Lewisboro

Day Trips

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

day 1
Nature Exploration
morning
:

Start your day with a visit to the Lewisboro Town Park where you can enjoy a peaceful walk. The morning air is perfect for bird-watching and enjoying the natural beauty.

afternoon
:

Pack a picnic and head to the nearby Ward Pound Ridge Reservation. Spend the afternoon hiking the trails and taking in the scenic views.

evening
:

Wrap up the day with a relaxing evening at home or a local cafรฉ. Enjoy some local treats while watching the sunset.

day 2
Wildlife Spotting
morning
:

Begin your morning with a visit to the Lewisboro Library for a family-friendly event or reading hour. This is a great way to start the day engaged with the community.

afternoon
:

In the afternoon, visit the nearby wetlands to observe various wildlife species. Bring a camera to capture some memorable moments.

evening
:

Enjoy dinner at a local restaurant known for its scenic views. Afterward, take a stroll around the area to enjoy the evening lights.

day 3
Adventure Day
morning
:

Kick off your day with a mountain biking session in the surrounding area. The trails offer a mix of challenges for various skill levels.

afternoon
:

After lunch, explore additional biking trails or try your hand at rock climbing if available. It's an adrenaline-filled afternoon.

evening
:

Head back home for a hearty meal to recharge. Consider hosting a small campfire in your backyard if the weather permits.

day 4
Art & Culture
morning
:

Spend your morning visiting local galleries and art studios. This can provide inspiration and insight into the local art scene.

afternoon
:

Spend some time at a community center that often hosts workshops and classes. Engaging in a creative activity is a refreshing way to spend the afternoon.

evening
:

End your day with a visit to a theater for a local play or performance. Support local artists and enjoy an entertaining evening.

day 5
Historical Journey
morning
:

Start your morning at the Lewisboro Historical Society. Learn about the rich history and heritage of the area.

afternoon
:

Visit historical landmarks scattered throughout the town and take a self-guided tour. Explore the stories behind the structures.

evening
:

Conclude with a cozy dinner at a restaurant that offers a taste of local history. Share your discoveries with friends and family.

day 6
Farm Fun
morning
:

Begin your day at a local farmer's market if it's a weekend. Enjoy fresh produce and interact with local vendors.

afternoon
:

Participate in a farm tour or workshop to learn more about sustainable farming practices. Itโ€™s educational and fun!

evening
:

Enjoy a home-cooked dinner using the fresh ingredients you gathered in the morning. Itโ€™s a great way to connect with your food.

day 7
Outdoor Activities
morning
:

Start the day with a fun outdoor activity like rollerblading or skating in a local park. It's a great way to exercise and enjoy the fresh air.

afternoon
:

Consider renting canoes or kayaks for a fun afternoon on a nearby lake. Itโ€™s perfect for soaking up the sun.

evening
:

Enjoy a casual meal at a local diner. Reflect on your day and plan your next outdoor adventure.

day 8
Camping Experience
morning
:

Head out early to set up camp at one of the nearby campsites. Enjoy the tranquility of nature and get your tent ready.

afternoon
:

Spend the afternoon hiking or fishing in the surrounding area. Relish the time away from technology.

evening
:

Gather around the campfire for some stories and marshmallow roasting. Enjoy the stars and the sounds of nature around you.

day 9
Fall Foliage Adventure
morning
:

Start your day with a scenic drive to enjoy the beautiful fall foliage. Bring a camera to capture the vibrant colors.

afternoon
:

Take a leisurely hike along one of the scenic trails that are known for their fall colors. Enjoy the crisp air and peaceful surroundings.

evening
:

Return home for a warm meal and perhaps a cozy movie night. Share your favorite fall memories with family.

day 10
Local Celebrations
morning
:

Check for any local festivals or events happening and start your day by attending them. It's a great way to engage with the community.

afternoon
:

Partake in various activities or workshops scheduled throughout the festival. Immerse yourself in the fun and festivities.

evening
:

End the day with the festival's live entertainment or fireworks display. Enjoy the vibrant atmosphere.

Discover Lewisboro

Read more in our Lewisboro 2024 Travel Guide.

Lewisboro Travel Guide