Cotswolds
September 19th-26th, 2027

Cotswolds

Walking Adventure

TO BOOK: Contact Intrepid

📧 Email: TailormadeUK@intrepidtravel.com

📞 Phone: +44 (0)203 308 9763

If calling, please ask for Joe or Martin on the Tailor-Made UK team.

Step into the English countryside of your favourite novel as you Ramble the Cotswolds with your Sole Sisters. 

Follow ancient footpaths through rolling hills, beech woodlands and golden-stone villages, with sweeping views from Broadway Tower, little bridges in Bourton-on-the-Water and well-earned pub stops along the way.

Finish in beautiful Bath, exploring Roman history and the Georgian streets of your favourite period dramas. 

Your final countryside Ramble ends with a celebratory soak at Thermae Bath Spa, overlooking the city from its rooftop pool. 

With a local guide, comfortable hotels and luggage transfers, you’re free to enjoy the discoveries, laughter and friendships along the trail.

Prices for this adventure are as follows:

GBP: £2,610
EUR: €3,000
CAD: $4,850
USD: $3,500

Prices are based on a twin shared room there is an additional charge for a single supplement room.
 
GBP: £820
EUR: €950
CAD: $1,525
USD: $1,200

A $400, €400, or £400 deposit is due at the time of booking, depending on your local currency.

Full payment is due 90 days before departure.

Flights and transport to starting point are are not included.

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Itinerary

Day 1 - Moreton-in Marsh (Sept. 19th)

Arrive in the charming market town of Moreton-in-Marsh, a gateway to the Cotswolds. 

Settle into your hotel, then take time to explore the historic High Street, traditional coaching inns and a town whose Tuesday market dates back more than 800 years. 

In the evening, join your fellow Sole Sisters for a welcome dinner and get to know the women you’ll be Rambling with.

Included:

Dinner

Manor House Hotel (Standard Room) or similar.

Accommodations may change but all will be comfortable hotels, featuring private amenities and showcasing local character whenever possible.

DAY 2 - Stow-on-the-Wold to Moreton-in-Marsh (Sept. 20th)

Ramble 13 km / 8 miles, with approximately 160 metres of ascent and 260 metres of descent.

Take a local bus to the historic hilltop town of Stow-on-the-Wold, where you’ll explore the market square and visit St Edward’s Church. 

Its ancient north door, framed by yew trees, looks straight out of a Tolkien tale.

Then Ramble with your fellow Sole Sisters through rolling farmland, past traditional dry-stone walls and across the peaceful Cotswold countryside, arriving back in Moreton-in-Marsh in the afternoon.

Included:

Breakfast

Walk Stow on the Wold to Moreton in Marsh 

Manor House Hotel (Standard Room) or similar.

Accommodations may change but all will be comfortable hotels, featuring private amenities and showcasing local character whenever possible.

Day 3 - Chipping Campden to Broadway (Sept. 21st)

Ramble 9.5 kms (5.9 kms)

Travel by private bus to Chipping Campden, a beautiful market town built on the wealth of the wool trade. Explore its elegant High Street and historic Market Hall before setting off with your fellow Sole Sisters along one of the most scenic sections of the Cotswold Way.

Ramble across the Cotswold Escarpment to Broadway Tower, a striking hilltop landmark with sweeping countryside views. 

Then continue downhill into Broadway, often called the “Jewel of the Cotswolds,” where honey-coloured stone buildings bring your literary daydreams to life.

Included:

Walk Chipping Campden City to Broadway
Visit to Broadway Tower

Breakfast

Manor House Hotel (Standard Room) or similar.

Accommodations may change but will be comfortable hotels, all featuring private amenities and showcasing local character whenever possible.

Day 4 - Cheltenham (Sept. 22nd)

Ramble 5 km (3 miles).

Travel by private vehicle to Upper Slaughter, one of England’s most picturesque villages. 

Ramble beside the River Eye through peaceful countryside to Lower Slaughter, then continue to Bourton-on-the-Water, known as the “Venice of the Cotswolds” for its little stone bridges spanning the river.

