Chester

Day Trips

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

day 1
Arrival in Chester
morning
:

Arrive in Chester and check into your charming waterfront accommodation. Spend the morning settling in and admiring the picturesque views of the harbor. Take a leisurely stroll through the quaint streets, soaking in the local architecture and seaside atmosphere.

afternoon
:

After lunch at a local café, explore the Chester Art Centre, where you can appreciate various local artworks and perhaps even meet some of the artists. Enjoy a relaxing afternoon by taking a kayak out into the harbor, giving you a unique perspective of the stunning coastal scenery. As the day draws on, don’t forget to visit the lively Chester Farmer’s Market to pick up some local goods.

evening
:

Indulge in an exquisite dinner at one of Chester's fine dining establishments, known for their fresh seafood offerings. After dinner, take a leisurely walk along the waterfront to enjoy the sunset casting golden hues across the water. To cap off the night, find a cozy spot for a nightcap while listening to live music at a local venue.

day 2
Exploring Lunenburg
morning
:

Head to the UNESCO World Heritage site of Lunenburg, just a short drive from Chester. Wander the colorful streets and visit the Fisheries Museum of the Atlantic to learn about the town's rich maritime heritage. Enjoy breakfast at a bakery, savoring the local pastries and coffee.

afternoon
:

After lunch, take a guided tour of the Bluenose II, Canada’s iconic sailing vessel, and discover its historical significance. Spend the afternoon exploring Lunenburg's quaint shops and galleries, finding unique crafts and souvenirs. Don't miss a chance to capture stunning photos of the historic waterfront.

evening
:

Return to Chester for dinner at a local pub with a cozy atmosphere. As you dine, enjoy the warm ambiance and perhaps a local craft beer. Conclude your day by participating in a trivia night or a similar local event for some fun and interaction.

day 3
Adventure in Mahone Bay
morning
:

Set off for Mahone Bay, known for its beautiful landscapes and stunning churches. Start your day with a delightful breakfast in one of the town's cozy cafés, known for their homemade jams and baked goods. Afterwards, take a stroll along the waterfront boardwalk, enjoying the scenic views.

afternoon
:

Visit the famous Mahone Bay's three churches and learn about their history and architecture. Spend some time exploring the local shops, galleries, and artisans’ studios, picking up unique treasures. If you’re feeling adventurous, consider renting a bicycle to explore the surrounding scenic routes.

evening
:

Have dinner at a waterfront restaurant where you can enjoy fresh catch of the day. After your meal, take a relaxing evening walk along the beach, enjoying the soothing sound of waves. End your day with a bonfire if available, hosting a cozy gathering under the starry sky.

day 4
Nature Hike in Cape Breton
morning
:

Take a scenic drive to Cape Breton and enjoy breakfast at a cozy café along the way. Once you arrive, gear up for a morning hike in Cape Breton Highlands National Park, where stunning vistas and lush forests await. Absorb the fresh air as you traverse the trails with breathtaking ocean views.

afternoon
:

After your hike, enjoy a packed picnic lunch surrounded by nature, appreciating the serenity of the park. Take time to explore some of the visitor centers to learn more about the unique wildlife and ecosystems. If time permits, visit a local artisan shop to take home a piece of Cape Breton’s craftsmanship.

evening
:

On your return, stop by a local restaurant for an authentic meal featuring traditional Nova Scotian dishes. Enjoy a leisurely dinner while listening to some live music, a common feature in this vibrant region. As night falls, take in the peaceful sounds of nature before heading back to Chester.

day 5
Sailing Adventure
morning
:

Kick off your day by taking a sailing lesson or chartering a boat to experience the waters around Chester firsthand. Enjoy a hearty breakfast with your fellow adventurers before setting sail on the breathtaking waters of the Atlantic. Feel the thrill of the wind and waves as you navigate the beautiful coastline.

afternoon
:

Spend your afternoon leisurely sailing, stopping for a swim in the pristine waters or enjoying a picnic on a secluded beach. The stunning views and refreshing sea breeze create the perfect atmosphere for relaxation and camaraderie. Capture the memories with plenty of photographs of the picturesque landscape.

