- Ross Market House Ross-on-Wye
- Ross Rowing CLub Ross-on-Wye
- Ross Rugby RFC Grounds Greytree
- Ross Walking Festival Ross-on-Wye
- Ross-on-Wye Ross
- Ross-on-Wye Library Ross-on-Wye
- Ross-on-Wye Sports Centre Ross-on-Wye
- Rossiter Books Monmouth
- Rossiter Books Ross-on-Wye Ross-on-Wye
- Round Oak Cottage Ross On Wye
- Royal British Legion Club Lydney Lydney
- Savoy Theatre Monmouth
- Savoy Theatre Monmouth
- Savoy Theatre Monmouth
- Severn Bridge Social Club Bulwark
- Sew at Home Monmouth
- Shire Hall, Monmouth Monmouth
- Shire Hall, Monmouth Monmouth
- Shire Hall, Monmouth Monmouth
- Shirenewton Recreation Ground Shirenewton
- Shirenewton Recreation Hall Chepstow
- Silent Valley Nature Reserve Cwm
- Singleton Hall, Chepstow Chepstow
- Skenfrith Open Gardens Skenfrith
- Skenfrith Village Hall Monmouth
- Speech House Coleford
- St Arvans Memorial Hall & Playing Fields Chepstow
- St Bartholomew's Church Much Marcle
- St Briavels Assembly Rooms St Briavels
- St Briavels castle St Briavels
