Winchcombe Vacations from $817

Book a Hotel + Flight or Car together to unlock savings

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 $943, price is now $817 per person
$817
per person
Mar 27 - Mar 30
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Birmingham (BHX)
8.4/10 Very Good! (460 reviews)
Room lovely clean comfortable everything i needed . Staff helpful food good . Christmas decorations outstanding . Will be back .

Reviewed on Dec 14, 2025

The Olde Bell, BW Signature Collection

The Olde Bell, BW Signature Collection

3 out of 5
Price was $1,494, price is now $1,028 per person
$1,028
per person
Mar 22 - Mar 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Birmingham (BHX)
8.2/10 Very Good! (407 reviews)
Had a great stay at the Olde Bell. The room was clean and full of character. Staff excellent. One thing I would suggest is better quality pillows, they were not great, but the bed was good. The restaurant was really good. Breakfast in the morning was good value

Reviewed on Jan 5, 2026

The President

The President

4 out of 5
Birmingham City Centre
Price was $1,128, price is now $895 per person
$895
per person
Feb 12 - Feb 15
found 1 day ago
Roundtrip flight included
New York (NYC) to Birmingham (BHX)
8.8/10 Excellent! (13 reviews)
Excellent location for our stay. The apartment was clean and spacious and having secure parking was a bonus. Communication from the host was also excellent.

Reviewed on Dec 26, 2025

Charles Hope Birmingham Westside

Charles Hope Birmingham Westside

3.5 out of 5
Westside
Price was $1,012, price is now $826 per person
$826
per person
Mar 27 - Mar 30
found 24 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Birmingham (BHX)
10/10 Exceptional! (1 review)
Apartment was clean and spacious. Communication however is terrible. I sent messages to the property on two separate occasions but they didn’t bother to get back to me. They didn’t send pre-check link either so I had to call a few hours before I was due to check in and they sent the link.

Reviewed on Dec 21, 2025

Clayton Hotel Birmingham

Clayton Hotel Birmingham

4 out of 5
Birmingham City Centre
Price was $1,001, price is now $875 per person
$875
per person
Mar 27 - Mar 30
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Birmingham (BHX)
8.4/10 Very Good! (1,001 reviews)
Room was nice, clean, and large, but the service was disappointing. The corridors were noisy past midnight and with takeaway food trays in the morning (930am) so floors clearly hadn't been checked. We were also surprised the bar closed at midnight on a Saturday. Staff refused to honor our Expedia "22% off" discount for breakfast but neither reception or dining at the lunch advised us of us and breakfast service made me uncomfortable, I was asked for payment while making tea rather than waiting until I was seated.

Reviewed on Dec 22, 2025

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

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

Full-Day Cotswolds Group Tour from London

Full-Day Cotswolds Group Tour from London

$104
per adult
100% of travellers recommend
Full-Day Cotswolds Group Tour from London
London Cotswolds Villages Day Trip by Minibus

London Cotswolds Villages Day Trip by Minibus

$101
per adult
London Cotswolds Villages Day Trip by Minibus
Cotswold Cottages

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

$174
per adult
Villages of The Cotswolds Small-Group Tour by Luxury Mini Coach from London
See all activities in Winchcombe

Winchcombe Hotel Deals

The White Hart Inn

The White Hart Inn

2.5 out of 5
High Street Cheltenham England
$66 nightly
The price is $79 total per night from Jan 12 to Jan 13
$79 total
Jan 12 - Jan 13
Total with taxes and fees
8.2/10 Very Good! (177 reviews)
Charming old inn, clean and comfortable room. Helpful friendly staff. No wifi at the back of the building.

Reviewed on Dec 18, 2025

The White Hart Inn
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 $134 total per night from Jan 16 to Jan 17
$134 total
Jan 16 - Jan 17
Total with taxes and fees
8.4/10 Very Good! (1,008 reviews)
Expensive

Reviewed on Jan 4, 2026

De Vere Cotswold Water Park
Cheltenham Chase Hotel & Spa

Cheltenham Chase Hotel & Spa

4 out of 5
Shurdington Road Cheltenham England
Fully refundableReserve now, pay when you stay
$77 nightly
The price is $92 total per night from Jan 25 to Jan 26
$92 total
Jan 25 - Jan 26
Total with taxes and fees
8.2/10 Very Good! (1,018 reviews)
Plenty of parking. Professional staff Clean and welcoming hotel Warm bedroom once the heating came on

Reviewed on Jan 7, 2026

Cheltenham Chase Hotel & Spa
See all 3,905 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 $817 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.