Winchcombe Holidays from £168

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Your Winchcombe Holiday

With one of our holiday 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 travelling. Check out the range of options on Expedia today and finally put your Winchcombe holiday plans in motion!

Top Winchcombe Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Birmingham Bromsgrove by IHG

Holiday Inn Birmingham Bromsgrove by IHG

4 out of 5
per person
21 Aug - 24 Aug
found 21 hours ago
Return flight included
Belfast (BFS) to Birmingham (BHX)
8/10 Very Good! (966 reviews)
The staff on reception were very helpful, lovely quiet room

Reviewed on 22 Jun 2025

The Class Place

The Class Place

4 out of 5
Birmingham City Centre
Save 100% on your flight
per person
21 Aug - 24 Aug
found 21 hours ago
Return flight included
Belfast (BFS) to Birmingham (BHX)
8.8/10 Excellent! (17 reviews)
Lea Marston Hotel

Lea Marston Hotel

4 out of 5
Save 100% on your flight
per person
21 Aug - 24 Aug
found 21 hours ago
Return flight included
Belfast (BFS) to Birmingham (BHX)
7.8/10 Good! (1,003 reviews)
I was lucky this time had a fantastic room

Reviewed on 3 Jul 2025

The Grand Hotel Birmingham

The Grand Hotel Birmingham

4 out of 5
Birmingham City Centre
Save 100% on your flight
per person
21 Aug - 24 Aug
found 21 hours ago
Return flight included
Belfast (BFS) to Birmingham (BHX)
9.4/10 Exceptional! (1,008 reviews)
Wonderful stay with really great staff, extremely comfortable bed and quiet rooms.

Reviewed on 4 Jul 2025

Worcester Whitehouse

Worcester Whitehouse

3.5 out of 5
Save 100% on your flight
per person
21 Aug - 24 Aug
found 21 hours ago
Return flight included
Belfast (BFS) to Birmingham (BHX)
8.6/10 Excellent! (1,008 reviews)
Everything was to my satisfaction. Really enjoyed my stay, and will certainly visit again.

Reviewed on 3 Jul 2025

Winchcombe Essential Information

Language
English
Currency
British pounds sterling
Closest Airport
Brize Norton (BZZ-RAF Brize Norton)
Population
4,500
Max Temp Winter
7ºC
Max Temp Summer
21ºC
Top Sights
Sudeley Castle, Everyman Theatre and Cotswold Motoring Museum

Top hotels in Winchcombe

Leonardo Hotel Cheltenham
Leonardo Hotel Cheltenham
4 out of 5
Gloucester Road, Cheltenham, England
Fully refundableReserve now, pay when you stay
The price is £77 per night from 3 Aug to 4 Aug
£77
3 Aug - 4 Aug
includes taxes & fees
8.2/10 Very Good! (1,000 reviews)
"very nice and comfortable beds"

Reviewed on 23 Jun 2025

Leonardo Hotel Cheltenham
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
The price is £120 per night from 6 Jul to 7 Jul
£120
6 Jul - 7 Jul
includes taxes & fees
8.4/10 Very Good! (1,003 reviews)
Great location
"Lovely location and great staff. Breakfast was really good. Dog friendly"

Reviewed on 2 Jul 2025

De Vere Cotswold Water Park
Cotswolds Hotel & Spa
Cotswolds Hotel & Spa
3.5 out of 5
Southcombe, Chipping Norton, England
The price is £71 per night from 6 Jul to 7 Jul
£71
6 Jul - 7 Jul
includes taxes & fees
8.4/10 Very Good! (1,002 reviews)
Excellent place to stay
"Handy to a number of attractions. Loads of easy parking with access off two roads. Friendly helpful staff. Very clean and tidy. Roomy comfortable room with dishwasher and washing machine. Quiet and nice view over the golf course. On site restaurant. Highly recommended!"

Reviewed on 30 Jun 2025

Cotswolds Hotel & Spa
See all 3,850 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.

The Advantages of Winchcombe Weekend Breaks

Discover a different side of the British Isles with a weekend break in Winchcombe. Take short breaks away from home and enjoy some quality time in a beautiful place. You’ll come back feeling refreshed and inspired. You can have an action-packed Winchcombe weekend break or get some peace with a relaxing holiday. Whatever experience you’re looking for, find it with our deals on hotels in Winchcombe.

Cheap Weekend Breaks to Winchcombe

There are lots of ways to take cheap weekend breaks to Winchcombe. Expedia offers deals on car hires and hotel rooms and covers trips for all kinds of travellers. The best way to save is with our holiday packages in Winchcombe. First, choose your car hire and hotel reservation. Then we’ll bundle them together into one discounted price. Solo explorers, couples, families, and groups of friends can discover budget solutions for their weekend breaks. Once you arrive, enjoy some of the fun things to do, many of which are free or cheap to experience  

Winchcombe Romantic Weekend Breaks

Couples love taking romantic weekend breaks in Winchcombe. Whisking your lover away for a romantic Winchcombe weekend break is the perfect opportunity to make new memories together. Expedia offers all kinds of hotel options, so you can find romantic hotels in Winchcombe and choose the best place for you. Check out our deals on beautiful properties, and you’ll save even more when you choose to package your hotel reservation with a car hire.

