Hole Cottage

Greensand Way

Stretches across Surrey and Kent's sandy ridgeline with mixed woodland, heathland and historic estates. Expect gentle to moderate climbs with some steeper sections through the North Downs. The varied terrain suits older children but isn't buggy-friendly due to narrow paths, tree roots and stiles. Dogs welcome throughout on leads near livestock. Worth it for sweeping views across the Weald, quiet ancient woods, and charming villages with welcoming pubs en route.

Forest Way (Sussex)

Follows a disused railway line through the Low Weald countryside between East Grinstead and Groombridge, offering a flat, traffic-free trail ideal for families with buggies and young children. The smooth surface suits all abilities, and dogs love the woodland stretches. Perfect for spotting wildlife along the old trackbed, with benches for breaks and easy access points throughout. Former railway routes always deliver gentle gradients and no navigational challenges—this one's particularly peacefu

Eden Valley Walk

Traces a gentle river valley through orchards and hop gardens between Edenbridge and Penshurst, with mostly flat terrain along the River Eden and short climbs through woodland. Perfect for families and pushchair-friendly in drier months, though some sections can get muddy. Dogs welcome throughout. Offers classic Kentish countryside views, historic bridges, and easy access to charming villages with pubs and tea rooms—ideal for a leisurely half-day ramble with refreshment stops.

Corner of Four Counties walk (SCC)

Dormans Park Walk (SCC)