Cheltenham Holidays

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Things to do in and around Cheltenham

Cheltenham offers a delightful mix of outdoor adventures and cultural experiences, making it perfect for a scenic getaway. Enjoy leisurely strolls through its charming streets, explore the vibrant shopping centres, and partake in the renowned Cheltenham festivals. Additionally, you can unwind at the Everyman Theatre or opt for a unique stay in one of the camping pods, all while indulging in the local golf scene and various attractions.

Shopping

For shopping in Cheltenham, visit Gloucester Quays, an 12.9km away shopping centre offering a vibrant mix of shops and entertainment. If you're up for a drive, explore the Highgrove Shop in Tetbury, located 30.6km away, for unique gifts and souvenirs.

Recreation

At the Everyman Theatre, immerse yourself in captivating performances that blend romance and culture, creating a unique entertainment experience. For outdoor enthusiasts, Cleeve Hill Golf Club offers stunning views and invigorating rounds of golf, perfect for relaxation and recreation amidst nature's beauty.

Adventure

Experience the thrill of Prescott Speed Hill Climb, where motor racing enthusiasts can watch exciting events in a vibrant atmosphere. For a family-friendly adventure, navigate the twists and turns of the Dragonfly Maze, and if you're keen on skiing, the Gloucester Ski and Snowboard Centre offers exhilarating slopes 12.9km away.

Nightlife

Cheltenham's nightlife offers vibrant pubs like The Swan, perfect for a lively evening, and the chic 131 Lounge for cocktails. For live music, check out The Frog and Fiddle, while The Alchemist provides a unique dining experience with creative cocktails to round off your night.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in Cheltenham

Cheltenham, renowned for its picturesque scenery and outdoor adventures, boasts a variety of attractions including historic houses, charming churches, and urban parks. This delightful town caters to culture enthusiasts, families, and those seeking outdoor experiences. A visit during the Cheltenham Festival adds an extra layer of excitement to your stay, making it an ideal destination for travellers looking to immerse themselves in local heritage and vibrant community events.

  • Sudeley Castle: Nestled in the picturesque Cotswolds, Sudeley Castle boasts stunning gardens and rich history, offering a romantic atmosphere. Explore its beautifully restored interiors and discover tales of royalty, including its association with Queen Katherine Parr, the last wife of Henry VIII. The surrounding grounds are perfect for leisurely strolls amidst scenic views.
  • Pitville Pump Room: This magnificent Regency building serves as a hub for events and conferences, exuding elegance and sophistication. Originally built as a spa, it features stunning architecture and beautiful gardens, making it an ideal venue for social gatherings while offering a glimpse into Cheltenham’s rich spa history.
  • Cheltenham Art Gallery and Museum: A cultural gem, this gallery houses an impressive collection of art and historical artefacts. Visitors can immerse themselves in exhibitions showcasing both local and international artists, providing a vibrant insight into the region's artistic heritage.

Best time to go to Cheltenham

The best time to visit Cheltenham can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Cheltenham falls in July, when visitor numbers are average and weather is mostly cloudy with light rain. The coolest average temperature in Cheltenham falls in January, visitor numbers are average and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January39.4°F (4.1°C)Light RainMostly CloudyAverageSlightly Low
February40.5°F (4.7°C)Light RainMostly CloudyModerately HighSlightly Low
March43.2°F (6.2°C)Light RainMostly CloudyModerately HighAverage
April47.1°F (8.4°C)No RainMostly CloudyModerately HighAverage
May52.7°F (11.5°C)Light RainMostly CloudyModerately LowAverage
June58.3°F (14.6°C)Light RainMostly CloudyAverageSlightly High
July61.9°F (16.6°C)Light RainMostly CloudyAverageSlightly High
August61.2°F (16.2°C)Light RainMostly CloudyAverageAverage
September57.4°F (14.1°C)Light RainMostly CloudyAverageSlightly High
October52.0°F (11.1°C)Light RainMostly CloudyModerately LowAverage
November45.3°F (7.4°C)Light RainMostly CloudyAverageAverage
December41.5°F (5.3°C)Light RainMostly CloudyModerately LowSlightly Low

Tips to save on your trip to Cheltenham

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling to Cheltenham during the low season (December to February) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Top hotels in Cheltenham

Cheltenham Chase Hotel & Spa

Cheltenham Chase Hotel & Spa

4 out of 5
Shurdington Road Cheltenham England
Fully refundableReserve now, pay when you stay
The price is S$114 per night from 1 Mar to 2 Mar
S$114
1 Mar - 2 Mar
includes taxes & fees
8.2/10 Very Good! (1,006 reviews)
Very clean room Breakfast ok but fried eggs were hard because they were kept warm for too long and not refreshed Poached eggs - cooked to order - yolks were hard Nice coffee machine

Reviewed on 22 Jan, 2026

Cheltenham Chase Hotel & Spa
Leonardo Hotel Cheltenham

Leonardo Hotel Cheltenham

4 out of 5
Gloucester Road Cheltenham England
Fully refundableReserve now, pay when you stay
The price is S$127 per night from 15 Feb to 16 Feb
S$127
15 Feb - 16 Feb
includes taxes & fees
8.2/10 Very Good! (1,005 reviews)
Room was very clean. Bed was comfy. Shower was decent. Food was delicious. I marked it as good because even though I had checked in online the day before it still took nearly 10 minutes to check in and get my key at the desk. That was quite long when it had been a long day on the road. It was lovely ...

Reviewed on 28 Jan, 2026

Leonardo Hotel Cheltenham
Queens Hotel Cheltenham

Queens Hotel Cheltenham

4 out of 5
The Promenade Cheltenham England
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (1,000 reviews)
Great location hotel smart and clean staff excellent

Reviewed on 25 Jan, 2026

Queens Hotel Cheltenham
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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What to do in Cheltenham

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