Winchcombe Vacations from $712

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Your Winchcombe Vacation

With one of our vacation packages to Winchcombe, you'll have infinite opportunities for adventure and relaxation. There's plenty to experience, including its rich history and spectacular views. Every trip to Winchcombe needs a well-crafted itinerary. Fill yours with major attractions like Cheltenham Racecourse, Sudeley Castle and The Promenade. Stop dreaming and start traveling. Check out the range of options on Expedia today and finally put your Winchcombe vacation plans in motion!

The Latest Winchcombe vacation packages

Price found within the past 48 hours. Click for updated prices.
The Mount Country Manor Hotel & Golf

The Mount Country Manor Hotel & Golf

4 out of 5
Price was $811, price is now $712 per person
$712
per person
Nov 14 - Nov 17
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Birmingham (BHX)
8.6/10 Excellent! (795 reviews)
Great hotel in a pleasant setting, nice staff. Room was spacious and comfortable with a huge window with woodland views. Dinner was good but they need more healthy options on the menu as everything seems to come with chips. Breakfast was great. Overall, highly recommended!

Reviewed on Sep 19, 2025

Charles Hope Birmingham Westside

Charles Hope Birmingham Westside

3.5 out of 5
Westside
Price was $1,462, price is now $1,179 per person
$1,179
per person
Nov 25 - Nov 29
found 17 hours ago
Roundtrip non-stop flight included
New York (NYC) to Birmingham (BHX)
No reviews
The Grand Hotel Birmingham

The Grand Hotel Birmingham

4 out of 5
Birmingham City Centre
Price was $2,275, price is now $1,890 per person
$1,890
per person
Nov 25 - Nov 29
found 17 hours ago
Roundtrip non-stop flight included
New York (NYC) to Birmingham (BHX)
9.4/10 Exceptional! (1,061 reviews)
The whole hotel experience was fantastic. Reception was quick and helpful. Our room was clean, spacious and very comfortable. It was dark and quiet during the night. Air con worked (which is unusual in hotels to be honest). The bar and late night food were great and breakfast was fabulous.

Reviewed on Oct 12, 2025

OYO Tamworth Arms Boutique Pub & Hotel

OYO Tamworth Arms Boutique Pub & Hotel

4 out of 5
Price was $1,050, price is now $914 per person
$914
per person
Nov 26 - Nov 30
just found
Roundtrip non-stop flight included
New York (NYC) to Birmingham (BHX)
8.8/10 Excellent! (184 reviews)
All round excellence

Reviewed on Oct 1, 2025

KCS Luxury Apartment - Broad Street Birmingham

KCS Luxury Apartment - Broad Street Birmingham

3.5 out of 5
Birmingham City Centre
Price was $1,638, price is now $1,444 per person
$1,444
per person
Dec 20 - Dec 24
found 20 hours ago
Roundtrip flight included
New York (JFK) to Birmingham (BHX)
9.2/10 Wonderful! (23 reviews)
Great city centre property with a 5 minute walk to bars and restaurants. Really quiet also considering the location.

Reviewed on Nov 24, 2024

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Discover the most popular places to visit in Winchcombe

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

Sudeley Castle

4.5/5(2 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
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

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

What to do in Winchcombe

Travel the back roads in one of our comfy 16-seater Mercedes minibuses - we can go where big coaches can't!

Secret Cotswolds Tour from Stratford-on-Avon or Moreton-in-Marsh

$107
per adult
Secret Cotswolds Tour from Stratford-on-Avon or Moreton-in-Marsh
The Cotswolds and Blenheim Palace with Lunch in British Pub

As seen in Bridgerton: Cotswold's & Blenheim Palace with Cream Tea

$146
per adult
80% of travellers recommend
As seen in Bridgerton: Cotswold's & Blenheim Palace with Cream Tea
Scenic Transfer from Stratford Upon Avon to London Via Cotswolds

Scenic Transfer from Stratford Upon Avon to London Via Cotswolds

$119
per adult
Scenic Transfer from Stratford Upon Avon to London Via Cotswolds
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Winchcombe Hotel Deals

