The Cotswold Way

October 3-12, 2027

$3,100 per person

Walk With Us

Cotswold Way

Follow a historic 106-mile trail through the heart of the Cotswolds, linking storybook villages, rolling hills, peaceful valleys and dramatic escarpments. This moderately challenging journey offers a rewarding mix of countryside, culture and classic Cotswold charms.

  • 106 miles of scenic walking through the Cotswolds

  • Follow an ancient route steeped in history and character

  • Discover picturesque villages, historic towns and welcoming local communities

  • Experience a changing landscape of open hills, woodland, meadows and valleys

  • A moderately difficult walking adventure, suitable for those with a good level of fitness

  • Enjoy a more personal experience with the group capped at 12 guests

  • *Price is per person for double occupancy

General
Itinerary

  • Arrive at London Heathrow, meet the group and board our private transfer to Chipping Campden, about two hours west. Check in and settle in at the start of the trail.

    In the afternoon, a local guide walks the group through one of the best-preserved wool towns in England, with its curving High Street of golden limestone.

    *Dinner Included

  • Chipping Campden to Stanton: 10.5 miles

    Climb straight onto the escarpment for wide views over the Vale of Evesham, then drop into Broadway before ending in the quiet village of Stanton.

    *Breakfast Included

  • Stanton to Cleeve Hill: 13.5 miles

    Pass a Jacobean manor and a ruined Cistercian abbey on the way to Winchcombe, then climb past a 5,000-year-old burial mound to Cleeve Hill, the highest point in the Cotswolds at 330 m (1,083 ft).

    *Breakfast included

  • Cleeve Hill to Birdlip: 15.5 miles

    Follow the escarpment edge above Cheltenham, past the rock stack known as the Devil's Chimney, and over an Iron Age fort before entering the beech woods around Birdlip.

    *Breakfast included

  • Birdlip to Stonehouse: 15.5 miles

    Walk through ancient beech woodland to Painswick, where the churchyard is famous for its 99 clipped yews, then out to the Haresfield Beacon viewpoint above the Severn.

    *Breakfast included

  • Stonehouse to Wotton-Under-Edge: 16.5 miles

    The longest and hilliest day, over open commons and a string of hill forts. It ends below the Tyndale Monument, built in memory of William Tyndale, who first translated the Bible into English from Hebrew and Greek.

    *Breakfast included

  • Wotton-Under-Edge to Old Sodbury: 13 miles

    The hills soften into rolling farmland and small villages, with a monument tower at Hawkesbury Upton and another Iron Age fort above Little Sodbury.

    *Breakfast included

  • Old Sodbury to Cold Ashton: 8.5 miles

    A shorter day past the parkland of Dodington and through the deer park of Dyrham, a late-17th-century country house. Then a taxi takes you into Bath for the night.

    *Breakfast included

  • Cold Ashton to Bath: 10 miles

    Cross the site of the 1643 Civil War battle on Lansdown, climb Kelston Round Hill for a last view, and walk down into Bath. The trail ends at the stone marker outside Bath Abbey.

    *Breakfast included

  • Group transfer to Heathrow.

    *Breakfast included if time allows

Final itinerary subject to minor adjustments.

Pricing & Inclusions

✔️ What’s Included

  • Round trip group transfer from Heathrow Airport

  • 10 nights of accommodations with breakfast included

  • Arrival night welcome dinner

  • Private tour of Chipping Campden

  • Transportation as needed to hotels per itinerary

  • Transport of luggage between hotels

  • Instructions and assistance with logistics

  • 24-hour on-call support

  • Your very own Great Circle Travel Director

🚫 What’s Not Included

  • International airfare

  • Private airport transfers

  • UK ETA Visa

  • Alcoholic beverages

  • Lunches and dinners unless otherwise stated

  • Travel insurance - Travel insurance with emergency medical and evacuation coverage is strongly recommended.

Payment Schedule

  • Deposit: A non-refundable deposit of $500 is required to secure your reservation

  • Second payment: $1,300 due March 1, 2027

  • Final payment: $1,300 due August 1, 2027

Cancellation Policy

  • Deposit: Non-refundable but transferable

  • Second payment: 50% refundable, minus the deposit, subject to the booking terms.

  • After the final payment: No refunds will be issued.

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We’ve walked it, planned it, and taken care of the details—so you can simply enjoy the journey.

Designed From Firsthand Experience

We’ve walked the Cotswold Way ourselves, giving us firsthand insight into the trail, the villages, the challenges, and the moments that make this journey so special.

  • Expert Local Support

    Great Circle Travel is partnering with experienced local experts who know the Cotswold Way inside and out, providing trusted support and seamless logistics throughout the journey.

  • Thoughtfully Curated Experience

    From charming accommodations and daily routes to luggage transfers and trail logistics, every detail has been intentionally planned to balance adventure, comfort, and the joy of experiencing the Cotswolds on foot.

  • Dedicated Great Circle Travel Hosts

    Great Circle Travel will be right there walking alongside you—supporting the group, handling the details, sharing plenty of laughs, and celebrating every mile along the way.

  • Active Travel Without the Stress

    You do the walking. We’ll take care of the rest. With your luggage transferred from stop to stop and the logistics handled, you’re free to focus on the countryside, the villages, the people you’re traveling with, and the incredible experience of walking the Cotswold Way.

Join us in The Cotswolds

October 3-12, 2027

$3,100 per person

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FAQs

  • We have reservations at a fun mix of small inns and elegant hotels.

  • Unfortunately, we don’t have the capacity to accommodate single rooms. However, we are happy to pair you with another solo traveler!

  • There will be 12 travelers including your Great Circle Travel Director.

  • The group transfer will be from/to Heathrow in London.

  • While not required, travel insurance is strongly recommended.

    We highly encourage travelers to purchase coverage that includes:

    • Trip cancellation/interruption

    • Emergency medical coverage

    • Emergency evacuation coverage

    Protecting your investment and your health while traveling internationally is important.

  • Don’t worry - we will send plenty of packing tips and a detailed packing list closer to the trip so that you’ll know exactly what to bring (and what to leave at home.)

  • Contact your GCT Travel Director,