Cheltenham Holidays

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Things to do in and around Cheltenham

Shopping

For a delightful shopping experience in Cheltenham, explore the Old Mill for unique gifts. If you're up for a drive, visit Gloucester Quays, just 12.9km away, for a vibrant mix of shops, or head to the Highgrove Shop in Tetbury, 30.6km away, for luxury items.

Recreation

Haresfield Beacon offers stunning views and tranquil walks, perfect for relaxation amidst nature. The Everyman Theatre presents a variety of performances, creating a charming cultural experience. Kingsholm Stadium, home to spirited sports events, brings excitement and community atmosphere to your visit in Cheltenham.

Adventure

Experience precision at Prescott Shooting School, where you can hone your shooting skills in a stunning setting. For thrill-seekers, the Prescott Speed Hill Climb offers exhilarating motor racing in a vibrant atmosphere. Alternatively, navigate the enchanting Dragonfly Maze, perfect for families seeking a delightful adventure.

Nightlife

Cheltenham’s nightlife is vibrant, featuring venues like The Frog and Fiddle and The Night Owl, where live music and DJs create an energetic atmosphere. Explore bars along the Promenade and enjoy a mix of cocktails and local ales, making for a memorable evening 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 offers an enchanting blend of outdoor activities and cultural experiences, making it ideal for adventurous travellers. Explore historic houses, charming churches, and picturesque urban parks that cater to families and those seeking scenic beauty. Don't miss the renowned Cheltenham Festival, a highlight that showcases the town's vibrant cultural scene. Whether you're after relaxation or exploration, Cheltenham has something to captivate every visitor.

  • Cheltenham Town Hall: Experience the modern elegance of Cheltenham Town Hall, a civic hub that exudes a professional atmosphere. This architectural gem hosts various events, from concerts to community gatherings, showcasing the vibrant life of Cheltenham.
  • Sudeley Castle: Immerse yourself in the romance and history of Sudeley Castle, surrounded by stunning gardens and rich heritage. Explore the beautiful interiors and learn about the intriguing stories that have unfolded within its walls.
  • Cotswold Countryside Collection: Delve into the cultural tapestry of the region at the Cotswold Countryside Collection, a museum dedicated to preserving local history and traditions. Discover fascinating exhibits that celebrate the rural life of the Cotswolds.

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 during the off-peak season (typically December to February) for more affordable package holidays to Cheltenham.
  • 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

Queens Hotel Cheltenham

Queens Hotel Cheltenham

The Promenade Cheltenham England
Fully refundableReserve now, pay when you stay
HK$821
HK$986 total
27 Sept - 28 Sept
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
"👌"

Reviewed on 20 Sept 2026

Queens Hotel Cheltenham
Cheltenham Chase Hotel & Spa

Cheltenham Chase Hotel & Spa

Shurdington Road Cheltenham England
HK$708
HK$850 total
11 Oct - 12 Oct
includes taxes & fees
8.2/10 Very good! (1,009 reviews)
"Great place... lovely rooms... nice bar and outside area. Breakfast good and use of a spa. No complaints at all."

Reviewed on 22 Sept 2026

Cheltenham Chase Hotel & Spa
Leonardo Hotel Cheltenham

Leonardo Hotel Cheltenham

Gloucester Road Cheltenham England
Fully refundableReserve now, pay when you stay
HK$667
HK$801 total
4 Oct - 5 Oct
includes taxes & fees
Leonardo Hotel Cheltenham
See all 1,287 properties in 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.

Stay near popular Cheltenham attractions

A rural landscape with a large open field, a small village, and distant hills.

Cheltenham Racecourse

9.0/10 (199 reviews)
Experience the pinnacle of British horse racing at this historic venue, home to the prestigious Cheltenham Festival. Watch champion thoroughbreds compete while enjoying upscale hospitality.
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A historic stone building with arched windows and a large tree in the foreground.

Sudeley Castle

9.0/10 (101 reviews)
Explore the 1,000-year-old royal castle, final resting place of Queen Katherine Parr, Henry VIII's last wife. Wander through ten award-winning gardens with over 80 rose varieties set against the Cotswold Hills.
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A historical site with a model of a water wheel, a wooden house, and a group of people observing the exhibits.

