Lake Oswego

Day Trips

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

day 1
Exploring Historic Center
morning
:

Start your day with a visit to the Lake Oswego Farmers' Market, where local vendors showcase fresh produce, artisan breads, and handmade crafts. As you stroll through the market, enjoy the lively atmosphere filled with the sounds of local musicians and the aroma of freshly brewed coffee. Don't forget to grab a breakfast pastry from one of the stalls to fuel your adventure.

afternoon
:

Head to the Oswego Heritage House, a charming historical site that offers insights into the area's past. Spend some time exploring the exhibits and learning about Lake Oswego's transformation over the years. Afterward, take a leisurely walk along the picturesque streets lined with beautiful homes and historic buildings.

evening
:

Conclude your day with a delightful dinner at a local eatery, such as the popular The Diner, known for its comfort food and friendly atmosphere. As the sun sets, take a scenic stroll along the waterfront at George Rogers Park, where you can enjoy stunning views of the lake. End your evening with a scoop of ice cream from a nearby shop, savoring the sweet flavors as you reflect on your day.

day 2
Nature Walks and Lakeside Picnics
morning
:

Kick off your morning with a peaceful hike at the Tryon Creek State Natural Area, where you'll be surrounded by lush greenery and the sounds of nature. Wander along the well-maintained trails, keeping an eye out for local wildlife and enjoying the tranquility of this hidden gem. The fresh morning air will invigorate you as you immerse yourself in the beauty of the forest.

afternoon
:

After your hike, find a cozy spot at the Lake Oswego Parks and Recreation area for a delightful picnic lunch. Pack a basket filled with your favorite snacks and enjoy the serene atmosphere while overlooking the shimmering lake. You can also take a moment to relax and play frisbee or toss a ball around in the expansive green spaces.

evening
:

As evening approaches, head over to the Lakewood Center for the Arts, where you can catch a live performance or art exhibition. Immerse yourself in the local arts scene, appreciating the creativity and talent on display. After the show, enjoy a casual dinner at a nearby bistro, discussing the highlights of your day.

day 3
Kayaking and Scenic Views
morning
:

Begin your day by renting a kayak or paddleboard at the Lake Oswego Paddle Sports Center and glide across the calm waters of the lake. The morning mist hovering over the water creates a magical atmosphere, perfect for early explorers. As you paddle, take in the stunning views of the surrounding hills and the luxury homes that dot the shoreline.

afternoon
:

After a refreshing morning on the water, dock your kayak and head to the nearby Lake Oswego Municipal Golf Course for a round of golf or a leisurely lunch at their café. Spend your afternoon enjoying the manicured greens and stunning views of the lake from different vantage points. Whether you're an experienced golfer or a beginner, the course offers a fun challenge for everyone.

evening
:

As the sun begins to set, gather your friends or family for a barbecue at one of the public parks around the lake. Enjoy grilling your favorite foods while sharing stories and laughter as the day winds down. After dinner, take a peaceful sunset stroll along the waterfront, capturing the beautiful colors reflecting off the lake.

day 4
Cultural Exploration and Local Cuisine
morning
:

Start your day with a visit to the Lake Oswego Public Library, where you can browse through a wide selection of books and enjoy the cozy reading nooks. Spend some time participating in any ongoing workshops or community events that the library hosts, connecting with locals and expanding your knowledge. It’s a perfect way to engage with the cultural fabric of the community.

afternoon
:

After soaking in the literary atmosphere, make your way to the nearby Oswego Village Shopping Center for some retail therapy and lunch. Explore the unique boutiques and shops offering local crafts and specialty goods, and grab a bite at one of the delightful cafes that serve seasonal dishes. This area is a great spot to relax and take in the lively local culture.

evening
:

For dinner, indulge in the culinary delights of Lake Oswego at a well-reviewed restaurant, such as the upscale Palisade, which offers views of the lake and a menu featuring fresh, local ingredients. Savor the evening ambiance as you enjoy your meal, and perhaps pair it with a local wine. After dinner, stroll through the charming streets, taking in the sights and sounds of the town at night.

day 5
Art and Nature Fusion
morning
:

Begin your day at the Oregon Museum of Science and Industry (OMSI), where you can engage with interactive exhibits and learn about various scientific concepts. Spend time exploring the planetarium or the outdoor science park, which offers stunning views of the waterfront. This educational experience is bound to ignite your curiosity and set a positive tone for the day.

afternoon
:

