Cheltenham Festival 2017 | Lookbook

As I’m sure you all have realised I’m a big racing fan and when the Cheltenham Festival rolls around each year I don’t like to miss it. For anyone that is interested in National Hunt Racing I would highly recommend going. It’s an expensive week but definitely worth it. You see the best of the best National Hunt Horses taking each other on and the style, of course, is great! This year I was delighted to team up with the very talented Irish milliner Alison Roe. Alison provided me with some gorgeous headpieces for the week and I don’t think my photos do them justice. I have put together a Lookbook with links to my outfits (where I haven’t been able to find direct links I have found similar pieces) and also a guide on how to book accommodation for Cheltenham etc.

Day 1 – Champions Day

Here I’m pictured with one of my best friends Anna on Day 1. Another great thing about the Cheltenham Festival is catching up with friends! I purchased this orange coat from Littlewoods’ V by Very Collection, which has now been reduced in price and it’s also reversible – 2 coats for the price of 1 (the other side is a camel colour). Day 1’s big race is the Champion Hurdle and it is one of my favourite days (not going to lie I like them all!). The atmosphere is at it’s best as everyone is excited for the festival to kick off.

My outfit: (Orange Coat/ Black Handbag/ Headpiece)
Anna’s Outfit: (Khaki Coat/ Trilby/ Fur Collar)

Day 2 – Ladies Day

For the first two days the weather was extremely warm which is very rare for Cheltenham so for Day 2 I opted for my lightest outfit. Wednesday is also Ladies Day so I decided on this grey and black look paired with an Alison Roe black satin and crinoline headpiece. My fur collar is from My Shining Armour which I’m hoping will be coming back in to stock next Autumn/Winter.

(Grey Jacket/ Black Pencil Skirt/ Headpiece/ Fur Collar)

Day 3 – St. Patrick’s Day

It started to get a bit colder on Day 3 which I was ok with considering I had packed for typical Cheltenham weather – freezing! I went with a military style outfit, with a dark grey Lucy Nagle cashmere polo neck layered underneath for some warmth. Cheltenham call day 3 St. Patrick’s Day (even though it fell on a Friday this year) so I of course had to add a hint of green!

(Military Style Coat/ Navy Boots/ Headpiece/ Louis Vuitton Speedy 25/ Polo Neck/ Green Skirt)

Day 4 – Cheltenham Gold Cup Day

The final day and also Gold Cup Day. I saved my favourite outfit until last. The minute I saw this Alison Roe headpiece online I feel in love. I opted for an all black outfit so the hat could do the talking. It’s extremely well made and was a dream to wear. Sizing John won the Gold Cup for Jessica Harrington and the Irish beat the English in terms of winners. A great Cheltenham was had by all, especially the Irish!

(Headpiece, Ankle Boots, Cape, Leather Pencil Skirt, Chanel Classic)

Cheltenham Tips & Tricks!

  • Try your best to get good tickets. Due to the volumes of people and high demand you need certain passes to get to different areas.
  • Book your accommodation well in advance – I’m talking now for 2018! We booked ours through Liz Coe owner of Cheltenham Racing Accommodation the first year we went and we’ve been staying there every year since. Liz is excellent at tailoring the accommodation to your needs and budget.
  • Try to get accommodation near the track as the traffic can be quite bad in the mornings.
  • Either book your flights well in advance or leave it until the very last minute otherwise they are extremely expensive. Peak flying times are Monday morning & evening, Tuesday morning and Friday night/Saturday morning.
  • If you get a chance to go to the racecourse early in the morning to see the horses exercise before racing definitely go. It’s a lovely experience.
  • If you are interested in fashion check out the Shopping Village – shout out to the lovely ladies I met from Catherine Hooker‘s shop on the Thursday!


*All the headpieces featured in this post are available to hire from Alison Roe Millinery. Alison charges between €30-€40 for hire and also has pieces you can buy.


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