Cheltenham Vacations

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Find the Best Cheltenham Vacation Packages

Cheltenham Hotel Deals

Cheltenham Chase Hotel & Spa

Cheltenham Chase Hotel & Spa

4 out of 5
Shurdington Road, Brockworth, Cheltenham, England
Fully refundableReserve now, pay when you stay
The price is AED 325 per night from Sep 21 to Sep 22
AED 325
AED 390 total
21 Sep - 22 Sep
includes taxes & fees
8.2/10 Very Good! (1,004 reviews)
"Great value for money"

Reviewed on 17 August 2025

Cheltenham Chase Hotel & Spa
Ellenborough Park

Ellenborough Park

5 out of 5
Southam Road, Cheltenham, England
Fully refundableReserve now, pay when you stay
The price is AED 1,105 per night from Aug 28 to Aug 29
AED 1,105
AED 1,326 total
28 Aug - 29 Aug
includes taxes & fees
9/10 Wonderful! (538 reviews)
"Lovely hotel with beautiful rooms and accommodations. The room and bathroom were extremely large and beautifully appointed. We ate at the restaurant one evening and the food and ambiance was great. We will definitely stay here again when we return!"

Reviewed on 21 August 2025

Ellenborough Park
Leonardo Hotel Cheltenham

Leonardo Hotel Cheltenham

4 out of 5
Gloucester Road, Cheltenham, England
Fully refundableReserve now, pay when you stay
The price is AED 317 per night from Aug 31 to Sep 1
AED 317
AED 380 total
31 Aug - 1 Sep
includes taxes & fees
8.2/10 Very Good! (1,002 reviews)
"Amazing reception, great gym, perfect breakfast, but no air con and pillow (both available) quite big."

Reviewed on 12 August 2025

Leonardo Hotel Cheltenham
See all 1,119 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

4.5/5(2 reviews)

You can learn about the history of Cheltenham with a stop at Sudeley Castle. Discover the beautiful countryside and lively bars in this relaxing area.

Sudeley Castle
Cheltenham Town Hall

Cheltenham Town Hall

4/5(2 reviews)

Find out about the history of Cheltenham when you take a trip to Cheltenham Town Hall. Wander the area's picturesque gardens or simply enjoy one of its top-notch restaurants.

Cheltenham Town Hall
The Model Village which includes interior views

The Model Village

Take the family on an outing to The Model Village during your trip to Bourton-on-the-Water. Wander the picturesque gardens or discover the beautiful countryside in this quaint area.

The Model Village

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 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.