Chepstow

Day Trips

Make the most of your day with our curated plans, packed with Chepstow's hidden gems and unique experiences!

day 1
Explore Chepstow Castle
morning
:

Begin your day with a visit to the impressive Chepstow Castle, one of the oldest surviving stone fortifications in Britain. Enjoy a guided tour to learn about its rich history and stunning architecture.

afternoon
:

Walk down to the River Wye for a scenic picnic. You can explore the nearby shops and cafés for some local treats.

evening
:

Dine at a local restaurant offering traditional Welsh cuisine. Enjoy a peaceful stroll along the riverbank as the sun sets.

day 2
Discover Wye Valley
morning
:

Start with a hike in the beautiful Wye Valley Area of Outstanding Natural Beauty. The views from the trails are breathtaking and perfect for nature lovers.

afternoon
:

Stop by a local café for lunch and enjoy more picturesque trails. Consider renting a bike to explore even more of the valley.

evening
:

Head back to Chepstow for dinner at a cozy pub. Enjoy live music to wrap up your day.

day 3
Visit the Chepstow Museum
morning
:

Visit the Chepstow Museum to learn about the town’s heritage and culture. The exhibits are engaging and informative.

afternoon
:

Explore the surrounding area, checking out nearby shops and galleries. You’ll find plenty of local crafts and souvenirs.

evening
:

Enjoy casual dining at a nearby restaurant. Share stories of your day while sampling local wines or ales.

day 4
River Wye Adventure
morning
:

Kick off your day with a kayaking or canoeing trip on the River Wye. It's a fantastic way to see the landscape from a different perspective.

afternoon
:

Have lunch at a riverfront café after your adventure. Spend the afternoon relaxing or exploring the riverbank trails.

evening
:

Savor dinner at a riverside restaurant. Watch the sunset reflecting on the water for a perfect end to your day.

day 5
Stroll through Tintern Abbey
morning
:

After breakfast, head to nearby Tintern Abbey, a stunning medieval ruin with an incredible history. Take time to soak in the peaceful surroundings.

afternoon
:

Enjoy a light lunch at a nearby café and then visit the Abbey's visitor center. Walk along the River Wye and take in the beautiful views.

evening
:

Return to Chepstow to dine at a charming bistro. Reflect on the day's experiences over a delicious meal.

day 6
Leisurely Day at the River
morning
:

Spend the morning taking a leisurely boat tour on the River Wye. The tour provides a unique look at the natural beauty of the area.

afternoon
:

Enjoy lunch at a riverside pub, followed by an afternoon of fishing or relaxing on the bank. You can also try your hand at paddle boarding.

evening
:

As the day comes to a close, consider a nightcap at a local bar with friendly locals.

day 7
Chepstow's Scenic Views
morning
:

Start the day with an invigorating walk to one of the nearby viewpoints. The stunning panoramic views are a great way to start.

afternoon
:

Enjoy lunch at a café with a view, then explore local gardens and parks. The lush greenery is perfect for a serene afternoon.

evening
:

Check out a local theatre for a performance or show. Settle in for dinner and a fun night out.

day 8
Nature Walks in the Forest of Dean
morning
:

Take a drive to the Forest of Dean and embark on one of its enchanting walking trails. Breathe in the fresh forest air as you explore.

afternoon
:

Have a picnic in the forest or find a quaint café nearby for lunch. In the afternoon, consider a visit to the Dean Heritage Centre for history and art.

evening
:

Return to Chepstow for dinner at a cozy restaurant. Share your favorite moments of the day amidst the charm of the town.

day 9
Cultural Events in Chepstow
morning
:

Check out any local festivals or events happening in Chepstow. Immerse yourself in the local culture and festivities.

afternoon
:

Take part in workshops or activities offered at local events. Enjoy a meal from food stalls featuring regional specialties.

evening
:

Wind down with live music or entertainment from the day’s events. Have dinner near the celebration hub to keep the good vibes going.

day 10
Photography Day in Chepstow
morning
:

Spend the morning capturing the scenic beauty of Chepstow and its surroundings. Bring your camera and explore picturesque spots around the town.

afternoon
:

Enjoy lunch in a quaint café while reviewing your shots. Spend the afternoon visiting iconic landmarks for more photography opportunities.

evening
:

Share your favorite photos and experiences over a nice dinner. Consider entering a local photography contest with your best shots.

Discover Chepstow

Read more in our Chepstow 2024 Travel Guide.

Chepstow Travel Guide