England Express: Exploring the Cotswolds
England Express: Exploring the Cotswolds
The trip in a nutshell
Self-driven tour
This is a self-driven tour - it isn’t compulsory to drive, however if you are willing to, then please tick the box when booking your trip.
Are you bored of a regular holiday where a heated game of volleyball brings the most excitement and the biggest fashion statement is a neon-coloured pool inflatable? Well, buckle up, because we're about to take you on a journey through the enchanting Cotswolds, where the only thing more charming than the honey-coloured cottages are the people who live in them (and trust us, they're a pretty quirky bunch). Ditch your beach towel and flip-flops because you're going to need a sturdy pair of wellies and a trusty walking stick to navigate the winding streams and rolling hills that have inspired poets and painters for centuries.
Our 5-day itinerary is designed to immerse you in the quintessential English countryside, where you'll discover villages so picturesque, they look like they've been plucked straight out of a storybook. Get ready to be dazzled by the charming Bourton-on-the-Water, often called the "Venice of the Cotswolds" (but without the pesky gondolas and overpriced gelato). And prepare to be utterly enchanted by the welcoming English towns, where you can browse the independent shops and galleries to your heart's content (and maybe even pick up a few locally-crafted souvenirs, like a hand-knitted tea cosy or a set of artisanal sheep shears). With comfortable accommodations, expert tour leaders, and a group of like-minded adventurers who are just as eager to embrace their inner Englishman as you are, this trip is sure to be the highlight of your year. So what are you waiting for? Book your spot today and get ready for the adventure of a lifetime (or at least the next five days).
Trip type
Express: jam-packed itinerary to make the most of the few days of holiday allowance you have.
Backpacks are mandatory to allow easy transfers - we recommend a 45L backpack for our trips.
Physical rating
LOW - this itinerary is easy-going and any extra sports or activities are entirely optional - minimum physical effort is required.
Entry requirements
Please visit your country's official government website to find out the necessary requirements for entering the country of destination.
Arrival and departure
This trip begins and ends in Gloucester.
What's included
4 nights accommodation in shared rooms
Car rental from day 2 to day 5
River horse-riding activity - or an alternative activity in case of bad weather conditions
A super traditional English afternoon tea!
Rococo Garden entrance fee
Travel Coordinator services
Cancellation up to 31 days before departure — 100% refund (deposit refunded as a gift card) or option to change trips.
Itinerary
Welcome to the Costwolds
Check-in
Round trip journeys are not included in the package, so you can choose from where and when you want to fly. This is to give you maximum freedom of choice!
We find ourselves finally in this area of outstanding beauty… we’ve arrived in the Cotswolds! After reaching our accommodation (Gloucester or surroundings) and dropping off our bags, it is dinner time! We will tuck into some grub at a typical British pub of course! But the night doesn't end there, perhaps we can explore a local wine bar or enjoy a pint of beer… or two!
Included: overnight stay
Not included: meals and drinks
Stow-on-the-Wold
Stow-on-the-Wold
We begin our day bright and early with a hearty English breakfast and a nice cup of tea! We set off to Stow-on-the-Wold first, a charming market town surrounded by the Cotswold countryside. Once we arrive, we stroll around the market square, antique shops and the Cotswold Chocolate Company. We can also visit the Lord-of-the-Rings-inspired St. Edward’s Church with its famous yew-tree door and have a drink at The Porch House - the oldest inn in England. As we set off to Bourton-on-the-Water, we can stop off via Upper and Lower Slaughter, taking in the scenic river, mill and cottages.
Bourton-on-the-Water
Now it’s to visit the quintessential English village of Bourton-on-the-Water, also known as The Venice of the Cotswolds. With its low stone bridges, stone cottages and tree-lined riverbanks, it’s a postcard-perfect setting! We could also see it in miniature form at The Model Village. If we're feeling competitive, we could try to escape from The Dragonfly Maze! After we have had a bite to eat along the River Windrush, we’ll go in it ourselves for some river horse riding! As a well-deserved treat, we can get some ice cream afterwards.
