Length: 16½ km (10.3 miles), with shorter endings possible. Toughness: 3/10
10:00 Portsmouth Harbour train from Waterloo (Clapham Jct 10:09), changing at Surbiton (arr 10:23, dep 10.32) for the Guildford via Cobham train which should be waiting on the adjacent platform, arriving Oxshott at 10:42. [NB. This train starts from Wimbledon at 10:14]
Trains back from Oxshott are hourly at xx:13. If you want to give yourself the flexibility of a shorter ending buy a slightly more expensive return to Cobham & Stoke D'Abernon rather than Oxshott (see below; trains back at xx:10).
This walk around Surrey's wooded heaths and the Mole valley would not claim to be the most scenic one in the SWC repertoire; its original purpose was to provide the opportunity to visit “England's most elegant 18thC landscape garden”. If you're willing to fork out the £10 entrance fee (it's not a National Trust property), a circuit around Painshill Park will certainly compensate for any perceived shortcomings in the rest of the walk (though there should be some colourful heather on Oxshott Heath and Esher Common, visited on one of our summer evening walks).
The most conveniently-placed lunch establishment is The Plough, but this “steak, seafood and cocktail restaurant” on the outskirts of Cobham looks even more upmarket than I recall from previous visits. The Medicine Garden nearby is reportedly closed for restoration, but might have a pop-up café. Failing that, there are several coffee shops and cafés on Cobham's High Street, plus Mr Hamilton's Tea Room for visitors to Painshill Park.
If you spend time visiting Painshill (or just want a shorter walk) the directions include an alternative ending to Oxshott station and an even shorter one to Cobham & Stoke D'Abernon. These both miss out Esher Common but go past Cobham Mill, “the only surviving fully working watermill in Surrey”. This is one of the few days of the year when it's open to the public (from 2-5pm with free admission, although the volunteers who run it would doubtless appreciate a purchase from its small souvenir shop).
Note that there are no refreshment places near Oxshott station (and probably Cobham station too on a Sunday), so try to arrive in good time for one of the hourly trains.
As the group might fragment in the afternoon because of the places to visit and alternative endings, please make sure you bring the directions from the L=swc.305