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Your Cheltenham Vacation

Say goodbye to the worries of planning and hello to a Cheltenham vacation package. With everything organized 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 vacation is just clicks away with Expedia.

The Latest Cheltenham vacation packages

Price found within the past 48 hours. Click for updated prices.
The President
The Olde Bell, BW Signature Collection
Charles Hope Birmingham Westside
Nailcote Hall Hotel
Clayton Hotel Birmingham
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Discover the most popular places to visit in Cheltenham

What to do in Cheltenham

Cheltenham Hotel Deals

Cheltenham Chase Hotel & Spa

Cheltenham Chase Hotel & Spa

4 out of 5
Shurdington Road Cheltenham England
Fully refundableReserve now, pay when you stay
$77 nightly
The price is $92 total per night from Feb 1 to Feb 2
$92 total
Feb 1 - Feb 2
Total with taxes and fees
8.2/10 Very Good! (1,013 reviews)
Clean room, food at buffet was good, a decent selection. Staff were friendly.

Reviewed on Jan 5, 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
$111 nightly
The price is $133 total per night from Jan 18 to Jan 19
$133 total
Jan 18 - Jan 19
Total with taxes and fees
8.8/10 Excellent! (1,006 reviews)
Room was clean and spacious and staff were polite. They turned off the heating at night though which made our first night unpleasant. Even though I called reception, I was provided only 1 electric heater which was not enough to heat up the room.But the next day I called again and they provided 2 ...

Reviewed on Jan 4, 2026

Queens Hotel Cheltenham
Leonardo Hotel Cheltenham

Leonardo Hotel Cheltenham

4 out of 5
Gloucester Road Cheltenham England
Fully refundableReserve now, pay when you stay
$81 nightly
The price is $98 total per night from Jan 15 to Jan 16
$98 total
Jan 15 - Jan 16
Total with taxes and fees
8.2/10 Very Good! (1,002 reviews)
Spotless large rooms, comfy beds. Great hotel & staff.

Reviewed on Jan 4, 2026

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.

Find the Best Cheltenham Vacation Packages

Things to do in and around Cheltenham

Cheltenham offers a delightful mix of outdoor adventures and scenic experiences perfect for tourists. Enjoy shopping at local centers and malls, or tee off at one of the beautiful golf courses. Don't miss out on the exciting race days featuring thrilling horse racing events, as well as evening activities and day tours. For family fun, consider visiting a play farm to create lasting memories during your stay.

Shopping

In Cheltenham, you can explore Old Mill for unique gifts. If you're up for a drive, Gloucester Quays, just 8 miles away, offers a vibrant shopping and entertainment experience. For a bit further, at 17 miles, Market House has a charming selection for souvenirs.

Recreation

Explore the Cheltenham Playhouse for an enriching cultural experience, enjoying captivating performances in a romantic atmosphere. For outdoor enthusiasts, Naunton Downs Golf Club offers a scenic golf course, perfect for a day of sports and relaxation amidst nature. Haresfield Beacon, located 12 miles away, provides serene hiking trails for wellness and tranquility.

Adventure

Experience the thrill of motor racing at Prescott Speed Hill Climb, where you can feel the adrenaline rush. Challenge yourself at Prescott Shooting School, honing your shooting skills. For a fun family outing, navigate the twists and turns of the enchanting Dragonfly Maze, perfect for all ages.

Nightlife

Cheltenham's nightlife is vibrant, featuring lively pubs like The Frog and Fiddle and The Beehive, where you can enjoy live music and local brews. For a more upscale experience, visit The Coconut Tree for cocktails and a relaxed atmosphere, or try the trendy nightlife scene at 3D.

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

Find the best attractions in Cheltenham

Cheltenham, England, is perfect for outdoor adventures and scenic getaways. With attractions like historic houses, churches, and urban parks, there's something for everyone—whether you seek culture, family fun, or nature experiences. Don't miss visiting the Cheltenham Town Hall and the famous Cheltenham Racecourse for a taste of local charm and excitement. Enjoy your trip.

  • Sudeley Castle: Nestled in the stunning Cotswolds, Sudeley Castle boasts a rich history and romantic gardens. Explore its beautiful grounds, discover captivating exhibits, and take in the rich tapestry of British history that unfolds within its walls.
  • Cheltenham Town Hall: A modern civic gem, Cheltenham Town Hall serves as a hub for cultural and community events. Its striking architecture complements a vibrant schedule of performances and exhibitions, making it a key destination for business and leisure.
  • Cotswold Countryside Collection: This charming museum showcases the heritage and rural life of the Cotswolds. With fascinating displays and interactive exhibits, it offers a deep dive into the local culture, perfect for history buffs and curious travelers alike.

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 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
45ºF
Max Temp Summer
70ºF
Top Sights
Sudeley Castle, Gloucester Cathedral and Everyman Theatre

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Frequently asked questions

How much does a Cheltenham vacation package cost?
You can snap up a vacation package to this popular destination from $895 on Expedia. However, how much your vacation to Cheltenham costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Cheltenham?
You can typically find reduced prices and better availability in November, December and January. Explore our cheap Cheltenham vacation packages and you could score some excellent off-season deals.
How many days is enough for Cheltenham?
We recommend planning a Cheltenham vacation for a minimum of 2 days. This will give you enough time to check off top sights including Cheltenham Playhouse and Winchcombe Folk and Police Museum, and explore neighborhoods like Shurdington and Birdlip. You could even slot in one or two day trips outside of Cheltenham.
Is it worth booking a vacation package to Cheltenham?
Cheltenham is a good vacation destination with attractions like Cheltenham Racecourse among the many things to keep you entertained. Whether you're traveling with the family or getting away with friends, a Cheltenham vacation promises a good time for everyone.
How to find the best Cheltenham package deals?
Use Expedia's filter tool to help you find some tempting Cheltenham package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your break for midweek, or browse for Cheltenham package deals in the low season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your vacation package as early as possible.
Is it cheaper to book a Cheltenham vacation as a package?
You can enjoy significant savings on your next Cheltenham getaway by booking a tailored vacation package. Check the "Package" heading, then enter your travel dates and destination to browse the best hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Cheltenham?
Land incredible discounts by reserving your flights in advance with Expedia. If being spontaneous is more your thing, take advantage of our last-minute deals for a spur-of-the-moment Cheltenham vacation.
How to plan a trip to Cheltenham?

  1. Choose your dates: What you want to do in Cheltenham and your preferred season will help you decide when to travel.
  2. Budget wisely: On top of the price of your hotel, you should factor in other expenses. These include transportation, flights and food. Also, put aside a little extra for unexpected expenses that may crop up during your trip to Cheltenham.
  3. Discover Cheltenham using Expedia's trip planning tool: Gain insights into the top attractions and best stays for your trip to Cheltenham. You can also save your favorite places, collaborate with family and friends and organize all your plans in one place.
  4. Determine how many days away: Start by listing all the attractions you'd like to get to in Cheltenham. Then, estimate how long you'll need for each, including any travel time.
  5. Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a customized Cheltenham vacation package.
  6. Book activities and experiences in advance: Whether it's a ticket to a major attraction or a walking tour, you won't have to worry about missing out on Cheltenham's highlights. Find all the fun things to do in Cheltenham with our dedicated travel guide.

Does Expedia offer Book Now, Pay Later Cheltenham vacation packages?
Your Cheltenham trip is meant to be a relaxing escape from your daily routine, not a reason for money-related stress. So to give you a little more flexibility, we've teamed up with online lender Affirm to bring you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there aren't any late payment fees or hidden costs to worry about.

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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.