Cheltenham Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in 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 2.346.306 ₫ per night from 29 Jun to 30 Jun
2.346.306 ₫
2.815.567 ₫ total
29 Jun - 30 Jun
includes taxes & fees
8.2/10 Very Good! (1,000 reviews)
"Great for the festival if you don’t want to stay in the city centre o"

Reviewed on 11 Jun 2025

Leonardo Hotel Cheltenham
Ellenborough Park
Ellenborough Park
5 out of 5
Southam Road, Cheltenham, England
Fully refundableReserve now, pay when you stay
The price is 7.882.535 ₫ per night from 29 Jun to 30 Jun
7.882.535 ₫
9.459.042 ₫ total
29 Jun - 30 Jun
includes taxes & fees
9/10 Wonderful! (522 reviews)
"The hotel is attractive and well positioned."

Reviewed on 16 Jun 2025

Ellenborough Park
Holiday Inn Express Cheltenham by IHG
Holiday Inn Express Cheltenham by IHG
3 out of 5
Dunalley Street, Cheltenham, England
The price is 2.486.699 ₫ per night from 29 Jun to 30 Jun
2.486.699 ₫
2.984.039 ₫ total
29 Jun - 30 Jun
includes taxes & fees
8.2/10 Very Good! (1,001 reviews)
"Parking arrangements"

Reviewed on 19 Jun 2025

Holiday Inn Express Cheltenham by IHG
See all 1,097 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.

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

Sudeley Castle which includes a park, heritage architecture and a church or cathedral

Sudeley Castle

4.5/5(18 reviews)

You can learn about the history of Cheltenham with a stop at Sudeley Castle. Discover the beautiful countryside and top-notch restaurants in this quaint area.

Sudeley Castle
Chedworth Roman Villa featuring heritage elements, a house and a pond

Chedworth Roman Villa

5/5(3 reviews)

You can learn about the history of Chedworth with a visit to Chedworth Roman Villa. Amble within picturesque gardens or visit the spas in this quaint area.

Chedworth Roman Villa
Pitville Pump Room featuring theatre scenes and interior views

Pittville Park

5/5(2 reviews)

Explore the great outdoors at Pittville Park, a lovely green space in Cheltenham. Make time to visit the area's spas or simply enjoy its lively bars.

Pittville Park