Cheltenham Holidays from £208

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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

Price found within the past 48 hours. Click for updated prices.
Delta Hotels by Marriott Northampton

Things to do in and around Cheltenham

Cheltenham offers a delightful blend of outdoor adventures and vibrant activities, perfect for holidaymakers. Enjoy leisurely strolls through picturesque parks, explore the numerous attractions, and indulge in shopping at the local centres. Don't miss the renowned Everyman Theatre for a cultural experience, and consider visiting during one of the popular Cheltenham festivals for a lively atmosphere. For a unique stay, try the camping pods that provide a charming retreat amidst nature.

Shopping

For a delightful shopping experience in Cheltenham, visit the Old Mill for unique finds. If you're up for a drive, Gloucester Quays offers a vibrant retail atmosphere just 12.9km away, while Market House, located 27.4km away, is perfect for local produce and artisanal goods.

Recreation

Experience the charm of Cheltenham at the Everyman Theatre, where captivating performances create a romantic atmosphere. For sports enthusiasts, Kingsholm Stadium offers thrilling matches just 11.3km away. Alternatively, enjoy the serene outdoors at Cleeve Hill Golf Club, perfect for a leisurely round of golf amidst stunning views.

Adventure

At Prescott Speed Hill Climb, experience thrilling motor racing amidst a vibrant sporting atmosphere. Navigate the enchanting Dragonfly Maze, perfect for families seeking fun and adventure. Enhance your skills at Prescott Shooting School, where expert guidance awaits for an exhilarating shooting experience in the heart of Cheltenham.

Nightlife

Cheltenham's nightlife offers a vibrant atmosphere with a mix of pubs, bars, and clubs. Visit The Suffolks for trendy spots, or head to the iconic Cheltenham Racecourse for lively events. The Brewery Quarter boasts restaurants and entertainment, ensuring an exciting night out in this charming town.

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

Find the best attractions in Cheltenham

Cheltenham, a charming spa town in England, is an ideal destination for adventure and outdoor enthusiasts. Visitors can explore its historic houses, picturesque churches, and lovely urban parks, all while immersing themselves in the local culture. Families and outdoor lovers will find plenty of activities to enjoy, including the renowned Cheltenham Festival, which showcases a rich array of cultural experiences throughout the year.

  • Sudeley Castle: Nestled in the heart of the Cotswolds, Sudeley Castle boasts a rich history and stunning gardens. Visitors can explore its romantic architecture and learn about its fascinating tales, including connections to Queen Katherine Parr, the last wife of Henry VIII. The castle's serene atmosphere and beautiful surroundings create a perfect blend of culture and heritage.
  • Cheltenham Town Hall: A striking example of Victorian architecture, Cheltenham Town Hall serves as a hub for civic activities and cultural events. Its modern facilities host an array of performances, from concerts to community events, reflecting the vibrant business and social life of the town.
  • Cotswold Countryside Collection: This charming museum showcases the rich agricultural history of the Cotswolds. Visitors can admire a diverse range of exhibits, from vintage farm machinery to local crafts, providing an engaging insight into the region's cultural heritage.

Tips to save on your trip to Cheltenham

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Cheltenham.
  • 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, Brockworth, Cheltenham, England
Fully refundableReserve now, pay when you stay
The price is £76 per night from 28 Sept to 29 Sept
£76
28 Sept - 29 Sept
includes taxes & fees
8.2/10 Very Good! (1,004 reviews)
"Was excellent stay room good size and comfortable. Alex at breakfast was brilliant"

Reviewed on 22 Aug 2025

Cheltenham Chase Hotel & Spa
Ellenborough Park

Ellenborough Park

5 out of 5
Southam Road, Cheltenham, England
Fully refundableReserve now, pay when you stay
The price is £269 per night from 31 Aug to 1 Sept
£269
31 Aug - 1 Sept
includes taxes & fees
9/10 Wonderful! (539 reviews)
"Lovely hotel with beautiful rooms and accommodations. The room and bathroom were extremely large and beautifully appointed. We ate at the restaurant one evening and the food and ambiance was great. We will definitely stay here again when we return!"

Reviewed on 21 Aug 2025

Ellenborough Park
Leonardo Hotel Cheltenham

Leonardo Hotel Cheltenham

4 out of 5
Gloucester Road, Cheltenham, England
Fully refundableReserve now, pay when you stay
The price is £77 per night from 7 Sept to 8 Sept
£77
7 Sept - 8 Sept
includes taxes & fees
8.2/10 Very Good! (1,005 reviews)
"The reception staff didnt explain that the 20% discount food and drink coupon given to us does not apply to having breakfast. As a result we had to pay more at the hotel restaurant."

Reviewed on 27 Aug 2025

Leonardo 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.

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.

Popular places to visit

What to do in Cheltenham

* 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.