Cheltenham Vacations

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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 NT$2,522 per night from Aug 3 to Aug 4
NT$2,522
NT$3,027 total
Aug 3 - Aug 4
includes taxes & fees
8.2/10 Very Good! (1,004 reviews)
Great hotel close to M5.
"Great hotel close to M5, easy access, clean with a great restaurant"

Reviewed on 2025/7/22

Leonardo Hotel Cheltenham
The George

The George

3.5 out of 5
Saint George's Road, Cheltenham, England
Fully refundableReserve now, pay when you stay
The price is NT$2,908 per night from Aug 3 to Aug 4
NT$2,908
NT$3,490 total
Aug 3 - Aug 4
includes taxes & fees
8.8/10 Excellent! (565 reviews)
Great hotel in perfect location
"Highly recommended. Fantastic hotel. Great location. Perfect down to the most minor details. A truly wonderful experience al around."

Reviewed on 2025/7/18

The George
DoubleTree by Hilton Cheltenham-Cotswolds

DoubleTree by Hilton Cheltenham-Cotswolds

4 out of 5
Cirencester Road, Charlton Kings, Cheltenham, England
The price is NT$2,690 per night from Aug 21 to Aug 22
NT$2,690
NT$3,228 total
Aug 21 - Aug 22
includes taxes & fees
7.8/10 Good! (1,003 reviews)
"We had a lovely night at this hotel when attending one night at the 2000 Trees festival nearby. The girl at front desk was very friendly and helpful. We used the gym, pool, sauna and steam rooms. All were very clean. Our room was soa ious enough for 3 adults. The air con was very welcome in the 30 ..."

Reviewed on 2025/7/15

DoubleTree by Hilton Cheltenham-Cotswolds
See all 1,116 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

Sudeley Castle featuring heritage architecture, a church or cathedral and a garden

Sudeley Castle

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
The Model Village which includes interior views

The Model Village

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
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

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.