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
Fully refundableReserve now, pay when you stay
The price is NZ$164 per night from 13 Dec to 14 Dec
NZ$164
13 Dec - 14 Dec
includes taxes & fees
8.2/10 Very good! (1,016 reviews)
"Lovely hotel , very friendly staff, Room was clean, mini bar was lovely, spa is nice a relaxing but bit on the small size. The breakfast was nice and fresh, and plenty of variety to choose from. The only thing that spoiled our celebrations was young lads next door to us loud, and respectful when ..."

Reviewed on 12 Nov 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$183 per night from 22 Nov to 23 Nov
NZ$183
22 Nov - 23 Nov
includes taxes & fees
8.4/10 Very good! (1,006 reviews)
"Fantastic stay. Recommend."

Reviewed on 12 Nov 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$211 per night from 14 Dec to 15 Dec
NZ$211
14 Dec - 15 Dec
includes taxes & fees
Queens Hotel Cheltenham
See all 1,261 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

Stratford-upon-Avon to London: Scenic Transfer via The Cotswolds

Stratford-upon-Avon to London: Scenic Transfer via The Cotswolds

NZ$208
per adult
Stratford-upon-Avon to London: Scenic Transfer via The Cotswolds
Chipping Norton Self Guided Walking Tour

Chipping Norton Self Guided Walking Tour

NZ$18
per adult
Chipping Norton Self Guided Walking Tour
Oxford and Traditional Cotswolds Villages from London

Oxford and Traditional Cotswolds Villages from London

NZ$233
per adult
98% of travellers recommend
Oxford and Traditional Cotswolds Villages from London
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.