Cotswolds Bike Tour

Meet your guides in the UNESCO World Heritage town of Bath, named for the healing and thermal waters that have been enjoyed since the times of the Roman Empire. Our journey begins with a brief transfer to the 800-square-mile area in the South of England that comprises the Cotswolds: spanning from Gloucestershire to Oxfordshire counties, the Cotswolds were designated an Area of Outstanding Natural Beauty (AONB) in 1966. It’s easy to see why, with peaceful stands of beech trees and limestone bedrock forming a grassland habitat unlike elsewhere in the UK. After a welcome lunch, kick things off with a short ride through the charming little villages of Easton Grey and Leighterton. Then, check in at our home for the next two nights—a traditional country house and spa in Gloucestershire. Settle in by the fireplace before a cozy dinner at the hotel’s brasserie.

Meals: Lunch / Dinner
Destinations: Bath, Easton Grey
Accomplished: 25 miles / 40 km, elevation gain: 1,167 feet / 355 meters
Accommodations: Calcot & Spa

Today’s countryside loop follows quiet roads completely surrounded by the green expanse that’s so unique to the Cotswolds. Our first stop is Brimscombe where we’ll pause for coffee at a lovely café right on the banks of the River Frome. Then, ride north, covering miles of rolling countryside and passing the impressive Miserden Estate. Arrive in the peaceful village of Frampton Mansell for lunch at a farm shop where everything is scratch-made onsite. Our final stop is Tetbury, a hilly market town where we’ll browse the Highgrove shop, which retails sweet souvenirs and favorite products of His Majesty King Charles III. Pedal the rest of the way back to our hotel and freshen up before we transfer to the Woodchester Valley Vineyard. Taste a few well-earned glasses after a private tour at this boutique winery, which grows a selection of English varietals in a picturesque limestone valley.

Meals: Breakfast / Lunch
Destinations: Tetbury, Miserden, Bisley
Accomplished: 35 miles/ 56 km; elevation gain: 2,196 feet / 669 meters
Accommodations: Calcot & Spa

The most iconic trait of the Cotswolds is its beautiful villages and towns built of pale-yellow Cotswold limestone—and today we plan to see as many as we can! Begin in the market town of Cirencester, and at lunchtime we’ll picnic in another quintessential Cotswold village outside Bibury. Afterward, ride to Bourton-on-the-Water, often called the Venice of the Cotswolds for the lovely footbridges that span the gentle River Windrush. There will be time to meander this pretty town and pop into a traditional pub to sample some of the local lagers. Continue pedaling to The Slaughters, the heart-achingly picturesque twin villages of Upper and Lower Slaughter. Here, golden stone cottages are reflected in the meandering River Coln and bathed in beautiful light, treating us to some truly idyllic afternoon scenery. Tonight, join your guides for dinner at one of their favorite restaurants.

Meals: Breakfast / Lunch / Dinner
Destinations: Stow-on-the-Wold, Bourton-on-the-Water, Upper and Lower Slaughter
Accomplished: 42 miles / 67 km, elevation gain: 1,920 feet / 585 meters
Accommodations: Lords of the Manor Hotel

This morning, we’ll take a short transfer to the medieval town of Stratford-upon-Avon—the birthplace of William Shakespeare—for a private tour of the Royal Shakespeare Company (RSC). Founded in 1961, the RSC ranks among the world’s most prestigious theater ensembles, and its archives hold a remarkable collection of theatrical history dating back to the 1600s. As we explore this legendary institution, we’ll learn about Shakespeare’s life and legacy as well as the enduring impact of his work. After lunch at a charming local pub, our ride begins along the Stratford Greenway—a former railway line now converted into a smooth, level path perfect for cycling. Cross the River Avon via the historic Stannals Bridge, then weave through rolling fields dotted with honey-stone cottages to the market town of Moreton-in-Marsh, with its handsome Georgian façades. From here, the route dips and climbs through the gentle valleys of the northern Cotswolds back to our hotel. Tonight, gather in the hotel restaurant for a delicious à la carte meal overlooking the herb gardens.

Meals: Breakfast / Lunch / Dinner
Destinations: Stratford-upon-Avon, Upper and Lower Slaughter
Accomplished: 28 miles / 45 km, elevation gain: 1,690 feet / 515 meters
Accommodations: Lords of the Manor Hotel

Begin riding right from our hotel through an undulating landscape towards stately Sudeley Castle, just outside the lovely village of Winchcombe. Take a deep dive into the dramatic 1,000-year history of this estate, once home to Queen Katherine Parr—the last (and surviving) wife of King Henry VIII who lies in rest on castle grounds. Our route completes itself at the attractive village of Broadway—so picture-perfect that it’s widely known as the “Jewel of the Cotswolds.” Enjoy lunch here and take the afternoon to explore this adorable town off the bike, perhaps sampling a locally distilled Cotswold gin or whisky before a short transfer returns us to our charming hotel. Tonight, we’re treated to the tasting menu at our hotel’s own Atrium restaurant, perhaps the most sophisticated example of fine dining in the Cotswolds.

Meals: Breakfast / Lunch / Dinner
Destinations: Sudeley Castle, Winchcombe, Broadway
Accomplished: 20 miles / 32 km, elevation gain: 1,220 feet / 372 meters
Accommodations: Lords of the Manor Hotel

After a leisurely breakfast, there’s time for one last stroll through the hotel’s grand English gardens before your private transfer to the Oxford train station for your return to London (or your next destination).

Meals: Breakfast