Cheltenham Holidays

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Your Cheltenham Holiday

Reserve a Cheltenham holiday package and prepare to experience the best of this city. Consider staying in the neighbourhood of Montpellier, which is good for bars and pubs, dining and cafes. Every trip to Cheltenham needs a well-designed itinerary. Fill yours with big-name attractions like Cheltenham Racecourse, Sudeley Castle and Cheltenham Town Hall. Whoever you're escaping with and whatever the size of your budget, your ultimate Cheltenham holiday is only clicks away with Expedia.

Cheltenham Holiday

Cheltenham Essential Information

Language
English
Currency
British pounds sterling
Population
116,400
Max Temp Winter
7ºC
Max Temp Summer
21ºC
Top Sights
Sudeley Castle, Gloucester Cathedral and Everyman Theatre

Our pick of the best Cheltenham Hotel Deals

Queens Hotel Cheltenham

Queens Hotel Cheltenham

The Promenade Cheltenham England
Fully refundableReserve now, pay when you stay
AU$169
25 Oct - 26 Oct
includes taxes & fees
Queens Hotel Cheltenham
Cheltenham Chase Hotel & Spa

Cheltenham Chase Hotel & Spa

Shurdington Road Cheltenham England
Fully refundableReserve now, pay when you stay
AU$169
6 Nov - 7 Nov
includes taxes & fees
Cheltenham Chase Hotel & Spa
Leonardo Hotel Cheltenham

Leonardo Hotel Cheltenham

Gloucester Road Cheltenham England
Fully refundableReserve now, pay when you stay
AU$145
1 Nov - 2 Nov
includes taxes & fees
8.4/10 Very good! (1,003 reviews)
"Front desk staff and spa staff were very nice and helpful Restaurant staff half of them didn’t bother not even a smile the other half were very nice The restaurant was the worst restaurant I have ever eaten within The food was pre cooked and heated up reason I feel this way is because the Lasagna ..."

Reviewed on 6 Oct 2026

Leonardo Hotel Cheltenham
See all 1,289 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.
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A historic stone building with arched windows and a large tree in the foreground.

Sudeley Castle

9.0/10 (101 reviews)
Explore the 1,000-year-old royal castle, final resting place of Queen Katherine Parr, Henry VIII's last wife. Wander through ten award-winning gardens with over 80 rose varieties set against the Cotswold Hills.
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A large neoclassical building with a dome and columns, surrounded by a grassy area with people and dogs.

Pittville Park

9.0/10 (48 reviews)
Cheltenham's largest ornamental park showcases a Grade I listed Pump Room and tranquil lakes dating to 1825. Enjoy boating, tennis, or simply wander through manicured gardens before relaxing at the lakeside café.
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A red sign with white text for the Chedworth Roman Villa, including opening times and a welcome message.

Chedworth Roman Villa

8.6/10 (32 reviews)
This elaborate Roman villa showcases Britain's ancient luxury with intricate mosaics and hypocaust heating systems. Walk the elevated pathways for close-up views of remarkable floor artistry preserved from antiquity.
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A model village with stone buildings, a church tower, and lush greenery.

The Model Village

8.6/10 (39 reviews)
Step into a one-ninth scale replica of Bourton-on-the-Water, meticulously crafted from local Cotswold stone. Peek through tiny church windows to glimpse carved pews as choir music plays in this charming miniature world.
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Cotswold Countryside Collection

9.0/10 (45 reviews)
This collection showcases the quintessential English countryside with honey-colored stone villages and rolling hills. Explore charming tea rooms, historic manor houses, and winding footpaths through idyllic landscapes.
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Cotswold Farm Park

8.8/10 (34 reviews)
At Adam Henson's Cotswold Farm Park, rare British breeds find sanctuary. Feed Highland cattle, cuddle lambs, or watch farming demonstrations in this hands-on countryside experience.
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University of Gloucestershire

8.6/10 (29 reviews)
The University of Gloucestershire blends historic and modern campuses across Cheltenham and Gloucester. Explore Park Campus's 23 acres of parkland and experience student life at the Students' Union Bar.
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What to do in Cheltenham

Cotswolds Full-Day Tour From Birmingham

Cotswolds Full-Day Tour From Birmingham

AU$143
per adult
100% of travellers recommend
Cotswolds Full-Day Tour From Birmingham
Oxford and Traditional Cotswolds Villages from London

Oxford and Traditional Cotswolds Villages from London

AU$186
per adult
98% of travellers recommend
Oxford and Traditional Cotswolds Villages from London
Cotswolds in a Day Tour from Moreton-in-Marsh / Stratford-on-Avon

Cotswolds in a Day Tour from Moreton-in-Marsh / Stratford-on-Avon

AU$169
per adult
96% of travellers recommend
Cotswolds in a Day Tour from Moreton-in-Marsh / Stratford-on-Avon
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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.

Explore a world of travel with Expedia

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