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.
Hatherley Manor Hotel & Spa

Hatherley Manor Hotel & Spa

4 out of 5
Price was CA $1,676, price is now CA $1,476 per person
CA $1,476
per person
Jan 11 - Jan 16
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Birmingham (BHX)
8.2/10 Very good! (874 reviews)
excellent weekend retreat for my anniversary with my wife. Made even more special by the hotels Personal touches. Like an anniversary pudding with our evening meal. Spa facilities were great. Room was comfy and clean. All staff were very attentive. Great place to stay and a great location.

Reviewed on Oct 27, 2026

Cottage in Cotswolds With Hot Tub & Garden

Cottage in Cotswolds With Hot Tub & Garden

2 out of 5
Price was CA $4,412, price is now CA $2,900 per person
CA $2,900
per person
Jan 18 - Jan 23
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Birmingham (BHX)
No reviews

2 Pound cottage

2 Pound cottage

4 out of 5
Price was CA $2,438, price is now CA $2,038 per person
CA $2,038
per person
Dec 6 - Dec 12
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Birmingham (BHX)
10/10 Exceptional! (1 review)

The Swan Inn

The Swan Inn

3.5 out of 5
Price was CA $1,980, price is now CA $1,755 per person
CA $1,755
per person
Jan 18 - Jan 23
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Birmingham (BHX)
8.2/10 Very good! (63 reviews)

Trinity Farmhouse-Stunning House&Garden

Trinity Farmhouse-Stunning House&Garden

3 out of 5
Price was CA $3,216, price is now CA $2,869 per person
CA $2,869
per person
Jan 18 - Jan 23
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Birmingham (BHX)
No reviews

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Winchcombe Hotel Deals

Charming Victorian Wool Cottage on the Cotswold Way in Winchcombe.

Charming Victorian Wool Cottage on the Cotswold Way in Winchcombe.

Winchcombe ENG
10/10 Exceptional! (76 reviews)
"Amazing and wonderful just as all the other renters said!!"

Reviewed on Aug 5, 2026

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Charming Victorian Wool Cottage on the Cotswold Way in Winchcombe.
Cotswolds Hotel & Spa

Cotswolds Hotel & Spa

3.5 out of 5
Southcombe Chipping Norton England
The price is CA $95 per night from Nov 15 to Nov 16
CA $95
CA $114 total
Nov 15 - Nov 16
includes taxes & fees
8.6/10 Excellent! (1,189 reviews)
"Ideal location for our trip to visit family."

Reviewed on Nov 2, 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
Fully refundableReserve now, pay when you stay
The price is CA $138 per night from Nov 4 to Nov 5
CA $138
CA $166 total
Nov 4 - Nov 5
includes taxes & fees
8.4/10 Very good! (1,007 reviews)
"Had a comfortable stay here. Everything was clean and the hotel is in a great location. We enjoyed the swimming pool and the staff at check-in were very helpful. We especially liked that we had interconnecting rooms, which was perfect for our family."

Reviewed on Nov 2, 2026

De Vere Cotswold Water Park
See all 4,303 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

St Peter's Church Winchcombe

St Peter's Church Winchcombe is just one of the places to see in Winchcombe, so why not enjoy the other things to explore during your travels? Take in the museums while you're in the area.
See properties

What to do in Winchcombe

Cotswolds Full-Day Tour From Birmingham

Cotswolds Full-Day Tour From Birmingham

CA $151
per adult
100% of travellers recommend
Cotswolds Full-Day Tour From Birmingham
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 $160
per adult
96% of travellers recommend
Cotswolds in a Day Tour from Moreton-in-Marsh / Stratford-on-Avon
Oxford and Traditional Cotswolds Villages from London

Oxford and Traditional Cotswolds Villages from London

CA $187
per adult
98% 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 $1,476 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.

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