Winchcombe Vacations from $921

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $1,045 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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 Abbey Hotel Golf & Spa

The Abbey Hotel Golf & Spa

4 out of 5
Price was $1,071, price is now $921 per person
$921
per person
Apr 23 - Apr 29
found 4 hours ago
Roundtrip non-stop flight included
New York (JFK) to Birmingham (BHX)
7.8/10 Good! (795 reviews)
Room was lovely, a lot bigger than expected. I only slept there, I didn’t eat or use the facilities so couldn’t comment on that side.

Reviewed on Feb 19, 2026

The Old Fourpenny Shop Hotel

The Old Fourpenny Shop Hotel

3.5 out of 5
Price was $1,583, price is now $1,293 per person
$1,293
per person
Apr 23 - Apr 29
found 4 hours ago
Roundtrip non-stop flight included
New York (JFK) to Birmingham (BHX)
9.6/10 Exceptional! (423 reviews)
Very nice quirky hotel. Rooms were comfortable and clean. Breakfast was yummy snd freshly cooked. Staff pleasant the hotel is very small with rooms upstairs. A very narrow set of stairs to the rooms. Ours was on the third level and it was hard to get our bags up. I would stay there again but i would take a small bag with what i needed to the room and leave the suitcases in the car. Street parking. Just what i imagined an English pub to be. Lovely

Reviewed on Jan 7, 2026

Macdonald Alveston Manor Hotel & Spa

Macdonald Alveston Manor Hotel & Spa

4 out of 5
Price was $1,366, price is now $1,123 per person
$1,123
per person
Apr 23 - Apr 29
found 4 hours ago
Roundtrip non-stop flight included
New York (JFK) to Birmingham (BHX)
8/10 Very Good! (1,001 reviews)
Room was clean and very nice,staff courteous. Bathroom was very clean but shower didn’t work and hot tap for bath was very slow.

Reviewed on Feb 19, 2026

Walton Hall Hotel & Spa by Sunday

Walton Hall Hotel & Spa by Sunday

4 out of 5
Price was $1,149, price is now $946 per person
$946
per person
Apr 23 - Apr 29
found 4 hours ago
Roundtrip non-stop flight included
New York (JFK) to Birmingham (BHX)
7.6/10 Good! (1,002 reviews)
It was generally just ok. Room was a bit tired but it was quiet and that's what its all about.

Reviewed on Nov 19, 2025

Three Ways House Hotel

Three Ways House Hotel

3 out of 5
Price was $1,205, price is now $1,037 per person
$1,037
per person
Apr 23 - Apr 29
found 4 hours ago
Roundtrip non-stop flight included
New York (JFK) to Birmingham (BHX)
8.8/10 Excellent! (625 reviews)
The staff were very nice and helpful. The food was very nice

Reviewed on Jan 21, 2026

Don't see what you're looking for?
See all available trips from Columbus to Winchcombe
View all trips

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Book now

Discover the most popular places to visit in Winchcombe

Cheltenham Racecourse from Cleeve Hill

Cheltenham Racecourse

You can take time to visit Cheltenham Racecourse during your travels to Cheltenham. Discover the beautiful countryside and lively bars in this relaxing area.

Cheltenham Racecourse
F04AR9 Cheltenham Town Hall, Cheltenham, Gloucestershire, England

Cheltenham Town Hall

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

Sudeley Castle

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

What to do in Winchcombe

Cotswolds Full-Day Tour From Birmingham

Cotswolds Full-Day Tour From Birmingham

$102
per adult
100% of travellers recommend
Cotswolds Full-Day Tour From Birmingham
London Cotswolds Villages Day Trip by Minibus

London Cotswolds Villages Day Trip by Minibus

$103
per adult
London Cotswolds Villages Day Trip by Minibus
Discover Cotswolds and Stratford-upon-Avon from Oxford

Discover Cotswolds and Stratford-upon-Avon from Oxford

$109
per adult
Discover Cotswolds and Stratford-upon-Avon from Oxford
See all activities in Winchcombe

Winchcombe Hotel Deals

Cotswolds Hotel & Spa

Cotswolds Hotel & Spa

3.5 out of 5
Southcombe Chipping Norton England
$58 nightly
The price is $69 total per night from Mar 1 to Mar 2
$69 total
Mar 1 - Mar 2
Total with taxes and fees
8.6/10 Excellent! (1,018 reviews)
Comfortable and relaxing

Reviewed on Feb 19, 2026

Cotswolds Hotel & Spa
Cheltenham Chase Hotel & Spa

Cheltenham Chase Hotel & Spa

4 out of 5
Shurdington Road Cheltenham England
Fully refundableReserve now, pay when you stay
$73 nightly
The price is $88 total per night from Mar 22 to Mar 23
$88 total
Mar 22 - Mar 23
Total with taxes and fees
8.2/10 Very Good! (1,015 reviews)
The room was alright, it had some cobweb but since the ceilings are high it didn’t really bother us. The hotel staff were all polite and helpful, amenities such as the spa areas were horrible please don’t book this place if you’re coming down for a nice spa leisure. The best bit was the breakfast ...

Reviewed on Feb 20, 2026

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
$79 nightly
The price is $95 total per night from Mar 1 to Mar 2
$95 total
Mar 1 - Mar 2
Total with taxes and fees
8.4/10 Very Good! (1,005 reviews)
Staff are always excellent. Bar and food are good. Hotel rooms and pool could do with some TLC

Reviewed on Feb 18, 2026

Leonardo Hotel Cheltenham
See all 3,846 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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Winchcombe vacation package cost?
You can grab a vacation package to this popular destination from $921 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.

Explore a world of travel with Expedia

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