Winchcombe Vacations from $696

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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.
Lea Marston Hotel

Lea Marston Hotel

4 out of 5
Price was $841, price is now $696 per person
$696
per person
Oct 30 - Nov 3
found 21 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Birmingham (BHX)
7.8/10 Good! (1,000 reviews)
Perfect for our weekend, convenient and staff were very helpful. Food was lovely and even though breakfast was very bust the staff filled up the items as soon as they were aware.

Reviewed on Aug 27, 2025

Charles Hope Birmingham Westside

Charles Hope Birmingham Westside

3.5 out of 5
Westside
Price was $1,073, price is now $831 per person
$831
per person
Oct 30 - Nov 3
found 21 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Birmingham (BHX)
No reviews
The Class Place

The Class Place

4 out of 5
Birmingham City Centre
Price was $903, price is now $749 per person
$749
per person
Oct 5 - Oct 8
found 24 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

Beauchamp House by Covstays

Beauchamp House by Covstays

3 out of 5
Coventry City Centre
Price was $1,033, price is now $878 per person
$878
per person
Oct 30 - Nov 3
found 6 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Birmingham (BHX)
No reviews
The Grand Hotel Birmingham

The Grand Hotel Birmingham

4 out of 5
Birmingham City Centre
Price was $995, price is now $846 per person
$846
per person
Oct 30 - Nov 3
found 21 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Birmingham (BHX)
9.4/10 Exceptional! (1,049 reviews)
Very clean and comfortable, I’m not sure why I have to enter a rating for eco friendliness though. I haven’t got a clue what their policies are

Reviewed on Aug 24, 2025

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

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

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

Classic Cotswolds – Online Self-Guided Road Trip Plan

Classic Cotswolds – Online Self-Guided Road Trip Plan

$17
per traveler
Classic Cotswolds – Online Self-Guided Road Trip Plan
Blenheim Palace and Cotswolds Private Tour

Blenheim Palace and Cotswolds Private Tour

$1,061
per traveler
Blenheim Palace and Cotswolds Private Tour
Private Full Day Tour to Cotswolds from London

Private Full Day Tour to Cotswolds from London

$3,305
per adult
Private Full Day Tour to Cotswolds from London
See all activities in Winchcombe

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
$121 nightly
The price is $145 total per night from Sep 1 to Sep 2
$145 total
Sep 1 - Sep 2
Total with taxes and fees
8.4/10 Very Good! (1,004 reviews)
Great stay for family and the dog!
"Amazing stay… loved our 2 bed apartment! Clean, lots of space & comfortable. Pool and spa was lovely great addition to hotel. My 6 year old also loved the hotel, staff and guests friendly. We did a few walks around the other lakes very beautiful area. Would definitely recommend and visit again."

Reviewed on Aug 22, 2025

De Vere Cotswold Water Park
Cotswolds Hotel & Spa

Cotswolds Hotel & Spa

3.5 out of 5
Southcombe, Chipping Norton, England
$83 nightly
The price is $100 total per night from Sep 3 to Sep 4
$100 total
Sep 3 - Sep 4
Total with taxes and fees
8.6/10 Excellent! (1,005 reviews)
"A fridge in the room would be useful"

Reviewed on Aug 18, 2025

Cotswolds Hotel & Spa
Stratton House Hotel & Spa

Stratton House Hotel & Spa

3.5 out of 5
Gloucester Road, Gloucestershire, Cirencester, England
Fully refundableReserve now, pay when you stay
$95 nightly
The price is $114 total per night from Sep 21 to Sep 22
$114 total
Sep 21 - Sep 22
Total with taxes and fees
8.6/10 Excellent! (421 reviews)
Great spot in the Cotswolds
"Lovely hotel, friendly staff. Fantastic massage in the spa."

Reviewed on Aug 21, 2025

Stratton House Hotel & Spa
See all 3,855 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.

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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 $696 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

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.