Cheltenham Packages (Flight + Hotel)
Book a Hotel + Flight or Car together to unlock savings
Top hotels in Cheltenham
Queens Hotel Cheltenham
The Promenade Cheltenham England
Fully refundableReserve now, pay when you stay
฿3,416
฿4,099 total
20 Sept - 21 Sept
includes taxes & fees
9/10 Wonderful! (1,005 reviews)
"We recently had a one night stay. The room was spacious, the bed was comfortable. The bathroom didn't have a bath, just a walk in shower which was suitable for our needs. We had dinner and breakfast at the hotel which were both of good standard with pleasant, helpful staff. The only disappointing ..."
Reviewed on 30 Aug 2026
Cheltenham Chase Hotel & Spa
Shurdington Road Cheltenham England
Fully refundableReserve now, pay when you stay
฿2,723
฿3,268 total
27 Sept - 28 Sept
includes taxes & fees
Leonardo Hotel Cheltenham
Gloucester Road Cheltenham England
Fully refundableReserve now, pay when you stay
฿2,992
฿3,590 total
13 Sept - 14 Sept
includes taxes & fees
8.4/10 Very good! (1,001 reviews)
"Join the Advantage scheme before you book to get 10% off rooms and 15% off food."
Reviewed on 29 Aug 2026
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
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.
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.
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.
Photo by Brian Flanagan
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.
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.
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.
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.
Prescott Speed Hill Climb
7.8/10 (6 reviews)
Set in the Cotswold countryside, Prescott Speed Hill Climb thrills motorsport enthusiasts with its challenging 1,127-yard track. Visitors can mingle with drivers and witness vintage cars tackle the famous hairpin bend.
What to do in Cheltenham
Cotswolds in a Day Tour from Moreton-in-Marsh / Stratford-on-Avon
฿4,234
per adult
98% of travellers recommend
Cotswolds Road Trip Guidebook: Bourton, Bibury & Blenheim Palace
฿579
per traveller
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?
- 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.
- 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.
- 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.
- Combine your accommodation and airfare: After you've settled on your travel dates and duration, book the right Cheltenham holiday package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
