Admiring the architecture in Regency Cheltenham
Let us take you on a journey to admire the architecture in Regency Cheltenham, starting from the home of jump racing, Cheltenham Racecourse, through Pittville Park and the town centre, past the stylish shops of Montpellier and finally finishing our journey at the prestigious Cheltenham College on Bath Road, Leckhampton.
Images by Elliott Kowalkowski
Cheltenham Racecourse
Home to Jump Racing at its current Prestbury Park site since 1831, Cheltenham Racecourse blends heritage with modern design. The site has evolved significantly over time, most notably with the £45 million redevelopment of the Princess Royal Stand, completed in 2015. Today’s grandstands feature sweeping, contemporary lines and extensive glazing, designed to maximise views of both the track and the spectacular views from the foothills of Cleeve Hill - offering a striking contrast to the town’s Regency core while continuing its legacy as a place for social gathering.
Pittville Pump Room in Pittville Park
Completed in 1830, Pittville Pump Room is the largest and most ornate of Cheltenham’s spa buildings and is Grade I listed, marking it as a building of exceptional national importance. Its grand Ionic colonnade, symmetrical façade and elevated position were designed to impress visitors arriving to take the waters. The nearby small lake/duck pond and elegant bridge reflect the Regency passion for combining architecture with landscaped surroundings, creating carefully framed views across Pittville Park.
Cheltenham Town Centre & The Brewery Quarter
Images feature the Quadrangle, home to Cheltenham's only rooftop bar & restaurant; The Brewery Quarter and the Grade II listed Municipal Offices.
Much of Cheltenham’s town centre was developed during its Regency boom between c.1780 and 1840, resulting in the harmonious terraces seen today. Look for classic features including tall sash windows, decorative iron balconies and pale stucco façades along the Promenade and surrounding streets.
The Brewery Quarter, on the site of a former 19th-century brewery, has been thoughtfully redeveloped in recent years, introducing contemporary architecture that complements the historic urban layout while adding a modern, social hub to the town.
Images feature the Queens Hotel & Cheltenham Town Hall
Montpellier Cheltenham
Images feature Montpellier Arcade, one of the UK's first purpose-built shopping arcades and stylish homes in Montpellier
Developed in the early 19th century, with much of its architecture dating from the 1820s and 1830s, Montpellier represents Regency Cheltenham at its most refined. The area is known for its elegant proportions, curved terraces and intricate decorative details. Now home to numerous art galleries, stylish restaurants, cafes, bars & independent boutiques, sure to catch your eye with stunning Greek inspired porticos and columns. You may even spot the famous Caryatids loosely based on classical models from the Acropolis in Athens and are a form of decoration used extensively in 19th century France.
Top image features The Ivy Montpellier Brasserie
To discover more art in Montpellier visit Montpellier art galleries trail map and our guide to the district of Montpellier Cheltenham.
Cheltenham College
Cheltenham College is a prestigious private school founded in 1841 and renowned for its beauty and alluring architecture that has stood proud and tall as a symbol of Cheltenham for almost 200 years, providing exceptional education and outstanding results in academic studies, sports and the arts.
The main college buildings were constructed between 1843 and 1847, featuring pointed arches, detailed stonework and a strong sense of symmetry and scale. Built from local Cotswold stone, the school reflects both the town’s expansion beyond its Regency roots and the Victorian emphasis on tradition, education and permanence.
Take a walk through Cheltenham’s architectural history
From the elegance of Regency terraces to the grandeur of Victorian institutions and contemporary design, Cheltenham’s streets tell the story of a town shaped by style, ambition and innovation. Exploring on foot is one of the best ways to appreciate the detail - look up, take your time, and discover the craftsmanship that defines this remarkable spa town.
Discover more about architecture in Cheltenham with this fascinating public art trail and Regency self-guided tour.
