Cheltenham Holidays

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Top hotels in Cheltenham

Malmaison Cheltenham
Malmaison Cheltenham
4 out of 5
Bayshill Road, Cheltenham, England
Fully refundableReserve now, pay when you stay
The price is €102 per night from 9 Mar to 10 Mar
€102
includes taxes & fees
9 Mar - 10 Mar
8.4/10 Very Good! (870 reviews)
"Really warm welcome from staff and when the big bath in our suite had an issue with water temperature, they switched us to an alternative room immediately. Thoroughly enjoyed our stay and will return."

Reviewed on 28 Jan 2025

Malmaison 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 23 Feb to 24 Feb
€85
includes taxes & fees
23 Feb - 24 Feb
8.2/10 Very Good! (989 reviews)
"The staff are very helpful and friendly. Nothing is to much for them."

Reviewed on 6 Feb 2025

Leonardo Hotel Cheltenham
The George
The George
3.5 out of 5
Saint George's Road, Cheltenham, England
Fully refundableReserve now, pay when you stay
The price is €108 per night from 7 Feb to 8 Feb
€108
includes taxes & fees
7 Feb - 8 Feb
8.8/10 Excellent! (516 reviews)
"Great space. Helpful staff. Very well thought off hotel. Mentioned it was for anniversary and they decorated the room and made our stay special. Lovely decor. Really enjoyed it."

Reviewed on 27 Jan 2025

The George
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.

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.

Popular places to visit

What to do in Cheltenham

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