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.

Cheltenham Holidays 2025 from $776

Top Cheltenham Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.

Dancenter Birmingham Airport Near Nec

per person

9 Oct - 13 Oct

found 1 day ago

Return flight included

Birmingham (BHX) to Birmingham (BHX)

6.8/10 (15 reviews)

Good experience, only issue was that the room was too hot as radiators stayed on even though on off position but otherwise good location.

Reviewed on 27 Apr 2025

The President

Birmingham City Centre

Save 100% on your flight

per person

9 Oct - 13 Oct

found 1 day ago

Return flight included

Birmingham (BHX) to Birmingham (BHX)

8.8/10 Excellent! (13 reviews)

Nice communications from the property and good location. Nice clean property, we enjoyed out stay here.

Reviewed on 25 May 2023

Lea Marston Hotel

per person

9 Oct - 13 Oct

found 1 day ago

Return flight included

Birmingham (BHX) to Birmingham (BHX)

7.8/10 Good! (1,001 reviews)

Fantastic hotel, with great amenities and kind staff. They were very accommodating of our travel delays and gave us no issue checking in late. Would absolutely return

Reviewed on 7 Jul 2025

The Grand Hotel Birmingham

Birmingham City Centre

per person

9 Oct - 13 Oct

found 1 day ago

Return flight included

Birmingham (BHX) to Birmingham (BHX)

9.4/10 Exceptional! (1,029 reviews)

Great space, lovely design, great customer service. Looking forward to staying again!

Reviewed on 30 Jul 2025

Hogarths Hotel

per person

9 Oct - 13 Oct

found 1 day ago

Return flight included

Birmingham (BHX) to Birmingham (BHX)

9/10 Wonderful! (485 reviews)

Good food options for us even though my wife is vegetarian but eats fish, more than 3 nights might mean we repeat our selection, but excellent quality. Room presents nicely, absolutely spotlessly clean. Staff are all friendly. This was our second visit.

Reviewed on 3 Aug 2025

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.

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

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

Leonardo Hotel Cheltenham

Gloucester Road, Cheltenham, England

Fully refundableReserve now, pay when you stay

£77

17 Aug - 18 Aug

includes taxes & fees

8.2/10 Very Good! (1,000 reviews)

Great hotel close to M5.

"Great hotel close to M5, easy access, clean with a great restaurant"

Reviewed on 22 Jul 2025

DoubleTree by Hilton Cheltenham-Cotswolds

Cirencester Road, Charlton Kings, Cheltenham, England

£81

1 Sept - 2 Sept

includes taxes & fees

7.8/10 Good! (1,001 reviews)

"We had a lovely night at this hotel when attending one night at the 2000 Trees festival nearby. The girl at front desk was very friendly and helpful. We used the gym, pool, sauna and steam rooms. All were very clean. Our room was soa ious enough for 3 adults. The air con was very welcome in the 30 ..."

Reviewed on 15 Jul 2025

Ellenborough Park

Southam Road, Cheltenham, England

Fully refundableReserve now, pay when you stay

£214

19 Aug - 20 Aug

includes taxes & fees

9/10 Wonderful! (535 reviews)

"We really enjoyed our stay. The room and food was lovely. The spa is quite small but nice. The only thing I would say is there were dirty cups and plates around the pool area and the service in the evening was very slow."

Reviewed on 26 Jul 2025

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.