Chedworth Roman Villa

8.6/10 (32 reviews)
This elaborate Roman villa showcases Britain's ancient luxury with intricate mosaics and hypocaust heating systems. Walk the elevated pathways for close-up views of remarkable floor artistry preserved from antiquity.
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A model village with stone buildings, a church tower, and lush greenery.

The Model Village

8.6/10 (39 reviews)
Step into a one-ninth scale replica of Bourton-on-the-Water, meticulously crafted from local Cotswold stone. Peek through tiny church windows to glimpse carved pews as choir music plays in this charming miniature world.
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A stone bridge over a canal with a reflection in the water, surrounded by trees and blooming pink flowers.
Photo by Brian Flanagan

Pittville Park

9.0/10 (48 reviews)
Cheltenham's largest ornamental park showcases a Grade I listed Pump Room and tranquil lakes dating to 1825. Enjoy boating, tennis, or simply wander through manicured gardens before relaxing at the lakeside café.
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A vintage car display at the Halt Motor Museum.
Photo by Cathy Tracey

Cotswold Motoring Museum

10.0/10 (1 review)
Step back in time at this charming museum housing vintage cars and the famous TV character Brum. Wander through seven galleries of automotive nostalgia while children delight in the extensive toy collection.
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Cotswold Countryside Collection

9.0/10 (45 reviews)
This collection showcases the quintessential English countryside with honey-colored stone villages and rolling hills. Explore charming tea rooms, historic manor houses, and winding footpaths through idyllic landscapes.
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Cotswold Farm Park

8.8/10 (34 reviews)
At Adam Henson's Cotswold Farm Park, rare British breeds find sanctuary. Feed Highland cattle, cuddle lambs, or watch farming demonstrations in this hands-on countryside experience.
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What to do in Cheltenham

Cotswolds in a Day Tour from Moreton-in-Marsh / Stratford-on-Avon

Cotswolds in a Day Tour from Moreton-in-Marsh / Stratford-on-Avon

HK$1,008
per adult
98% of travellers recommend
Cotswolds in a Day Tour from Moreton-in-Marsh / Stratford-on-Avon
Cotswolds Full-Day Tour From Birmingham

Cotswolds Full-Day Tour From Birmingham

HK$849
per adult
100% of travellers recommend
Cotswolds Full-Day Tour From Birmingham
Oxford and Traditional Cotswolds Villages from London

Oxford and Traditional Cotswolds Villages from London

HK$1,051
per adult
100% of travellers recommend
Oxford and Traditional Cotswolds Villages from London
See all activities in Cheltenham

Frequently asked questions

How much does a Cheltenham holiday package cost?
You can snap up a holiday package to this popular destination on Expedia. However, how much your holiday 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?
If you'd like to score a cheap Cheltenham holiday package, consider visiting in December, January and February. You'll generally find better rates on hotels and airfares during these months — ideal for travellers wishing to save money.
How many days is enough for Cheltenham?
To fully enjoy a Cheltenham holiday, we suggest booking for 2 days. Divide your time between visiting Cheltenham Playhouse, Winchcombe Folk and Police Museum and other must-see attractions, on top of experiencing neighbourhoods like Barnwood and Shurdington. If you've got some time to spare, add a tour or day trip to your Cheltenham holiday itinerary.
Is it worth booking a holiday package to Cheltenham?
It's no wonder a Cheltenham holiday is on the must-do list of many travellers. Major attractions like Cheltenham Racecourse are just the start of things to see and do here.
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 holiday package as early as possible.
Is it cheaper to book a Cheltenham holiday as a package?
You can enjoy significant savings on your next Cheltenham getaway by booking a tailored holiday 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 holiday 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 holiday.
How to plan a trip to Cheltenham?
  1. Pick the perfect time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to visit Cheltenham.
  2. Work out your budget: Ensure you have enough money to cover everything from dining out and transportation to airfares and activities. Your hotel will probably be the largest expense during your trip to Cheltenham.
  3. Set the duration of your trip: Start by listing all the attractions you want to experience in Cheltenham. Then, estimate how long you'll need for each, as well as any travel time.
  4. Combine your accommodation and airfare: After you've settled on your travel dates and duration, book the right Cheltenham holiday package for you.

Explore a world of travel with Expedia

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