Take time to explore with your fellow Sole Sisters before travelling to Cheltenham, an elegant Regency spa town known for its grand architecture, tree-lined promenades and rich cultural heritage. 

Enjoy a stroll through the historic town centre before settling into your accommodation.

Included:

Breakfast

Walk Upper Slaughter to Bourton-on-the-Water via Lower Slaughter 

Hotel Leonardo (Standard Room) or similar.

Accommodations may change but all will be comfortable hotels, featuring private amenities and showcasing local character whenever possible.

Day 5 - Winchcombe to Cheltenham (Sept. 23rd)

Ramble 18 km / 11 miles, with approximately 450 metres of ascent and 500 metres of descent.

Travel by private vehicle to the charming market town of Winchcombe, the starting point for the most challenging and rewarding walk on this adventure. 

Follow a spectacular section of the Cotswold Way towards Cheltenham, stopping early on to explore Belas Knap, a remarkable 5,000-year-old Neolithic burial mound with sweeping countryside views.

Ramble with your fellow Sole Sisters through rolling farmland, ancient beech woodlands and open hillsides, taking in some of the Cotswolds’ finest scenery. 

Finish in the picturesque village of Prestbury, where you can enjoy a well-earned refreshment at the pub before taking a local bus back to Cheltenham.

Included:

Breakfast

Walk Winchcombe to Cheltenham.

Accommodations may change but all will be comfortable hotels, featuring private amenities and showcasing local character whenever possible.

Day 6 - Bath (Sept. 24th)

Travel by private vehicle to Bath, a UNESCO World Heritage Site and one of England’s most elegant cities. 

Join an included guided walking tour through its historic streets, taking in Bath Abbey, Pulteney Bridge, The Circus and the magnificent Royal Crescent.

Then visit the Roman Baths to explore the remarkably preserved ancient bathing complex and discover how the city’s natural hot springs made it an important centre in Roman Britain. 

Bridgerton fans may also recognize the grand Georgian streets and terraces that stood in for Regency-era London.

The rest of the day is yours to enjoy. Browse independent shops, linger in a café with your fellow Sole Sisters or wander the beautiful streets and imagine yourself in your favourite period drama.

Included:

Breakfast

Guided tour of Bath
Visit to Roman Baths

Hotel Hampton by Hilton (Standard Room) or similar

Accommodations may change but all will be comfortable hotels, featuring private amenities and showcasing local character whenever possible.

Day 7 - Bath (Sept. 25th)

Ramble 12 km / 7.5 miles, with approximately 150 metres of ascent and 250 metres of descent.

Travel by private vehicle to the charming village of Cold Ashton for your final Ramble. 

Follow quiet footpaths, meadows and ancient lanes through rolling countryside, enjoying sweeping views as you make your way towards Bath. 

As the city comes into view, green hills give way to honey-coloured Georgian buildings, elegant crescents and church spires—a memorable finish to your walking adventure.

This afternoon, celebrate with your fellow Sole Sisters during an included two-hour experience at Thermae Bath Spa. 

Soothe tired muscles in warm, mineral-rich waters and enjoy panoramic city views from the rooftop pool, with a robe and towel provided. 

After days of Rambling, a long soak and a little pampering will feel well earned.

Included:

Breakfast & dinner

Walk Cold Ashton to Bath

New Royal Bath in Main Spa - no treatments included

Hotel Hampton by Hilton (Standard Room) or similar

Accommodations may change but all will be comfortable hotels, featuring private amenities and showcasing local character whenever possible.

Day 8 - Bath (Sept. 26th)

Your Cotswolds adventure comes to an end today. Say farewell to your fellow Sole Sisters.

Included:

Breakfast

Beyond the Itinerary

Beyond the Itinerary

You’ve seen the Cotswolds in British dramas—now discover the stories behind those golden cottages and ancient footpaths.

Read More

Small Group

This walking adventure is designed as a small-group experience to support ease, connection, and flexibility.

With a minimum of 9 and a maximum of 15 Ramblers, plus a local guide and Sole Sisters Ramblers host, the group stays intentionally intimate.

Smaller groups make logistics smoother, walking days more relaxed, and conversations more meaningful—without anyone feeling lost in the crowd.

