Pleasanton

Day Trips

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

day 1
Pleasanton Exploration
morning
:

Start the day with a delicious breakfast at a local café in downtown Pleasanton. Afterward, explore the historic Main Street with its charming shops and boutiques.

afternoon
:

Visit the Pleasanton Farmers’ Market to sample local produce and artisan goods. Enjoy a relaxing picnic in one of the nearby parks, soaking in the scenery.

evening
:

Dine at one of Pleasanton’s popular restaurants offering a variety of cuisines. Wrap up the evening with a stroll around the neighborhood to enjoy the local ambiance.

day 2
Nature and Parks
morning
:

Head to the Alviso Adobe Community Park for a morning hike along the trails. Enjoy the beautiful views of the landscape and learn about local history.

afternoon
:

Have lunch at a nearby café, then visit the Shadow Cliffs Regional Recreation Area. Spend the afternoon kayaking, fishing, or just enjoying the water.

evening
:

Return to Pleasanton and have dinner at a local steakhouse. Spend the evening relaxing at your accommodation or catching a local event.

day 3
Arts and Culture Day
morning
:

Start with breakfast at a local diner before visiting the Museum on Main. Discover the rich history and culture of Pleasanton.

afternoon
:

Grab lunch at a bistro and then explore the local art galleries. Keep an eye out for any art festivals happening during your visit.

evening
:

Enjoy a show at the Firehouse Arts Center. After the performance, find a cozy spot for dessert and a nightcap.

day 4
Active Adventure
morning
:

Fuel up with a hearty breakfast, then rent bicycles and hit the Livermore Valley Wine Trail. Enjoy the ride through beautiful vineyards and rolling hills.

afternoon
:

Stop by a winery for a tasting and a light lunch. Continue biking to more wineries, enjoying the scenic views.

evening
:

Return to Pleasanton and indulge in dinner at a casual pub. Share stories of your day while relaxing with a drink.

day 5
Shopping Spree
morning
:

Have breakfast at a bakery, then head to the Stoneridge Shopping Center. Browse through a variety of shops for clothing, accessories, and souvenirs.

afternoon
:

Enjoy lunch in the shopping center and continue exploring more stores. Don’t forget to check out some local boutiques in downtown Pleasanton.

evening
:

Dine at a trendy restaurant featuring farm-to-table dishes. Wrap up the day with a movie at a nearby theater.

day 6
Wine Country Getaway
morning
:

Start with breakfast at a local café, then set out for a wine tour in Livermore Valley. Visit a couple of wineries to taste exceptional local wines.

afternoon
:

Enjoy lunch at a winery with picturesque views. Spend the afternoon relaxing at another vineyard or exploring nearby attractions.

evening
:

Return to Pleasanton for a dinner that complements your wine experience. Enjoy a peaceful evening reflecting on your day in wine country.

day 7
Hiking and Outdoor Fun
morning
:

After breakfast, head to the Mount Diablo State Park for a challenging hike. Take in the breathtaking views from the summit.

afternoon
:

Have a picnic lunch at one of the park's scenic spots. Explore more trails or relax in nature for the rest of the afternoon.

evening
:

Return to Pleasanton and dine at a casual eatery. Share your hiking experiences with your companions in the cozy atmosphere.

day 8
Pet-Friendly Day
morning
:

Start with breakfast at a dog-friendly café with outdoor seating. Take your furry friend to a local park for a morning walk.

afternoon
:

Enjoy lunch at a pet-friendly restaurant, then visit a nearby dog park to let your pet play. Spend the afternoon exploring the pet-friendly shops in town.

evening
:

Have dinner at a restaurant with a patio, allowing your pet to join. Wind down with a peaceful evening stroll with your dog.

day 9
Music and Entertainment
morning
:

Have a late breakfast at a local brunch spot known for live music. Check out if there's a free concert or event happening in the park.

afternoon
:

Enjoy lunch at a lively eatery and attend a music session at a local venue. Explore different genres and local bands.

evening
:

Dine at a restaurant known for its vibrant atmosphere and live performances. Celebrate the night with good music and good company.

day 10
Scenic Drive and Relaxation
morning
:

Enjoy breakfast at a quaint spot, then take a scenic drive through the countryside. Stop at viewpoints and take plenty of photos.

afternoon
:

Have lunch in a charming town along the way. Visit local shops and take some time to relax at a café.

evening
:

Return to Pleasanton and enjoy a quiet dinner at home or a local diner. Reflect on the day's adventures under the stars.

Discover Pleasanton

Read more in our Pleasanton 2024 Travel Guide.

Pleasanton Travel Guide