Highland

Day Trips

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

day 1
Exploring Historic Center
morning
:

Start your day with a leisurely stroll through Highland's Historic Center, where charming architecture and local shops await. Enjoy a breakfast at a quaint café, savoring freshly brewed coffee and homemade pastries. As you wander, take in the rich history that permeates the area, with informative plaques detailing the stories behind the buildings.

afternoon
:

After lunch, visit the Highland Museum of History, where fascinating exhibits bring the town's past to life. Spend some time in the surrounding park, enjoying a picnic or simply basking in the lush greenery. Conclude the afternoon with a visit to unique local boutiques, where you can find handcrafted goods and souvenirs.

evening
:

As the sun sets, dine at a popular local restaurant renowned for its farm-to-table offerings. Enjoy the vibrant atmosphere as live music often accompanies dinner, creating a lively ambiance. After your meal, take a leisurely walk down Main Street, where twinkling lights and friendly faces create a welcoming evening scene.

day 2
Nature Walk and Scenic Views
morning
:

Begin your morning with a guided nature walk at Highland Park, where a knowledgeable guide shares insights into local flora and fauna. The fresh air and beautiful trails provide a perfect backdrop for this immersive experience. Don’t forget your camera to capture the stunning views of the surrounding landscapes.

afternoon
:

Continue your day with a picnic lunch at the park, enjoying the tranquility of nature. Afterward, head to the observation deck for panoramic views of the Highland valley, where you can spot local wildlife. Spend the afternoon leisurely hiking the nearby trails, each turn revealing more of Highland’s natural beauty.

evening
:

As evening approaches, return to the park for a sunset yoga session, allowing you to unwind and connect with nature. Afterward, treat yourself to a cozy dinner at a nearby tavern, where hearty meals and local brews await. Conclude the evening by stargazing in the park, where the clear skies provide a breathtaking celestial view.

day 3
Art and Culture Day
morning
:

Start your day at the Highland Arts Center, where you can explore local art exhibits showcasing the talents of regional artists. Participate in a morning art workshop to unleash your creative side and learn new techniques. This hands-on experience will leave you inspired and connected to the local art community.

afternoon
:

After a light lunch at a nearby café, visit the Highland Theater for a matinee performance or film screening, immersing yourself in local culture. The historic theater often features performances by local talent, giving you insight into the vibrant arts scene. Spend the afternoon browsing through local galleries, each showcasing unique styles and perspectives.

evening
:

In the evening, attend an art opening or community event at the Arts Center, where you can mingle with artists and fellow art enthusiasts. Enjoy light refreshments while engaging in conversations about the local art scene. Wrap up your day with a nightcap at a local bar known for its creative cocktails and inviting atmosphere.

day 4
Adventure on the Water
morning
:

Kick off your day with a breakfast at a lakeside café before heading out for a kayaking adventure on Highland Lake. The calm waters and stunning views make it an ideal spot for both beginners and experienced paddlers. Spend the morning exploring hidden coves and observing the local wildlife from the water.

afternoon
:

After your kayaking excursion, enjoy a packed lunch by the lake, taking in the serene surroundings. Rent bikes to explore the scenic trails that weave around the lake, providing an excellent way to soak in the natural beauty. Stop at a few lookout points along the way for breathtaking views and photo opportunities.

evening
:

In the evening, return to the lakeside for a sunset boat cruise, where you can relax and enjoy refreshments while taking in the stunning scenery. As the day winds down, head to a nearby seafood restaurant known for its fresh catch and beautiful views. Cap off your night with a bonfire by the lake, sharing stories under the stars.

day 5
Culinary Exploration
morning
:

Start your culinary journey with a guided food tour through Highland, sampling local delicacies and learning about the region's cuisine. Visit farmers' markets and artisan shops to taste fresh produce and local specialties. This immersive experience will introduce you to the flavors that define the Highland food scene.

afternoon
:

After your morning tour, participate in a hands-on cooking class where you can learn to prepare traditional Highland dishes. Under the guidance of a local chef, you’ll gain valuable skills while enjoying a delicious lunch made from your creations. Spend the afternoon exploring local vineyards or breweries, indulging in tastings of wines or craft beers.

