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Where to stay for Cheltenham Races

Posted: Wed, 13th Sep 2023
Cheltenham Festival

As the seasons turn and the sun sinks lower, the ever-popular Jump Race season approaches. Read on for our pick of where to stay for the Cheltenham races, some of the most popular meets on the calendar.

The Jump race season opens with The Showcase, which takes place over the last weekend in October, a time of mellow sunsets and vivid autumn colours. It’s a fabulous time to visit the Cotswolds, so why not combine a visit to the Cheltenham races with a countryside escape?

Where to Stay

Amber Cottage – Sleeps 4

Reverse living stable conversion just five miles from Cheltenham and 7.5 miles from the racecourse.

Paddock Cottage  – Sleeps 2

A stylish cottage in Winchcombe, just 20 minutes from Cheltenham

The Thatch House – Sleeps 8

Spacious thatched cottage with a pub in walking distance. The racecourse is only a 10-minute drive.

The November Meeting is always popular, the atmosphere is incredible and it’s a great opportunity to pick up some equestrian-inspired Christmas gifts in the shopping village.

Where to Stay

Jasmine Cottage  – Sleeps 6

Honey-coloured Cotswold stone cottage with easy access to Cheltenham and the Cotswolds.

Orchard Cottage  – Sleeps 6

Contemporary detached cottage with a large garden and a great pub within walking distance. Cheltenham Racecourse is a 15-minute drive.

The Old Chapel  – Sleeps 6

Beautifully restored chapel with an excellent pub within walking distance. Cheltenham is 8 miles.

December heralds The Christmas Meeting, the festive season is in full swing and it’s a weekend of top-quality racing. This highlight of the racing calendar is the perfect excuse to spend a winter weekend in the beautiful Cotswolds. Or enjoy the festive delights of Regency Cheltenham Spa, showing off its festive glitz and glamour under the twinkle of the Christmas lights.

Where to Stay

Granary at Hunt Court – Sleeps 4

Lovely holiday home on a 25-acre farm just 4.5 miles from Cheltenham. There is a pub within walking distance and even stables if you want to bring your horse!

Lady Jane Grey – Sleeps 5

Charming cottage on the Sudeley Castle estate with plenty of pubs and eating spots within walking distance. It’s a 20-minute drive to the racecourse.

Mercia House – Sleeps 8

Fabulous mid-16th century house in the centre of medieval Winchcombe. You can be at the racecourse in 20 minutes.

The New Year’s Day Meet is a local’s favourite. Perennially popular, this is the day to wrap up warm and head to the Cheltenham Races to blow away the cobwebs and excesses of the festive season.

Where to stay

Chestnut Cottage – Sleeps 4

Stylish cottage in peaceful countryside just a short distance from Winchcombe. Cheltenham Racecourse is 20 minutes away.

Hillview Hideaway – Sleeps 2

Superbly designed one-bedroom holiday home with a hot tub and a pub on the doorstep. 10 minutes from Cheltenham Racecourse.

 Otley House – Sleeps 8

Elegant Cheltenham townhouse perfect for family celebrations. The racecourse is 2 miles away.

At the end of January, the Festival Trials Day is the pre-cursor to the ‘Festival’ and for those with a keen eye, it’s a great opportunity to see who might be heading for greatness come March. January is also a lovely time to sneak in a winter break before the February half-term holiday.

Where to Stay

Outbak Shepherds Hut – Sleeps 2

A cosy winter hideaway with a wood-fired hot tub. Cheltenham Racecourse is 25 minutes away.

The Hayloft – Sleeps 6

Luxury period renovation in a peaceful setting close to Winchcombe. Around a 20-minute drive to the racecourse.

Castle Gatehouse – Sleeps 4

Historic gatehouse that heralds the entrance to the beautiful Sudeley Castle Estate. Plenty of dining options within walking distance and Cheltenham Racecourse is 25 minutes away.

March is Festival™ time. Those in the know book 12 months or more in advance, but if you’re happy to stay a little further afield, there are still some lovely places to choose from.

Where to Stay

Cotswold Way Cottage – Sleeps 4

Period stone cottage in Stroud, home to the iconic farmers’ market and 16 miles from Cheltenham Racecourse.

Rose Cottage  – Sleeps 5

Pretty thatched cottage with an award-winning pub just steps away. A 35-minute drive or taxi ride to Cheltenham Racecourse.

Landers  – Sleeps 10

Fabulous 17th-century home with original features and open fires. Pub within walking distance, just 6 miles south of Cheltenham

Read more: Best pubs in Broadway in the Cotswolds

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