Cotswold Way North Section Walking Tour Itinerary

Day 1 Arrive in Chipping Campden

Arrive in the charming market town of Chipping Campden, settle in your hotel, and get a good night’s rest in preparation for your tour. This historic town has well-preserved historic features that date from as early as the 14th Century. The town received a charter in 1175 from King Henry II and is an early example of town planning. “Chipping” comes from the Old English word for market.
Overnight Location: Chipping Campden
Distance: N/A
Meals: None

Day 2 Chipping Campden to Stanton

Leave town and begin the Cotswold Way trail which first leads out onto the Cotswold escarpment. Along your walk today you will enjoy the incredible view from Dover’s Hill, the site of annual “Olimpick” games dating back to 1612. Continue walking across the lovely fields to the Broadway Tower and pass through Broadway village, which is well-known for its connection to the Arts and Crafts movement. The trail continues to the village of Stanton where you will spend the night.

Please note that the lovely village of Stanton, built entirely out of Cotswold stone, is very small. If no accommodations are available, you may need to extend your walk to Stanway, a nearby village along the trail.
Overnight Location: Stanton
Distance: 10 miles / 16 km
Meals: Breakfast

Day 3 Stanton to Winchcombe

Today begins with a steep but rewarding climb up to the escarpment. Enjoy the amazing view across the Vale of Evesham toward the Malverns. Continue along the trail and pass Beckbury Camp, a hill fort from the Iron Age. Walk through peaceful farmland until you reach the town of Winchcombe. This town is proud to be certified that “Walkers are Welcome” and offers plenty of history to explore from the Neolithic, Roman, and Medieval time periods. Don’t miss the Sudeley Castle and Gardens, the UK’s only private castle and burial place for the last wife of Henry VIII, Catherine Parr. Enjoy an overnight stay in this remarkable town.
Overnight Location: Winchcombe
Distance: 8 miles / 12.5 km
Meals: Breakfast

Day 4 Winchcombe to Cheltenham

Today’s incredible hike begins by leaving Winchcombe through the grounds of the Sudeley Estate. The trail climbs steadily to Belas Knap, an ancient long barrow from the Neolithic period, and continues to Cleeve Hill, which is the Cotswolds’ highest point. Your journey to Cheltenham gives you several opportunities to view the town from above, first from Cleeve Common and then from Charlton Kings Common. Both offer spectacular views of Cheltenham and the surrounding area.

Follow the trail along the escarpment to Leckhampton Hill, where you can see the Devil’s Chimney, a very distinctive pillar of rock. Leave the Cotswold Way and take the Gustav Holst Way to descend into Cheltenham. This historic town is known as the UK’s most complete Regency Town, offering many examples of period architecture. Take advantage of its well-known foodie scene, then visit one of its museums dedicated to famous sons of Cheltenham, such as composer Gustav Holst and naturalist Edward Wilson.
Be aware that today’s walk is comprised of 10 miles along the Cotswold Way, plus 2 miles to descend into Cheltenham. An optional taxi transfer into Cheltenham is also available. Spend the night in this delightful town.
Overnight Location: Cheltenham
Distance: 10 miles / 16 km + 2-3 miles into Cheltenham
Meals: Breakfast

Day 5 Cheltenham to Birdlip

The Cotswold Way continues along quiet paths, tracks, and lanes until it reached the Crickley Hill Country Park. Stop here to enjoy marvellous viewpoints and fascinating archaeological history, including evidence of settlements from the Neolithic Period, and a hill fort from the Iron Age. Pause for refreshments at the cafe before continuing on the trail across rolling grassland hills of Barrow Wake. Head into a woodland area and emerge at the village of Birdlip, where you will spend the night.
Overnight Location: Birdlip
Distance: 12 miles / 19 km
Meals: Breakfast

Day 6 Birdlip to Painswick

Walk today from Birdlip, passing by the Great Witcombe Roman Villa remains and through a beech forest to reach Cooper’s Hill. Each May, Cooper’s Hill hosts a crazy event known as a Cheese Roll, in which a wheel of cheese is rolled down a steep hill and competitors chase it in a race to the bottom. Continue to follow the trail to see the ruins of another hill fort from the Iron Age in Painswick Beacon.

Soon you will reach Painswick. This picturesque town is the midpoint of the Cotswold Way and the ending point of this tour of the northern section of the trail. Painswick is known for its Rococo Gardens, which are worth visiting if you have the opportunity, and gained additional notoriety in J. K. Rowling’s novel A Casual Vacancy. Depending on your plans, you can travel immediately from Painswick or spend the night here before travelling on in the morning.
Overnight Location: Painswick
Distance: 7 miles / 11 km
Meals: Breakfast

Day 7 Departure Day

Sadly, your Cotswold Way North Section walking tour has come to an end. Stroud is the nearest train station to Painswick, or you can choose to take a transfer back to Cheltenham and continue your travels from the Cheltenham train station.
Overnight Location: N/A
Distance: N/A
Meals: Breakfast