- Our list of the best things to do in Jacksonville, Oregon, features the top 108 nearby activities — including 62 great attractions with user approval ratings of 90% or more!
- Jacksonville, OR has a variety of great sights and experiences nearby. Top categories include: Food & Drink, Outdoor Places, Museums & Galleries, and Entertainment & Shows.
- The results below include the top 21 things to do within the city of Jacksonville, OR , followed by 87 popular activities in nearby cities, including Ashland, Medford, Grants Pass, Central Point and Gold Hill
100% 46 votes
360 North Oregon Street, Jacksonville, OR 97530 MoreLess Info
Jacksonville is a famous historic town in Southern Oregon and what better way to explore it than to take the Segway of Jacksonville tours. The two-hour Segway tour will take you to the different landmarks within the town.
89% 36 votes
Beekman Bank, corner of California and Third Street, Jacksonville, OR MoreLess Info
Visitors can see attractions in style with a Historic Jacksonville Trolley Tour. Tours provide about 45 minutes of narrated history and they are offered five times per day during the summer on the hour between 11am and 3pm.
Featuring a planned weekly menu, Quady North Winery Tasting Room offers both a fun and educational experience. Along with sampling a few different wines, tours are facilitated by a knowledgeable staff who will share information about the wine making process.
The Red Lily Vineyards is a boutique winery that specializes in producing Spanish wine Tempranillo. Nestled within the estate near the Applegate River, Red Lily Vineyards also has a small restaurant where you can sample their excellent menu that goes well with their wines.
The Valley View Winery is located near the historic town of Jacksonville in Southern Oregon. The winery specializes in creating Sauvignon, Merlot, Syrah and Tempranillo wines to please the palates of every wine enthusiast.
The Jacksonville Library is a local public library filled with numerous amenities in addition to a large selection of books for rental. These amenities include public computer access, two art exhibits, and weekend local music events at the library.
Specializing in Chardonnay and Pinot Noir, Fly High & LongSword Vineyards offers visitors a scenic vineyard view from the tasting room patio. All tastings are $5 and often feature live entertainment from local musicians.