Chester

Day Trips

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

day 1
Scenic Chester
morning
:

Start your day with a peaceful walk along the waterfront, taking in the stunning views of the harbor. Grab a coffee at a local café to fuel up for the day ahead.

afternoon
:

Explore the charming shops in Chester Village, where you can find unique gifts and local art. Enjoy lunch at a quaint bistro while soaking up the ambiance around you.

evening
:

Dine at a waterfront restaurant, relishing fresh seafood as the sun sets. Take a stroll by the water to end your day with a beautiful view.

day 2
Sailing Adventure
morning
:

Begin with a sailing lesson on Mahone Bay for a thrilling start to your day. Enjoy the fresh breeze and scenic views as you learn the ropes.

afternoon
:

Set sail for a charming island picnic, savoring home-packed lunch amidst nature. Visit nearby islands and explore their serene beauty.

evening
:

Return to Chester as the sun sets over the bay, creating a perfect backdrop for dinner. Enjoy a casual meal at a local pub famous for its lively atmosphere.

day 3
Nature's Beauty
morning
:

Wake up early for a hike in the nearby Lunenburg County trails, surrounded by beautiful fall foliage. Connect with nature as you walk through the peaceful woods.

afternoon
:

Head to a local farm for a fresh produce lunch and a chance to mingle with the friendly farmers. Explore the farm shop for some organic goodies to take home.

evening
:

Relax with a bonfire by the waterfront or return to your accommodation for a cozy night. Bring your own snacks to enjoy under the stars.

day 4
Art and Culture
morning
:

Visit local art galleries in Chester that showcase talented artists. Spend some time appreciating the creativity and perhaps purchase a piece to commemorate your visit.

afternoon
:

Indulge in a lunch at a café that features local art on its walls. Afterward, take part in a craft workshop to unleash your own artistic side.

evening
:

Enjoy an artsy dinner, choosing from an eclectic menu that reflects the region's culture. Conclude the night with a live music show at a local venue.

day 5
Beach Day
morning
:

Start your day at Chester's beach, enjoying the sun and sand. Bring along some beach games for a fun-filled morning.

afternoon
:

Have a beach barbecue with friends or family, enjoying grilled food and refreshments. Take a dip in the ocean to cool off.

evening
:

Wrap up your beach day with a relaxing stroll along the shore at sunset. Capture the moment with some beachside photography.

day 6
Adventure Cycling
morning
:

Rent a bike and take off exploring Chester's scenic cycling routes. Breathe in the fresh air while riding towards the beautiful coastline.

afternoon
:

Stop for lunch at a scenic viewpoint to enjoy packed sandwiches while admiring the landscape. Continue your adventure by cycling to nearby attractions.

evening
:

Return your rental bike and enjoy a casual meal at a popular local eatery. Kick back and relax after your day of cycling through nature.

day 7
Tasting Tour
morning
:

Head out early for a vineyard tour in the nearby Annapolis Valley. Learn about the wine-making process and sample some local varieties.

afternoon
:

Enjoy a gourmet lunch paired with local wines at the vineyard. Continue your tasting journey at a local distillery for spirits and liqueurs.

evening
:

Conclude the day with dinner at a wine bar, indulging in more regional flavors. Share your favorites from the day with fellow travelers.

day 8
Fishing Fun
morning
:

Join a fishing guide for an early morning out on the water. Rely on their expertise to help you reel in some fresh catches.

afternoon
:

Prepare a picnic lunch on the boat, enjoying your meal surrounded by the beautiful views of the lake. Continue fishing, taking in the calm waters.

evening
:

Return to shore to cook your catch for a delicious dinner. Share the experience with friends over a cozy campfire.

day 9
Relaxing Retreat
morning
:

Sleep in and enjoy a leisurely breakfast at your accommodation. Spend the morning lounging by the water, soaking in the tranquility.

afternoon
:

Engage in some light activities like paddleboarding or kayaking for fun on the water. Break for lunch at a beachside café.

evening
:

Treat yourself to a spa evening or unwind with some yoga as the day comes to an end. Enjoy a peaceful dinner reflective of your relaxed day.

day 10
Starry Night
morning
:

Visit a local market to gather fresh produce and local treats for the day. Take your time in the morning, enjoying the sights and sounds of the market.

afternoon
:

Prepare a picnic with your market finds and head to a beautiful park for enjoyment. Spend the afternoon under the sun with friends or family.

evening
:

Set up an evening stargazing session with blankets and snacks. Keep your eyes peeled for shooting stars as you enjoy the night sky.

Discover Chester

Read more in our Chester 2024 Travel Guide.

Chester Travel Guide