Cheltenham Vacations

Book a Hotel + Flight or Car together to unlock savings

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    Better together

    Save up to ₩234,741 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Plan, book, and manage your trip all in one place

Find the Best Cheltenham Vacation Packages

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 ₩119,150 per night from Aug 3 to Aug 4
₩119,150
₩142,980 total
Aug 3 - Aug 4
includes taxes & fees
8.2/10 Very Good! (1,002 reviews)
"very nice and comfortable beds"

Reviewed on Jun 23, 2025

Leonardo Hotel Cheltenham
DoubleTree by Hilton Cheltenham-Cotswolds
DoubleTree by Hilton Cheltenham-Cotswolds
4 out of 5
Cirencester Road, Charlton Kings, Cheltenham, England
The price is ₩125,770 per night from Jul 13 to Jul 14
₩125,770
₩150,924 total
Jul 13 - Jul 14
includes taxes & fees
7.8/10 Good! (1,002 reviews)
"Very enjoyable stay. Food was excellent as were the staff and service. Good sized room and comfortable. Would have been useful to have a fridge"

Reviewed on Jul 3, 2025

DoubleTree by Hilton Cheltenham-Cotswolds
Ellenborough Park
Ellenborough Park
5 out of 5
Southam Road, Cheltenham, England
Fully refundableReserve now, pay when you stay
The price is ₩351,985 per night from Jul 27 to Jul 28
₩351,985
₩422,381 total
Jul 27 - Jul 28
includes taxes & fees
9/10 Wonderful! (527 reviews)
"Absolutely stunning"

Reviewed on Jul 9, 2025

Ellenborough Park
See all 1,108 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.

Discover the most popular places to visit in Cheltenham

Chedworth Roman Villa which includes heritage elements, a house and a park

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
Pitville Pump Room showing theater scenes and interior views

Pittville Park

Explore the great outdoors at Pittville Park, a lovely green space in Cheltenham. Make time to visit the area's spas, or simply enjoy its lively bars.

Pittville Park

Frequently asked questions

How much does a Cheltenham vacation package cost?
You can snap up a vacation package to this popular destination on Expedia. However, how much your vacation 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 vacation package, consider visiting in December, January and February. You'll generally find better rates on hotels and airfares during these months --- ideal for travelers wishing to save money.
How many days is enough for Cheltenham?
To fully enjoy a Cheltenham vacation, 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 neighborhoods like Barnwood and Shurdington. If you've got some time to spare, add a tour or day trip to your Cheltenham vacation itinerary.
Is it worth booking a vacation package to Cheltenham?
It's no wonder a Cheltenham vacation is on the must-do list of many travelers. 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 vacation package as early as possible.
Is it cheaper to book a Cheltenham vacation as a package?
You can enjoy significant savings on your next Cheltenham getaway by booking a tailored vacation 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 vacation 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 vacation.
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 accommodations and airfare: After you've settled on your travel dates and duration, book the right Cheltenham vacation package for you.

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