Included: overnight stay and river horse-riding activity
Money pot: other entrance fees to tourist attractions, petrol
Not included: meals and drinks
pt map
Cirencester & Burford & Bibury
Cirencester
Next up is the capital of the Cotswolds, otherwise known as Cirencester, which dates back to Roman times. St. John Baptist Church is well worth a visit with its perpendicular Gothic architecture. We’ll again visit the bustling market square and can stretch our legs in the greenery of the Abbey Grounds and Cirencester Park. If feeling adventurous, we could also do some stand-up paddleboarding or cycling at the nearby Cotswold Country Park & Beach!
Burford & Bibury
Burford, considered the Gateway to the Cotswolds, is where we venture next, full of cosy pubs, antique shops and mediaeval architecture. For those with a sweet tooth, The Sweet Shop must be visited. Then it’s tea time… or afternoon tea time in this case! With an array of sandwiches, cakes and scones, it should leave you feeling replenished! Then, on our way home, we visit the beautiful gem of Bibury. Situated along the River Coln, it’s time to snap one of the most photographed sights in the UK, Arlington Row with its 17th-century weavers’ cottages adorned with honey-coloured stone. We can even catch some trout at Bibury Trout Farm and walk around the nature reserve The Rack Isle.
Included: overnight stay and afternoon tea
Money pot: other entrance fees to tourist attractions, petrol
Not included: other meals and drinks
Castle Combe
Castle Combe
We now immerse ourselves in one of England’s prettiest villages, Castle Combe. Nestled in a wooded valley, this is the perfect retreat with houses that date back from the 1600s. St. Andrew’s Church houses one of the oldest working clocks in the country. We’ll also go on the popular scenic Castle Combe and By Brook walk, where we’ll set foot in the quaint streets and lush gardens, as well as the Market Cross.
Painswick
Before we arrive in Painswick, dubbed the Queen of the Cotswolds, we have the opportunity to stop off at Tetbury and Stroud. Painswick is famous for the historic Rococo Garden and we’ll ramble around its stunning vistas, colourful floral displays and intricate designs. We’ll also get to explore another yew-coated church, that being St. Mary’s.
Included: overnight stay and entrance into Rococo Garden
Money pot: other entrance fees to tourist attractions, petrol
Not included: meals and drinks
Check-out and goodbye
Check-out and goodbye – until your next WeRoad adventure!
End of services. The itinerary may undergo some variations that differ from what is stated above. These variations may not be predictable nor depend on WeRoad’s will, i.e. climate conditions, national holidays, strikes, etc.

The travel coordinators
Our travel coordinators are chosen because they are people like you. Not only are they the best travel buddy you could hope for, but they're trained professionals guaranteed to show you a travel experience like never before
Info to know
Staff
Our trips are led by a Travel Coordinator who has been specifically trained by us to lead group travels to ensure you have the best time. A WhatsApp group with all travel participants will be created two weeks prior to departure by your Travel Coordinator.
Visas and Vaccinations
Before booking, please ensure you check what documents, visas, and vaccinations are required to enter the country you are visiting. If you have any questions, please contact us.
Arrival and Departure Times
We advise getting to the meet-up point for the first day of your tour by 18 pm. On the last day of the tour you are free to leave whenever you want!
Luggage
Backpacks are mandatory to allow easy transfers - we recommend a 45L backpack for our trips.
Available dates
Group
1 WeRoader
Group
1 WeRoader
2 people interested
2 people interested
FAQs – Frequently Asked Questions
Round-trip flights are not included in any of our trips because we like to give you autonomy and flexibility: you can choose the airline you want to fly with, the departure airport that suits you best, and how many and which stops you want to make.
Since flights are not included, you also have more flexibility with your travel dates: if possible, you can arrive at your destination a few days earlier or return home a bit later – or even continue independently to a nearby destination!
This is the question of all questions, and here’s the answer, broken down into points!
The Money Pot is a common fund collected in local currency from all tour participants and managed by your Travel Coordinator.
It is used to streamline paymentsfor extra activities, goods and services that the whole group decides to do and to guarantee flexibility in choosing activities and excursions at the destination in line with the mood of the group.
It is typically collected on the first day of the trip in local currency, although at times, the Travel Coordinator may ask for it to be paid before departure.
