Winchcombe Vacation Packages

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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!

Top Winchcombe Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Leonardo Hotel Cheltenham

Leonardo Hotel Cheltenham

4 out of 5
Price was CA $1,759, price is now CA $1,523 per person
CA $1,523
per person
Sep 9 - Sep 15
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Birmingham (BHX)
8.4/10 Very good! (1,003 reviews)
There was no air conditioning. Staff weren't helpful and some rolled their eyes when asked something. Hot water dispenser for tea was dangerous. You had to hold button for 10 seconds to wait for hot water to come through then it splashes you.

Reviewed on Jul 8, 2026

Hyll Hotel

Hyll Hotel

3.5 out of 5
Price was CA $2,923, price is now CA $2,394 per person
CA $2,394
per person
Sep 9 - Sep 15
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Birmingham (BHX)
9.2/10 Wonderful! (261 reviews)
Beautiful hotel, everything was perfect! If I could give it 6 stars I would !

Reviewed on Jul 2, 2026

Three Ways House Hotel

Three Ways House Hotel

3 out of 5
Price was CA $1,950, price is now CA $1,671 per person
CA $1,671
per person
Sep 9 - Sep 15
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Birmingham (BHX)
8.8/10 Excellent! (661 reviews)
Staff very helpful

Reviewed on Jun 22, 2026

The Crown Hotel

The Crown Hotel

3 out of 5
Price was CA $1,974, price is now CA $1,701 per person
CA $1,701
per person
Sep 9 - Sep 15
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Birmingham (BHX)
8.4/10 Very good! (513 reviews)
Nice no frills place

Reviewed on Jun 21, 2026

Beechwood Cottage Banham Cottages

Beechwood Cottage Banham Cottages

3.5 out of 5
Price was CA $4,007, price is now CA $3,471 per person
CA $3,471
per person
Sep 9 - Sep 15
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Birmingham (BHX)
10/10 Exceptional! (1 review)
We had the most marvelous stay. Girls weekend and we could walk to anywhere we needed to go. The property was beautiful and the hosts provided everything required for a wonderful weekend. Will definitely visit again.

Reviewed on Jun 21, 2026

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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
The price is CA $120 per night from Aug 7 to Aug 8
CA $120
CA $144 total
Aug 7 - Aug 8
includes taxes & fees
8.2/10 Very good! (1,004 reviews)
"Nice hotel though it’s in Gloucester not Cheltenham .. fab Spa facilities one of the best I’ve been to and I’ve been to many . Lockers a little tricky to lock , kept the staff busy unlocking ! Breakfast was good , we had a drink in the bar late, think they wanted to close from response I got . Our ..."

Reviewed on Jul 8, 2026

Cheltenham Chase Hotel & Spa
Cotswolds Hotel & Spa

Cotswolds Hotel & Spa

3.5 out of 5
Southcombe Chipping Norton England
The price is CA $149 per night from Aug 6 to Aug 7
CA $149
CA $178 total
Aug 6 - Aug 7
includes taxes & fees
8.6/10 Excellent! (1,097 reviews)
"The hotel is mainly for golfers but rooms are very adequate. For us it was just what we wanted nice quiet modern hotel ."

Reviewed on Jul 8, 2026

Cotswolds Hotel & Spa
De Vere Cotswold Water Park

De Vere Cotswold Water Park

4 out of 5
Lake 6 Spine Road East Cirencester England
The price is CA $155 per night from Jul 26 to Jul 27
CA $155
CA $186 total
Jul 26 - Jul 27
includes taxes & fees
8.6/10 Excellent! (1,008 reviews)
"Good clean room with very helpful staff. Was very busy and the outside area overlooking the lake were a little cluttered with leftover glasses etc but overall, a very pleasant stay."

Reviewed on Jul 8, 2026

De Vere Cotswold Water Park
See all 4,256 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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Stay near popular Winchcombe attractions

Winchcombe Folk and Police Museum

You can spend time studying the exhibits at Winchcombe Folk and Police Museum during your travels in Winchcombe. Discover the beautiful countryside and spas in this quaint area.
See properties

What to do in Winchcombe

Cotswolds in a Day Tour from Moreton-in-Marsh / Stratford-on-Avon

Cotswolds in a Day Tour from Moreton-in-Marsh / Stratford-on-Avon

CA $180
per adult
98% of travellers recommend
Cotswolds in a Day Tour from Moreton-in-Marsh / Stratford-on-Avon
Cotswolds Full-Day Tour From Birmingham

Cotswolds Full-Day Tour From Birmingham

CA $143
per adult
100% of travellers recommend
Cotswolds Full-Day Tour From Birmingham
Oxford and Traditional Cotswolds Villages from London

Oxford and Traditional Cotswolds Villages from London

CA $186
per adult
100% of travellers recommend
Oxford and Traditional Cotswolds Villages from London
See all activities in Winchcombe

Frequently asked questions

How much does a Winchcombe vacation package cost?
You'll find cheap prices from CA $1,523 on Expedia for your Winchcombe getaway. However, factors like the length of stay, hotel choice and season will influence how much your vacation to Winchcombe costs.
What are the cheapest months to go to Winchcombe?
To score cheap Winchcombe vacation packages, plan your getaway outside of peak times like public holidays and major events. You'll generally find lower prices and better availability for flights and hotels.
How many days is enough for Winchcombe?
Winchcombe vacations come in various shapes and sizes, but to really sink your teeth into this place, we reckon 2 days is a good ballpark. With this timeframe, you can visit top sights like Pittville Park and Prescott Speed Hill Climb along with lesser-known spots. Don't skip cool neighbourhoods such as Woodmancote and Stanton either. If you're smart with your time, you can even take a day trip outside of Winchcombe too.
Is it worth booking a vacation package to Winchcombe?
It's no wonder a Winchcombe vacation is on the must-do list of many travellers. Well-known attractions like Belas Knap are just the beginning of things to see and do here.
How to find the best Winchcombe package deals?
Start your search for a Winchcombe package deal by entering your preferred trip dates and destination under our "Packages" tab. Then apply some filters, like "Guest rating" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the perfect Winchcombe package deal right away, simply switch up your dates and search again. Keep in mind 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?
An Expedia vacation package could land you great savings when compared to arranging accommodations and flights separately. Better still, you can tailor your Winchcombe escape to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Winchcombe?
If you've got your Winchcombe vacation dates locked in, book as early as you can to bag some awesome deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spontaneous adventures? Our last-minute deals are perfect for jetting off on a whim.
How to plan a trip to Winchcombe?

  1. Choose your dates: The things you'd like to do in Winchcombe and your favourite season can help you decide when to go.
  2. Set your budget: Factor in costs like flights, food and transportation when calculating how much to save for your trip to Winchcombe. Then, select a hotel that suits your budget, whether that's a wallet-friendly option or a deluxe retreat.
  3. Decide how long to go away for: Now that you're more familiar with Winchcombe, you can work out the ideal length of your vacation. Pull together a draft plan and give yourself enough time for all the things you want to do.
  4. Bundle your hotel and flights: Epic destination, check. Length of stay, check. Now all that's left is to pick a Winchcombe vacation package that brings all your bookings together.

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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.