Chepstow, a Welsh town steeped in history and surrounded by natural beauty, offers a wealth of family-friendly adventures. With everything from ancient castles to beautiful woodlands, this charming destination guarantees to keep kids and adults of all ages entertained.
From budget-friendly accommodations to luxury hotels, we have selected the best family hotels in Chepstow that cater to various needs and preferences. Read on to plan your perfect family holiday in Chepstow with our recommendations and tips on what to do, when to visit, and where to stay.
Things to do
Boasting historical sites, impressive woodlands, and fascinating landmarks, Chepstow offers an endless array of family-friendly experiences. To help you plan your perfect holiday, we've handpicked the top attractions and activities suitable for the entire family.
Immerse yourself in history by visiting the iconic Chepstow Castle, the oldest surviving stone castle in Britain, and learn about its fascinating past. The entire family will enjoy exploring the castle grounds and taking in the stunning views of Chepstow and its surrounding areas. Don't forget to stop by the Chepstow Museum, where you'll uncover the region's rich history and learn about its once-thriving shipbuilding and trade industries.
Nature-loving families will appreciate the beautiful woodlands of the Wye Valley and the Forest of Dean, perfect for relaxing strolls or energetic hikes. Consider taking a scenic boat trip along the River Wye to appreciate its stunning landscapes and capture unforgettable memories of your family holiday.
For family outings with a difference, attend a thrilling race day event at the Chepstow Racecourse, suitable for both young and old. Your family will enjoy an atmosphere like no other, with food, drink and entertainment available to make your day an unforgettable one.
With a diverse range of activities and attractions to choose from, you're sure to create lasting memories during your Chepstow family holiday.
When to visit
The best time to visit Chepstow for family holidays is during the warm summer months of July and August, when the weather is pleasant and perfect for outdoor activities. The average temperature ranges between 20°C (68°F) to 26°C (79°F), making it ideal for woodland walks, boat trips, and castle visits. These months also coincide with the school holidays, allowing you to plan your family getaway without any disruptions to the academic year.
While Chepstow experiences its highest rainfall in December, April is the driest month, with just 57mm (2.2in) of rain. So, if you're looking to avoid July and August's peak season crowds, consider visiting in late spring to enjoy your time outdoors and maximize the family-friendly experience in Chepstow.
Things you'll love...
- Discover history by exploring Chepstow Castle, the oldest stone castle in Britain, with the family
- Delve into Chepstow’s past by visiting the Chepstow Museum for an educational experience
- Embark on beautiful woodland walks in the Wye Valley and the Forest of Dean
- Take a scenic boat trip on the River Wye, suitable for the whole family
- Experience the excitement of Chepstow Racecourse for a fun-filled family day out
Main airport
- Bristol Airport
