The Portland Guesthouse, 51 Portland Street, Cheltenham, GL52 2NX. Telephone: 01242 906 600

A quick guide to Cheltenham Festival…

Mothers Day – Sunday 10th March 2024 

From Tuesday 14th March – Friday 17th March, Cheltenham Race course will be home to the infamous Cheltenham Roar! Over 250,000 people will enjoy four days of extraordinary racing.  The best horses, jockeys, trainers and owners will battle it out to win prestigious titles and make history at the Home of Jump Racing.

To book your tickets to the Races, please visit the Jockey Club Website

As we are now just weeks away from welcoming hundreds of thousands of people to our Regency Spa town, we’ve put together a short guide to share our recommendations with you all.

Bars, Restaurants and Cafes

If you have booked your stay at The Portland Guest House, breakfast is included. To find out what is on our breakfast menu, please click here.

Whilst there are plenty of choice at Cheltenham Race Course, we know many of our Guests will head into Cheltenham to grab a coffee for the walk to the Race course or to enjoy the town once racing has finished, so we’ve listed some of our favourite local businesses below:

Once Upon a Tea Room - The Enchanted Window

Just around the corner from The Portland Guest House, is the beautiful Once Upon a Tea Room, serving warming hot drinks for your walk to the Race Course. 

To find out more, click here

Revival Bar and Grill

Conveniently located right in the heart of Cheltenham town centre, is Revival Bar and Grill. With Breakfast, Lunch and Dinner menus, fresh cocktails and a selection of beer, wine and spirits!

To find out more, click here

Smokey Joes

A short walk from The Guest House (on the way into Cheltenham Brewery Quarter / High street) lives Smokey Joes. A family run business, providing fabulous food, drinks and live music!

To find out more, click here

Imperial House

Searching for the perfect Cocktails? Imperial House’s hand crafted cocktail menu and stunning interior makes this bespoke, enchanted bar the place to be.

To find out more, click here

The Brown Jug

A traditional pub situated along the Bath Road. Serving tasty meals and bar snacks along side a variety of Ales, Cider and Wine. 

To find out more, click here


If you’re searching for a little luxury, look no further than Lumiere. 

To find out more, click here


A lively Italian Restaurant serving authentic Italian foods 

To find out more, click here

The Coconut Tree

Enjoy Sri Lanka cuisine, at The Curry Corner. Delicious menus, tasty drinks and a relaxed atmosphere – perfect after a long day at the Festival. 

To find out more, click here

Home and Botanic

Searching for the after party? Home and Botanic has dedicated its 5 rooms (The Cocktail Bar, The Club Room, The Ultimate Disco, Their Piano Bar and Bier Haus) to just that!

To find out more, click here


We know you’re not visiting Cheltenham for the shops, but we also know Cheltenham is home to some lovely local businesses which really are worth a visit! Maybe you’re in need of comfy shoes, another belt or a hat to wear to the Races. You’ll find it in our Town Centre. 

The Prom

Lined  with cafes, shops and bars blending in with the beautiful historic façade.

To find out more, click here

Montpellier Courtyard

A haven of independent boutique shops, stores and eateries

To find out more, click here

Regents Arcade

A small shopping centre, filled with shops and eateries. 

To find out more, click here