Inclusions

Includes 7 nights of comfortable accommodation in private, twin-share rooms, daily luggage transfers between stops, 7 breakfasts and 2 dinners.

Your adventure also includes travel by private van and local bus, an English-speaking local guide, all activities outlined in the itinerary, and entrance fees to attractions where indicated in the itinerary.

Single-room supplements are available for travellers who prefer their own space.

Women in Midlife & beyond

Travel with your Sole Sisters—women 45+ who share your spirit of adventure.

Enjoy the freedom of travelling independently, with the reassurance, friendship and connection of a supportive community.

Locally Led

You’ll be supported throughout the journey by a knowledgeable local guide who adds depth and context to every step.

They’ll point out the easy-to-miss details, recommend great places to eat, suggest meaningful local experiences, and be on hand to help troubleshoot if anything unexpected comes up along the way.

Your adventure starts before you leave home.

When you book a Sole Sister Ramblers travel adventure, you’ll be invited to join an exclusive Booked Travelers WhatsApp group where you can get to know your fellow travelers, ask questions, share planning tips and coordinate plans.

Our travel crew will be there to offer trip-planning guidance, answer your questions and provide reassurance when those pre-trip jitters kick in. 

You’ll have support as you prepare for your adventure—and familiar faces waiting when you arrive.

It’s one of the biggest benefits of traveling with us is that you’re joining a community, and the connections begin long before the journey.

Testimonials Past Sole Sister Adventures

Walking this Camino with the Sole Sisters was fantastic! It was well organized, and the group of 14 women from all over the world walked, talked, and laughed together for seven days and 180 km. We will never forget this experience, and we hope other women will want to experience it too.

Rambler Portugal Camino 2025

What a wonderful experience this trip was. I was pleased that everyone was encouraged to go at their own pace and stop at will.

That gave me a chance to socialize when I felt like it or to just walk on my own, admiring the scenery, being present and doing some soul searching. I would highly recommend it to anyone wanting to do something different and uplifting.

Rambler Spain Camino 2025

I didn't know what to expect on this journey. I had never considered doing something like this before I joined Sole Sisters.

However, this group made me feel safe stepping outside of my comfort zone. This pilgrimage exceeded all of my expectations as it relates to my trail-mates, lodging, food and our beloved guide.

This trip taught me to be brave enough to push my boundaries and explore big world out there waiting to be explored with my Sole Sisters!

Rambler Spain Camino 2025

This was an excellent goal for me immediately post retirement. The training kept me focused & fit and perhaps more importantly it’s confirmed I could do even more physically challenging activities than I thought I could.

Rambler Spain Camino 2025

If you’re thinking about booking this trip but unsure you can walk it—please book it. You will make it, and you’ll be supported every step of the way by women from all over the world. Camino magic is real, and this experience truly changed my life.

Rambler Portugal Camino 2025

A bucket list adventure with like-minded women in your age group.

Learn More > Cotswold's WhatsApp Chat Group

FAQs

Our trips are designed especially for solo travelers, and most women who join do not know anyone else before the journey begins. 

And with Sole Sisters your adventure starts before you leave home!

When you book a travel adventure with us, you’ll be invited to join an exclusive Booked Travelers WhatsApp group where you can get to know your fellow travelers, ask questions, share planning tips and coordinate plans.

Our travel crew will be there to offer trip-planning guidance, answer your questions and provide reassurance when those pre-trip jitters kick in. 

You’ll have support as you prepare for your adventure—and familiar faces waiting when you arrive.

It’s one of the biggest benefits of traveling with us is that you’re joining a community, and the connections begin long before the journey.

Feeling nervous about whether you can walk the full distance is completely normal. 

In fact, most women on our previous walking adventures arrived wondering the very same thing. Once they got there, they were often pleasantly surprised by what they were capable of. 

Walking day after day sounds much more intimidating on paper than it usually feels in reality.

One of the biggest advantages of traveling with a group of like-minded women of a similar age is that there is absolutely no pressure to keep up with anyone else. 

