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uppingham town rutland

Top places to live in Leicestershire & Rutland Uppingham

Voted by The Sunday Times as the best place to live in the Midlands this year, Uppingham has it all. Traditional houses at affordable prices, excellent schools, it's quietly attractive and has lots of community spirit.

WHY?

This charming market town is filled with old stone buildings, gorgeous greenery, period properties, a pretty high street and overwhelmingly friendly locals.

EAT

Make a beeline for local favourites Don Paddy’s – they serve everything from brunch through to cocktails. Scandimania is the place to go for coffee though and we absolutely love their vegan pistachio and rhubarb frangipane cake. Book dinner at the charming restaurant with rooms, The Lake Isle and you can feast on delicious seasonal produce.

SHOP

Art lovers should head to Goldmark Gallery where they can marvel at everything from screen prints by Warhol to etchings and lithographs from Picasso. Mooch around Made Gallery and pick up pretty pieces of jewellery and an eclectic mix of edgy art. Meanwhile, LolaWood has elegant and stylish furniture, home accents, lighting, mirrors and gifts. Pop into the beauty haven that is Organic Ritual Beauty on the High Street where you can be pampered into oblivion.

NEARBY ATTRACTIONS

If you’ve got the kids, explore Uppingham on a self-guided murder mystery-themed Treasure Trail. The local arts scene is small and mainly centred around Uppingham Theatre. Don’t overlook Eyebrook Reservoir that covers around 200 hectares – great for outdoorsy types.

AVERAGE HOUSE PRICE

The average price for a property in Uppingham is £317,928 and detached houses sell for around £381,322.

HOT PROPERTY

View house and gallery here

SCHOOLS

Uppingham School (co-ed, 13 to 18) is just off the market square. Founded in 1584, it’s a full boarding school that has a brilliant reputation.

BEST KEPT SECRET

The school’s alumni include Stephen Fry, Rick Stein and Johnny Vaughan. 

COMMUTE

It’s 97 miles to London and to drive it would take over two hours. Oakham station is a 15-minute drive, from there you can set a season ticket for just under £9,000 and it takes one hour 48 minutes by train.

View the full Top 200 Best Places to Live 

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Leicestershire & Rutland

Best Place to Live in Leicestershire & Rutland Reader Vote

We made our selection – now it’s time to have your say!

Cast your vote by entering your email address and ticking the town or village you think deserves to win for the chance to bag £1,000 to spend at John Lewis, courtesy of our partner Strutt & Parker.

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Rothley

A delightful des res village that has plenty to offer families.

Kibworth Beauchamp

If you want a quaint village life, Kibworth Beauchamp is a great bet.

Ashby de la Zouch

Looking to leave city life? Tucked away deep in the National Forest, this Midlands town has good schools, a busy high street and the charming remains of an old castle.

Market Harborough leicestershire

Market Harborough

Great shopping, beautiful buildings and a growing arts and culture scene, you'll be hard pushed to find a better place to live than this pretty market town plus, it's easy to head to the city when required.

uppingham town rutland

Uppingham

Voted by The Sunday Times as the best place to live in the Midlands this year, Uppingham has it all.

Oakham

As charming as the Cotswolds, but with a cheaper price tag, Oakham has fabulous shopping, great travel connections, charming buildings, beautiful country pubs and a well-heeled vibe.

clarendon-park-road-leicestershire

Clarendon Park

If you want to hang out with the cool kids, there's no better spot.

Exton

Small but perfectly formed and quite possibly the most beautiful village in Rutland.

Know another brilliant place to live in Leicestershire & Rutland?

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