Skip to content
The Falcon Hotel

Rutland on the ridge

Uppingham

A compact hilltop market town of honey-coloured stone, long-established inns and independent shops.

Best for
Market-town food, history and independent shopping
Give it
A Friday morning
Don't miss
The market tradition dating from the 1281 charter

Photo: Bob Harvey · CC BY-SA 2.0 · cropped

The Fox verdict

A compact Rutland town with a long market memory

Uppingham gathers honey-coloured buildings, landmark inns, independent retail and a medieval church around its historic centre.

Come for the Friday market tradition, the fourteenth-century church and a choice of distinctive inns and dining rooms. The town is small enough to shop on foot, while its high-ridge setting gives the centre a strong sense of place.

Where to go

Places in Uppingham

Every place below is checked against a published source, listed with what it is and how long to give it.

Local signatures

3 places
02 Coaching Inn

The Crown Inn

A former coaching inn on High Street East serving food in its bar and restaurant, with real ales and live music at weekends and bank holidays.

Visit length
Editorial estimate: Allow around 60 minutes
Locality
High Street
03 Bar & Kitchen

Don Paddy's

A family-run Market Place bar and kitchen serving brunch, lunch and dinner from changing menus that draw on local produce.

Visit length
Editorial estimate: Allow around 60 minutes
Locality
Uppingham

Food & drink

1 place
The Falcon Hotel
04 Coaching Inn

The Falcon Hotel

A sixteenth-century Market Place hotel with Fern restaurant, a Lounge and Tap Bar, and a garden terrace.

Visit length
Editorial estimate: Allow around 60 minutes
Locality
Historic Market Place

History & heritage

2 places
05 Charter Market

Uppingham Friday Market

A Friday market continuing the town's charter tradition of 1281, alongside independent retail and annual market-town events.

Visit length
Editorial estimate: Allow around 60 minutes
Locality
Uppingham
06 Medieval Church

Church of St Peter and St Paul

A Grade II* parish church with a fourteenth-century core, enlarged and heavily restored in 1861, with a tower and spire beside Market Place.

Visit length
Editorial estimate: Allow around 45 minutes
Locality
South side of the historic Market Place

Three ways to explore Uppingham

Signature outings

01 · Follow the charter

Friday Market Tradition

Browse stalls offering produce, fish, bread, flowers and handmade goods in Market Place.

02 · Read the stonework

Norman Figures in the Church

Look for four small Norman figures representing Christ, a saint and two angels, placed by the south door and the north chapel's east window.

The Falcon Hotel
03 · Settle by the square

The Falcon's Coaching-Inn Story

At Fern, the hotel's restaurant, menus change with the seasons and draw on produce from local growers.

The town story

Market Place, Inns and Ironstone in Uppingham

Around Market Place, a Friday market, historic inns and a medieval church sit within a short walk of independent shops.

Market Place Inns

The Vaults stands at 4 Market Place in a Grade II listed seventeenth-century building, enlarged westwards in the eighteenth century. It is a drinks-only pub serving real ales, with outdoor seating facing the square and a downstairs bar where dogs are welcome. The Vaults also has guest rooms for an overnight stay.

Market Place brings several places to eat and drink together. The Falcon Hotel occupies a sixteenth-century building on the square, with Fern restaurant and a garden terrace. Along High Street East, the Crown Inn is a former coaching house serving food in its bar and restaurant, with live music at weekends and bank holidays. Don Paddy's, back on Market Place, is a family-run bar and kitchen with changing menus built around local produce.

Independent Shops and Stone

Uppingham is compact enough to explore on foot. Nelsons sells meat and pies from the High Street, while Baines Bakery makes bread, cakes and sandwiches on the premises. The Rutland Bookshop at 13 High Street West has sold second-hand and antiquarian books since 1979, and Topset designs and makes jewellery in the town. The Friday market fills Market Place, carrying on a market tradition recorded in the 1281 charter. A November Fatstock Show and a June Feast Day add to the town's calendar.

Uppingham stands on a ridge, and its early name, Uppingas, refers to people of the hill. The Market Place anchors the compact centre, where local ironstone gives many buildings their colour. St Peter and St Paul stands beside the square: a fourteenth-century church enlarged and heavily restored in 1861 by Henry Parsons of London. Its tower and spire remain a landmark above the surrounding roofs.

The School's Long Shadow

Uppingham School began in 1584, founded by Archdeacon Robert Johnson. Its original schoolroom survives near the churchyard and is Grade I listed. Edward Thring, headmaster from 1853 to 1887, shaped much of the school's Victorian expansion. Fairfield, its first sixth-form girls' house, opened in 1975.

Routes Beyond the Ridge

Oakham station is about six miles north on the Birmingham–Peterborough line, and the A47's bypass runs along the town's northern edge, with buses to Oakham, Corby, Leicester and Stamford. Rutland Water lies six miles north for sailing, cycling and ospreys in season. To the south-west, Eyebrook Reservoir was where Guy Gibson's 617 Squadron made their final low-level practice runs before the May 1943 raid on the Ruhr dams.

Friday Morning Verdict

The Sunday Times chose Uppingham as its Midlands Best Places to Live winner in 2022. For a visitor, the Friday stalls and compact streets offer an introduction to the town.

Stay around Rutland

Make a longer stay of it

Travel Fox holiday homes around Rutland, linked directly to their property pages.

See every Rutland stay →

For homeowners

Own a holiday home near Uppingham?

We manage holiday lets across the UK from 12% commission, charged after cleaning costs, with no lock-in. A co-founder visits before you decide.
How our holiday let management works →

A guide with a point of view

Written from research. Edited for real journeys.

Use the Official site links for live practical details, then use this guide for context, ideas and room to explore.

Photography credits & licences

Third-party photographs are credited to their named creators and reused under the linked Creative Commons licence or public-domain dedication. Travel Fox stores an optimised local copy; the file-specific changes and any browser-applied display crop are disclosed below. Reused photographs link both to the Wikimedia Commons source record and to the declared source image; Travel Fox's own photographs carry no such record and are marked as ours. These image licences do not cover Travel Fox text, branding or page design.

  • File:The Falcon Hotel (geograph 5940397).jpg — photograph by Bob Harvey; Bob Harvey. Source record on Wikimedia Commons. Declared source image. Licence: CC BY-SA 2.0. File changes: Downloaded from Wikimedia Commons, resized to a maximum 1920px edge and encoded as an optimised JPEG. Display changes: Displayed with responsive CSS cropping.

Sources

Every place on this page is checked against a published source. Each entry links the record we used and names who publishes it.

Travel Fox route

Your Uppingham route

Route map

Follow stops 1 onwards

The map shows your stop order. Use the live route below for road, path and traffic details.

Live route

Google Maps directions

Your stop order

    Uppingham Town Guide · Travel Fox