You’ll find the amount of the money pot on the website under the section ‘What’s included in the money pot’ – how do you get there? Look for ‘What’s included’, scroll down to ‘Money pot? Click here’, and you’ll find the details.
The amount varies depending on the destination chosen.
It is used exclusively for group expenses that ALL participants decide to take part in.
It is estimated based on the experiences of other groups but can vary depending on the needs of the group itself. As such, the Travel Coordinator may need to increase the amount during the trip.
If not all of the money pot is used, the difference will be returned to all participants at the end of the trip in equal amounts.
The Money Pot also covers the Travel Coordinator’s share of the activities included in the money pot, except for those activities that are free for the Travel Coordinator.
If you pay in advance part of the money pot before the trip for certain non-refundable optional activities, unfortunately, the amount cannot be refunded in case of trip cancellation.
We offer several payment methods to fit every need:
1. Credit or prepaid card (Visa, Mastercard, American Express);
2. Instalment payment with Scalapay up to €4,999 (only available with the “Full trip payment” option – not available with the “Deposit and balance” option; pay in 3 instalments up to €1,200 or in 4 instalments over €1,200);
3. PayPal (for selected destinations);
4. Revolut Pay to pay even faster straight from your Revolut account;
5. Welfare credit – BEFORE BOOKING, reach out to us at [email protected].
If you choose the deposit and balance option, you’ll also be able to pay the balance via bank transfer from your Personal Area.
Anyone who books a WeRoad trip has the option to cancel or modify the trip – including both the dates and the destination – free of charge up to 31 days before departure. In case of cancellation, you will receive a 100% refund of the WeRoad trip price. (Deposits will be refunded in the form of a gift card valid for 365 days from issue date.) If you make a change, a price adjustment will be applied to the new trip chosen – meaning, if the new trip is cheaper, we will refund the difference; if it’s more expensive, you will need to pay the difference.
If you’ve purchased the Flexible Cancellation Option (which you can add in the first step of the booking process), you can request a cancellation or trip change until 8 days before departure. In case of cancellation, you’ll receive a 100% refund of the WeRoad trip price, minus the cost of the Flexible Cancellation option. Deposits will be refunded in the form of a gift card valid for 365 days from issue date.
How to request a cancellation or change to your trip? Send us an email at [email protected] or a WhatsApp on +447716573700. Please share the booking reference for the trip you want to cancel or change, and, in case of a change, the new trip you would like to join.
In general, we always choose local accommodations, avoiding large hotel chains, because we love to experience the culture of the place and, whenever possible, contribute to the local economy. Typically, our accommodations are hotels, apartments, guesthouses, and hostels run by local entrepreneurs, with the same standard maintained across all trips in the same destination.
For our Collection trips, which are our premium category, the accommodations are always 4 or 5-star or carefully selected boutique hotels.
The list of accommodations for your trip will be shared with you by your Travel Coordinator between 5 and 3 days before departure, along with other useful details for your adventure!
If you're wondering why WeRoad trips have a money pot, we’re assuming you already know what it is. If not, or if you have any doubts, we invite you to read all the information here!
Let’s quickly recap: The Money Pot is a common fund collected in local currency from all tour participants and managed by your Travel Coordinator. It’s used to speed up payments for extra activities, goods and services that the whole group decides to do and to guarantee flexibility in choosing activities and excursions at the destination in line with the mood of the group.
But let’s get to the point: why the money pot? First of all: it gives us a lot of flexibility. In all WeRoad trips you will have a bunch of Must See/Must Do activities already included - these are experiences, places or activities that simply cannot be missed! Any extra activities is decided by the group, why? Because each group is unique and may have particular wants or desires and the Money Pot allows each group to customise their trip to make it perfect for their requirements!
It also helps us speed up payments – imagine being in the subway in New York City, one by one purchasing the ticket...a nightmare right? Thanks to the Money Pot, the Travel Coordinator can simply purchase the tickets for everyone making the entire processes smoother! Any leftover money will be returned at the end of the trip and split equally amongst all participants.
