Oswestry

Day Trips

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

day 1
Exploring Historic Center
morning
:

Start your day with a visit to the Oswestry Castle ruins, where you can wander through the remnants of this medieval structure and enjoy panoramic views of the town. Stroll along the historic streets, admiring the charming architecture and the vibrant local shops that line the pathways. Don’t forget to grab a traditional breakfast at one of the local cafes, sampling some locally sourced ingredients.

afternoon
:

After lunch, immerse yourself in the rich history of the area at the Oswestry Museum, where exhibits showcase the town's heritage and its connections to the Roman Empire. Take some time to relax at the nearby Cae Glas Park, a lovely green space perfect for a leisurely stroll or a picnic. As the afternoon unfolds, consider visiting the nearby Old Oswestry Hill Fort, a significant archaeological site with stunning views.

evening
:

As the sun sets, enjoy a delightful dinner at a local pub, where you can indulge in hearty British fare and perhaps sample a local ale. Post dinner, take a leisurely walk around the town center, where you can appreciate the tranquil atmosphere and beautifully lit historic buildings. End your day with a cozy nightcap at one of the charming pubs, soaking in the local ambiance.

day 2
Art and Culture Immersion
morning
:

Begin your morning at the Oswestry Market, where local artisans showcase their crafts and unique creations. Engage with the friendly vendors and pick up some locally made goods as souvenirs. Enjoy a coffee at a nearby café while watching the hustle and bustle of the market.

afternoon
:

Spend your afternoon visiting the nearby Willow Art Gallery, which hosts a variety of exhibitions featuring local artists and their works. Take part in a workshop if available, allowing you to unleash your creativity and perhaps learn a new skill. Afterward, explore the charming streets filled with independent shops and galleries, each telling a story of the local culture.

evening
:

In the evening, attend a performance at the Oswestry Theatre, where you can experience local talent and perhaps enjoy a live music concert or a play. After the show, visit a nearby restaurant for dinner, indulging in dishes that reflect the culinary diversity of the region. Conclude your night with a walk under the stars, reflecting on the vibrant art scene you’ve experienced.

day 3
Nature and Wildlife Exploration
morning
:

Start your day with a visit to the nearby Llangollen Canal, where you can enjoy a peaceful walk along the waterways surrounded by lush greenery. Keep an eye out for local wildlife as you stroll, including swans and various bird species. A stop at a riverside café for a hearty breakfast will prepare you for a day of exploration.

afternoon
:

In the afternoon, take a guided walk through the beautiful Shropshire Hills, an Area of Outstanding Natural Beauty, where you can enjoy breathtaking landscapes and fresh air. Learn about the local flora and fauna and perhaps even spot some deer in the wild. A picnic lunch amidst the stunning scenery will enhance this nature-filled experience.

evening
:

As evening approaches, head back to Oswestry and treat yourself to a meal at a restaurant specializing in farm-to-table cuisine. After dinner, take a drive to a nearby viewpoint to catch a glimpse of the sunset over the hills, perfect for photography enthusiasts. Return to your accommodation for a restful night, listening to the sounds of nature outside.

day 4
Historical Sites and Archaeological Wonders
morning
:

Begin your exploration with a visit to the nearby site of Chirk Castle, a majestic structure that offers insights into the history of the Welsh borderlands. Guided tours provide fascinating stories about the castle's past and its significance in the region. Don’t forget to take a stroll through the beautifully landscaped gardens surrounding the castle.

afternoon
:

After a hearty lunch at the castle café, make your way to the ancient ruins of the Roman fort at Wroxeter, where you can walk through the remains of this once-thriving settlement. The visitor center provides context and exhibits detailing life in Roman Britain. Spend some time exploring the surrounding countryside, which is dotted with historical markers and trails.

evening
:

Return to Oswestry for a relaxed evening meal at a traditional inn, where you can enjoy a warm atmosphere and local dishes. After dinner, if available, join a local history talk or storytelling session to delve deeper into the legends and lore of the area. Wind down your night with a gentle walk around the town, appreciating the quiet charm of Oswestry at dusk.

day 5
Shopping and Culinary Delights
morning
:

Kick off your day with a visit to Oswestry’s quaint independent shops, where you can find unique gifts and local products. Explore boutiques that offer everything from handmade crafts to vintage finds, supporting local artisans along the way. Stop for a light breakfast at a local café, enjoying freshly baked goods and artisanal coffee.

afternoon
:

