Wellesley

Day Trips

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

day 1
Wellesley Adventure Awaits
morning
:

Start your day with breakfast at a cozy local café. Afterward, explore the scenic trails for a refreshing walk.

afternoon
:

Visit the Wellesley Township Museum to learn about local history. Enjoy a picnic in the park with beautiful views of the countryside.

evening
:

Dine at a farm-to-table restaurant and savor locally sourced dishes. Wrap up your day with a stroll to enjoy the starry night sky.

day 2
Wellesley Cultural Experience
morning
:

Visit local galleries to appreciate the artwork from regional artists. Spend some time engaging with artists and learning about their creative process.

afternoon
:

Attend a cultural workshop or class to immerse yourself in local crafts. Browse boutique shops for unique souvenirs afterward.

evening
:

Join a community event or concert for an entertaining evening. Enjoy food trucks or community stalls for a quick bite.

day 3
Wellesley Country Escape
morning
:

Visit a local farm for a hearty farm breakfast, complete with fresh eggs and pastries. Interact with the animals and enjoy the pastoral setting.

afternoon
:

Take a guided horseback riding tour through the picturesque trails. Experience the beauty of the countryside on horseback.

evening
:

Have dinner at a countryside restaurant with stunning views. Consider visiting a local vineyard for some wine tasting.

day 4
Wellesley Relaxation Retreat
morning
:

Start with a yoga class in a nearby park to rejuvenate your spirit. Enjoy some quiet meditation time surrounded by nature.

afternoon
:

Indulge in a spa treatment at a wellness center to unwind fully. Enjoy healthy snacks on the patio afterward.

evening
:

Attend a mindfulness workshop to reflect on your day. Have a light dinner at a health-conscious restaurant.

day 5
Wellesley Adventure Seeker
morning
:

Get your adrenaline pumping with a cycling adventure on local trails. Enjoy the thrill of exploring the great outdoors.

afternoon
:

Stop for lunch at a bike-friendly café, then head to an adventure park for zip-lining. Experience the excitement while surrounded by nature.

evening
:

Finish your day with a hearty meal at a grill house. Share stories of the day around a fire pit.

day 6
Wellesley Fishing Trip
morning
:

Start early with breakfast, then head out for a fishing excursion on local lakes. Enjoy the peacefulness of the morning water.

afternoon
:

Have a lakeside lunch with your catch of the day. Spend the afternoon soaking up the sun or exploring the shoreline.

evening
:

Cook your fresh catch at a local seafood spot and savor the flavor. Enjoy the evening by the lakeside, listening to the sounds of nature.

day 7
Wellesley Fall Festivities
morning
:

Start your day with a visit to a local farmers market. Enjoy the vibrant displays of autumn produce and baked goods.

afternoon
:

Take part in seasonal activities like apple picking or pumpkin carving. Have fun learning some traditional fall recipes.

evening
:

Enjoy a family-style dinner featuring seasonal ingredients. Attend a local festival for crafts and entertainment.

day 8
Wellesley Camping Getaway
morning
:

Pack a leisurely breakfast to enjoy at your campsite. Settle into nature with coffee and the sounds of the forest.

afternoon
:

Explore trails nearby or try your hand at fishing. Enjoy a packed lunch amidst the beautiful scenery.

evening
:

Gather around the campfire for sizzling s'mores and story sharing. Spend a night under the stars, enjoying the peace of nature.

Discover Wellesley

Read more in our Wellesley 2024 Travel Guide.

Wellesley Travel Guide