Everyone walks at their own pace, and taking your time is not only accepted—it is encouraged. Many participants have described the experience as "walking in a supportive bubble," where encouragement replaces competition.

One Rambler shared that what surprised her most was, "The walking was easier than I'd imagined. The prospect of long distances daily looked daunting on paper, but we all managed them without real problems." 

From the very first day, we remind each other, "This is a promenade, not a race."

If you find that you're having an off day or simply don't feel able to complete a section, your local guide can arrange transportation where the route is accessible by taxi. 

The goal isn't to prove anything—it's to enjoy the journey.

If you are a fairly regular walker and can walk or hike approximately 10 km (or 2 hours) you will  be fit enough for this adventure.

This walking route features numerous beautiful spots to rest, eat, and use the washroom.

During the daily walks, the larger group will likely divide into smaller groups.

Some Sole Sisters may prefer to walk at a faster pace, while others might enjoy a more leisurely stroll. 

Some will want to arrive at our daily destination as quickly as possible, while others will prefer to meander through the villages, take breaks in cafés, stop to take pictures, and explore historical sites.

The guide will touch base with group members throughout the day, and you will keep track of each other using our dedicated just for travelers WhatsApp group.

You will experience your walking adventure in your own way and at your own comfort level.

On previous Sole Sister's walking adventures, some Ramblers preferred to walk quickly, while others enjoyed a more leisurely pace. 

The larger group will likely split into smaller groups, and our guide will recommend a lunch spot for those who wish to meet up.

Some Ramblers preferred to arrive at the destination as soon as possible. In contrast, others liked to stop along the way to explore  villages, take photos, and visit historical sites.

The trail is well-marked, making it difficult to get lost.

The Intrepid local guide will maintain contact with the group throughout the day, and the group will keep track of each other via the dedicated booked travelers WhatsApp group.

The guide will also post explicit directions and recommendations in the trip's WhatsApp group for those who prefer to walk independently and will check in regularly with all Ramblers.

You will experience your walking adventures your way and at your own comfort level.

The tour includes luggage transportation from one destination to the next.

You will drop your luggage in the hotel lobby every morning before breakfast. 

When you check in at your hotel, you will find your luggage in the lobby. Please note that you will need to bring it to your room yourself.

Not all hotels have elevators; however, if you need assistance with your luggage, our local guide and the hotel staff will be happy to help.

You are allowed to bring one bag that weighs no more than 20 kgs (44 lbs).

The luggage transport company allows travelers to bring one bag of any type, provided it weighs less than 20 kgs (44 lbs).
 
This includes wheeled suitcases, backpacks, or duffle bags.

It has to be one standalone piece. There can't be any extra smaller bags clipped on, tied on, or hanging off it.

In addition to your main bag, you will need a daypack, either a backpack or a waist pack, to carry items you may need while on the trail. 

Essential items might include water, money, sunglasses, rain poncho, sunscreen and your pilgrim passport.

All the trails and pathways are well-maintained and accessible to most walkers.

Comfortable, well-tested shoes and socks are among the most important things you’ll bring on this walking adventure. If you can comfortably walk for several hours in the shoes and socks you normally wear at home, they should work well for this journey.

Many Ramblers prefer lightweight trail-running shoes with good grip, plenty of cushioning and a roomy toe box. Cushioning is especially helpful because some sections of the route follow paved paths and roads. 

Whatever footwear you choose, wear it on several longer walks before the trip—this is not the time to discover that your shoes rub!

Choose comfortable, moisture-wicking socks that fit well. Merino wool is a favourite among many walkers because it helps manage moisture and remains comfortable in changing temperatures.

Walking poles are optional, but many Ramblers appreciate the added stability and reduced pressure on their knees. 

Keep in mind that some airlines do not permit walking poles in carry-on luggage, so you may need to check your bag if you bring them.

English weather can be wonderfully unpredictable, so come prepared for sunshine, wind and rain—sometimes all on the same day! 

Bring a rain poncho large enough to cover both you and your day pack, along with quick-drying layers made from materials such as polyester, silk or merino wool. 

Avoid cotton for wet-weather walking, as it dries slowly and can leave you feeling cold.

