Cheltenham Holidays

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Cheltenham Holiday

Our pick of the best Cheltenham Hotel Deals

Cheltenham Chase Hotel & Spa

Cheltenham Chase Hotel & Spa

4 out of 5
Shurdington Road Cheltenham England
The price is NZ$189 per night from 19 July to 20 July
NZ$189
19 July - 20 July
includes taxes & fees
8.2/10 Very good! (1,003 reviews)
"Overcooked breakfast, poor quality coffee from a machine, “bloomer” bread was ordinary sliced bread. Tea making tray in room not stocked properly. Pillows on bed extremely soft and a heavy quilt even though the weather was very hot. Restaurant did not appear to be open for proper evening meals. Stayed ..."

Reviewed on 5 July 2026

Cheltenham Chase Hotel & Spa
Leonardo Hotel Cheltenham

Leonardo Hotel Cheltenham

4 out of 5
Gloucester Road Cheltenham England
Fully refundableReserve now, pay when you stay
The price is NZ$199 per night from 12 July to 13 July
NZ$199
12 July - 13 July
includes taxes & fees
8.4/10 Very good! (1,000 reviews)
"Unfortunately, our stay was disappointing overall. Check-in was extremely slow, with each guest taking around 10 minutes to be assigned a room. On arrival, our room was unbearably hot due to the lack of air conditioning and restricted window opening. The I appreciate that the hotel can't control ..."

Reviewed on 29 June 2026

Leonardo Hotel Cheltenham
Queens Hotel Cheltenham

Queens Hotel Cheltenham

4 out of 5
The Promenade Cheltenham England
Fully refundableReserve now, pay when you stay
The price is NZ$208 per night from 19 July to 20 July
NZ$208
19 July - 20 July
includes taxes & fees
9/10 Wonderful! (1,004 reviews)
"Lovely hotel with so much character and beautiful beer garden"

Reviewed on 5 July 2026

Queens Hotel Cheltenham
See all 1,256 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.
See properties

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

NZ$217
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

NZ$174
per adult
100% of travellers recommend
Cotswolds Full-Day Tour From Birmingham
Chipping Norton Self Guided Walking Tour

Chipping Norton Self Guided Walking Tour

NZ$15
per adult
Chipping Norton Self Guided Walking Tour
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.

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