In the afternoon, venture to the nearby Crystal Springs Rhododendron Garden, a botanical paradise that showcases a stunning collection of rhododendrons and azaleas. Stroll through the vibrant pathways, taking in the beauty of the blooms and the peaceful ambiance of the garden. Bring a sketchbook or camera to capture the colorful sights that surround you.

evening
:

Wrap up your art and nature-filled day with a visit to one of Lake Oswego's art galleries, where you can admire the works of local artists. Engage with the artists themselves often present during exhibitions, gaining insights into their creative processes. For dinner, choose a nearby restaurant that features artistic presentations of their dishes, indulging in a feast for both the eyes and the palate.

day 6
Wine Tasting and Vineyard Tours
morning
:

Start your day with a scenic drive to the Willamette Valley, renowned for its exquisite wineries and vineyards. Visit a local vineyard such as Oswego Hills Vineyard and Winery for a morning tour that introduces you to the winemaking process. Enjoy the beautiful landscape dotted with grapevines while sipping on a refreshing glass of their signature wine.

afternoon
:

After the vineyard tour, settle in for a delightful wine tasting session accompanied by a gourmet lunch featuring local cheeses and charcuterie. Engage with the knowledgeable staff who can share insights about the different wines and their pairings. The laid-back atmosphere makes it easy to relax and enjoy the flavors of the region.

evening
:

As evening falls, return to Lake Oswego and treat yourself to a sunset dinner at a waterfront restaurant, where you can enjoy fresh seafood and locally sourced ingredients. The view of the lake at dusk creates a romantic setting, making it the perfect end to a lovely day. Savor the culinary delights while reminiscing about the beautiful sights and tastes experienced throughout the day.

day 7
Adventure on the Water
morning
:

Kick off your day with an adrenaline rush by taking part in a wakeboarding or water skiing session at Lake Oswego. Rent equipment from one of the local water sports shops and learn the basics or refine your skills on the water. The thrill of skimming across the lake will energize you for the day ahead.

afternoon
:

After your morning adventure, relax at the lake and enjoy a leisurely lunch at a nearby café, soaking in the sun and the beautiful views. Spend some time lounging on the beach or participating in beach games like volleyball or frisbee. The serene environment and friendly atmosphere make it an enjoyable afternoon.

evening
:

As night approaches, gather around a fire pit at one of the local parks for a cozy evening filled with storytelling and s'mores. The warmth of the fire and the sounds of nature create a perfect backdrop for bonding with friends or family. Conclude the night by stargazing and reflecting on the adventures of the day.

day 8
Historical Landmarks and Scenic Drives
morning
:

Start your morning with a visit to the historic Lake Oswego Iron Furnace, a significant relic of the area’s industrial past. Take a guided tour to learn about the history of iron production in the region and its impact on the local economy. The unique historical context will provide a fascinating insight into Lake Oswego's development.

afternoon
:

Continue your exploration with a scenic drive along the Columbia River Gorge, stopping at viewpoints to marvel at the stunning waterfalls and natural landscapes. Enjoy a packed lunch at one of the scenic overlooks, where you can appreciate the breathtaking views of the gorge. This drive is a perfect way to connect with the natural beauty that Oregon is famous for.

evening
:

Return to Lake Oswego and dine at a restaurant that offers authentic Oregon cuisine, highlighting the area's local produce and flavors. Engage with the friendly staff who can recommend signature dishes and local wines to complement your meal. As you enjoy your dinner, reflect on the historical and natural wonders you experienced throughout the day.

day 9
Relaxation and Wellness Retreat
morning
:

Begin your day with a rejuvenating yoga session at a local wellness studio, surrounded by like-minded individuals. The calming atmosphere and expert instruction will help you find your balance and set a positive intention for the day ahead. Following yoga, treat yourself to a healthy breakfast at a nearby café that specializes in wholesome, organic options.

afternoon
:

After breakfast, indulge in a spa treatment at a local wellness center, where you can enjoy massages, facials, or even hydrotherapy sessions. Allow yourself to unwind and focus on self-care as you take advantage of the serene environment. The afternoon is all about relaxation, so take your time to enjoy the amenities and pamper yourself.

evening
:

To wrap up your wellness retreat, enjoy a quiet dinner at a healthy eatery, where you can savor nutritious and delicious dishes. Allow the peaceful ambiance to enhance your dining experience as you reflect on the rejuvenation of the day. After dinner, take a leisurely stroll by the lake, feeling the calmness within you and appreciating the beauty surrounding you.

Discover Lake Oswego

Read more in our Lake Oswego 2025 Travel Guide.

Lake Oswego Travel Guide