Winchcombe Vacations from $737

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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 Cube Hotel Birmingham

The Cube Hotel Birmingham

4 out of 5
Birmingham City Centre
Price was $873, price is now $737 per person
$737
per person
Feb 7 - Feb 11
found 11 hours ago
Roundtrip non-stop flight included
New York (JFK) to Birmingham (BHX)
7.4/10 Good! (889 reviews)
Receptionist was lovely and helpful, location of hotel, very nice large room, great having a fridge.

Reviewed on Nov 21, 2025

The Class Place

The Class Place

4 out of 5
Birmingham City Centre
Price was $1,005, price is now $774 per person
$774
per person
Jan 13 - Jan 16
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Birmingham (BHX)
8.8/10 Excellent! (18 reviews)
Great! Good location and great communication for checking in.

Reviewed on Feb 1, 2019

Cosy Home Near Station, Parking, Netflix, Sleeps 5

Cosy Home Near Station, Parking, Netflix, Sleeps 5

4 out of 5
Price was $917, price is now $768 per person
$768
per person
Feb 13 - Feb 17
found 23 hours ago
Roundtrip non-stop flight included
New York (NYC) to Birmingham (BHX)
10/10 Exceptional! (1 review)
Really good property to book out. Good communication with owners when needed

Reviewed on Sep 7, 2025

Delta Hotels by Marriott Birmingham

Delta Hotels by Marriott Birmingham

4 out of 5
Edgbaston
Price was $918, price is now $769 per person
$769
per person
Feb 7 - Feb 11
found 11 hours ago
Roundtrip non-stop flight included
New York (JFK) to Birmingham (BHX)
8.8/10 Excellent! (207 reviews)
The suite was very well presented. Clean, with good provisions. Breakfast was very good too.

Reviewed on Nov 2, 2025

Lea Marston Hotel

Lea Marston Hotel

4 out of 5
Price was $1,003, price is now $842 per person
$842
per person
Jan 13 - Jan 16
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Birmingham (BHX)
7.8/10 Good! (1,003 reviews)
Perfect family stay. No faults with in our stay what so ever.

Reviewed on Nov 23, 2025

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Discover the most popular places to visit in Winchcombe

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 lively bars.

Cheltenham Town Hall
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
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

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

$95
per adult
Secret Cotswolds Tour from Stratford-on-Avon or Moreton-in-Marsh
Cotswolds Full-Day Tour From Birmingham

Cotswolds Full-Day Tour From Birmingham

$105
per adult
100% of travellers recommend
Cotswolds Full-Day Tour From Birmingham
Cotswold Cottages

Villages of The Cotswolds Small-Group Tour by Luxury Mini Coach from London

$168
per adult
Villages of The Cotswolds Small-Group Tour by Luxury Mini Coach from London
See all activities in Winchcombe

Winchcombe Hotel Deals

Cheltenham Chase Hotel & Spa

Cheltenham Chase Hotel & Spa

4 out of 5
Shurdington Road Cheltenham England
Fully refundableReserve now, pay when you stay
$80 nightly
The price is $96 total per night from Jan 4 to Jan 5
$96 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
8.2/10 Very Good! (1,023 reviews)
Very comfortable, clean room and facilities. Good breakfast.

Reviewed on Dec 1, 2025

Cheltenham Chase Hotel & Spa
De Vere Cotswold Water Park

De Vere Cotswold Water Park

4 out of 5
Lake 6 Spine Road East Cirencester England
Fully refundableReserve now, pay when you stay
$111 nightly
The price is $133 total per night from Dec 7 to Dec 8
$133 total
Dec 7 - Dec 8
Total with taxes and fees
8.4/10 Very Good! (1,019 reviews)
This is a lovely hotel. It's well placed for a visit to the Cotswolds. There is a large car park, check in was easy and our room was so nice, overlooking the lake. Breakfast was good, a self service buffet with lots of options. All the staff we encountered were friendly and helpful. We've stayed ...

Reviewed on Nov 30, 2025

De Vere Cotswold Water Park
Leonardo Hotel Cheltenham

Leonardo Hotel Cheltenham

4 out of 5
Gloucester Road Cheltenham England
Fully refundableReserve now, pay when you stay
$79 nightly
The price is $95 total per night from Dec 21 to Dec 22
$95 total
Dec 21 - Dec 22
Total with taxes and fees
8.4/10 Very Good! (1,004 reviews)
Room was lovely. We paid for breakfast but then changed our mind and they reimbursed us easily for it. The pool was a bit disappointing since there were classes on so it was noisy but we still enjoyed the swim/ hot tub. Thank you.

Reviewed on Nov 27, 2025

Leonardo Hotel Cheltenham
See all 3,906 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.

Find the Best Winchcombe Vacation Packages

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 $737 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.