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Penn Street village walks
Association / Club / Walk leaderWalks near Penn Street village
Old Amersham to Chipperfield
Visorando Member
8.09 mi
+489 ft
-358 ft
4h 10
Easy
Departure from Amersham (Buckinghamshire)
A tough walk through the rolling Chiltern Hills taking in Chess Valley Walk, Chilterns Way and Hertfordshire Way. Starts in Old Amersham, near St Mary's Church. Big climb up to pass Martyrs Memorial on the hill above Amersham, then through Chiltern Forest, Latimer, Flaunden and Chipperfield Common to finish at the Two Brewers Inn, Chipperfield.
High Wycombe to Chequers
8.71 mi
+732 ft
-351 ft
4h 40
Moderate
Departure from Buckinghamshire
The third stage leaves High Wycombe, passes Hughenden Manor estate of former Prime Minister Benjamin Disraeli, then continues through Chiltern hills and woodlands past Hampden House seat of John Hampden prominent parliamentarian in the Civil War, joining the Ridgeway national trail on the edge of the Chequers estate.
At this point, continue on stage four to Little Kimble station.Alternatively, follow the Ridgeway eastward to Wendover station for services to Amersham Underground station on the Metropolitan Line.
Across the Chilterns: Chesham to Wendover
10.44 mi
+764 ft
-699 ft
5h 30
Moderate
Departure from Chesham (Buckinghamshire)
A linear walk from Chesham to Wendover climbing to the top of the Chiltern escarpment with spectacular views over the Oxford plains from the top of Coombe Hill. The Chiltern Hills are the main point of interest - you walk up one side, to the shoulder, then back down to civilisation. The physical nature of the geography and geology makes this walk feel bigger than it is.
Sarratt Bottom and Chenies from Little Chalfont
6.69 mi
+236 ft
-226 ft
3h 15
Easy
Departure from Little Chalfont (Buckinghamshire)
This walk along the River Chess starts from Little Chalfont in Buckinghamshire and walks east through pleasant surroundings before turning west to Chenies and a return to the start.
Chalfont and Latimer to Chorleywood via Flaunden
11.76 mi
+712 ft
-833 ft
6h 00
Moderate
Departure from Little Chalfont (Buckinghamshire)
This Chilterns walk takes in parts of the Chess Valley walk at the start and end of the route and a section of the Chiltern Way in between. There is a variety of scenery with undulating landscapes, pastoral scenes of grazing animals, fields of wild flowers in summer, a cricket pitch, a golf course, a quarry, two churches and the shallow chalk stream of the River Chess.
West Wycombe to Old Amersham
12.25 mi
+712 ft
-689 ft
6h 15
Moderate
Departure from West Wycombe (Buckinghamshire)
Tough from the start. Big climb up to Downley, then drop down thru' woods before climbing steeply to Hughenden Manor (National Trust). Immediately, descend again to follows Hughenden Stream, then climb up Boss Lane to Great Kingshill & rolling thru' Prestwood to join the South Bucks Way at Little Kingshill and follow it thru' Little Missenden. Then along River Misbourne thru' Shardeloes Estate, before diverting to Old Amersham.
Bourne End to Marlow, around Reading
5.28 mi
+430 ft
-440 ft
2h 50
Easy
Departure from Wooburn (Buckinghamshire)
An energetic walk with splendid views, through a picturesque village and ancient woodland.
Bourne End to Maidenhead via the Thames Path, around Reading
5.57 mi
+26 ft
-23 ft
2h 35
Easy
Departure from Wooburn (Buckinghamshire)
Follow the Thames Path through the lovely scenery of Cliveden Reach. Visit Boulter's lock, enjoy the wildlife on the newly-created Jubilee River and pass close to Eton College.
Bourne End to High Wycombe
5.52 mi
+420 ft
-292 ft
2h 55
Moderate
Departure from Wooburn (Buckinghamshire)
The second stage continues on the Thames Path from Bourne End for a short distance, then climbs up through the Chiltern woodlands to descend into High Wycombe.
At this point, continue on stage three to Chequers.Alternatively, there are regular bus services back to Bourne End (36/37) or Windsor (37/104). You can also take the Chiltern Railways train to London, Oxford or Birmingham.
Bourne End to West Wycombe
10.70 mi
+1,083 ft
-879 ft
5h 50
Moderate
Departure from Wooburn (Buckinghamshire)
First 2 miles are flat, along the Thames Path & Spade Oak Nature Reserve to Little Marlow. The rest of the stage is tough and very hilly with many steep climbs and mostly off-road thru'the Chiltern Hills. The route goes up around the back of High Wycombe to finish just past the National Trust owned village of West Wycombe at Pedestal Roundabout at junction of A40 and A4010.