Family Weekend Breaks in Winchcombe

Set some time aside to experience family weekend breaks in Winchcombe. There are plenty of excellent family-friendly hotels in Winchcombe within our selection of hotels. You can also find a place to call home in one of the holiday rentals in Winchcombe. With accommodation, activities, and adventure all waiting, there’s never been a better time to plan Winchcombe family weekend breaks.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Popular places to visit

Sudeley Castle which includes a park, heritage architecture and a church or cathedral

Sudeley Castle

4.5/5(18 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
Cheltenham Town Hall

Cheltenham Town Hall

4/5(25 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
Chedworth Roman Villa featuring heritage elements, a house and a pond

Chedworth Roman Villa

5/5(3 reviews)

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

Classic Cotswolds – Online Self-Guided Road Trip Plan

Classic Cotswolds – Online Self-Guided Road Trip Plan

£13
per traveller
Classic Cotswolds – Online Self-Guided Road Trip Plan
Bourton-on-the-Water

Private One Day Luxury Tour of The Cotswolds

£935
per traveller
Private One Day Luxury Tour of The Cotswolds
Private Full Day Tour to Cotswolds from London

Private Full Day Tour to Cotswolds from London

£2,193
per adult
Private Full Day Tour to Cotswolds from London
See all activities in Winchcombe

Frequently asked questions

Why should I book my Winchcombe holiday with Expedia?
Choose Expedia to arrange your next escape simply and all in one convenient place. Our top tip for landing a fabulous deal on a Winchcombe retreat? Bundle your flights, accommodation and/or hire car into a package holiday. Then add some fun tours and activities. Most bookings also have flexible cancellation policies, so there's no need to panic if you have to switch up your travel agenda. Round-the-clock assistance with making tweaks to your trip is on-hand via our Customer Service Portal link.
When is the best time of year to holiday in Winchcombe?
February, April and June are the busiest months in Winchcombe, while August, October and December are generally a lot quieter. To give you an idea of the type of weather to expect, the daytime average temperature in January, the coolest month in Winchcombe, is 4ºC. The warmest period here is July, when temperatures average 16ºC.
What is the top hotel for my holiday in Winchcombe?
Create unforgettable memories in Winchcombe by choosing Leonardo Hotel Cheltenham - Formerly Jurys Inn as your home-away-from-home and gateway to fun and adventure.
How do I get a cheap holiday to Winchcombe?
Our Winchcombe holidays offer plenty of savings for the savvy globetrotter. For the best deals, simply bundle your hotel, flights and extras (including tours). But great bargains are just the beginning of your next memorable adventure. Book with Expedia and and you'll have over 400 airlines and 321,000 hotel options globally to pick from. Whatever your budget, there's a holiday here just for you. Learn more about how you can save money on your next holiday when you book a flight and hotel together with Expedia.
What should I do on my Winchcombe holiday?
Offering major attractions like Cheltenham Racecourse and Sudeley Castle, a holiday in Winchcombe promises plenty of fun places to visit. Cheltenham Town Hall and The Promenade are two other sights also worth exploring.
What is the best area to stay in when on holiday in Winchcombe?
There's loads to do in Winchcombe, so stay close to its top attractions and maximise your time sightseeing. Sudeley Castle is one place to put on your to-do list.
Do I need a visa for my Winchcombe holiday?
Research the most up-to-date information on official government websites. Your nationality and whether you're visiting for study, leisure or business will determine if you'll require a visa for Winchcombe. Familiarise yourself with the application process, including any required documentation, fees and turnaround times. Start your application well in advance to allow sufficient processing time. Some visas can take many weeks or even months to obtain, depending on the country.
What should I wear on my Winchcombe holiday?
First, think about the activities planned during your trip to Winchcombe and travel with pieces that you can mix and match. For fashion inspiration or even information on dress codes, look up style blogs or relevant social media accounts. Daytime temperatures during January, Winchcombe's coolest month, average 4ºC. July marks this destination's warmest month when the average reaches 16ºC. Our tip? Take the guesswork out of what to pack and check the local weather forecast.
What does an Expedia Winchcombe holiday include?
With Expedia, you can choose any combination of hotels, flights and car hires to create your ideal Winchcombe travel package. Once you've made your booking, simply add on all the fun stuff like tours and experiences. Remember --- the more you bundle, the more you stand to save! Cottages and private holiday homes are a couple of highly sought-after property types in Winchcombe. No matter your preference or size of your group, you can count on Expedia for the flexibility and freedom to tailor your next big adventure.
Does Expedia offer Book Now, Pay Later Winchcombe holidays?
Expedia has teamed up with online lender Klarna to make booking your next getaway easier on your budget. Paying by instalment means you can spread the costs of your next adventure, leaving you with more cash to play with while you're away. Klarna has several payment plans to pick from, so you're sure to find something that fits your budget. Check out these flexible payment options:

  • Pay monthly holidays: Klarna offers the ability to pay in multiple instalments that fit all budgets, so you can jet away on that well-deserved holiday now.
  • No-deposit holidays: When you come across an amazing deal but your budget doesn't quite cover it yet, Klarna's no-deposit holiday plan will allow you to Book Now, Pay Later to lock in your getaway.

Can I choose my airline with a Winchcombe Expedia holiday?
Expedia has access to more than 400 partner airlines worldwide, so you definitely can. Just choose your preferred air carrier and craft your ideal Winchcombe escape.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.