Cheltenham Holidays

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Cheltenham Holiday

Our pick of the best Cheltenham Hotel Deals

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$180 per night from 13 July to 14 July
NZ$180
13 July - 14 July
includes taxes & fees
8.2/10 Very Good! (1,010 reviews)
"very nice and comfortable beds"

Reviewed on 23 Jun. 2025

Leonardo Hotel Cheltenham
Delta Hotels by Marriott Cheltenham Chase
Delta Hotels by Marriott Cheltenham Chase
4 out of 5
Shurdington Road, Brockworth, Cheltenham, England
The price is NZ$173 per night from 27 July to 28 July
NZ$173
27 July - 28 July
includes taxes & fees
8.2/10 Very Good! (1,006 reviews)
"Nice with air cons and comfy n beds, horrible pillows however"

Reviewed on 25 Jun. 2025

Delta Hotels by Marriott Cheltenham Chase
Ellenborough Park
Ellenborough Park
5 out of 5
Southam Road, Cheltenham, England
Fully refundableReserve now, pay when you stay
The price is NZ$509 per night from 27 July to 28 July
NZ$509
27 July - 28 July
includes taxes & fees
9/10 Wonderful! (522 reviews)
"The hotel is attractive and well positioned."

Reviewed on 16 Jun. 2025

Ellenborough Park
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.

Discover the most popular places to visit in Cheltenham

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

Sudeley Castle

5/5(1 review)

Uncover centuries of royal history amid the halls, gardens and art exhibitions of this 15th-century castle set in the shadow of the Cotswold Hills.

Sudeley Castle
Chedworth Roman Villa showing heritage elements, a garden and a pond

Chedworth Roman Villa

Roman-British history comes to life at the bathhouses, mosaics and museum of this ancient villa set in the picturesque Cotswold countryside.

Chedworth Roman Villa
The Model Village showing interior views

The Model Village

3/5(1 review)

Walk amid a scale model replica of the shops, houses and historic landmarks that were present in Bourton-on-the-Water during the 1930s.

The Model Village

What to do in Cheltenham

Classic Cotswolds – Online Self-Guided Road Trip Plan

Classic Cotswolds – Online Self-Guided Road Trip Plan

NZ$29
per traveller
Classic Cotswolds – Online Self-Guided Road Trip Plan
Scenic Transfer from Stratford Upon Avon to London Via Cotswolds

Scenic Transfer from Stratford Upon Avon to London Via Cotswolds

NZ$179
per adult
Scenic Transfer from Stratford Upon Avon to London Via Cotswolds
Bourton-on-the-Water

Private One Day Luxury Tour of The Cotswolds

NZ$2,119
per traveller
Private One Day Luxury Tour of The Cotswolds
See all activities in Cheltenham
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.