Cheltenham Tours and Trips
We offer 3 tours in Cheltenham having in total 10 customer reviews. Tour durations range from 8 to 15 days. Our Cheltenham tours are offered by qualified and hand-picked tour operators and each Cheltenham trip comes with a best price guarantee and no added booking fees.
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Best Tours in Cheltenham
Discover our highly acclaimed tours in Cheltenham, based on reviews and times booked.
Embrace the rolling hills and timeless charm of the English countryside on the Cotswolds by Bike tour, an 8-day self-guided cycling adventure ideal for experienced travelers and seniors. Setting out from Cheltenham, this easy-paced trip reveals honey-colored villages, ancient Roman roads, and historic wool towns, all set against a backdrop of lush woodlands and open wolds.
Pedal through picturesque communities like Bibury—hailed as England’s most beautiful village—and explore iconic sites such as Chedworth Roman Villa and the market town of Tetbury. Each day brings a blend of gentle rides, cultural discoveries, and stops at cozy inns and gardens.
This tour’s unique selling point is its leisurely introduction to cycling amid the Cotswolds’ storied landscapes, paired with comfortable accommodations and thoughtful route planning. With all logistics covered, you can savor England’s rural beauty at your own pace, making this the ideal tour package for those seeking both relaxation and exploration on two wheels.
8 days
The "Britain and Ireland Experience" tour invites you to journey through the poetic landscapes and vibrant cities of England, Scotland, Ireland, and Wales over 12 days. Designed for seniors, families, and seasoned explorers, this easy-paced trip features medieval castles, charming cathedrals, and the idyllic Lake District, all woven together by expert guides. Walk the historic Chester Rows, kiss the legendary Blarney Stone, and discover the world’s longest train station name in Wales. Comfortable accommodations and included meals make for a seamless travel experience. The tour’s distinctive appeal lies in its celebration of the literary and cultural heritage that has inspired generations of poets and writers.
15 days
Cycle through the heart of England in the Cotswolds. This holiday is intended to appeal to those who want a gentle introduction to cycling in the English countryside, as the Cotswold’s are hilly rather than mountainous. A week of marvelous rides will take you through one of the most beautiful and historic parts of England. Honey coloured stone villages, open wolds, wooded valleys and Roman roads are the background to pretty villages, “wool” churches, famous gardens, a Roman villa and welcoming inns. Your tour starts in elegant Cheltenham with its Regency buildings, beautiful gardens, and fashionable centre. Then a delightful ride takes you over the top of the Wolds and through Duntisbournes, crossing the River Dunt’s pretty fords. The route passes exquisite village churches with Saxon and Norman features. This is followed by an easy ride to Tetbury, an important medieval wool market town. You can stand inside the old market house and walk down the ancient Chipping Steps - the course for the Woolsack Races. The ride then continues through the Cotswold Water Park. From Barnsley you ride along the River Coln to Bibury - described by William Morris as the most beautiful village in England - and its famous row of weavers' cottages. Then down the scenic Windrush Valley, past Windrush village’s Norman church to Burford, an elegant town with its steep main street leading down to the river. Your ride also takes you to the Eastleach villages with their fine churches and historic footbridge, and to the Barringtons. After a visit to Chedworth Roman Villa, one of the best exposed Romano-British villas in Britain, the ride takes you through Northleach, another attractive wool town with a magnificent church, to the Slaughters, surely the most delightful villages in England. You stay two nights in a superb guesthouse in Guiting Power, a typical upland Cotswold village. On the final day you will visit the historic 15th century Snowshill Manor, take lunch at Broadway and enjoy the wonderful views from Broadway Tower. In the afternoon you can visit Sudley Castle once home to three of Henry VIII's wives, Katherine Parr, Ann Boleyn and Lady Jane Grey. Finally, free wheel down Cleeve Hill back to Cheltenham.
8 days
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