Plan A Weekend Away In Cheltenham | United Kingdom

Updated June 10, 2026 by Claire No Comments

The Lansdown Crescent in the Cheltenham, the Regency terrace of the 1830s, the Cotswold stone, the ironwork, the 30 identical houses, the curve that follows the contour of the hill, and the view of the Severn Vale that stretches to the Wales, is the most beautiful terrace in the England. The Cheltenham is the Regency spa town: the 18th–19th centuries, the mineral water (the Pittville Pump Room, the 1830, the most beautiful spa building in the UK, and the water that tastes of the irony and the eggs, the “spa water,” the essential Cheltenham experience, the free, and the one sip is the enough), the architecture (the most complete Regency town in the UK, the Crescents, the Promenade, the Montpellier, and the most beautiful high street in the England), and the racecourse (the Cheltenham Festival, the March, the 4 days, the Gold Cup, the 250,000 people, the biggest event in the UK horse-racing calendar, and the Cheltenham is the busiest town in the England for the 4 days). Here is the plan for the weekend.

Plan a Weekend Away in Cheltenham

  • The Saturday, the Regency and the Cotswolds: The morning: the walk of the Montpellier (the Montpellier Walk, the Caryatids, the female statues holding the balconies, the 1840s, the most unusual high-street feature in the UK, the independent shops, the cafés, and the best coffee in the Cheltenham at the Scandinavian Coffee Pod, the £3 for the flat white, and the best coffee in the Cotswolds). The Pittville Park (the Pump Room, the lake, the boating, the £10 for the 30 minutes, and the best hour in the Cheltenham). The lunch: the Daffodil (the 1930s Art Deco cinema converted to the restaurant, the balcony, and the best lunch in the Cheltenham. ~£25 for the main). The afternoon: the drive into the Cotswolds (the Cheltenham is the gateway to the northern Cotswolds, the Broadway (the “Jewel of the Cotswolds,” the High Street, the tower, the Broadway Tower, the 65 metres, the Capability Brown folly on the second-highest point in the Cotswolds, the view of the 13 counties, and the best view in the England), the Snowshill (the manor house, the National Trust, the Charles Paget Wade collection, the 22,000 objects, the most eccentric collection in the UK. ~£14), and the Chipping Campden (the most beautiful High Street in the Cotswolds). The evening: the Cheltenham, the pub dinner at the Kemble Brewery Inn (the CAMRA, the local ales, the £12 for the main, and the best pub in the Cheltenham). More UK →
  • The Sunday, the racecourse and the relaxation: The morning: the Racecourse (the non-raceday, the walk around the course, the view of the Cleeve Hill, the Prestbury Park, and the essential Cheltenham experience even on the non-Festival weekend). The essential Cheltenham Festival: the March, the tickets are the £50–120, and the essential strategy: the book the 6–12 months in advance for the Gold Cup day (the Friday, the most important day). The alternative: the “Countryside Day” (the Friday of the November meeting, the quieter, the £30, and the better value). The afternoon: the Bath Road (the artisan quarter: the East India Café, the Shoreditch in the Cheltenham, the independent shops, the street food, and the best Sunday lunch in the town at the Deya Brewery taproom (the local beer, the pizza, and the best value Sunday in the Cheltenham. ~£15 for the pizza and the pint). The essential Cheltenham accommodation: the No. 131 (the Georgian terrace, the boutique, the best hotel in the Cheltenham. ~£150/night), the No. 38 The Park (the sister hotel, the Cotswold view, the more affordable. ~£100/night), and the essential strategy: the Cheltenham Festival week, the accommodation is the sold out a year in advance
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Have you sipped the spa water at the Pittville, walked the Montpellier Caryatids, or stood in the Broadway Tower with the 13 counties below? Share your Cheltenham discoveries in the comments! 🏛️


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