evening
:

Return to shore, and visit a local seafood shack to enjoy a casual dinner with the catch of the day. Reflect on your sailing experience while enjoying the vibrant sunset over the water. After dinner, take a stroll through Chester’s village and find a spot to enjoy some ice cream as you wind down your day.

day 6
Cultural Day in Halifax
morning
:

Take a day trip to Halifax, starting your morning with breakfast at a trendy café in Chester before boarding a bus or driving to the city. Visit the iconic Halifax Citadel for panoramic views of the harbor and a glimpse into the city’s rich military history. Explore the historic sites and enjoy the fresh sea breeze as you walk the grounds.

afternoon
:

Afterward, head to the Maritime Museum of the Atlantic to learn more about Nova Scotia’s seafaring history. Visit the bustling waterfront and choose from a variety of lunch spots, enjoying some of Halifax’s famous lobster rolls. Take some time to explore the shops and local markets, finding unique artisan crafts and souvenirs.

evening
:

Savor dinner at one of Halifax’s well-regarded restaurants, followed by a visit to a local theater for a live performance or show. Stroll through the lively streets filled with shops and street performers, soaking in the vibrant atmosphere. Return to Chester in the evening, reflecting on the city’s rich culture and history.

day 7
Beach Day at Rissers Beach
morning
:

Spend your morning heading to Rissers Beach, known for its beautiful sandy shores and scenic environment. Grab a quick breakfast, then set up your spot on the beach and soak in the sun. Enjoy a refreshing swim in the Atlantic Ocean, or relax with a good book.

afternoon
:

In the afternoon, take part in various beach activities like beach volleyball or frisbee, enjoying the laughter and fun. Visit the nearby nature trail for a scenic walk, where you can observe local wildlife and the flora of the region. Pack a picnic to enjoy on the beach, relishing the sound of waves.

evening
:

As the sun sets, enjoy a beachside barbecue where you can cook your favorite food with friends or family. Gather around with your loved ones to share stories and enjoy the camaraderie as the evening sky lights up. End the night by sitting around a beach bonfire, sharing laughs and making memories.

day 8
Historical Tour of Peggy's Cove
morning
:

Begin your day with a drive to Peggy's Cove, famed for its iconic lighthouse and breathtaking coastal views. Start with breakfast at a local café, where you can fuel up for a day of exploring. Take in the beauty of the rocky coastline as you walk towards the lighthouse for the perfect photo opportunity.

afternoon
:

Explore the charming village filled with artisan shops and galleries showcasing local talent. Enjoy a leisurely lunch at a restaurant that specializes in fresh seafood while overlooking the ocean. Spend your afternoon exploring the beautiful trails around Peggy's Cove, taking in the picturesque landscapes.

evening
:

On your way back to Chester, find a scenic spot to enjoy the sunset over the water, making for a perfect ending to your day. Once back in Chester, dine at a casual bistro featuring local dishes. Reflect on the visuals of the day while relaxing and enjoying the serene atmosphere.

day 9
Local Artisan Experience
morning
:

Dedicate your morning to visiting local artisans and craftspeople in Chester, starting with breakfast at a popular local diner. Take a guided tour of nearby workshops, meeting artists who specialize in woodworking, pottery, and textiles. Engage in a hands-on experience and perhaps create your own piece.

afternoon
:

Enjoy lunch at a quaint café known for its locally sourced ingredients. Spend the afternoon visiting more shops and galleries, soaking in the creative spirit of the town and finding handmade gifts. Don't miss the chance to stop by a local farm for a seasonal tour and sampling of their produce.

evening
:

Close your artisan experience with a special dinner prepared with locally sourced ingredients at a gourmet restaurant. Afterward, attend a workshop or art class to further explore your newfound skills. Wind down with a relaxing evening in Chester, enjoying the small-town charm.

Discover Chester

Read more in our Chester 2025 Travel Guide.

Chester Travel Guide