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The best area to stay in Chepstow is the town centre, particularly the area around the historic Chepstow Castle and the bustling High Street.


This central area offers the most convenient and enjoyable experience for visitors. You'll find yourself surrounded by the town's rich history, with the magnificent Chepstow Castle dominating the landscape and the River Wye flowing alongside. The High Street and its surrounding lanes are home to a good selection of independent shops, traditional pubs, and eateries. It's a compact and very walkable area, making it easy to explore on foot.


Couples looking for a romantic getaway will particularly appreciate staying in the town centre. The proximity to the castle allows for evening strolls along the river or within the castle grounds, and there are many cosy pubs and restaurants for intimate dinners. The historic setting provides a wonderful backdrop for a relaxing break.


Families, too, will find the town centre an excellent base. Being so close to Chepstow Castle means easy access for exploring with children, and many of the local shops and cafes are family-friendly.

Two of the best hotels in Chepstow that receive consistently high recommendations from travellers are the Wye Valley Hotel and Two Rivers, Chepstow by Marston's Inns.


The Wye Valley Hotel, with an outstanding 9.4 rating, is praised for its free breakfast, including a complimentary English breakfast, and free self-parking. Guests appreciate its nice location and easy parking.


Another highly recommended option is the Two Rivers, Chepstow by Marston's Inns, which has a 9.0 rating. This hotel offers air conditioning, electric car charging stations, free self-parking, and a terrace. Guests frequently compliment the comfortable and clean rooms, excellent food, and brilliant staff.

For families travelling to Chepstow, the Delta Hotels by Marriott St. Pierre Country Club is an excellent choice.


This hotel, rated 8.2, offers a range of family-friendly amenities including complimentary rollaway extra beds and cribs, as well as connecting rooms for larger families. Guests frequently mention the comfortable rooms and the friendly, helpful staff. The hotel features an indoor pool and an on-site golf course with lessons and a driving range, which can provide entertainment for all ages. Many guests praise the great breakfast and good food available. The hotel is located approximately 16 kilometres from the beautiful Wye Valley, offering opportunities for family outings. Find more child-friendly accommodations in Chepstow

For spa hotels in Chepstow, consider the Delta Hotels by Marriott St. Pierre Country Club.


The Delta Hotels by Marriott St. Pierre Country Club, with an 8.2 rating, offers an excellent spa experience with a range of treatments including hot stone and deep tissue massages. Guests can also enjoy the steam room and couples' treatment rooms. The hotel is conveniently located just 0.1 km from St. Pierre Country Club. Its comfortable rooms and great food are often highlighted by guests. See all spa hotels in Chepstow

For hotels in Chepstow offering free breakfast, consider the Wye Valley Hotel and The Wild Hare.


The Wye Valley Hotel, with a 9.4 rating, provides a complimentary English breakfast and free WiFi. Guests appreciate its nice location and easy parking. It is conveniently located near Tintern Abbey, just 0.9 km away.


Another excellent choice is The Wild Hare, also rated 9.4. This hotel offers a free English and buffet breakfast, along with complimentary WiFi and free self-parking. It is even closer to Tintern Abbey, at a mere 0.4 km distance. Find more hotels with breakfast in Chepstow

For pet-friendly accommodation in Chepstow, consider The Beaufort Hotel, Delta Hotels by Marriott St. Pierre Country Club, and The Wild Hare.


The Beaufort Hotel, with a 7.6 rating, welcomes both dogs and cats and provides food and water bowls for your pets. It is conveniently located near Chepstow Museum, just 0.3 km away, and Chepstow Castle, only 0.2 km from the hotel. Guests often comment on the comfortable and clean rooms, as well as the great breakfast and friendly staff.


The Delta Hotels by Marriott St. Pierre Country Club, rated 8.2, permits dogs and offers on-site golf facilities including a golf course, golf lessons, and a driving range. Reviewers frequently mention the comfortable rooms and excellent staff.


Another excellent option is The Wild Hare, which boasts an impressive 9.4 rating. This hotel is dog-friendly and provides a complimentary English or buffet breakfast for guests. It is situated 6.5 km from the beautiful Wye Valley. See more pet-friendly hotels in Chepstow

For a top boutique hotel in Chepstow, consider the Welsh Gatehouse: Historical Castle with EV Charger.


This unique property has an outstanding 10.0 review rating and offers a distinctive stay within a castle structure. It includes a kitchen, a porch or lanai, a deck or patio, and a secured yard for guests' convenience. Additionally, it provides an EV charger, which is a practical feature for electric vehicle owners. The St. Pierre Country Club is conveniently located just 0.7 km away. See all boutique hotels in Chepstow

For a romantic stay in Chepstow, the Delta Hotels by Marriott St. Pierre Country Club is an excellent choice for couples.


This hotel, with an 8.2 rating, offers a wonderful setting with comfortable and lovely rooms, and guests frequently mention the friendly and helpful staff. For couples looking for a relaxing retreat, the hotel provides an on-site spa with a steam room, hot stone massages, and dedicated couples' treatment rooms. You can even book a deep tissue massage in advance. The hotel is also ideal for golf enthusiasts, featuring an onsite golf course, a golf drive range, and lessons. The breakfast is described as great, and the food is consistently praised. See all romantic hotels in Chepstow

For hotels in Chepstow near the River Wye, consider the Wye Valley Hotel and Two Rivers, Chepstow by Marston's Inns.


The Wye Valley Hotel, with a superb rating of 9.4, is praised for its nice location, easy parking, and helpful staff. Guests can enjoy complimentary breakfast, including a full English breakfast, free WiFi, and free self-parking.


Another excellent option is the Two Rivers, Chepstow by Marston's Inns, which has a rating of 9.0. This hotel offers comfortable and clean rooms, excellent food, and brilliant, friendly staff. It provides complimentary toiletries, free self-parking, free WiFi, and even an electric car charging station. It's also conveniently located near Chepstow Castle and Chepstow Museum.

The best time to go to Chepstow is during the spring (April to June) and autumn (September to October) months, when the weather is generally pleasant and the town and surrounding Wye Valley are at their most picturesque.


During spring, the countryside blossoms with vibrant greenery and wildflowers, making it ideal for walking and exploring the many trails. The temperatures are mild, typically ranging from 10°C to 18°C, which is comfortable for outdoor activities without being too hot.


Autumn offers equally appealing conditions, with the Wye Valley famed for its stunning display of golden and russet foliage. The weather remains mild, usually between 10°C and 15°C, and there's often a crispness in the air superb for exploring Chepstow Castle or enjoying a boat trip on the River Wye.


While summer (July and August) is also popular, it can be busier with more tourists, and temperatures can occasionally climb higher, sometimes making strenuous outdoor activities less comfortable.

You can cancel your hotel reservation on Expedia, although it depends on the cancellation policy of your booking. Most bookings are refundable if cancelled within 24 to 48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to ‘My Trips’ and selecting your reservation. To find flexible deals, filter your search by ‘Fully refundable property’ for hotels in Chepstow.

One Key™—Expedia’s free travel rewards programme—gives you instant access to discounts with Member Prices on Chepstow hotels. Plus, you’ll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

Prices for hotels in Chepstow often vary, but you can find a great deal from NZ$93 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by ‘Price: low to high’ for our cheapest rates.