In some destinations, buying goods or services on site is more economical as you are able to negotiate the price - places like Morocco, or South East Asia, bargaining is part of the culture. As such, our Travel Coordinators will be able to secure the best deal for all participants.
The amount of the money pot is specified in each trip – look for this button
which will take you to a detailed breakdown for each trip, like this:
Even if we don't know the flights of all WeRoaders, there are several ways to find out which flights your travel companions have purchased.
1. Each WeRoader has the ability to communicate their flight details after booking within their personal area so that other travel companions can see the details anonymously. Enter your booking and you will find this section:
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2. If you want to find out before booking, instead, you can contact us and we will support you in your search or you can ask your travel companions for direct information by joining our Facebook group 'WeRoad... let's get to know each other before leaving! (official)' – (here is the extended link: https://www.facebook.com/groups/weroadit) look for a post associated with your trip, or ask the group administrators for help in getting in touch with your future adventure companions!
If the coordinator has already been assigned to the trip you are interested in, you can easily find his/her presentation post in the group through the site: in the shift list click on 'Ask the coordinator', or in the trip tab, in the coordinator section, click on 'Ask [coordinator name] about this shift in our Facebook group'. For both cases, see the screenshots below!
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In all our groups, the Travel Coordinator and participants speak English – knowing how to speak and understand English is therefore a fundamental requirement to participate in our trips.
On average the groups are made up of 6-15 people, with a minimum of 3/4 participants and a maximum of 15.
All our travellers are in theirs 20s, 30s and 40s. If you're very curious to know the age range of the group for a tour you're interested in, you can see this by finding the trip on our website, and clicking the down arrow to see the ages & genders of participants. You'll need to have created a WeRoad account with us to do this.
Any issues finding this info just give our team in the office a call, we're always happy to help!
Regarding the male-female ratio, this is not guaranteed and varies trip by trip.
Yes! If you're curious, you can take a sneak peek at the group before booking – although, in our opinion, that kind of spoils the surprise! You’ll find the info in the ‘Group’ section for each trip on the departures page, showing how many WeRoaders have already booked. Click the little arrow and you’ll even see their gender and ages – but hey, that’s exclusive info, so we’ll ask you to log in or sign up to see that!
Yes, in all our trips you will share a room with other same-sex travellers, and the bathroom will either be private or shared only with fellow participants of the trip. The rooms we select can be doubles, triples, quadruples, or multi-bed (up to 8 people in exceptional cases), depending on the destination and availability.
There are never dorms with people outside the WeRoad group, except in certain cases for local experiences, which are specifically mentioned in the itinerary or communicated before booking. These typically involve specific nights in unique accommodations like tents, homestays, or camping, offering a more adventurous travel experience in exchange for some comfort.
During the booking process, you can also choose to opt for a mixed room: in this case, if needed, only those who have agreed to this option may share a room with travellers of a different sex. If you are booking for multiple people together and select this option, the room will not be exclusive to your group but may be shared with other travellers in the group.
The WeRoad Travel Coordinator is an experienced and skilled traveller and will be the perfect companion for your trip. They will be available for any eventuality and will manage all the logistical aspects of the itinerary (transports, timings, accommodations, meeting points, etc.), so you can enjoy the trip without any worries!
You will have the chance to get to know them when the WhatsApp group is created approximately 2 weeks before departure - this will be the moment to ask any pre-departure questions and get to know the rest of the group! If the trip you are interested in already has a Travel Coordinator assigned, you can contact them before booking – their details will be specified in the schedule or on the trip page, or you can search for their name here. After booking, you will find their contact details in your Personal Area, under ‘Bookings and Trips’ > ‘Your Upcoming Trips’ > ‘Trip Details’.
When you set off on a WeRoad trip, you’re officially a WeRoader – and as we often say, 'Once a WeRoader, always a WeRoader'. This means that once you’re part of the community, a little piece of WeRoad will always stay with you, even if you no longer travel with us.
But you’re not just a WeRoader during your trips, far from it! The community is alive and active all year round: you can stay in touch by following and interacting on our social media channels, like the Facebook group or the Instagram profile. We can also meet up for a dinner or a trek together at one of the events organised by our coordinators around the world!