Hillsborough

Day Trips

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

day 1
Explore Hillsborough's Nature
morning
:

Start your day with a refreshing hike through the Great Hills County Park. Enjoy the serene landscapes and wildlife as you immerse yourself in nature.

afternoon
:

After a lunch at a local cafรฉ, visit the Hillsborough River State Park. Engage in activities like canoeing or picnicking amidst the lush greenery.

evening
:

As the sun sets, dine at a restaurant with local cuisine. Relax and soak in the charming atmosphere of Hillsborough.

day 2
Arts and Culture Day
morning
:

Visit the nearby art galleries to appreciate local artworks. Participate in a morning workshop to unleash your creativity.

afternoon
:

Head to the Hillsborough Historical Museum to learn about the rich history of the area. Take a guided tour for an engaging experience.

evening
:

Enjoy a cultural performance at the local theater. The lively entertainment will cap off your arts-filled day nicely.

day 3
Foodie Adventure
morning
:

Kickstart your day with a visit to a popular brunch spot. Try the local breakfast specialties to fuel up for the day.

afternoon
:

Join a food tour to sample various cuisines from different restaurants. Discover hidden gems and local favorites along the way.

evening
:

Wrap up your day at a food truck park. Taste diverse dishes while enjoying live music under the stars.

day 4
Outdoor Adventure
morning
:

Begin with mountain biking on scenic trails around Hillsborough. Enjoy the thrill of the ride while surrounded by beautiful landscapes.

afternoon
:

Participate in an outdoor rock climbing session. Challenge yourself and take in breathtaking views from the top.

evening
:

Relax at a local brewery after a day of adventure. Sample various craft beers and unwind with fellow outdoor enthusiasts.

day 5
Shopping and Relaxation
morning
:

Spend your morning exploring Hillsborough's local boutiques. Find unique gifts and fashion items that reflect the local culture.

afternoon
:

Take a break at a cozy cafรฉ after shopping for lunch. Enjoy a light meal along with some people-watching.

evening
:

Indulge in a spa treatment to unwind after a busy day. Pamper yourself and recharge for the next day's activities.

day 6
Family Fun Day
morning
:

Visit a family-friendly park to jumpstart the fun. Engage the kids with playgrounds, walking paths, and picnic areas.

afternoon
:

Spend time at an interactive science museum that offers educational exhibits. Engage in hands-on activities that the entire family will love.

evening
:

Enjoy a casual dinner at a family-friendly restaurant. Share stories and experiences from your fun-filled day.

day 7
Pet Lover's Outing
morning
:

Start your day at a local dog park. Let your furry friend socialize while you enjoy fresh air and a morning walk.

afternoon
:

Visit a pet-friendly cafรฉ to grab lunch. Treat your pet to some special snacks while you relax.

evening
:

Close the day with bonding time at home. Play with your pet and reflect on the great experiences shared.

day 8
Golf and Leisure
morning
:

Start the day with a round of golf at a local course. Enjoy the beautiful surroundings while practicing your swing.

afternoon
:

Grab lunch at the club's restaurant and exchange stories with fellow golfers. Relax and recharge before your next activity.

evening
:

Wind down at a nearby lounge for dinner. Enjoy a casual meal in a comfortable atmosphere after a day of golfing.

day 9
Cycling Day
morning
:

Rent a bike and explore the scenic cycling routes in Hillsborough. Feel the breeze as you pedal through beautiful neighborhoods.

afternoon
:

Stop at parks along the route to take breaks and enjoy a packed lunch. Take in the scenery and recharge for the ride back.

evening
:

End your cycling adventure with a hearty meal at a pizzeria. Relish the satisfaction of the day's adventure over a delicious dinner.

day 10
Literary Exploration
morning
:

Visit a local bookstore to uncover unique titles. Spend time browsing and discovering new reads in a cozy environment.

afternoon
:

Grab a coffee and find a nice spot to read or write. Engage with like-minded people in a literary cafรฉ atmosphere.

evening
:

Attend a book signing or reading event at a local library. Meet authors and fellow book lovers while celebrating literature.

Discover Hillsborough

Read more in our Hillsborough 2024 Travel Guide.

Hillsborough Travel Guide