Portland Small Group Walking Tour
From$29
2 hours
Portland, ME, US
About this activity
Join a 2-hour guided walking tour to explore Portland's vibrant neighborhoods, including the International Rose Test Garden and the Pearl District's art scene.
Highlights
- Stroll through Portland's vibrant neighborhoods
- Discover the International Rose Test Garden
- Explore the Pearl District's art scene
- Learn about Portland's history and culture
- Enjoy local insights from a knowledgeable guide
Full description
Discover the charm of Portland on this engaging 2-hour walking tour. Wander through the city's vibrant neighborhoods, including the International Rose Test Garden, renowned for its stunning rose varieties. Explore the Pearl District's art scene, featuring unique galleries and street art. Learn about Portland's rich history and culture from a knowledgeable guide, and gain local insights that will enhance your visit. This tour offers a perfect introduction to the city's diverse attractions and hidden gems.
Included / Excluded
- Guided walking tour of Portland's highlights
- Visit to the International Rose Test Garden
- Exploration of the Pearl District's art scene
- Meals and beverages
Itinerary
1
All tours start at DIRECTOR PARK. We'll meet you in the southeast corner of this urban hardscape park, near the intersection of SW Taylor and SW Park Ave. Our meeting spot is across the street from entrance to the Regal Fox Tower. Parking is available on the streets nearby or in lots in the adjacent building. The MAX light rail comes just a block away, at the Pioneer Square stop.
Duration: 5 minAdmission: NOT_APPLICABLE
2
Much of Portland’s history can be told through the buildings and street layouts; most importantly, the prioritization of parks throughout the city center. We'll walk through the park blocks and learn why they were laid out this way; and what the park blocks' designer didn't do before he died.
Duration: 20 minAdmission: NOT_APPLICABLE
3
From cast iron-fronted buildings to the grandly disastrous post-modern Portland Building, we trace our history through architectural choices our city planners made.
Duration: 15 minAdmission: NOT_APPLICABLE
4
Pass by: We will walk by the exterior of the museum and talk about the history of art in Portland.
Admission: NOT_APPLICABLE
5
No tour of downtown Portland, or history of the city's relationships with hippies, would be complete without a visit to Pioneer Courthouse Square. From its past as the center of education to the drive to keep out the "dirty hippies," we'll learn how and why this square has never been far from the minds of Portlanders and the city's visitors.
Duration: 15 minAdmission: NOT_APPLICABLE
Meeting point
Start Location
Unknown location
Important information
Know before you book
- The tour operates rain or shine; please dress appropriately for the weather.
- Children under 6 may require a booster seat by law. Please contact the tour operator in advance if needed.
- The tour is not wheelchair accessible; consider this when booking.
Know before you go
- Wear comfortable walking shoes suitable for various terrains.
- Dress in layers to accommodate changing weather conditions.
- Bring a water bottle to stay hydrated during the tour.
Cancellation policy
Free cancellation up to 1 days before the activity starts
For a full refund, cancel at least 24 hours before the scheduled departure time.
Accessibility
- Wheelchair Accessible
- Stroller Accessible
- Service Animals Allowed
- Easy Public Transport
Traveler reviews
4.8318 reviews
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Great historical and cultural “walk-about” with Shannon
We learned about Portland history embedded in the built and natural landscape. Shannon told many stories that brought the history alive.
Kathleen_JJul 1, 2026VIATOR
Amazing experience
Shannan really knows her stuff it was a great tour and very very informative. We had a great time on a tour and learned a lot about Portland history
ladydoc4271Jul 1, 2026VIATOR
Interesting!
Fun guides. Educational! It was nice to have two guides since they both had different educational backgrounds.
Rita_JJun 28, 2026VIATOR
The tour guide was good....
The tour guide was good. The size of the group was great. We would have liked to see more different things.
AmyJun 8, 2026VIATOR
Kelly’s Portland Tour Awas Incredible
This tour was informative, fun, and communicated the sustainability values of Portland. We all loved it!
Suki_wMay 29, 2026VIATOR