A historic building with large windows and ivy-covered walls.

Cheltenham Vacations from ¥218,341

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The Latest Cheltenham Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Dec 19 - Dec 25

    For Student Only Belgrave View in Birmingham Centre + Flight

    Birmingham
    5 nights
    2.0 star property
    9.0/10 - Wonderful (2 reviews)
    "Clean rooms , lovely staff wonderful location . However it would be really helpful if there are some options of same gender en-suites ."
    Reviewed October 10, 2026
    Roundtrip • Osaka (OSA) - Birmingham (BHX)
    KIX - BHX • 2 stops BHX - KIX • 2 stops
    ¥340,456
    ¥218,341
    per traveler
    found 12 hours ago
    For Student Only Belgrave View in Birmingham Centre
  • Dec 19 - Dec 25

    Marston Farm Hotel + Flight

    Sutton Coldfield
    5 nights
    3.0 star property
    6.8/10 - (325 reviews)
    "Room was very clean, but cold as no heating had been put on. The staff were helpful and friendly. Excellent breakfast and good quality ingredients. Upkeep of the facility outside and internal pathways require attention"
    Reviewed November 10, 2026
    Roundtrip • Osaka (OSA) - Birmingham (BHX)
    KIX - BHX • 2 stops BHX - KIX • 2 stops
    ¥366,933
    ¥232,887
    per traveler
    found 12 hours ago
    Marston Farm Hotel

Where to stay in Cheltenham

Find the best Cheltenham areas and neighborhoods for the activities you enjoy most. Learn more about Cheltenham
Learn more about Cheltenham

Montpellier

When in Montpellier, you can plan a visit to Cheltenham Town Hall and Everyman Theatre, some noteworthy sights in the nearby area.

The Suffolks

While The Suffolks might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Cheltenham Town Hall and Everyman Theatre.

Discover the most popular places to visit in Cheltenham

What to do in Cheltenham

Cheltenham Hotel Deals

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.

Find out more about Cheltenham

Things to do in and around Cheltenham

Shopping

For shopping in Cheltenham, visit the local Old Mill store for unique finds. If you're up for a drive, Gloucester Quays, 12.9km away, offers a vibrant shopping experience with many shops and entertainment options. Highgrove Shop Tetbury is another option, located 30.6km from Cheltenham.

Recreation

At the Everyman Theatre in Cheltenham, enjoy a captivating performance that blends romance and culture, perfect for a night of entertainment. For outdoor enthusiasts, the Cleeve Hill Golf Club offers scenic views and a challenging course, while Kingsholm Stadium provides an energetic atmosphere for sports fans, just a short drive away.

Adventure

Experience the thrill of racing at Prescott Speed Hill Climb, where speed meets adventure. Navigate through the enchanting Dragonfly Maze for a fun family outing. For winter sports enthusiasts, the Gloucester Ski and Snowboard Centre offers exciting skiing opportunities, located 12.9km from Cheltenham.

Nightlife

Cheltenham offers a vibrant nightlife scene with a mix of pubs, bars, and clubs. Enjoy live music at venues like The Frog and Fiddle, or dance the night away at The Milk Bar. For a relaxed vibe, visit The Seven or The Fire Station for cocktails and good company.

Find the best attractions in Cheltenham

Cheltenham, England, offers a perfect blend of outdoor adventures and cultural experiences. Visitors can explore historic houses, charming churches, and urban parks, making it ideal for families and culture enthusiasts alike. Don’t miss the famous Cheltenham Racecourse and the historic Cheltenham Town Hall for an unforgettable experience in this picturesque town.

  • Cheltenham Town Hall: A striking modern civic building, Cheltenham Town Hall serves as a hub for community events and performances. Its impressive architecture and vibrant atmosphere make it an ideal spot to experience local culture and events.
  • Sudeley Castle: This enchanting castle is steeped in history and romance. Surrounded by beautiful gardens, Sudeley Castle offers a glimpse into the past, with exhibitions that highlight its rich heritage and connections to royalty.
  • Chedworth Roman Villa: Explore the ruins of this ancient Roman villa, showcasing stunning mosaics and remnants of a once-thriving settlement. Chedworth Roman Villa provides a fascinating insight into Roman life in Britain, making it a cultural gem.

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.

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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.