stag dos are a bit special and because it's located slap bang in the middle of stunning countryside, it's a no brainer for groups who are keen to get out and about to try a huge range of wet, wild and muddy outdoor activities! We have top quality packages to choose from and we can guarantee that at least one of them will float your boat. 'Chipper Cheltenham' for example is a gentlemanly affair of hotel accommodation, 18 holes of golf, dinner and then bars and clubbing guest list style. Alternatively, 'Charming Cheltenham' really makes the most of this area's amazing range of activities. Try adrenaline-fuelled rage buggies, clay pigeon shooting as well as a meal and guest list clubbing. When you want a weekend with an edge, you're in the right place. Get ready for a Cheltenham stag weekend belter!

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FCO travel advice

Travelling abroad? Stay informed.

For information on staying safe and healthy while travelling abroad as well as local laws and latest government advice on destinations visit the FCO Travel Aware website.

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