A beanie and thin gloves—preferably waterproof—are also recommended. For sunnier days, bring a good sun hat that protects your face, ears and neck, along with sweat-resistant sunscreen.

Finally, pack a refillable water bottle so you can stay hydrated while reducing single-use plastic.

Intrepid travel experiences offer a chance to explore beyond the typical attractions, allowing you to discover hidden gems you might otherwise overlook. Your local guide will recommend the best restaurants and sights on this adventure. 

The guide will also introduce you to the unique aspects of the local food, drink, and cultural traditions.

It's also comforting to know that all trip participants will be like-minded women close to your age. This commonality means you will likely share many interests and may form lasting friendships. 

It's also wonderful to know you can stay in touch after your adventure through the Sole Sister Rambler community.

You'll enjoy your adventure with other like-minded women 45+.

Your adventure starts before you leave home!

When you book a Sole Sister Ramblers travel adventure, you’ll be invited to join an exclusive Booked Travelers WhatsApp group where you can get to know your fellow travelers, ask questions, share planning tips and coordinate plans.

Our travel crew will be there to offer trip-planning guidance, answer your questions and provide reassurance when those pre-trip jitters kick in. 

You’ll have support as you prepare for your adventure—and familiar faces waiting when you arrive.

It’s one of the biggest benefits of traveling with us is that you’re joining a community, and the connections begin long before the journey.

Food in the Cotswolds is comforting, varied and wonderfully British. Expect hearty pub classics, cosy cafés, traditional tearooms and restaurants serving everything from familiar favourites to modern British and international dishes.

Seven breakfasts are included and will generally be served at your accommodation. You can expect a combination of hot and cold options, which may include eggs, toast, cereals, fruit, yogurt, pastries, tea and coffee.

Lunches are not included, giving you the flexibility to choose what suits your appetite each day. Depending on the route, you may stop at a village café or pub, or pick up a sandwich, salad or picnic lunch before setting out. 

Your local guide will help you plan ahead when food options along the trail are limited.

This adventure includes two group dinners offering a lovely opportunity to share a meal and begin getting to know your fellow Sole Sisters. 

Other dinners are left open so you can explore local pubs and restaurants, choose what you feel like eating and enjoy relaxed evenings with the group.

Vegetarian and other dietary options are widely available, although choices may be more limited in smaller villages. 

Please let Intrepid know about allergies or dietary requirements when booking so they can be shared with their local partners.

Vegetarians should find it relatively easy to eat well along this route, with most hotels, pubs, cafés and restaurants offering at least one meat-free option. 

Vegan choices are also increasingly common but may be more limited in smaller villages and traditional country pubs.

At breakfast, vegetarian options are usually readily available. Vegans may need to request plant-based milk, dairy-free spreads or a cooked vegan breakfast in advance. 

Lunches and dinners may include vegetable soups, salads, sandwiches, curries, pasta dishes, plant-based burgers and traditional pub favourites adapted for vegetarian or vegan diets.

On walking days, your local guide will help you plan ahead when food stops are limited. 

We recommend carrying a few favourite snacks, especially if you are vegan or have multiple dietary requirements.

Please share all dietary needs when booking so Intrepid's local partners can prepare wherever possible. 

While every reasonable effort will be made, choices may occasionally be limited in smaller communities along the route.

You do not need to bring a large supply of snacks from home. You’ll have opportunities to purchase snacks in the towns along the route.

However, it’s a good idea to carry a few favourites in your day pack—such as a protein bar, nuts, dried fruit or sweets—for extra energy between stops. 

This is especially helpful on longer walking days or if you have dietary restrictions, as cafés and shops may be limited along some rural sections. 

Your local guide will let you know when you need to buy lunch or snacks before setting out.

Your luggage must be in the hotel lobby by 7:30 am for pickup. 

The group typically finishes breakfast and starts walking between 8:00 and 8:30 am.

Your adventure starts in Moreton-in-Marsh, a charming market town with honey-coloured stone buildings—the perfect introduction to the Cotswolds. 

The walk ends in Bath, where elegant Georgian streets, Roman history and plenty of cafés and restaurants make a wonderful setting to celebrate your journey—or stay a little longer and explore.

