- Our list of the best things to do in Ashland, Oregon, features the top 85 nearby activities — including 44 great attractions with user approval ratings of 90% or more!
- Ashland, 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 27 things to do within the city of Ashland, OR , followed by 58 popular activities in nearby cities, including Medford, Jacksonville and Central Point
Showing 21-30 of
147
2.3 Miles
The Grizzly Peak Winery produces Pinot Gris, Viognier, Tempranillo Rosado, Pinot Noir, and Cabernet Sauvignon wines. The location, which can be reserved for weddings and special events, also hosts its own special events.
0.3 Miles
Opened in 2002, the Thomas Theatre is a performing arts venue that can accommodate up to 360 individuals. The theater is host to a number of performances throughout the acting season, ranging from locally directed to classic plays.
0.3 Miles
Originally built in 1959, the Allen Elizabethan Theater is the centerpiece facility for the Oregon Shakespeare Festival. Privately funded and maintained by theater groups, Shakespearean productions are offered in this auditorium on a rotating basis all year long.
0.2 Miles
Featuring full stadium seating, the Varsity Theatre is a movie theater that shows a large amount of indie/foreign films in addition to Hollywood blockbusters. Amenities at the theater include free refills on large popcorn and hearing impaired listening devices.
1.6 Miles
52%
21 votes
1045 N. Main Street, Ashland, OR
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Main Street Adventure Tours & Rentals offers a wide variety of guided tours, including white water rafting expeditions, bike tours, historic tours, and visits to the wine country. The company also rents paddle boats and other equipment.
2.3 Miles
All of the wines made by Ashland Vineyards have been highly rated by Wine Spectator, and it is the only winery in Oregon to have all their wines win awards. The estate is spread over 120 acres and includes a tasting room.
1.3 Miles
Part of the Coming Attractions theater chain, Ashland Street Cinema is a movie theater multiplex that shows current Hollywood films in digital video and sound. The theater is available for rentals, and offers birthday party packages.
8.2 Miles
100%
5 votes
4192 Coleman Creek Road, Medford, OR 97501
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Every Halloween, guests are invited to tour the hellish home known as the Darkwing Manor & Morguetorium Museum. From classic characters like witches and zombies, to realistic graveyards and freaky rooms, the entire experience is meant to frighten and entertain.
8.9 Miles
As one of Southern Oregon's new kids on the block, 2Hawk Winery quickly made a name for itself in the cool coastal wine market. The winery presents an extensive selection of spicy reds and sweet, crisp whites.
9.6 Miles
Combining old world art and contemporary science, Edenvale Winery makes a variety of craft wines from Oregon grapes. The winery welcomes visitors to its gardens and tasting room, and hosts a variety of special events.