In the afternoon, participate in a cooking class at a local culinary school, where you can learn to prepare traditional British dishes using locally sourced ingredients. The experience is not only educational but also delicious, as you will get to taste your creations. Afterward, visit the Oswestry Food Festival if it coincides with your trip, sampling local delicacies and meeting food producers.

evening
:

For dinner, select a restaurant that specializes in seasonal, locally sourced cuisine, where you can enjoy a multi-course meal paired with local wines or craft beers. Post-dinner, visit a local patisserie for dessert, sampling traditional sweets like sticky toffee pudding or Eton mess. End your culinary journey with a stroll through the illuminated streets, enjoying the vibrant atmosphere of Oswestry at night.

day 6
Adventure and Outdoor Activities
morning
:

Begin your day with an adrenaline rush at the nearby Adventure Parc Snowdonia, where you can try activities like zip-lining or surfing on artificial waves. The invigorating air and spectacular views of the mountains will set an exciting tone for your day. After your adventure, stop by the café for a hearty breakfast to refuel.

afternoon
:

In the afternoon, head to the nearby Offa's Dyke Path, where you can hike along the border of England and Wales, taking in stunning views and rich history along the way. The trail is well-marked and offers various routes, making it suitable for all hiking levels. Pack a light lunch and enjoy a scenic picnic amidst the natural beauty.

evening
:

As the evening arrives, return to Oswestry to relax at a local pub, sharing stories of your adventures over a pint. Enjoy dinner at a nearby restaurant offering a cozy atmosphere and traditional dishes to replenish your energy. Conclude your day with a walk around the historic center, reflecting on your exciting outdoor experiences.

day 7
Local Festivals and Events
morning
:

If your visit coincides with one of Oswestry's local festivals, start your day by heading to the festival grounds early to catch the opening events. Engage with local artists and vendors as they set up, and be among the first to sample regional delicacies. Enjoy a breakfast treat from a food stall to fuel your day of festivities.

afternoon
:

The afternoon will be filled with activities, performances, and workshops showcasing the best of Oswestry’s culture and community spirit. Take part in hands-on activities or watch local musicians and dancers perform, soaking in the vibrant atmosphere around you. Make sure to explore the market stalls for unique crafts and souvenirs.

evening
:

As the sun sets, enjoy the festival's evening entertainment, which could include live music, fireworks, or cultural performances that capture the essence of Oswestry. Share a meal with fellow festival-goers at food stalls offering a variety of cuisines, creating a sense of community. Wind down by enjoying a quiet moment at the festival, reflecting on the day’s experiences before heading back to your accommodation.

day 8
Exploring Nearby Attractions
morning
:

Take a day trip to the picturesque town of Llangollen, known for its stunning scenery and the famous Llangollen Canal. Begin your morning with a scenic walk along the canal, where you can enjoy the tranquility and beauty of the surrounding landscape. Stop for breakfast at a café overlooking the water, savoring the peaceful ambiance.

afternoon
:

In the afternoon, visit the Llangollen Railway for a nostalgic steam train ride through the beautiful Dee Valley, offering breathtaking views and a glimpse into the region's history. Alternatively, explore the stunning Horseshoe Pass, where you can take short hikes and enjoy panoramic views of the Welsh countryside. Consider visiting the nearby Valle Crucis Abbey, a serene and historic site that adds to your cultural experience.

evening
:

Return to Oswestry for dinner at a local restaurant, sharing tales of your day’s adventures in Llangollen. If you're in the mood for entertainment, check out local listings for live music or events happening in town. End your day with a relaxing walk, reflecting on the beauty of the Welsh countryside.

day 9
Heritage and Local History
morning
:

Start your final day in Oswestry with a visit to the historic St. Oswald's Church, an architectural gem that dates back to the 12th century. Take some time to appreciate the intricate details of the building and its serene atmosphere. A guided tour may provide fascinating insights into the church's history and significance in the area.

afternoon
:

In the afternoon, explore the nearby Iron Age hillfort of Old Oswestry, where you can walk through the ancient earthworks and learn about its historical importance. The site offers stunning views over the surrounding landscape, perfect for photography enthusiasts. Afterward, visit the local heritage center to delve deeper into Oswestry's past and its role in the history of the Welsh borderlands.

evening
:

For your final evening, enjoy a farewell dinner at a highly-rated restaurant in Oswestry, indulging in a meal that reflects the flavors of the region. Share your experiences of the trip with your companions, reminiscing about the memories created in this charming town. Conclude your journey with a leisurely evening stroll, soaking in the last moments of the enchanting atmosphere of Oswestry.

Discover Oswestry

Read more in our Oswestry 2025 Travel Guide.

Oswestry Travel Guide