Walking Inn to Inn on the Cotswolds in England

May 18 – 27, 2025
The Cotswolds, located in south-central England, is renowned for its picturesque rolling hills, charming villages, and rich history. The name “Cotswolds” likely derives from Old English, meaning “sheep hills,” reflecting its historical significance in wool production during the Middle Ages. This area of natural beauty encompasses stunning limestone landscapes and quaint towns.
We will enjoy walking on country trails, visiting local markets, stays in rural inns and bed and breakfasts. The Cotswolds are a popular destination for both tourists and those seeking a tranquil countryside escape.

Our walking each day will consist of an average of 5 to 6 miles a day, which will give us plenty of time to enjoy the countryside, towns and pubs along the way.

Loved every minute of my Camino adventure! Jennifer’s thorough, thoughtful planning and communication plus cheerful willingness to help me with my plans made readying for the trip easy. Her hotel choices were excellent — enjoyed the variety. Best of all was the camaraderie of the group: care and concern for others along with ample alone time to take in the beauty, history and majesty of where we were. Lots of laughter too — and gratitude for miracles along the way, like Victor, Raj and other Camino Angels — of whom YOU are the best!
Christine C.

Itinerary

Day 1

We meet in fabulous London for our first night. A dinner to meet our fellow travelers starts us of off!

Day 2

After breakfast, we take a train to the start of our walk, one of the principal market towns in the northern Cotswolds, Moreton in Marsh.

The main street is lined with shops, cafes, and galleries. The afternoon is ours to explore this quaint village. Must see are the homes and gardens of Chastleton and Sezincote.

Day 3

Our first day of walking is approximately 6.5 miles. We start today and head into the countryside through quaint fields and fish filled gurgling streams. The path is watched over by rabbits and birds. Walking through these quaint villages calms our minds and soothes our soul. We arrive in the town of Stow on the Wold, rated one of the most beautiful villages in the UK.

Day 4

A nice stroll of approximately 4.5 miles we walk to Bourton on the Water. One of the villages we will walk through today is Lower Slaughter.

Despite its name, it is another gem with a street voted the most romantic in Britain. Our stay tonight is Bourton on Water known as the Venice of the Cotswolds and is the highlight of many visitors to this area.

Day 5

Today as we follow the river out of Bourton we are immersed in the Costwolds countryside. Another day of 4.5 miles walking through delightful villages and gorgeous views.

Our destination today is Naunton, a unique destination known for its picturesque Cotswold charm. Nestled in the Windrush Valley, it features stunning golden stone cottages and the historic St. Andrew’s Church, adorned with medieval elements.

Day 6

Today is Approximately 8 miles of country walking. We reach the town of Winchcombe, a historic market town, known for its medieval architecture and picturesque Cotswold scenery. Once a significant Anglo-Saxon settlement, it features notable sites like Sudeley Castle and St. Peter’s Church. The town is popular with walkers, thanks to its location on the Cotswold Way.

Day 7

Today we have the option of walking 12 miles to our destination or we cut this shorter with an easy cab ride, we will see how we feel in the morning!

As we head north today, we walk to the idyllic villages of Stanton and Broadway. A few gems along the way are Hailes Abbey and Stanway house. Broadway has lured visitors for centuries and a stroll down the tree line High Street is a wonderful treat.

Day 8

We start our 8 mile walk today with a steady climb to the Broadway Tower, which offers one of the most magnificent views in England.
After enjoying the view, we enjoy a gentle stroll down to the honey colored Cottages, tea, rooms, and gift shops of Chipping, Campden.

Day 9

Our final day of walking is 7 miles. Walking through delightful, rolling hills and wandering through villages, we end up back in Morton in Marsh where we started our journey.

Day 10

We have a final breakfast together and say farewell and safe travels to your next destination!

What’s Included

  • Handpicked B&B’s, guest houses, and country Inns
  • All breakfasts
  • Door-to-door baggage transfer of one bag per person
  • Detailed information and route maps
  • First dinner in London, including house wine
  • Train ride out of London to our starting point

What’s Not Included

  • Airport transfers

  • Lunches, dinners, snacks, and drinks, not listed above

  • Travel insurance

  • Public transport or cabs if needed to skip a stage

Pricing & Terms

Being that every journey is custom, Jennifer would like to personally assist you with any questions you may have and/or if you would like to sign up. Please give a call or email and she promises respond within 24 hours.

Trip Cost:

$3,850 USD Single Occupancy or $3,100 USD Double Occupancy

* A $500 deposit is required to hold your space. This deposit is non-refundable unless we can fill your spot.
* Final payment is due 45 before the trip start date.
* This is non-refundable unless we can fill your spot.
* Payments accepted via Checks, Cash, Venmo and Zelle (an additional 3.5% is added for credit card purchases)

This will be a group of approximately 8 to 10 people so reserve early as I am expecting it to fill quickly.

Cancellation Fees

  • 46-60 days prior to trip: 50% of the trip price will be refunded
  • 31-45 days prior to trip: 25% of the trip price will be refunded
  • 0-30 days prior to trip: no refund

Travel insurance is highly recommended.

We reserve the right to cancel this trip if there are not sufficient participants. We will know this in advance and recommend not buying your plane tickets until confirmation.

Responsibility Clause

Winn Journeys acts as a tour operator. The suppliers providing transportation, sightseeing arrangements and hotel accommodations for the tour program are independent contractors and are not agents or employees of Winn Journeys. All coupons, receipts, and tickets issued are subject to the terms and conditions specified by suppliers. By utilizing the service of the suppliers, you agree that Winn Journeys will not be liable for any change in schedule, strikes, delay, acts of governments, fires, riots, theft, pilferage, epidemics, quarantine, medical or customs regulations, accident, loss, injury, or damage to you or to those traveling with you in connection with any accommodations, transportation or any other services or resulting directly or indirectly from any occurrence or conditions beyond its control, including defects in vehicles, breakdown in equipment, thefts, delay or cancellation of or changes in itinerary for any act, omission, or event during our time together.

Winn Journeys and suppliers contracted for services reserve the right to refuse to accept or retain any person whose behavior is deemed likely to affect the smooth operations of a tour or adversely affect the enjoyment or safety of other passengers. Winn Journeys shall be under no liability to any such person for refund, compensation, repatriation or any other matters arising. Winn Journeys is not responsible for circumstances beyond its control. Trip cancellations resulting from the inability for trip to depart as scheduled, such as cancellations due to acts of war and/or terrorism, war, God, or nature.

Praise!

See what others are saying about taking this journey with Jennifer…

 

I am so thankful that I had this opportunity to make memories and friendships that I wIll cherish forever. It was an amazing adventure! The scenery was breathtaking and the people we met along the way were kind and friendly. The food way yummy too. I felt happy and at peace. When I look back on my photos it warms my heart and puts a smile on my face. It’s all about the journey. Buen Camino!
Dana

Friendships blossom, kindred spirits emerge. Birds singing, cows chickens and goats in the fields. A master piece for the eyes to behold. Walking with Jennifer is a delight in itself. Laughter, joy, quiet all emotions rise. Never forget to smell the flowers.
Meredith