The First Hurdle Guest House provides Bed & Breakfast in Chepstow combining the comforts of home with a friendly and professional service. It is our belief that your comfort comes first and my team of staff are on hand to ensure that your stay in Chepstow is a most enjoyable one. We are situated just 5 minutes away from the M4 motorway, close to the Severn Bridge. You will find The First Hurdle Guest House, a charming and elegant retreat ideally placed in the historic town centre of Chepstow. The First Hurdle Guest House is the only guesthouse situated in the centre of this famous medieval walled town of Chepstow. This makes us perfectly placed for visiting the famous Chepstow Castle, Chepstow Race Course just a mile and half away and home of the Welsh Grand National, as well as the many local British Pubs, restaurants, and shops. The First Hurdle Guest House is also ideally located to reach into the Wye Valley and visit many of the local tourist attractions such as Offa's Dyke, Forest of Dean, Brecon Becons and Tintern Abbey plus, within close proximity are the Cathedral cities of Cardiff, Gloucester, Worcester and Bristol plus the Regency town Cheltenham.

For Disabled Guests we also have two single bedrooms accessible from the ground floor with just two steps down to the breakfast room.

Local Attractions within walking distance include the Museum at Chepstow which takes you on a tour through Chepstows history, following its development over the past 1000 years and its importance as a bustling and productive port in previous years. Chepstow Castle, dating from the 11th century is a spectacular site, situated on the imposing cliffs above the River Wye. A short drive is Tintern Abbey is a 12thC abbey that welcomes thousands of visitors every year to marvel at its magnificent structure, still standing after the reformation saw it partially destroyed.

Guide Prices

Number of Rooms / Units
Room / Unit TypeRoom / Unit Tariff*
Double£75.00 per room per night for bed & breakfast
Single£75.00 per room per night for bed & breakfast
Twin£75.00 per room per night for bed & breakfast

*As a guide, prices are per room per night for hotels, guest houses, B&Bs and serviced apartments and per week for self-catering accommodation.

Note: Prices are a guide only and may change on a daily basis.

Map & Directions

The First Hurdle

9-10 Upper Church Street, Chepstow, Monmouthshire, NP16 5EX
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Call direct on:

Tel01291 622189

Opening Times

Season (1 Jan 2022 - 31 Dec 2022)

What's Nearby

  1. The ruins of St. Mary's Church are on the hill above the Abbey Hotel and originally…

    0.13 miles away
  2. Whatever your faith , we welcome you to enjoy the tranquility of our church, a place of…

    0.2 miles away
  3. Beautifully preserved Chepstow Castle is a history lesson in stone. A massive and mighty…

    0.31 miles away
  4. Chepstow Castle has a great deal to offer groups of all sizes.

    0.31 miles away
  1. Friendly public house located next to coach car parking.

    0.36 miles away
  2. Chepstow Museum reveals the rich and varied past of this ancient town, once an important…

    0.4 miles away
  3. The Riverside Wine Bar in Chepstow welcomes coach parties for teas, coffees, lunches and…

    0.49 miles away
  4. Chepstow Bridge is the World's largest iron arch road bridge from the first 50 years…

    0.51 miles away
  5. Chepstow Racecourse offers group tours on racedays. Please book in advance.

    0.86 miles away
  6. Woodland in Thornwell on the southeast edge of Chepstow. With dramatic views on top of…

    0.99 miles away
  7. Coach parties are welcome at Chepstow Garden Centre

    1.64 miles away
  8. Anthony and Sarah Clay are thrilled to welcome garden visitors.

    Wyndcliffe Court House…

    2.32 miles away
  9. Wyndcliff Wood is a superb example of a lower Wye Valley gorge woodland with ancient…

    2.44 miles away
  10. Tours of Monmouthshire.

    3.63 miles away
  11. The lave net fishermen of Black Rock promote the fishery as a heritage site and invite…

    3.64 miles away
  12. Blackrock picnic area Black Rock is a picturesque picnic site on the banks of the river…

    3.64 miles away
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