evening
:

As the day comes to a close, join a formal dinner at one of Highland's top-rated restaurants, where the menu features seasonal ingredients and innovative dishes. Enjoy a multi-course meal paired with local wines, enhancing the flavors of each dish. End your evening with a dessert at a cozy café, where you can reflect on the culinary delights of the day.

day 6
Historical Landmarks Tour
morning
:

Begin your exploration of Highland's rich history with a visit to the Highland Historical Society, where you can view artifacts and learn about the town's founding. A guided tour will provide deeper insights into the stories that shaped the area. Afterward, take a short walk to the iconic Highland Courthouse, a beautiful example of historic architecture.

afternoon
:

Continue your historical tour by visiting the nearby Civil War memorial sites and learning about their significance in Highland's history. Enjoy a hearty lunch at a diner known for its nostalgic decor and classic American fare. Spend the afternoon at the Highland Heritage Farm, where you can experience early pioneer life through interactive exhibits.

evening
:

As evening falls, attend a local storytelling event at the community center, where residents share tales from Highland's past. This engaging experience will deepen your connection to the community and its history. Conclude your day with dinner at a historic inn that has been serving guests for over a century, allowing you to dine in a setting rich with stories.

day 7
Outdoor Family Fun
morning
:

Kick off a fun-filled family day at Highland's Adventure Park, where a variety of outdoor activities await. From zip-lining to obstacle courses, there’s something for everyone to enjoy in this thrilling environment. Capture family moments as you tackle challenges together and create lasting memories.

afternoon
:

After a morning of adventure, enjoy a picnic lunch at the park's designated area, surrounded by nature. Spend the afternoon engaging in friendly competition at the park's miniature golf course or renting paddle boats for a leisurely ride on the lake. The park’s playground provides a perfect spot for younger family members to burn off some energy.

evening
:

As the sun sets, gather around a fire pit at the park for s'mores and storytelling. Enjoy the camaraderie and laughter as you share stories from the day's adventures. Finish your family fun day with a visit to a local ice cream shop, where everyone can choose their favorite flavors to indulge in.

day 8
Wildlife and Conservation Day
morning
:

Start your day at the Highland Wildlife Sanctuary, where you can learn about local efforts to protect and rehabilitate native species. Take a guided tour to observe animals in their natural habitats and discover the importance of conservation efforts. This educational experience will ignite a passion for wildlife in both young and old.

afternoon
:

After your sanctuary visit, enjoy lunch at a local café that emphasizes sustainability and local sourcing. Spend the afternoon volunteering at the sanctuary, helping with tasks such as feeding animals or maintaining habitats. Engaging with the conservation community will provide a deeper understanding of the challenges faced by local wildlife.

evening
:

As the day winds down, enjoy a relaxed dinner at a farm-to-table restaurant that highlights local ingredients and sustainable practices. Reflect on your day’s experiences and the importance of preserving nature for future generations. Finish your evening with a guided night hike, where you can explore the nocturnal world of Highland's wildlife.

day 9
Relaxation and Wellness Retreat
morning
:

Begin your retreat with a calming yoga session at a local wellness studio, focusing on mindfulness and relaxation techniques. Afterward, enjoy a healthy breakfast at a nearby café that specializes in nutritious, locally-sourced meals. This peaceful start will set the tone for a rejuvenating day.

afternoon
:

Spend your afternoon indulging in a spa treatment at a local wellness center, where you can choose from massages, facials, or holistic therapies. The serene ambiance and skilled practitioners will ensure you leave feeling refreshed and revitalized. Take some time to explore the center's tranquil gardens, perfect for reflection and relaxation.

evening
:

As day turns to night, enjoy a nourishing dinner at a health-conscious restaurant that focuses on vibrant flavors and wholesome ingredients. Participate in a guided meditation session to further enhance your sense of peace and well-being. End your wellness retreat with a quiet evening walk along the scenic trails, fully embracing the tranquility of Highland.

Discover Highland

Read more in our Highland 2025 Travel Guide.

Highland Travel Guide