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Cheltenham Area Guide

Cheltenham really does have it all.  It is a town of beautiful Regency architecture, lovely municipal gardens and parks, some of the top schools in the country.

With its backdrop of the Cotswold Hills and Regency buildings, Cheltenham is a beautiful place to live, work and play.

Cheltenham fact file

  • The town is home to National Racing at Prestbury Park.
  • Cheltenham has the oldest annual cricket festivals and other festivals including the literary festival, jazz festival, science festival.
  • Cheltenham has been described as “the most complete Regency town” due to the large number of Regency style buildings many of them listed Grade II and Grade II*.
  • By 1850 Cheltenham was the largest town in Gloucestershire with 35,000 inhabitants.
  • The town has 2 theatres including the wonderful Everyman Theatre which opened in 1891.
  • It also houses the 1930’s Lido swum in by no less than Tarzan or rather by the actor who played him, Johnny Weismuller.

A little bit of history

Cheltenham came to attention after King George III came to the town for 5 weeks in 1788 to take the spa waters as a cure.  The town became extremely fashionable from then on especially in the Regency period from 1811 to 1820 when King George III was deemed unfit to rule and his son George IV was created Regent.

Architecture and Property

The building boom continued into George IV’s reign with fortunes being made and lost with some of the most notable examples of the latter being the grand development of Pittville by Joseph Pitt and John Forbes including the Grade I Listed Pittville Pump Rooms, imposing houses and the pleasure gardens and boating lake. 

Green Space

Cheltenham has a council that supports and looks after its trees and we have some very beautiful trees in the town centre including some lovely Cedars.  There are plenty of green spaces in the town including Pittville Park, Sandford Park, Imperial Gardens, Montpellier Gardens, Clarence Square and Wellington Square. Leckhampton Hill and Cleeve Hill are both on the doorstep with acres of green land to walk and the famous Devil’s Chimney to look at on Leckhampton Hill – a stack of rock believed to have been created by the quarry workers.

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Explore Cheltenham at a glance!

Cheltenham is home to huge number of wonderful local resturants.

  • Le Champignon Sauvage
    Michelin starred

Cheltenham has a fantastic range of shops, cafes and restaurants and many independent shops.

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There are good sporting amenities including gyms and swimming pools, a croquet club, tennis and hockey club.

  • Everyman Theatre
    Opened in 1981

Cheltenham is very lucky in that its state schools are generally very good and it benefits from many prestigious private schools.

  • Pate’s Grammar School
    Secondary School
  • The Cheltenham Ladies’ College
    Independent School
  • Cheltenham Spa
    Into London and other Cities
  • Royal Well Bus and Coach Station
    in town centre
  • Birmingham Airport
    57 miles from centre
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Cheltenham park Cheltenham racecourse

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Visit us 105, Promenade, Cheltenham, Gloucestershire,
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What does our local Hamptons community think

Buying through Hamptons was a good experience. Time was pressing and all the staff made helpful efforts to ensure that the purchase went through as quickly as possible. Questions for the vendors were also handled smoothly and promptly. All of the staff put themselves out to provide a good service.

G T March 2024

We have just moved into our new home and had a great experience with Hamptons. A special thank you to Harriet for finding the place and going above and beyond for us. Hamptons made the process hassle-free and kept us updated the whole way along.

Sophie Oakes March 2024

I run a decorating and maintenance company in Cheltenham and we are one of the main contractors for Hamptons Lettings Agents. Dawn is the senior team manager who I work very closely with. She is always very professional, punctual and responsive. All which is really important to ensure jobs are completed smoothly and efficiently. I highly recommend Dawn and Hamptons as a whole. Tarrant Lace Founder & Owner OUT BRUSHED OUT SERVICED

Taz Lace November 2023

Discover a local Cheltenham business

Learn more about some of our favourite local and most trusted local businesses we've partnered with to help you with your property needs.

Photo of the exterior of a modern white detached house with wood accents, big windows on balck frames and solar panels.
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Extend Architecture provides individual or complete architectural services for small projects (a new garage or small domestic extension) up to projects of £1m in value. The practice can design new-build properties or sensitive conversions/extensions to existing properties, in either a traditional or contemporary style, according to the client’s wishes.

  • Concept design
  • Planning applications
  • Contract administration
Facade of luxurious detatched house decorated with brown brick and wood panneling accesnts.
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Coombes:everitt architects is an award winning practice based in the Cotswolds that was born out of a desire to create beautiful spaces that enhance the way we live, work and play.

  • Design services
  • Construction services
  • Specialist advice
Patio landscaped professionally with exterior furniture green accents and surrounded by plants
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Eighteen years of experience crafting beautiful bespoke gardens. Their mission is to blend the beauty of nature with modern aesthetics, crafting outdoor spaces that embody both timeless elegance and contemporary flair.

  • Family run
  • 12 month warranty
  • Aftercare packages
Exterior of the Dean Close Schools Cheltenham building
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Established in 1886, Dean Close is a Christian School offering an outstanding, all-through education for day and boarding pupils ages 2-18, set within a beautiful location on the outskirts of Cheltenham, all on one 50-acre site.

  • Founding christian ethos
  • Sporting excellence and busy theatre life
  • International quartet in residence

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