Winchcombe Holidays

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Top hotels in Winchcombe

Leonardo Hotel Cheltenham

Leonardo Hotel Cheltenham

4 out of 5
Gloucester Road, Cheltenham, England
Fully refundableReserve now, pay when you stay
The price is S$123 per night from 21 Aug to 22 Aug
S$123
21 Aug - 22 Aug
includes taxes & fees
8.2/10 Very Good! (1,002 reviews)
"I had a wonderful stay at the Leonardo Hotel in Cheltenham! From the moment I arrived, the staff were fantastic — incredibly friendly, welcoming, and always happy to help, which really set the tone for a relaxing visit. The hotel itself was very clean and felt safe throughout, which I really appreciated. ..."

Reviewed on 19 Jul, 2025

Leonardo Hotel Cheltenham
Cotswolds Hotel & Spa

Cotswolds Hotel & Spa

3.5 out of 5
Southcombe, Chipping Norton, England
The price is S$153 per night from 27 Jul to 28 Jul
S$153
27 Jul - 28 Jul
includes taxes & fees
8.6/10 Excellent! (1,007 reviews)
"Excellent stay would certainly recommend"

Reviewed on 16 Jul, 2025

Cotswolds Hotel & Spa
De Vere Cotswold Water Park

De Vere Cotswold Water Park

4 out of 5
Lake 6 Spine Road East, South Cerney, Cirencester, England
Fully refundableReserve now, pay when you stay
The price is S$169 per night from 13 Aug to 14 Aug
S$169
13 Aug - 14 Aug
includes taxes & fees
8.4/10 Very Good! (1,005 reviews)
"The area is beautiful"

Reviewed on 13 Jul, 2025

De Vere Cotswold Water Park
See all 3,872 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.

Popular places to visit

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

Sudeley Castle

4.5/5(18 reviews)

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
Pitville Pump Room showing theatre scenes and interior views

Pitville Pump Room

Marvel at the elegance of this fine Regency building, sample natural spa water, attend classical music concerts and relax on perfectly groomed lawns.

Pitville Pump Room
Cheltenham Art Gallery and Museum featuring interior views

Cheltenham Art Gallery and Museum

4/5(1 review)

Discover interesting items from the stories of Cheltenham’s local heroes, to works by Dutch masters and ancient treasures in the villages of Gloucestershire.

Cheltenham Art Gallery and Museum

What to do in Winchcombe

Scenic Transfer from Stratford Upon Avon to London Via Cotswolds

Scenic Transfer from Stratford Upon Avon to London Via Cotswolds

S$154
per adult
Scenic Transfer from Stratford Upon Avon to London Via Cotswolds
Classic Cotswolds – Online Self-Guided Road Trip Plan

Classic Cotswolds – Online Self-Guided Road Trip Plan

S$23
per traveller
Classic Cotswolds – Online Self-Guided Road Trip Plan
Bourton-on-the-Water

Private One Day Luxury Tour of The Cotswolds

S$1,615
per traveller
Private One Day Luxury Tour of The Cotswolds
See all activities in Winchcombe

Frequently asked questions

How much does a Winchcombe holiday package cost?
You can grab a holiday package to this popular destination on Expedia. However, how much your holiday to Winchcombe costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Winchcombe?
To score cheap Winchcombe holiday packages, plan your trip outside of busy periods like public holidays and major events. You'll typically find better availability and lower prices for flights and hotels.
How many days is enough for Winchcombe?
The ideal length for your Winchcombe holiday depends on what you'd like to see. Typically, a few days to a week will give you plenty of time to tick off all the major sights and explore some hidden treasures along the way.
Is it worth booking a holiday package to Winchcombe?
It's no wonder a Winchcombe holiday is on the must-do list of many travellers. Popular attractions like Belas Knap are just the beginning of things to see and do here.
How to find the best Winchcombe package deals?
Begin your search for a Winchcombe package deal by entering your preferred trip dates and destination under our "Packages" tab. Then apply some filters, like "Property type" and "Guest rating," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the ideal Winchcombe package deal straight away, just switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your Winchcombe adventure underway.
Is it cheaper to book a Winchcombe holiday as a package?
Expedia holiday packages are designed to help you keep more cash in your pocket. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll usually get a better deal than booking each component separately. And you'll still enjoy the flexibility to create a customised Winchcombe holiday by choosing your favourite type of stay, airline and car class.
When to book a holiday package to Winchcombe?
If you have your Winchcombe holiday dates locked in, book early to snap up some terrific deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are perfect for jetting off on a whim.
How to plan a trip to Winchcombe?

  1. Choose the right time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to travel to Winchcombe.
  2. Work out your budget: Make sure you have enough money to cover everything from transportation and food to activities and airfares. Your accommodation will likely be the largest expense during your trip to Winchcombe.
  3. Set the duration of your trip: Start by compiling a list of the activities and attractions you'd like to get to in Winchcombe. Then, estimate how long you'll need for each, including any travel time.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. All that's left is to find a Winchcombe holiday package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.