- 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
Showing 1-10 of 127
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.
93% 30 votes
PO Box 697, Jacksonville, OR 97530 MoreLess Info
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.
85% 92 votes
11777 Highway 238, Jacksonville, OR 97530 MoreLess Info
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.
89% 19 votes
1665 Eastside Road, Jacksonville, OR MoreLess Info
A craft vineyard that creates biodynamic wines in the Rhone style, Cowhorn Vineyard features a tasting room and offers tours of the facilities. The vineyard also hosts a variety of special events.
80% 45 votes
1000 Upper Applegate Road, Jacksonville, OR 97530 MoreLess Info
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.
100% 6 votes
2131 Little Applegate Rd, Jacksonville, OR 97530 MoreLess Info
A traditional French style winery, Cricket Hill Winery makes only a single blended red wine in the Bordeaux style. The winery welcomes visitors for tours, and offers tastings with food pairings.
88% 8 votes
340 West C Street, Jacksonville, OR 97530 MoreLess Info
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.
100% 4 votes
206 North Fifth Street, Jacksonville, OR 97530 MoreLess Info
The Art Presence Art Center is a gallery and exhibit space that features the works of local artists in a wide variety of media. The center hosts different events on a monthly basis.
100% 3 votes
8555 Hwy 238, Jacksonville, OR 97530 MoreLess Info
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.