Winchcombe Vacations from $717

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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.
Nailcote Hall Hotel

Nailcote Hall Hotel

4 out of 5
Price was $958, price is now $717 per person
$717
per person
Feb 6 - Feb 11
found 6 hours ago
Roundtrip non-stop flight included
New York (JFK) to Birmingham (BHX)
8.4/10 Very Good! (460 reviews)
The breakfast was good, but the room was disappointing with limited facilities, the shower was not as hot as we wanted, and the extraxtor fan didnt seem to be working.

Reviewed on Nov 26, 2025

The Class Place

The Class Place

4 out of 5
Birmingham City Centre
Price was $1,242, price is now $735 per person
$735
per person
Feb 6 - Feb 11
found 6 hours ago
Roundtrip non-stop flight included
New York (JFK) to Birmingham (BHX)
8.8/10 Excellent! (18 reviews)
Great! Good location and great communication for checking in.

Reviewed on Feb 1, 2019

The President

The President

4 out of 5
Birmingham City Centre
Price was $1,554, price is now $1,057 per person
$1,057
per person
Jan 2 - Jan 7
found 1 day ago
Roundtrip flight included
New York (NYC) to Birmingham (BHX)
8.8/10 Excellent! (13 reviews)
Nice communications from the property and good location. Nice clean property, we enjoyed out stay here.

Reviewed on May 25, 2023

The Olde Bell, BW Signature Collection

The Olde Bell, BW Signature Collection

3 out of 5
Price was $964, price is now $748 per person
$748
per person
Feb 6 - Feb 11
found 6 hours ago
Roundtrip non-stop flight included
New York (JFK) to Birmingham (BHX)
8.2/10 Very Good! (407 reviews)
Pleasant pub hotel, with our room part of a barn conversion just across the road (40 seconds walk away). The room was generously sized and very clean, with a large warm radiator . Large bathroom andlovley shower. Allgreat.

Reviewed on Nov 13, 2025

Cowley Manor Experimental

Cowley Manor Experimental

4 out of 5
Price was $2,121, price is now $1,655 per person
$1,655
per person
Jan 16 - Jan 20
found 1 day ago
Roundtrip flight included
New York (NYC) to Birmingham (BHX)
9.2/10 Wonderful! (239 reviews)
A beautiful and historic property surrounded deep in nature, Cowley Manor gives me a luxurious and comfortable stay. The room is spacious with many thoughtful touches. I love the view from my room facing the pond and the greens. Staff is courteous, and dinner is delicious. This hotel is on the pricier side, but it’s worth the experience.

Reviewed on Nov 24, 2025

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Discover the most popular places to visit in Winchcombe

Cheltenham Town Hall

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 lively bars.

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
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 Dec 28 to Dec 29
$96 total
Dec 28 - Dec 29
Total with taxes and fees
8.2/10 Very Good! (1,016 reviews)
My fiancé and I spent 2 nights at Cheltenham Chase last weekend. Having read a few mixed reviews I was a little hesitant to book but went ahead and prepared for an underwhelming experience. However my fiancé and I were very pleasantly surprised and honestly our experience significantly exceeded our ...

Reviewed on Nov 24, 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
$110 nightly
The price is $132 total per night from Nov 30 to Dec 1
$132 total
Nov 30 - Dec 1
Total with taxes and fees
8.4/10 Very Good! (1,006 reviews)
Lovely rooms, great food and the best bar staff at the function we were at. Jack (John) was great, good fun and told us about the wines available. He was super helpful with some other bits and bobs, an absolute credit to De Vere Cotswold Water Park hotel. Thanks so much Jack!

Reviewed on Nov 23, 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
$55 nightly
The price is $66 total per night from Dec 21 to Dec 22
$66 total
Dec 21 - Dec 22
Total with taxes and fees
8.4/10 Very Good! (1,002 reviews)
Friendly and helpful staff.

Reviewed on Nov 22, 2025

Leonardo Hotel Cheltenham
See all 3,898 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 $717 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.