Cheltenham Holidays from £111

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Your Cheltenham Holiday

Say goodbye to the worries of planning and hello to a Cheltenham holiday package. With everything organised before you go, you can focus on discovering the best of this city, starting with Montpellier, which is good for bars and pubs, dining and cafes. Make your trip to Cheltenham even more fun and exciting by going sightseeing. Cheltenham Racecourse, Sudeley Castle and Cheltenham Town Hall are some of the top attractions worth exploring. Whoever you're heading away with and whatever your bank balance, your dream Cheltenham holiday is just clicks away with Expedia.

Top Cheltenham Flight + Hotel Deals

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City Centre Coventry Hotel By Belvilla

Things to do in and around Cheltenham

Cheltenham, known for its stunning scenery and outdoor adventures, offers a range of activities for visitors. Enjoy leisurely strolls through picturesque parks, explore vibrant shopping centres, and indulge in the local festivals that celebrate the town's rich culture. For a unique experience, consider staying in camping pods or catching a performance at the Everyman Theatre. Golf enthusiasts will also find excellent courses to enjoy, making Cheltenham a delightful destination for all.

Shopping

For a delightful shopping experience in Cheltenham, visit Old Mill for unique finds. If you're up for a drive, Gloucester Quays, 12.9km away, offers a vibrant shopping atmosphere. Alternatively, explore Market House, located 27.4km from Cheltenham, for more eclectic treasures.

Recreation

Experience the cultural charm of the Roses Theatre, offering a romantic atmosphere with a variety of entertaining performances. For outdoor enthusiasts, Cirencester Golf Club provides a scenic golfing experience amidst beautiful landscapes, while Kingsholm Stadium offers thrilling sports events to enjoy.

Adventure

Experience the thrill of motor racing at Prescott Speed Hill Climb, where you can feel the adrenaline rush. Navigate through the whimsical Dragonfly Maze with family, or sharpen your skills at Prescott Shooting School for a unique and challenging adventure. Cheltenham offers excitement for all.

Nightlife

Cheltenham's nightlife offers a vibrant mix of pubs and bars. For a cocktail experience, visit The Bottle of Sauce, known for its relaxed atmosphere. If you're after live music, The Frog & Fiddle hosts local bands, making it a perfect spot for a lively evening out.

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

Find the best attractions in Cheltenham

Cheltenham, located in the heart of England, is an ideal destination for outdoor enthusiasts and culture seekers alike. Visitors can explore its historic houses, charming churches, and expansive urban parks. The town is particularly famed for the Cheltenham Festival, which attracts a diverse crowd. With a blend of family-friendly activities and scenic adventures, Cheltenham offers a delightful experience for all types of travellers.

  • Sudeley Castle: Experience the enchanting Sudeley Castle, steeped in romance and rich cultural history. Explore its stunning gardens and fascinating exhibitions that showcase the castle's royal connections, making it a captivating visit for history enthusiasts and romantics alike.
  • Cheltenham Town Hall: Discover the modern elegance of Cheltenham Town Hall, a hub of civic activity. This impressive building hosts various events and concerts, offering a unique insight into the local community and its vibrant arts scene.
  • Cotswold Countryside Collection: Immerse yourself in the local culture at the Cotswold Countryside Collection. This museum showcases the region's heritage through delightful exhibits, providing an engaging experience for those interested in the Cotswolds' history and lifestyle.

Best time to go to Cheltenham

The best time to visit Cheltenham is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are average and weather is mostly cloudy with light rain. January is its coolest month on average. At this time, 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 HighAverage
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 LowSlightly High
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 CloudyAverageAverage
October52.0°F (11.1°C)Light RainMostly CloudyModerately LowSlightly Low
November45.3°F (7.4°C)Light RainMostly CloudyAverageSlightly Low
December41.5°F (5.3°C)Light RainMostly CloudyModerately LowAverage

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 (January and October to November) 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.

Cheltenham Essential Information

Language
English
Currency
British pounds sterling
Population
116,400
Max Temp Winter
7ºC
Max Temp Summer
21ºC
Top Sights
Sudeley Castle, Gloucester Cathedral and Everyman Theatre

Top hotels in Cheltenham

Cheltenham Chase Hotel & Spa

Cheltenham Chase Hotel & Spa

4 out of 5
Shurdington Road Cheltenham England
The price is £85 per night from 14 Jun to 15 Jun
£85
14 Jun - 15 Jun
includes taxes & fees
8.2/10 Very Good! (1,003 reviews)
"The hotel is excellent other than the restaurant. We stay here regularly on the way to Devon. We tried the restaurant on the way and it wasn't good. Tried again on the way back with 10%discount and had to send the meal back. Next time we stay in July we will dine at the premier inn/beafeater 10mins ..."

Reviewed on 31 May 2026

Cheltenham Chase Hotel & Spa
Queens Hotel Cheltenham

Queens Hotel Cheltenham

4 out of 5
The Promenade Cheltenham England
Fully refundableReserve now, pay when you stay
The price is £110 per night from 14 Jun to 15 Jun
£110
14 Jun - 15 Jun
includes taxes & fees
9/10 Wonderful! (1,003 reviews)
"All good. No further comments."

Reviewed on 29 May 2026

Queens Hotel Cheltenham
Malmaison Cheltenham

Malmaison Cheltenham

4 out of 5
Bayshill Road Cheltenham England
Fully refundableReserve now, pay when you stay
The price is £115 per night from 21 Jun to 22 Jun
£115
21 Jun - 22 Jun
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
"Very good location. Onsite free car park."

Reviewed on 31 May 2026

Malmaison 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.

The Advantages of Cheltenham Weekend Breaks

Discover a different side of the British Isles with a weekend break in Cheltenham. Take short breaks away from home and enjoy some quality time in a beautiful place. You’ll come back feeling refreshed and inspired. You can have an action-packed Cheltenham weekend break or get some peace with a relaxing holiday. Whatever experience you’re looking for, find it with our deals on hotels in Cheltenham.

Cheap Weekend Breaks to Cheltenham

There are lots of ways to take cheap weekend breaks to Cheltenham. Expedia offers deals on car hires and hotel rooms and covers trips for all kinds of travellers. The best way to save is with our holiday packages in Cheltenham. First, choose your car hire and hotel reservation. Then we’ll bundle them together into one discounted price. Solo explorers, couples, families, and groups of friends can discover budget solutions for their weekend breaks. Once you arrive, enjoy some of the fun things to do, many of which are free or cheap to experience  

Cheltenham Romantic Weekend Breaks

Couples love taking romantic weekend breaks in Cheltenham. Whisking your lover away for a romantic Cheltenham weekend break is the perfect opportunity to make new memories together. Expedia offers all kinds of hotel options, so you can find romantic hotels in Cheltenham and choose the best place for you. Check out our deals on beautiful properties, and you’ll save even more when you choose to package your hotel reservation with a car hire.

Family Weekend Breaks in Cheltenham

Set some time aside to experience family weekend breaks in Cheltenham. There are plenty of excellent family-friendly hotels in Cheltenham within our selection of hotels. You can also find a place to call home in one of the holiday rentals in Cheltenham. With accommodation, activities, and adventure all waiting, there’s never been a better time to plan Cheltenham family weekend breaks.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.