Cheltenham Holidays

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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.

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
Fully refundableReserve now, pay when you stay
The price is £90 per night from 19 Jul to 20 Jul
£90
19 Jul - 20 Jul
includes taxes & fees
8.2/10 Very good! (1,013 reviews)
"Comfortable and well equipped room with air conditioning a particular benefit during the heat wave! Overall quality of service and food did not match the price level which was expensive for what was provided. In particular the additional charge for certain breakfast items, even though on a bed & ..."

Reviewed on 15 Jul 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 £94 per night from 19 Jul to 20 Jul
£94
19 Jul - 20 Jul
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
"Breakfast very poor both days Closed the outside seating area (30d) and restaurant for a private party,they should think about the people staying in hotel o they did not. Check out,come down stairs to reception you could not move for people and also outside on pavement. + Room was excellent plus ..."

Reviewed on 13 Jul 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
The price is £85 per night from 19 Jul to 20 Jul
£85
19 Jul - 20 Jul
includes taxes & fees
8.4/10 Very good! (1,004 reviews)
"Pool and spa area were good. Not the hotels fault but we visited during the heatwave and the second floor room was unbearably hot, the window barely opened and the fans were ineffective"

Reviewed on 12 Jul 2026

Leonardo Hotel Cheltenham
See all 1,294 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.

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.

All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

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.
See properties

What to do in Cheltenham

Churchill War Rooms & Blenheim Palace

Churchill War Rooms & Blenheim Palace Day Trip from London

£139
per adult
80% of travellers recommend
Churchill War Rooms & Blenheim Palace Day Trip from London
Oxford and Traditional Cotswolds Villages from London

Oxford and Traditional Cotswolds Villages from London

£99
per adult
100% of travellers recommend
Oxford and Traditional Cotswolds Villages from London
Cotswolds Full-Day Tour From Birmingham

Cotswolds Full-Day Tour From Birmingham

£76
per adult
100% of travellers recommend
Cotswolds Full-Day Tour From Birmingham
See all activities in Cheltenham

Frequently asked questions

Why should I book my Cheltenham holiday with Expedia?
Expedia has your back for every aspect of your upcoming Cheltenham trip. You'll always get the best prices around, but when you bundle your accommodation, airfares and/or hire car into a holiday package, you can save even more. Keen to really make the most of your adventure? Add a few fun activities and tours to your package. Expedia offers flexible cancellation policies on most bookings, so there's no need to stress if your plans change. Head over to our Customer Service Portal link to discover more.
When is the best time of year to holiday in Cheltenham?
April, May and June are the busiest months in Cheltenham, while November, December and January are generally quieter. Plan your trip to Cheltenham based on what type of adventure you want. January is the coolest time of year, when average daytime temperatures are 4ºC. In July, the warmest period, you can expect temperatures of around 16ºC during the day.
What are the top hotels for my holiday in Cheltenham?
Leonardo Hotel Cheltenham - Formerly Jurys Inn and Doubletree by Hilton Cheltenham are both popular getaways in the neighbourhood of Stow-on-the-Wold. If you're thinking of staying in the Montpellier area, book a room at The George or Malmaison Cheltenham.
How do I get a cheap holiday to Cheltenham?
Browse and lock in everything in one place with our Cheltenham holidays. You'll find deals on hotels, flights, tours and more that'll keep your credit card happy and adventurous side satisfied. And, with more than 400 partner airlines and 321,000 hotel options globally to pick from, there are endless opportunities to mix and match as you please. Learn more about how you can save money on your holiday when you combine your hotel and flight bookings with Expedia.
What should I do on my Cheltenham holiday?
There are lots of places to visit while enjoying your holiday in Cheltenham. Cheltenham Racecourse, Sudeley Castle, Gloucester Quays and Gloucester Cathedral are a few of this city's most popular attractions.
What is the best area to stay in when on holiday in Cheltenham?
If you're interested in visiting Cheltenham Racecourse, save yourself the hassle of commuting and lock in a stay close by. It's one of the most popular attractions in Cheltenham.
Do I need a visa for my Cheltenham holiday?
Official government websites have all the information you need on visa requirements, application procedures and any necessary documentation. Your nationality and reason for your visit, whether it be for holidays or work, will determine if you'll need a visa for Cheltenham. Also ensure your passport is up to date and has at least six months validity remaining beyond your intended date of return. Do all your travel planning well in advance to avoid any nasty last-minute surprises.
What should I wear on my Cheltenham holiday?
First, think about the type of activities planned during your Cheltenham holiday and travel with pieces that you can easily mix and match. For fashion inspiration or information on any dress codes, browse style blogs or relevant social media accounts. Pack appropriately by checking the weather forecast in Cheltenham. July brings the warmest temperatures, with daily averages of 16ºC, while January days average 4ºC, making it the coolest time of the year.
What does an Expedia Cheltenham holiday include?
Much of that depends on you. Simply select from a range of Cheltenham bundles, such as a flight, hotel and hire car. You can also book a hotel and a flight, or a car hire and a flight. Once you've made your booking, add on the fun stuff like activities and tours. Whatever your ideal Cheltenham getaway looks like, you're sure to save! Cottages and private holiday homes are a few highly sought-after property types in Cheltenham. No matter your preference or size of your group, you can rely on Expedia for the flexibility to personalise your next escape.
Does Expedia offer Book Now, Pay Later Cheltenham holidays?
Your bank balance shouldn't prevent you from escaping on holiday, so Expedia has come up with a solution to help. Now that we've teamed up with online lender Klarna, it's easier than ever to book a fantastic getaway without eating away at your savings. Klarna offers flexible payment options during the checkout process that take the worry out of budgeting for your trip. Consider one of these flexible payment options:

  • Pay monthly holidays: Klarna offers easy monthly payment plans that work for all budget sizes, so you can have that well-deserved holiday now.
  • No-deposit holidays: Hitting the "book now" button is much easier with this payment plan. With no deposit required for your escape, you can Book Now, Pay Later and get on your way.

Can I choose my airline with a Cheltenham Expedia holiday?
Yes — that's one of the best things about an Expedia holiday package. You're in control. We have more than 400 partner airlines across the globe, so you have options galore when planning your Cheltenham trip.

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. Flight-inclusive packages are ATOL protected.