Name: Leonardo Hotel Cheltenham
Price range: AU$158
Rating: 8.2

Your Winchcombe Holiday

Reserve a Winchcombe holiday package and concentrate on what matters — enjoying yourself. There's no more planning nightmares, just more time to experience the charms of this interesting city, such as its rich history and spectacular views. Want to explore your surroundings? Cheltenham Racecourse, Sudeley Castle and The Promenade are just a few of the top-rated places to visit during your trip to Winchcombe. A few clicks is all it takes to create a tailored Winchcombe holiday on Expedia.

The Latest Winchcombe Holiday Deals

Price found within the past 48 hours. Click for updated prices.

The Olde Bell, BW Signature Collection

AU$2,802

per person

22 Dec - 25 Dec

found 1 day ago

Return flight included

Sydney (SYD) to Birmingham (BHX)

8.2/10 Very Good! (387 reviews)

Great breakfast, great location and lovely staying in an historic property - wonderful potential for a party or fdmily gsthering. Comfy bed and spacious room. Coujd do with a makeover in parts but don’t sacrifice its current charm..

Reviewed on 17 Aug 2025

Winchcombe Holiday

Winchcombe Essential Information

Language	English
Currency	British pounds sterling
Closest Airport	Brize Norton (BZZ-RAF Brize Norton)
Population	4,500
Max Temp Winter	7ºC
Max Temp Summer	21ºC
Top Sights	Sudeley Castle, Everyman Theatre and Cotswold Motoring Museum

Our pick of the best Winchcombe Hotel Deals

De Vere Cotswold Water Park

Lake 6 Spine Road East, South Cerney, Cirencester, England

Fully refundableReserve now, pay when you stay

AU$202

21 Oct - 22 Oct

includes taxes & fees

8.4/10 Very Good! (1,002 reviews)

"Nice to have a spa, pool area very nice treatment rooms were lovely although expensive …breakfast had very good choice Good to know pets are allowed I have stayed there twice"

Reviewed on 5 Oct 2025

Cheltenham Chase Hotel & Spa

Shurdington Road, Brockworth, Cheltenham, England

Fully refundableReserve now, pay when you stay

AU$158

2 Nov - 3 Nov

includes taxes & fees

8.2/10 Very Good! (1,002 reviews)

"Stayed for 3 nights & enjoyed it very much, facilities great & service was perfect & the dinner & breakfast very tasty."

Reviewed on 7 Oct 2025

Leonardo Hotel Cheltenham

Gloucester Road, Cheltenham, England

Fully refundableReserve now, pay when you stay

AU$158

19 Oct - 20 Oct

includes taxes & fees

8.2/10 Very Good! (1,005 reviews)

"Excellent hotel. Would definitely stay here again. Staff were all excellent & very friendly. Breakfast & evening meal lovely. Only fault was 1 member of staff when checking in for which previous feedback was given who just wasn’t very friendly. But this didn’t spoil our visit & would definitely recommend ..."

Reviewed on 5 Oct 2025

See all 3,852 properties in Winchcombe

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.