Cotswolds to Windsor Cycle Tour

Itinerary Details

1. Day 1Arrival into Lechlade-on-Thames

   On arrival you can either make your own way to your first night’s accommodation in Lechlade-on-Thames, on the edge of the Cotswolds, or a transfer from Oxford, if travelling by train, can be arranged.
   
   Lechlade is very close to the source of the River Thames and the highest town to which the river is navigable. The town dates back to 2500BC and is now a bustling market town boasting historic monuments, some quaint shops, and a few great places to eat and drink. There are parks and nature reserves nearby, along the Thames and adjacent to the many small lakes and ponds surrounding the town. A welcome pack will be waiting for you at your accommodation prior to your meet & greet the next morning before setting off on your ride.
   
   

   • Lechlade-on-Thames Accommodation
2. Day 2Lechlade-on-Thames to Letcombe Regis

   From Lechlade-on-Thames, you’ll head through the peaceful countryside on a ride steeped in history. Your first stop is the medieval barn at Great Coxwell before continuing to ride through some beautiful rural villages. Stop in the quaint village of Woolstone for a fantastic lunch, if you wish, with a selection of local game and produce at the aptly named White Horse pub.
   
   After lunch, climb the hill to view the Bronze Age Uffington White Horse Hill and visit the spot where legend has it, St. George slayed the Dragon. From here you’ll join the Ridgeway, Britain’s oldest road used since prehistoric times by travellers, herdsmen and soldiers alike. You’ll soon visit the Neolithic tombs of Wayland’s Smithy and the legendary Blowing Stone, used by King Alfred whilst travelling through the villages in the ancient kingdom of Wessex. It’s mostly downhill to your accommodation, located in the picturesque village of Letcombe Regis.
   

   • 25.5 miles
   • 1,476.4 ft
     1,476.4 ft
   • Letcombe Regis Accommodation
   • Breakfast

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     See the Uffington Horse

     Along the way, discover some of the local sights

3. Day 3Letcombe Regis to Wallingford

   Today you’ll explore more rural villages and get to know England’s industrial railway, some haunted countryside and sample award-winning English wine at a local vineyard. Leaving Letcombe Regis, you’ll follow off-road countryside cycling routes before arriving in the busy industrial town of Didcot. Didcot is famous for the great age of steam and the railway centre is well worth a visit to learn more about the fascinating history, including items from Brunel’s illustrious career.
   
   Leaving behind the bustle of the town you’ll continue your journey riding past the picturesque Wittenham Clumps, once described by artist Paul Nash as “a beautiful legendary country haunted by old Gods long forgotten”. The Clumps as they are affectionately known are home to England’s oldest beech trees and the site marks some of the earliest settlements in England. A good place for lunch is the charming Roman village of Dorchester-on-Thames. Dorchester is famous for its grand Abbey which is built on the site of a Saxon Cathedral. It’s a typical quaint English village boasting fantastic traditional and modern pubs, a farm shop, and a tea room at the Abbey.
   
   From here, ride on through countryside and villages until reaching an award-winning English vineyard. The vines are grown on the chalky soil and produce wines of excellent quality well worth sampling before heading into the market town of Wallingford, your overnight stop, with Wallingford Castle and plenty of other sights to explore.
   

   • 24.9 miles
   • 656.2 ft
     656.2 ft
   • Wallingford Accommodation
   • Breakfast

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     Visit Didcot on Day 3

     Head to the railway centre to see some iconic transport

4. Day 4Wallingford to Henley-upon-Thames

   Today is all about the Chiltern Hills, a National Landscape. You’ll experience the Chilterns in all its natural beauty and end the day in historic Henley-on-Thames. In the morning you’ll get the bulk of the climbing out of the way in the first few miles as you venture up into the Chilterns, an area known for its history and unspoilt landscape boasting ancient trees and an abundance of wildlife; the climbing into the hills affords you fantastic views across many counties.
   
   Visit the Maharajah’s Well, one of the Victorians’ quirkier additions to our countryside. The Chilterns hosts a fantastic selection of pubs and cafes to choose from when you‘re feeling peckish. After coasting through a number of quintessentially English villages you’ll pass Greys Court, now a National Trust site. The country house and gardens have a rich history and have been used as a filming location for Downton Abbey, Poirot and Midsomer Murders, among others.
   
   Before long you descend to the 12th-century town of Henley-on-Thames. Henley is a world-renowned centre for rowing, each summer hosting the Henley Royal Regatta, attracting rowers and visitors from across the globe. Expect good food, good views and plenty of activity at the riverside before a comfortable night’s rest.
   

   • 22.4 miles
   • 1,263.1 ft
     1,263.1 ft
   • Henley-upon-Thames Accommodation
   • Breakfast
5. Day 5Henley-upon-Thames to Windsor

   Your final day is once again chock-full of history, following routes that have been historically used by Kings & Queens. Riding from Henley you’ll end the ride in style in the Royal Borough of Windsor and have the opportunity to visit Windsor Castle, one of the British monarchy’s official residences.
   
   As you leave Henley and navigate the picturesque Hambleden Lock over the River Thames, you’ll head back into the Chilterns for a short time before reaching Marlow. The final notable hills of the day follow, but soon enough you’ll reach Cookham, a great stop for lunch, and from here, you‘re back riding at the water’s edge, along the Jubilee River and past Dorney Lake. Passing through the grounds of exclusive Eton College you can take some time to explore this world-famous academic institution before crossing the Thames into Windsor. The famous castle, which dominates the town was built in 1070 by William the Conqueror and the site consists of many historic buildings and monuments, extensive gardens, and its famous Long Walk and deer park.
   
   Windsor remains home to Britain’s royal family, and can be explored on arrival before you are met by your local representative who will bring your luggage and retrieve your bikes (if you are hiring a bike). You can then either take a train directly from Windsor & Eton Central station, or a transfer can be arranged back to Lechlade-on-Thames for an additional fee if required. For those wishing to extend their stay in Windsor, overnight accommodation can be arranged so you can relax and enjoy the many eateries and some sightseeing around the town. Well done on completing this fantastic journey!
   

   • 24.2 miles
   • 853 ft
     853 ft
   • Breakfast

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     Cycle Tour to Windsor Castle

     Experience a historic and beautiful bicycle tour

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     Grand Adventure

     Finish the ride at the elegant and spectacular Windsor