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
$109 nightly
The price is $131 total per night from Oct 21 to Oct 22
$131 total
Oct 21 - Oct 22
Total with taxes and fees
8.4/10 Very Good! (1,008 reviews)
"To use the swimming pool you have to pay extra £10 each very unusual for De Vere hotel The breakfast bread is hard and the sweets like pain chocolate or pastry are not very fresh"

Reviewed on Oct 10, 2025

De Vere Cotswold Water Park
Cheltenham Chase Hotel & Spa

Cheltenham Chase Hotel & Spa

4 out of 5
Shurdington Road, Brockworth, Cheltenham, England
Fully refundableReserve now, pay when you stay
$85 nightly
The price is $102 total per night from Nov 2 to Nov 3
$102 total
Nov 2 - Nov 3
Total with taxes and 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 Oct 7, 2025

Cheltenham Chase Hotel & Spa
Leonardo Hotel Cheltenham

Leonardo Hotel Cheltenham

4 out of 5
Gloucester Road, Cheltenham, England
Fully refundableReserve now, pay when you stay
$85 nightly
The price is $102 total per night from Oct 19 to Oct 20
$102 total
Oct 19 - Oct 20
Total with taxes and fees
8.2/10 Very Good! (1,009 reviews)
"Room was comfy and clean. Early checkin which was great as we had a wedding to attend close by. Breakfast was good with great choices. Definitely recommend."

Reviewed on Oct 11, 2025

Leonardo Hotel Cheltenham
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.

Winchcombe Essential Information

Language
English
Currency
British pounds sterling
Closest Airport
Brize Norton (BZZ-RAF Brize Norton)
Population
4,500
Max Temp Winter
45ºF
Max Temp Summer
70ºF
Top Sights
Sudeley Castle, Everyman Theatre and Cotswold Motoring Museum

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Frequently asked questions

How much does a Winchcombe vacation package cost?
You can grab a vacation package to this popular destination from $712 on Expedia. However, how much your vacation 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?
If you're hoping to score a cheap Winchcombe vacation package, consider traveling in August, October and December. You'll usually find lower rates on airfares and hotels during these quieter months — perfect for a budget-friendly getaway.
How many days is enough for Winchcombe?
The ideal duration for your Winchcombe vacation depends on what you'd like to do and see. Generally, a few days to a week will give you enough time to check out all the major attractions and explore some hidden gems along the way.
Is it worth booking a vacation package to Winchcombe?
Winchcombe is a good vacation destination with attractions like Sudeley Castle among the many things to keep you entertained. Whether you're traveling with the family or planning a trip with friends, a Winchcombe vacation promises fun for everyone.
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 vacation as a package?
Expedia vacation 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 customized Winchcombe vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Winchcombe?
If you have your Winchcombe vacation 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. Pick your dates: The things you want to do in Winchcombe and your preferred season will help you decide when to get away.
  2. Set a budget: Consider costs such as transportation, flights and meals when working out how much to save for your trip to Winchcombe. Then, select a hotel that works with your budget, whether that's a low-cost stay or a swankier retreat.
  3. Use our trip planning tool to discover Winchcombe: Research every aspect of your trip to Winchcombe with this handy planner. Invite your family and friends to collaborate on a group getaway, search for stays or things to do and make bookings.
  4. Set the duration of your trip: Start by making a list of all the attractions and activities you want to get to in Winchcombe. Then, estimate how long you'll need at each, along with any travel time.
  5. Combine your accommodations and airfare: After you've settled on your trip dates and duration, book the ideal Winchcombe vacation package for you.
  6. Add on excursions and experiences: Take a look at our dedicated travel guide to find some awesome things to do in Winchcombe. Book tickets or make reservations before you go to save time and avoid the hassle of looking for activities when you arrive.

Does Expedia offer Book Now, Pay Later Winchcombe vacation packages?
If you're anything like us, you love jet-setting around the world but don't love the big price tag that can sometimes come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the overall cost of your Winchcombe break across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you see them.

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