Many spots of great beauty and interest are accessible from the town. Enquiry should be made locally as to the latest motor-bus and coach facilities.

By Road to Tintern (5 miles). The highway from Chepstow to Tintern by way of the Wynd Cliff is one of the prettiest in England. A magnificent view may be gained en route by ascending the steps at Moss Cottage. The pedestrian may, by taking the path through the fields at the back of the Wynd Cliff, reach Tintern by a still more picturesque route. One may also, on Wednesdays, leave the road at the Lion Lodge of Piercefield Park, and follow the path which runs along the river through the Cliff Woods, regaining the road beyond St. Aryans.

By River to Tintern (9 miles). This trip must be made about an hour and a half before a high tide, in order to get home with the returning tide before it is too low. For description see p. 55.

Circular Trip via St. Briavel's (18 miles). Proceed by Tidenham Chase to St. Briavel's, where inspect the thirteenth-century castle and the Norman church. From near Ashbury, two miles from Chepstow along this road, a lane to left leads to the ruined Lancaut church, near which Banygor Rocks overlook the Wye. From Tidenham Chase a path goes to left across fields to the Devil's Pulpit, which affords fine views of Tintern. For the return journey, descend to Bigsweir Bridge, cross the Wye, and return along the right bank by Llandogo and Tintern. From Cleddon, near Llandogo, there is a glorious prospect towards the Forest of Dean.

Caerwent, Caerleon and Usk (40 miles). A very interesting circular run. Leave Chepstow by Newport Road and A437. At cross-roads in i miles take the left-hand road. This leads to Mathern, where besides an interesting church (Early English and Perpendicular) with a semi-fortified tower, one may see a fifteenth-century mansion that was formerly the Palace of the Bishops of Llandaff, and near it Moyne's Court, a picturesque many-gabled house approached through a gateway flanked with towers. Returning to the main road and continuing towards Newport past the beautiful St. Pierre Park, which contains another ancient mansion with gateway, you come to Crick (at cross-roads). Here, incorporated in farm buildings, are remains of a " Great House " (Ty Mawr) where Charles I and Prince Rupert once met to confer. From Crick you may reach Caerwent either by going straight onward or by making a detour to left to include Caldicot, which has remains (keep and restored gatehouse) of a Norman castle, and a church with a very fine tower.

At Caerwent (the Roman Venta Silurum) extensive Roman remains are to be seen, including those of walls, basilica, forum, temple and amphitheatre. This was a sort of " rest town " and marketing centre for the Roman troops stationed at Caerleon (Isca Silurum). Half-way between these two places is Penhow Castle (now a farm), a former mansion of the Seymour family, showing work of all centuries from the twelfth to the seventeenth. The fine wooded heights to right are those of Wentwood. Caerleon in Roman times was the headquarters of their Second Legion (Legio II Augusta), and afterwards became the half-legendary King Arthur's capital. The large Roman amphitheatre here is now being excavated. The highway from Caerleon to Usk, which partly follows the Usk valley, passes Llangibby with its unspoilt church, handsome " castle " of the Stuart period, and fine avenue opposite. Usk is overlooked by ruins of a late-Norman castle, and has a partly Norman church that once belonged to a Benedictine nunnery. The homeward route runs east to Gwernesney ; turns south there, passing near Llangwm Uchaf church (on left), which has a fine mediaeval rood-screen ; then concludes with a glorious run over the lofty hill to east of Wentwood.