You will be accompanied by a local Intrepid tour guide.

The local tour leader’s role is to ensure a hassle-free adventure while introducing you to excellent restaurants, sharing insights about the local culture, and acting as a translator when needed. 

The Intrepid local guide is also responsible for your safety and will serve as an experienced liaison if you encounter any problems.

Intrepid local leaders do more than just show you the destination; they help you connect with the soul of the place. You can expect them to have a broad understanding of the locations visited, including their historical, cultural, religious, and social aspects.

Accommodations are two twin beds with double occupancy in local guest houses and small local hotels. 

Ramblers can also purchase a single occupancy add-on. If you pay for a single occupancy, you will have a single room throughout. 

All rooms will have en-suite bathrooms and all essential amenities. 

The adventure starts in Moreton-in-Marsh, where the nearest major airport is Birmingham (BHX), approximately an hour away by car. 

The trip ends in Bath, where the nearest airport is Bristol (BRS). A direct airport bus takes just over an hour. 

London Heathrow (LHR) is a practical option for travellers arriving from overseas, with train connections to Moreton-in-Marsh at the start of the trip and train or direct coach connections from Bath at the end. 

The best choice will depend on where you’re flying from and the flights available.

When you book, Intrepid will ask for a deposit and the final balance will be due 90 days before departure. 

You will have access to a personal Intrepid portal, which you can log in to and pay money off when you feel like it before the final balance is due.

Intrepid will send a payment link, but if you prefer to pay directly to them via an in-person agent, you can choose to do that instead.

Most travelers are required to have travel insurance that covers medical expenses while traveling with Intrepid, including emergency medical treatment and emergency repatriation—getting you home if medically necessary. 

For U.S. citizens, the purchase of travel health insurance is not mandatory. If you choose to travel without insurance, you may be required to sign a waiver acknowledging that decision. The tour leader will provide the appropriate form on Day One of your trip.

Trip cancellation insurance is not mandatory, but Intrepid recommends it.Whether you purchase it is entirely up to you. 

Intrepid also recommends choosing a policy that covers trip interruption or curtailment, lost or delayed baggage, and personal liability.

Before the trip begins, your Intrepid tour leader will ask to see proof of your insurance policy and your insurer’s 24-hour emergency assistance number.

Intrepid Travel is focused on balancing purpose with profit. In 2018, they formalized this commitment by becoming a certified B Corporation.

Certified B Corporations prioritize their employees, strive for a more inclusive supply chain, and elevate corporate social responsibility. This certification signifies their dedication to creating benefits for everyone.

Intrepid's official pledge is to utilize travel as a force for good in the world.

The following is not included in the price: international flights, required visas, services not mentioned in the itinerary, late check-out at hotels, meals and drinks not mentioned in the itinerary, drinks with included lunches and dinners, tips for leaders, guide and driver, expenditure of personal nature, personal insurance and optional activities.

To travel internationally, you will need a valid passport. Most countries require that your passport be valid for at least six months, so be sure to check its expiry date before your trip.

Intrepid will need your passport information to prepare for your journey, so the details on your booking must match your passport exactly. Please ensure that you provide accurate information. 

We also recommend that you carry a copy of the photo page of your passport while traveling and leave an additional copy at home with family or friends.

You are responsible for checking and addressing visa requirements from your country of origin.

Intrepid will share the specific cancellation terms when you book your trip, as these can vary slightly depending on the adventure. 

In most cases, a $400 deposit is required at the time of booking, with the remaining balance due 70–90 days before departure.

If something comes up and you need to cancel before making your final payment, that $400 deposit can usually be applied toward another Intrepid adventure — so it doesn’t have to go to waste.

Once full payment has been made, trips are generally non-refundable.

Intrepid is committed to ensuring that all its trips are safe for everyone involved, including travelers, local leaders, and the communities they visit. 

Their health and safety policies align with recommendations from the World Health Organization and the World Travel & Tourism Council's Safe Travel protocols for tour operators. 

Each itinerary undergoes a thorough risk assessment and audit, and both leaders and suppliers complete extensive health and safety training.

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