Wellesley

Day Trips

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

day 1
Explore Wellesley
morning
:

Start your day with a walk around the scenic Wellesley College campus. Don't miss the beautiful gardens and historic buildings.

afternoon
:

Visit the Wellesley free public library for some quiet reading or local events. Enjoy lunch at one of the charming cafes nearby.

evening
:

Dine at a local restaurant featuring seasonal ingredients. Wind down with a stroll in Wellesley's Linden Square.

day 2
Nature Walks
morning
:

Begin at the Wellesley Town Forest for a refreshing hike. Breathe in the fresh air and enjoy the natural beauty.

afternoon
:

Pack a picnic and head to the Boulder Brook Reservation. Take some time to relax by the water.

evening
:

Return to your accommodations and unwind. Consider a cozy dinner at home or order takeout from a favorite local spot.

day 3
Art and Culture
morning
:

Visit the Davis Museum at Wellesley College to explore their art collections. Participating in guided tours can enhance your experience.

afternoon
:

Check out any exhibits or events at the Wellesley Historical Society. You may learn something new about the town's rich history.

evening
:

Enjoy dinner at a restaurant with local artwork on display. Attend a live performance if one is available.

day 4
Seasonal Activities
morning
:

Explore local farmers' markets for seasonal produce and crafts. Engage with local vendors to learn about their products.

afternoon
:

Take part in seasonal activities, such as apple picking or visiting pumpkin patches. Enjoy a delicious homemade treat afterward.

evening
:

Head back to town for a community event or festival, if available. Enjoy delicious food and engage with local culture.

day 5
College Tour
morning
:

Check out Wellesley College with a campus tour. Engage with students and faculty to get insights into student life.

afternoon
:

Visit the Botanic Gardens inside the college. Take photographs of the flora and learn about their significance.

evening
:

Enjoy dinner at a nearby restaurant known for its academic atmosphere. Share your day's experiences with friends or family.

day 6
Active Day
morning
:

Rent a bike and explore the local trails. The Wellesley Path System offers scenic views.

afternoon
:

Stop for lunch at a roadside diner or cafรฉ. Recharge with a hearty meal before continuing your ride.

evening
:

End the day with a relaxing yoga session or fitness class. Treat yourself to dinner at a health-focused restaurant.

day 7
Literary Escape
morning
:

Spend your morning at a local bookstore. Browse the shelves and find a cozy nook to read.

afternoon
:

Attend a book signing or reading if available. Engage in discussions with fellow book lovers.

evening
:

Join a local book club meeting for additional insights. Share your thoughts while enjoying light refreshments.

day 8
Culinary Journey
morning
:

Start at a local cafรฉ famous for breakfast. Indulge in classic American or international breakfast options.

afternoon
:

Take a cooking class to learn new techniques and recipes. Enjoy the delicious dishes you create during the class.

evening
:

Dine at a restaurant renowned for its unique flavors. Consider trying a dish you had learned to create earlier in the day.

day 9
Shopping Spree
morning
:

Visit the local shops at Wellesley Square. Discover unique boutiques and local artisans.

afternoon
:

Stop for lunch at a cafรฉ after your shopping spree. Take time to enjoy a leisurely meal sharing shopping stories.

evening
:

Wrap up your shopping day at a nearby mall for last-minute finds. Consider a casual dinner at the mall's food court.

day 10
Community Engagement
morning
:

Volunteering is a great way to connect. Start your day helping out at a local charity or community project.

afternoon
:

Grab lunch with fellow volunteers and share your experiences. Discuss meaningful local issues you care about.

evening
:

End your day with a community event. Join in on festivities and contribute to local initiatives.

Discover Wellesley

Read more in our Wellesley 2024 Travel Guide.

Wellesley Travel Guide